Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 19:22:59 UTC

Update Date

2021-09-26 23:14:53 UTC

HMDB ID

HMDB0258162

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(1R,2S,4S,6R,7S,8R,9S,12S,13S)-7,9,13-Trimethyl-6-(3-methylbutyl)-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-ol

Description

(1R,2S,4S,6R,7S,8R,9S,12S,13S)-7,9,13-Trimethyl-6-(3-methylbutyl)-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-ol belongs to the class of organic compounds known as furostanes and derivatives. Furostanes and derivatives are compounds containing or derived from the steroid parent furostane, which is a 16b,22-epoxycholestane derivative, the extra ring being labeled as\nring E. Based on a literature review very few articles have been published on (1R,2S,4S,6R,7S,8R,9S,12S,13S)-7,9,13-Trimethyl-6-(3-methylbutyl)-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-ol. This compound has been identified in human blood as reported by (PMID: 31557052 ). (1r,2s,4s,6r,7s,8r,9s,12s,13s)-7,9,13-trimethyl-6-(3-methylbutyl)-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-ol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (1R,2S,4S,6R,7S,8R,9S,12S,13S)-7,9,13-Trimethyl-6-(3-methylbutyl)-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-ol is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652309112121232D          

 29 33  0  0  0  0            999 V2000
    5.6091   -1.1068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5275   -0.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1437    0.2627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8124    1.0183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9914    0.9367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8154    0.1307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9944    0.0491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5057   -0.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6857   -0.5248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3544    0.2308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8431    0.8955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6631    0.8046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2793    1.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5118    1.6510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6918    1.7419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2031    1.0772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5345    0.3216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0458   -0.3431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2258   -0.2522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1055    0.5034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3832    1.1681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9255    0.5942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8658   -0.4339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4029   -0.6677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9497    0.0867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5052    0.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3111    0.5206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8666    1.1305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5617   -0.2655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
  5 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 16 21  1  0  0  0  0
 20 22  1  0  0  0  0
 17 23  1  0  0  0  0
  7 24  1  0  0  0  0
  3 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
M  END

HMDB0258162
     RDKit          3D
(1R,2S,4S,6R,7S,8R,9S,12S,13S)-7,9,13-Trimethyl-6-(3-methylbutyl)-5-oxapentac...
 75 79  0  0  0  0  0  0  0  0999 V2000
    7.3217    0.7628   -0.2012 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6765   -0.0351   -1.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8437    0.6219   -2.6563 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1808   -0.2321   -1.0283 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0261   -0.9523    0.2557 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6959   -1.2680    0.7485 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9253   -2.0673   -0.1482 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8365   -1.3281   -0.4218 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5019   -1.9837   -0.6637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3044   -0.7500   -0.3160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7368   -0.7604   -0.5472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5142   -1.9179   -0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8967   -1.5682    0.4894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4288   -0.5002   -0.4238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9037   -0.4144   -0.2708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4209    0.5424   -1.3403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3416    1.4437   -0.8391 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2978    1.1818   -2.1016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2200    1.7614   -1.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7032    0.7798   -0.1982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1922    1.3814    1.1275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2270    0.6252   -0.2282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6310    1.2769    0.9662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1212    1.1222    1.1077 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2107   -0.3165    1.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5389   -0.9611    2.2002 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5256   -0.8343    1.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8045   -0.1879    1.2810 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0087    1.1809    0.7905 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2505    1.2366   -0.5798 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6547    0.0844    0.6325 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6772    1.5786    0.1769 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1608   -1.0351   -1.3214 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7038    0.2034   -3.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0392    1.7053   -2.4910 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9401    0.4715   -3.2964 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6094    0.6641   -1.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8667   -0.9477   -1.8531 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6028   -0.4762    1.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5813   -1.9357    0.1304 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8415   -2.0238    1.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9698   -0.4749   -1.0976 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3317   -2.2296   -1.7238 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3239   -2.8153    0.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1173    0.0303   -1.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8483   -0.8572   -1.6822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9429   -2.5483    0.7263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7266   -2.7056   -0.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5398   -2.4842    0.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8048   -1.2785    1.5339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2287   -0.8621   -1.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3086   -1.4571   -0.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2445   -0.1393    0.7391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9866   -0.0878   -2.0897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9030    2.3067   -0.7076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7438    2.0191   -2.6902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9237    0.4593   -2.8639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4699    2.7378   -0.8509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3304    1.9311   -1.9386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1667    0.6781    1.9538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7071    2.3527    1.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2807    1.6406    0.9684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8696    1.2677   -1.0993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1782    1.1275    1.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7406    2.4010    0.8176 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1287    1.6061    2.0731 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3047    1.6555    0.2337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5873   -0.7653    2.2611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0741   -0.4733    3.1129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2362   -2.0411    2.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5776   -1.8249    1.5881 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9654   -0.1637    2.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0440    1.5572    0.8882 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6427    1.4457   -0.1976 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4289    1.8634    1.4969 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 28  6  1  0
 27  8  1  0
 25 10  1  0
 22 11  1  0
 20 14  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  8 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 14 51  1  0
 15 52  1  0
 15 53  1  0
 16 54  1  0
 17 55  1  0
 18 56  1  0
 18 57  1  0
 19 58  1  0
 19 59  1  0
 21 60  1  0
 21 61  1  0
 21 62  1  0
 22 63  1  0
 23 64  1  0
 23 65  1  0
 24 66  1  0
 24 67  1  0
 26 68  1  0
 26 69  1  0
 26 70  1  0
 27 71  1  0
 28 72  1  0
 29 73  1  0
 29 74  1  0
 29 75  1  0
M  END


  Mrv1652309112121232D          

 29 33  0  0  0  0            999 V2000
    5.6091   -1.1068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5275   -0.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1437    0.2627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8124    1.0183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9914    0.9367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8154    0.1307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9944    0.0491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5057   -0.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6857   -0.5248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3544    0.2308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8431    0.8955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6631    0.8046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2793    1.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5118    1.6510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6918    1.7419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2031    1.0772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5345    0.3216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0458   -0.3431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2258   -0.2522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1055    0.5034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3832    1.1681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9255    0.5942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8658   -0.4339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4029   -0.6677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9497    0.0867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5052    0.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3111    0.5206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8666    1.1305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5617   -0.2655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
  5 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 16 21  1  0  0  0  0
 20 22  1  0  0  0  0
 17 23  1  0  0  0  0
  7 24  1  0  0  0  0
  3 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0258162

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CCC1OC2CC3C4CCC5CC(O)CCC5(C)C4CCC3(C)C2C1C

> <INCHI_IDENTIFIER>
InChI=1S/C27H46O2/c1-16(2)6-9-23-17(3)25-24(29-23)15-22-20-8-7-18-14-19(28)10-12-26(18,4)21(20)11-13-27(22,25)5/h16-25,28H,6-15H2,1-5H3

> <INCHI_KEY>
IXJHLLFJBGNPEW-UHFFFAOYSA-N

> <FORMULA>
C27H46O2

> <MOLECULAR_WEIGHT>
402.663

> <EXACT_MASS>
402.349780721

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
50.912745202637694

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7,9,13-trimethyl-6-(3-methylbutyl)-5-oxapentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosan-16-ol

> <ALOGPS_LOGP>
5.66

> <JCHEM_LOGP>
6.062642490333333

> <ALOGPS_LOGS>
-7.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.2963963211217

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3562895350637048

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
119.44139999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.57e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7,9,13-trimethyl-6-(3-methylbutyl)-5-oxapentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosan-16-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0258162
     RDKit          3D
(1R,2S,4S,6R,7S,8R,9S,12S,13S)-7,9,13-Trimethyl-6-(3-methylbutyl)-5-oxapentac...
 75 79  0  0  0  0  0  0  0  0999 V2000
    7.3217    0.7628   -0.2012 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6765   -0.0351   -1.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8437    0.6219   -2.6563 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1808   -0.2321   -1.0283 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0261   -0.9523    0.2557 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6959   -1.2680    0.7485 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9253   -2.0673   -0.1482 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8365   -1.3281   -0.4218 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5019   -1.9837   -0.6637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3044   -0.7500   -0.3160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7368   -0.7604   -0.5472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5142   -1.9179   -0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8967   -1.5682    0.4894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4288   -0.5002   -0.4238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9037   -0.4144   -0.2708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4209    0.5424   -1.3403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3416    1.4437   -0.8391 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2978    1.1818   -2.1016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2200    1.7614   -1.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7032    0.7798   -0.1982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1922    1.3814    1.1275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2270    0.6252   -0.2282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6310    1.2769    0.9662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1212    1.1222    1.1077 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2107   -0.3165    1.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5389   -0.9611    2.2002 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5256   -0.8343    1.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8045   -0.1879    1.2810 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0087    1.1809    0.7905 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2505    1.2366   -0.5798 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6547    0.0844    0.6325 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6772    1.5786    0.1769 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1608   -1.0351   -1.3214 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7038    0.2034   -3.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0392    1.7053   -2.4910 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9401    0.4715   -3.2964 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6094    0.6641   -1.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8667   -0.9477   -1.8531 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6028   -0.4762    1.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5813   -1.9357    0.1304 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8415   -2.0238    1.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9698   -0.4749   -1.0976 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3317   -2.2296   -1.7238 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3239   -2.8153    0.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1173    0.0303   -1.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8483   -0.8572   -1.6822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9429   -2.5483    0.7263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7266   -2.7056   -0.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5398   -2.4842    0.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8048   -1.2785    1.5339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2287   -0.8621   -1.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3086   -1.4571   -0.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2445   -0.1393    0.7391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9866   -0.0878   -2.0897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9030    2.3067   -0.7076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7438    2.0191   -2.6902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9237    0.4593   -2.8639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4699    2.7378   -0.8509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3304    1.9311   -1.9386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1667    0.6781    1.9538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7071    2.3527    1.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2807    1.6406    0.9684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8696    1.2677   -1.0993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1782    1.1275    1.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7406    2.4010    0.8176 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1287    1.6061    2.0731 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3047    1.6555    0.2337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5873   -0.7653    2.2611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0741   -0.4733    3.1129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2362   -2.0411    2.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5776   -1.8249    1.5881 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9654   -0.1637    2.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0440    1.5572    0.8882 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6427    1.4457   -0.1976 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4289    1.8634    1.4969 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 28  6  1  0
 27  8  1  0
 25 10  1  0
 22 11  1  0
 20 14  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  8 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 14 51  1  0
 15 52  1  0
 15 53  1  0
 16 54  1  0
 17 55  1  0
 18 56  1  0
 18 57  1  0
 19 58  1  0
 19 59  1  0
 21 60  1  0
 21 61  1  0
 21 62  1  0
 22 63  1  0
 23 64  1  0
 23 65  1  0
 24 66  1  0
 24 67  1  0
 26 68  1  0
 26 69  1  0
 26 70  1  0
 27 71  1  0
 28 72  1  0
 29 73  1  0
 29 74  1  0
 29 75  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      10.470  -2.066   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.318  -0.534   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.468   0.490   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      10.850   1.901   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       9.317   1.748   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.989   0.244   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.456   0.092   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.544  -1.149   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.013  -0.980   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.395   0.431   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.307   1.672   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.838   1.502   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.988   2.526   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.689   3.082   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.158   3.252   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.246   2.011   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.864   0.600   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.952  -0.640   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.421  -0.471   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.197   0.940   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.715   2.180   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.728   1.109   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.483  -0.810   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.219  -1.246   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.973   0.162   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      14.010   1.300   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      15.514   0.972   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      16.551   2.110   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      15.982  -0.496   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4   25                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   13                                                  
CONECT    6    5    2    7                                                  
CONECT    7    6    8   12   24                                             
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   17                                                  
CONECT   11   10   12   14                                                  
CONECT   12   11    7   13                                                  
CONECT   13   12    5                                                       
CONECT   14   11   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   10   18   23                                             
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20   16                                                       
CONECT   22   20                                                            
CONECT   23   17                                                            
CONECT   24    7                                                            
CONECT   25    3   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   66    0
END

COMPND    HMDB0258162
HETATM    1  C1  UNL     1       7.322   0.763  -0.201  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.676  -0.035  -1.293  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.844   0.622  -2.656  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.181  -0.232  -1.028  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.026  -0.952   0.256  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.696  -1.268   0.748  1.00  0.00           C  
HETATM    7  O1  UNL     1       2.925  -2.067  -0.148  1.00  0.00           O  
HETATM    8  C7  UNL     1       1.837  -1.328  -0.422  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.502  -1.984  -0.664  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.304  -0.750  -0.316  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.737  -0.760  -0.547  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.514  -1.918  -0.021  1.00  0.00           C  
HETATM   13  C12 UNL     1      -3.897  -1.568   0.489  1.00  0.00           C  
HETATM   14  C13 UNL     1      -4.429  -0.500  -0.424  1.00  0.00           C  
HETATM   15  C14 UNL     1      -5.904  -0.414  -0.271  1.00  0.00           C  
HETATM   16  C15 UNL     1      -6.421   0.542  -1.340  1.00  0.00           C  
HETATM   17  O2  UNL     1      -7.342   1.444  -0.839  1.00  0.00           O  
HETATM   18  C16 UNL     1      -5.298   1.182  -2.102  1.00  0.00           C  
HETATM   19  C17 UNL     1      -4.220   1.761  -1.262  1.00  0.00           C  
HETATM   20  C18 UNL     1      -3.703   0.780  -0.198  1.00  0.00           C  
HETATM   21  C19 UNL     1      -4.192   1.381   1.128  1.00  0.00           C  
HETATM   22  C20 UNL     1      -2.227   0.625  -0.228  1.00  0.00           C  
HETATM   23  C21 UNL     1      -1.631   1.277   0.966  1.00  0.00           C  
HETATM   24  C22 UNL     1      -0.121   1.122   1.108  1.00  0.00           C  
HETATM   25  C23 UNL     1       0.211  -0.317   1.038  1.00  0.00           C  
HETATM   26  C24 UNL     1      -0.539  -0.961   2.200  1.00  0.00           C  
HETATM   27  C25 UNL     1       1.526  -0.834   1.020  1.00  0.00           C  
HETATM   28  C26 UNL     1       2.804  -0.188   1.281  1.00  0.00           C  
HETATM   29  C27 UNL     1       3.009   1.181   0.790  1.00  0.00           C  
HETATM   30  H1  UNL     1       8.250   1.237  -0.580  1.00  0.00           H  
HETATM   31  H2  UNL     1       7.655   0.084   0.632  1.00  0.00           H  
HETATM   32  H3  UNL     1       6.677   1.579   0.177  1.00  0.00           H  
HETATM   33  H4  UNL     1       7.161  -1.035  -1.321  1.00  0.00           H  
HETATM   34  H5  UNL     1       7.704   0.203  -3.216  1.00  0.00           H  
HETATM   35  H6  UNL     1       7.039   1.705  -2.491  1.00  0.00           H  
HETATM   36  H7  UNL     1       5.940   0.472  -3.296  1.00  0.00           H  
HETATM   37  H8  UNL     1       4.609   0.664  -1.203  1.00  0.00           H  
HETATM   38  H9  UNL     1       4.867  -0.948  -1.853  1.00  0.00           H  
HETATM   39  H10 UNL     1       5.603  -0.476   1.098  1.00  0.00           H  
HETATM   40  H11 UNL     1       5.581  -1.936   0.130  1.00  0.00           H  
HETATM   41  H12 UNL     1       3.841  -2.024   1.611  1.00  0.00           H  
HETATM   42  H13 UNL     1       1.970  -0.475  -1.098  1.00  0.00           H  
HETATM   43  H14 UNL     1       0.332  -2.230  -1.724  1.00  0.00           H  
HETATM   44  H15 UNL     1       0.324  -2.815   0.027  1.00  0.00           H  
HETATM   45  H16 UNL     1       0.117   0.030  -1.032  1.00  0.00           H  
HETATM   46  H17 UNL     1      -1.848  -0.857  -1.682  1.00  0.00           H  
HETATM   47  H18 UNL     1      -1.943  -2.548   0.726  1.00  0.00           H  
HETATM   48  H19 UNL     1      -2.727  -2.706  -0.817  1.00  0.00           H  
HETATM   49  H20 UNL     1      -4.540  -2.484   0.483  1.00  0.00           H  
HETATM   50  H21 UNL     1      -3.805  -1.279   1.534  1.00  0.00           H  
HETATM   51  H22 UNL     1      -4.229  -0.862  -1.475  1.00  0.00           H  
HETATM   52  H23 UNL     1      -6.309  -1.457  -0.437  1.00  0.00           H  
HETATM   53  H24 UNL     1      -6.244  -0.139   0.739  1.00  0.00           H  
HETATM   54  H25 UNL     1      -6.987  -0.088  -2.090  1.00  0.00           H  
HETATM   55  H26 UNL     1      -6.903   2.307  -0.708  1.00  0.00           H  
HETATM   56  H27 UNL     1      -5.744   2.019  -2.690  1.00  0.00           H  
HETATM   57  H28 UNL     1      -4.924   0.459  -2.864  1.00  0.00           H  
HETATM   58  H29 UNL     1      -4.470   2.738  -0.851  1.00  0.00           H  
HETATM   59  H30 UNL     1      -3.330   1.931  -1.939  1.00  0.00           H  
HETATM   60  H31 UNL     1      -4.167   0.678   1.954  1.00  0.00           H  
HETATM   61  H32 UNL     1      -3.707   2.353   1.338  1.00  0.00           H  
HETATM   62  H33 UNL     1      -5.281   1.641   0.968  1.00  0.00           H  
HETATM   63  H34 UNL     1      -1.870   1.268  -1.099  1.00  0.00           H  
HETATM   64  H35 UNL     1      -2.178   1.128   1.918  1.00  0.00           H  
HETATM   65  H36 UNL     1      -1.741   2.401   0.818  1.00  0.00           H  
HETATM   66  H37 UNL     1       0.129   1.606   2.073  1.00  0.00           H  
HETATM   67  H38 UNL     1       0.305   1.655   0.234  1.00  0.00           H  
HETATM   68  H39 UNL     1      -1.587  -0.765   2.261  1.00  0.00           H  
HETATM   69  H40 UNL     1      -0.074  -0.473   3.113  1.00  0.00           H  
HETATM   70  H41 UNL     1      -0.236  -2.041   2.323  1.00  0.00           H  
HETATM   71  H42 UNL     1       1.578  -1.825   1.588  1.00  0.00           H  
HETATM   72  H43 UNL     1       2.965  -0.164   2.408  1.00  0.00           H  
HETATM   73  H44 UNL     1       4.044   1.557   0.888  1.00  0.00           H  
HETATM   74  H45 UNL     1       2.643   1.446  -0.198  1.00  0.00           H  
HETATM   75  H46 UNL     1       2.429   1.863   1.497  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3    4   33
CONECT    3   34   35   36
CONECT    4    5   37   38
CONECT    5    6   39   40
CONECT    6    7   28   41
CONECT    7    8
CONECT    8    9   27   42
CONECT    9   10   43   44
CONECT   10   11   25   45
CONECT   11   12   22   46
CONECT   12   13   47   48
CONECT   13   14   49   50
CONECT   14   15   20   51
CONECT   15   16   52   53
CONECT   16   17   18   54
CONECT   17   55
CONECT   18   19   56   57
CONECT   19   20   58   59
CONECT   20   21   22
CONECT   21   60   61   62
CONECT   22   23   63
CONECT   23   24   64   65
CONECT   24   25   66   67
CONECT   25   26   27
CONECT   26   68   69   70
CONECT   27   28   71
CONECT   28   29   72
CONECT   29   73   74   75
END

HMDB0258162
     RDKit          3D
(1R,2S,4S,6R,7S,8R,9S,12S,13S)-7,9,13-Trimethyl-6-(3-methylbutyl)-5-oxapentac...
 75 79  0  0  0  0  0  0  0  0999 V2000
    7.3217    0.7628   -0.2012 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6765   -0.0351   -1.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8437    0.6219   -2.6563 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1808   -0.2321   -1.0283 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0261   -0.9523    0.2557 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6959   -1.2680    0.7485 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9253   -2.0673   -0.1482 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8365   -1.3281   -0.4218 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5019   -1.9837   -0.6637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3044   -0.7500   -0.3160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7368   -0.7604   -0.5472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5142   -1.9179   -0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8967   -1.5682    0.4894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4288   -0.5002   -0.4238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9037   -0.4144   -0.2708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4209    0.5424   -1.3403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3416    1.4437   -0.8391 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2978    1.1818   -2.1016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2200    1.7614   -1.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7032    0.7798   -0.1982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1922    1.3814    1.1275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2270    0.6252   -0.2282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6310    1.2769    0.9662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1212    1.1222    1.1077 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2107   -0.3165    1.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5389   -0.9611    2.2002 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5256   -0.8343    1.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8045   -0.1879    1.2810 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0087    1.1809    0.7905 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2505    1.2366   -0.5798 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6547    0.0844    0.6325 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6772    1.5786    0.1769 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1608   -1.0351   -1.3214 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7038    0.2034   -3.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0392    1.7053   -2.4910 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9401    0.4715   -3.2964 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6094    0.6641   -1.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8667   -0.9477   -1.8531 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6028   -0.4762    1.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5813   -1.9357    0.1304 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8415   -2.0238    1.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9698   -0.4749   -1.0976 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3317   -2.2296   -1.7238 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3239   -2.8153    0.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1173    0.0303   -1.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8483   -0.8572   -1.6822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9429   -2.5483    0.7263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7266   -2.7056   -0.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5398   -2.4842    0.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8048   -1.2785    1.5339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2287   -0.8621   -1.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3086   -1.4571   -0.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2445   -0.1393    0.7391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9866   -0.0878   -2.0897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9030    2.3067   -0.7076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7438    2.0191   -2.6902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9237    0.4593   -2.8639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4699    2.7378   -0.8509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3304    1.9311   -1.9386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1667    0.6781    1.9538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7071    2.3527    1.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2807    1.6406    0.9684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8696    1.2677   -1.0993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1782    1.1275    1.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7406    2.4010    0.8176 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1287    1.6061    2.0731 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3047    1.6555    0.2337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5873   -0.7653    2.2611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0741   -0.4733    3.1129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2362   -2.0411    2.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5776   -1.8249    1.5881 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9654   -0.1637    2.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0440    1.5572    0.8882 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6427    1.4457   -0.1976 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4289    1.8634    1.4969 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 28  6  1  0
 27  8  1  0
 25 10  1  0
 22 11  1  0
 20 14  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  8 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 14 51  1  0
 15 52  1  0
 15 53  1  0
 16 54  1  0
 17 55  1  0
 18 56  1  0
 18 57  1  0
 19 58  1  0
 19 59  1  0
 21 60  1  0
 21 61  1  0
 21 62  1  0
 22 63  1  0
 23 64  1  0
 23 65  1  0
 24 66  1  0
 24 67  1  0
 26 68  1  0
 26 69  1  0
 26 70  1  0
 27 71  1  0
 28 72  1  0
 29 73  1  0
 29 74  1  0
 29 75  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₇H₄₆O₂

Average Molecular Weight

402.663

Monoisotopic Molecular Weight

402.349780721

IUPAC Name

7,9,13-trimethyl-6-(3-methylbutyl)-5-oxapentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosan-16-ol

Traditional Name

7,9,13-trimethyl-6-(3-methylbutyl)-5-oxapentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosan-16-ol

CAS Registry Number

Not Available

SMILES

CC(C)CCC1OC2CC3C4CCC5CC(O)CCC5(C)C4CCC3(C)C2C1C

InChI Identifier

InChI=1S/C27H46O2/c1-16(2)6-9-23-17(3)25-24(29-23)15-22-20-8-7-18-14-19(28)10-12-26(18,4)21(20)11-13-27(22,25)5/h16-25,28H,6-15H2,1-5H3

InChI Key

IXJHLLFJBGNPEW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furostanes and derivatives. Furostanes and derivatives are compounds containing or derived from the steroid parent furostane, which is a 16b,22-epoxycholestane derivative, the extra ring being labeled as\nring E.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Furostanes and derivatives

Direct Parent

Furostanes and derivatives

Alternative Parents

Substituents

Furostane-skeleton
Hydroxysteroid
3-hydroxysteroid
Tetrahydrofuran
Cyclic alcohol
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Ether
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	5.66	ALOGPS
logP	6.06	ChemAxon
logS	-7	ALOGPS
pKa (Strongest Acidic)	18.3	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.46 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	119.44 m³·mol⁻¹	ChemAxon
Polarizability	50.91 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	206.949	30932474
DeepCCS	[M-H]-	204.398	30932474
DeepCCS	[M-2H]-	238.733	30932474
DeepCCS	[M+Na]+	214.086	30932474
AllCCS	[M+H]+	207.4	32859911
AllCCS	[M+H-H2O]+	205.4	32859911
AllCCS	[M+NH4]+	209.3	32859911
AllCCS	[M+Na]+	209.9	32859911
AllCCS	[M-H]-	203.5	32859911
AllCCS	[M+Na-2H]-	205.3	32859911
AllCCS	[M+HCOO]-	207.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	7.46 minutes	32390414
Predicted by Siyang on May 30, 2022	24.8117 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.53 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3603.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	745.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	301.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	275.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	692.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1205.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	1017.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	97.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1887.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	688.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	2240.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	648.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	592.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	281.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	625.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(1R,2S,4S,6R,7S,8R,9S,12S,13S)-7,9,13-Trimethyl-6-(3-methylbutyl)-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-ol	CC(C)CCC1OC2CC3C4CCC5CC(O)CCC5(C)C4CCC3(C)C2C1C	2708.4	Standard polar	33892256
(1R,2S,4S,6R,7S,8R,9S,12S,13S)-7,9,13-Trimethyl-6-(3-methylbutyl)-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-ol	CC(C)CCC1OC2CC3C4CCC5CC(O)CCC5(C)C4CCC3(C)C2C1C	3048.0	Standard non polar	33892256
(1R,2S,4S,6R,7S,8R,9S,12S,13S)-7,9,13-Trimethyl-6-(3-methylbutyl)-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-ol	CC(C)CCC1OC2CC3C4CCC5CC(O)CCC5(C)C4CCC3(C)C2C1C	3249.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (1R,2S,4S,6R,7S,8R,9S,12S,13S)-7,9,13-Trimethyl-6-(3-methylbutyl)-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-ol GC-MS (Non-derivatized) - 70eV, Positive	splash10-00el-1129000000-15a7e691f188b7964322	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (1R,2S,4S,6R,7S,8R,9S,12S,13S)-7,9,13-Trimethyl-6-(3-methylbutyl)-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-ol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (1R,2S,4S,6R,7S,8R,9S,12S,13S)-7,9,13-Trimethyl-6-(3-methylbutyl)-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-ol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (1R,2S,4S,6R,7S,8R,9S,12S,13S)-7,9,13-Trimethyl-6-(3-methylbutyl)-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-ol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

278249

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

314515

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for (1R,2S,4S,6R,7S,8R,9S,12S,13S)-7,9,13-Trimethyl-6-(3-methylbutyl)-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-ol (HMDB0258162)

MOL for HMDB0258162 ((1R,2S,4S,6R,7S,8R,9S,12S,13S)-7,9,13-Trimethyl-6-(3-methylbutyl)-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-ol)

3D MOL for HMDB0258162 ((1R,2S,4S,6R,7S,8R,9S,12S,13S)-7,9,13-Trimethyl-6-(3-methylbutyl)-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-ol)

3D SDF for HMDB0258162 ((1R,2S,4S,6R,7S,8R,9S,12S,13S)-7,9,13-Trimethyl-6-(3-methylbutyl)-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-ol)

3D-SDF for HMDB0258162 ((1R,2S,4S,6R,7S,8R,9S,12S,13S)-7,9,13-Trimethyl-6-(3-methylbutyl)-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-ol)

PDB for HMDB0258162 ((1R,2S,4S,6R,7S,8R,9S,12S,13S)-7,9,13-Trimethyl-6-(3-methylbutyl)-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-ol)

3D PDB for HMDB0258162 ((1R,2S,4S,6R,7S,8R,9S,12S,13S)-7,9,13-Trimethyl-6-(3-methylbutyl)-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-ol)

SMILES for HMDB0258162 ((1R,2S,4S,6R,7S,8R,9S,12S,13S)-7,9,13-Trimethyl-6-(3-methylbutyl)-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-ol)

INCHI for HMDB0258162 ((1R,2S,4S,6R,7S,8R,9S,12S,13S)-7,9,13-Trimethyl-6-(3-methylbutyl)-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-ol)

Structure for HMDB0258162 ((1R,2S,4S,6R,7S,8R,9S,12S,13S)-7,9,13-Trimethyl-6-(3-methylbutyl)-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-ol)

3D Structure for HMDB0258162 ((1R,2S,4S,6R,7S,8R,9S,12S,13S)-7,9,13-Trimethyl-6-(3-methylbutyl)-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-ol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra