Jump To Section:

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

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:39:47 UTC

Update Date

2022-03-07 02:52:45 UTC

HMDB ID

HMDB0030909

Secondary Accession Numbers

HMDB30909

Metabolite Identification

Common Name

2,3-Secoporrigenin

Description

2,3-Secoporrigenin belongs to the class of organic compounds known as naphthofurans. Naphthofurans are compounds containing a furan ring fused to a naphthalene moiety. Furan is a 5 membered- ring aromatic ring with four carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. 2,3-Secoporrigenin has been detected, but not quantified in, several different foods, such as green onion, red onion, garden onions (Allium cepa), garden onion (var.), and welsh onions (Allium fistulosum). This could make 2,3-secoporrigenin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2,3-Secoporrigenin.

Structure

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


  Mrv0541 05061305352D          

 33 38  0  0  0  0            999 V2000
   -0.5813   -4.4901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0375   -6.0924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3173   -5.9930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0742   -6.5881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6140   -5.2732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0098   -6.3158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1955   -6.1834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4376   -5.3198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7610   -4.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9784   -4.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6918   -5.1304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0659   -6.2121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6946   -3.8466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2424   -4.5366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3363   -5.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2392   -4.9054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5316   -5.6768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4248   -4.7730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8678   -5.1702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5753   -4.3988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1806   -4.2895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0769   -7.0370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9086   -4.3343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1340   -5.1132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9030   -5.4120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3460   -5.8092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8898   -4.6297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7968   -7.4399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3680   -7.4590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6800   -4.0418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5183   -3.8931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2185   -3.8822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4116   -3.9907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  8  5  1  0  0  0  0
 14  1  1  0  0  0  0
 14  5  1  0  0  0  0
 14 13  1  0  0  0  0
 15  2  1  0  0  0  0
 16  9  1  0  0  0  0
 17  6  1  0  0  0  0
 17 16  1  0  0  0  0
 18 10  1  0  0  0  0
 18 16  1  0  0  0  0
 19 11  1  0  0  0  0
 20  9  1  0  0  0  0
 20 19  1  0  0  0  0
 21 10  1  0  0  0  0
 22 12  1  0  0  0  0
 23 11  1  0  0  0  0
 24 15  1  0  0  0  0
 24 21  1  0  0  0  0
 25  3  1  0  0  0  0
 25  7  1  0  0  0  0
 25 18  1  0  0  0  0
 25 24  1  0  0  0  0
 26  4  1  0  0  0  0
 26 12  1  0  0  0  0
 26 17  1  0  0  0  0
 26 19  1  0  0  0  0
 27  8  1  0  0  0  0
 27 15  1  0  0  0  0
 28 22  2  0  0  0  0
 29 22  1  0  0  0  0
 30 23  2  0  0  0  0
 31 13  1  0  0  0  0
 31 27  1  0  0  0  0
 32 20  1  0  0  0  0
 32 23  1  0  0  0  0
 33 21  1  0  0  0  0
 33 27  1  0  0  0  0
M  END

HMDB0030909
     RDKit          3D
2,3-Secoporrigenin
 73 78  0  0  0  0  0  0  0  0999 V2000
    6.3733    1.9892    1.1655 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0139    1.0293    0.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9842    1.6103   -0.8907 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1357    0.4443   -1.4054 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4851   -0.1820   -0.2167 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3557   -0.5607    0.7804 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6817   -0.3334    0.5343 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5254    0.6543    0.3703 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8503   -0.1946    1.2469 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5047    0.3444    1.6720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4381   -0.7791    1.2843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8744   -0.3432    1.1989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8251   -1.4673    1.2867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8850   -1.5583    0.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1299   -1.9651    0.8533 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1868   -1.4676    0.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3149   -1.9750   -0.0602 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7533   -0.1481   -0.3924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2451   -0.3432   -0.4716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5301    0.9233   -0.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0036    1.3749    1.3323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9249    1.9873   -1.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3185    3.3123   -0.7529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0698    3.5121   -0.6920 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1025    4.4613   -0.5477 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0848    0.6076    0.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4839    0.1109   -1.2387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0297   -0.1818   -1.0735 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1604   -1.2352   -0.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3422   -2.5634   -0.5034 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6006   -1.4134    0.3932 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6012   -1.3327   -0.6783 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3495   -2.6382   -0.7505 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9082    2.8414    0.6551 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4966    2.3339    1.7111 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1372    1.4895    1.7793 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9641    0.9476   -0.5755 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2916    2.3084   -0.3327 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3993    2.1279   -1.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8647   -0.2891   -1.8114 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3748    0.7560   -2.1190 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1581   -1.1087   -0.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2234   -0.4639    1.5128 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4952   -0.4423    2.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4696    0.5619    2.7499 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3235    1.2547    1.0988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3732   -1.6046    2.0071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0397    0.2897    2.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2216   -2.4233    1.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3183   -1.5442    2.3019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6600   -2.3689   -0.4840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2348   -0.0289   -1.3746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0407    0.6678    0.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0218   -0.4406   -1.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1987    1.9413    1.8312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3950    0.5632    1.9466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8668    2.0917    1.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0398    2.1217   -0.9104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7917    1.6899   -2.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0469    4.3904   -0.1848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5352    1.5331    0.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9974   -0.7478   -1.6903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5671    0.9453   -1.9740 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5670    0.7319   -0.8834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3248   -0.5814   -2.0675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3201   -2.5439   -0.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2273   -3.3384    0.2823 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3709   -2.8826   -1.3202 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6508   -2.3104    1.0471 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2602   -1.0787   -1.6755 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7453   -3.4414   -0.2342 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3204   -2.6378   -0.2633 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4711   -2.9894   -1.7944 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  5  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  2  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  2  0
 23 25  1  0
 20 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
  7  2  1  0
 31  9  1  0
 32  5  1  0
 29 11  1  0
 26 12  1  0
 19 14  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  4 41  1  0
  7 42  1  0
  7 43  1  0
  9 44  1  0
 10 45  1  0
 10 46  1  0
 11 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 14 51  1  0
 18 52  1  0
 18 53  1  0
 19 54  1  0
 21 55  1  0
 21 56  1  0
 21 57  1  0
 22 58  1  0
 22 59  1  0
 25 60  1  0
 26 61  1  0
 27 62  1  0
 27 63  1  0
 28 64  1  0
 28 65  1  0
 30 66  1  0
 30 67  1  0
 30 68  1  0
 31 69  1  0
 32 70  1  0
 33 71  1  0
 33 72  1  0
 33 73  1  0
M  END


  Mrv0541 05061305352D          

 33 38  0  0  0  0            999 V2000
   -0.5813   -4.4901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0375   -6.0924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3173   -5.9930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0742   -6.5881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6140   -5.2732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0098   -6.3158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1955   -6.1834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4376   -5.3198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7610   -4.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9784   -4.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6918   -5.1304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0659   -6.2121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6946   -3.8466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2424   -4.5366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3363   -5.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2392   -4.9054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5316   -5.6768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4248   -4.7730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8678   -5.1702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5753   -4.3988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1806   -4.2895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0769   -7.0370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9086   -4.3343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1340   -5.1132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9030   -5.4120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3460   -5.8092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8898   -4.6297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7968   -7.4399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3680   -7.4590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6800   -4.0418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5183   -3.8931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2185   -3.8822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4116   -3.9907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  8  5  1  0  0  0  0
 14  1  1  0  0  0  0
 14  5  1  0  0  0  0
 14 13  1  0  0  0  0
 15  2  1  0  0  0  0
 16  9  1  0  0  0  0
 17  6  1  0  0  0  0
 17 16  1  0  0  0  0
 18 10  1  0  0  0  0
 18 16  1  0  0  0  0
 19 11  1  0  0  0  0
 20  9  1  0  0  0  0
 20 19  1  0  0  0  0
 21 10  1  0  0  0  0
 22 12  1  0  0  0  0
 23 11  1  0  0  0  0
 24 15  1  0  0  0  0
 24 21  1  0  0  0  0
 25  3  1  0  0  0  0
 25  7  1  0  0  0  0
 25 18  1  0  0  0  0
 25 24  1  0  0  0  0
 26  4  1  0  0  0  0
 26 12  1  0  0  0  0
 26 17  1  0  0  0  0
 26 19  1  0  0  0  0
 27  8  1  0  0  0  0
 27 15  1  0  0  0  0
 28 22  2  0  0  0  0
 29 22  1  0  0  0  0
 30 23  2  0  0  0  0
 31 13  1  0  0  0  0
 31 27  1  0  0  0  0
 32 20  1  0  0  0  0
 32 23  1  0  0  0  0
 33 21  1  0  0  0  0
 33 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030909

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1C2C(CC3C4CC5OC(=O)CC5C(C)(CC(O)=O)C4CCC23C)OC11CCC(C)CO1

> <INCHI_IDENTIFIER>
InChI=1S/C27H40O6/c1-14-5-8-27(31-13-14)15(2)24-21(33-27)10-18-16-9-20-19(11-23(30)32-20)26(4,12-22(28)29)17(16)6-7-25(18,24)3/h14-21,24H,5-13H2,1-4H3,(H,28,29)

> <INCHI_KEY>
OTCSBULKTTUVHL-UHFFFAOYSA-N

> <FORMULA>
C27H40O6

> <MOLECULAR_WEIGHT>
460.6029

> <EXACT_MASS>
460.282489012

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
51.968947023452394

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{5,7',9',13'-tetramethyl-16'-oxo-5',17'-dioxaspiro[oxane-2,6'-pentacyclo[10.7.0.0²,⁹.0⁴,⁸.0¹⁴,¹⁸]nonadecane]-13'-yl}acetic acid

> <ALOGPS_LOGP>
3.47

> <JCHEM_LOGP>
3.8985521626666673

> <ALOGPS_LOGS>
-5.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.295517009752346

> <JCHEM_PKA_STRONGEST_BASIC>
-4.048869534876462

> <JCHEM_POLAR_SURFACE_AREA>
82.06

> <JCHEM_REFRACTIVITY>
120.97969999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.22e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,7',9',13'-tetramethyl-16'-oxo-5',17'-dioxaspiro[oxane-2,6'-pentacyclo[10.7.0.0²,⁹.0⁴,⁸.0¹⁴,¹⁸]nonadecane]-13'-ylacetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030909
     RDKit          3D
2,3-Secoporrigenin
 73 78  0  0  0  0  0  0  0  0999 V2000
    6.3733    1.9892    1.1655 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0139    1.0293    0.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9842    1.6103   -0.8907 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1357    0.4443   -1.4054 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4851   -0.1820   -0.2167 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3557   -0.5607    0.7804 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6817   -0.3334    0.5343 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5254    0.6543    0.3703 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8503   -0.1946    1.2469 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5047    0.3444    1.6720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4381   -0.7791    1.2843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8744   -0.3432    1.1989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8251   -1.4673    1.2867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8850   -1.5583    0.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1299   -1.9651    0.8533 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1868   -1.4676    0.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3149   -1.9750   -0.0602 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7533   -0.1481   -0.3924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2451   -0.3432   -0.4716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5301    0.9233   -0.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0036    1.3749    1.3323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9249    1.9873   -1.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3185    3.3123   -0.7529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0698    3.5121   -0.6920 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1025    4.4613   -0.5477 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0848    0.6076    0.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4839    0.1109   -1.2387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0297   -0.1818   -1.0735 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1604   -1.2352   -0.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3422   -2.5634   -0.5034 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6006   -1.4134    0.3932 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6012   -1.3327   -0.6783 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3495   -2.6382   -0.7505 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9082    2.8414    0.6551 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4966    2.3339    1.7111 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1372    1.4895    1.7793 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9641    0.9476   -0.5755 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2916    2.3084   -0.3327 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3993    2.1279   -1.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8647   -0.2891   -1.8114 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3748    0.7560   -2.1190 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1581   -1.1087   -0.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2234   -0.4639    1.5128 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4952   -0.4423    2.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4696    0.5619    2.7499 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3235    1.2547    1.0988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3732   -1.6046    2.0071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0397    0.2897    2.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2216   -2.4233    1.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3183   -1.5442    2.3019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6600   -2.3689   -0.4840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2348   -0.0289   -1.3746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0407    0.6678    0.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0218   -0.4406   -1.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1987    1.9413    1.8312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3950    0.5632    1.9466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8668    2.0917    1.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0398    2.1217   -0.9104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7917    1.6899   -2.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0469    4.3904   -0.1848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5352    1.5331    0.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9974   -0.7478   -1.6903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5671    0.9453   -1.9740 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5670    0.7319   -0.8834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3248   -0.5814   -2.0675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3201   -2.5439   -0.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2273   -3.3384    0.2823 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3709   -2.8826   -1.3202 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6508   -2.3104    1.0471 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2602   -1.0787   -1.6755 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7453   -3.4414   -0.2342 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3204   -2.6378   -0.2633 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4711   -2.9894   -1.7944 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  5  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  2  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  2  0
 23 25  1  0
 20 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
  7  2  1  0
 31  9  1  0
 32  5  1  0
 29 11  1  0
 26 12  1  0
 19 14  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  4 41  1  0
  7 42  1  0
  7 43  1  0
  9 44  1  0
 10 45  1  0
 10 46  1  0
 11 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 14 51  1  0
 18 52  1  0
 18 53  1  0
 19 54  1  0
 21 55  1  0
 21 56  1  0
 21 57  1  0
 22 58  1  0
 22 59  1  0
 25 60  1  0
 26 61  1  0
 27 62  1  0
 27 63  1  0
 28 64  1  0
 28 65  1  0
 30 66  1  0
 30 67  1  0
 30 68  1  0
 31 69  1  0
 32 70  1  0
 33 71  1  0
 33 72  1  0
 33 73  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -1.085  -8.382   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.803 -11.372   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.192 -11.187   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.339 -12.298   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.146  -9.843   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.352 -11.789   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.832 -11.542   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.684  -9.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.754  -7.964   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.426  -7.615   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.358  -9.577   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.190 -11.596   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.297  -7.180   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.452  -8.468   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.361  -9.937   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.780  -9.157   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.326 -10.597   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.260  -8.910   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.820  -9.651   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.274  -8.211   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.937  -8.007   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.210 -13.136   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.763  -8.091   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.850  -9.545   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.286 -10.102   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.846 -10.844   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.528  -8.642   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      14.554 -13.888   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      11.887 -13.923   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      16.203  -7.545   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       2.834  -7.267   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      13.475  -7.247   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       4.502  -7.449   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2   15                                                            
CONECT    3   25                                                            
CONECT    4   26                                                            
CONECT    5    8   14                                                       
CONECT    6    7   17                                                       
CONECT    7    6   25                                                       
CONECT    8    5   27                                                       
CONECT    9   16   20                                                       
CONECT   10   18   21                                                       
CONECT   11   19   23                                                       
CONECT   12   22   26                                                       
CONECT   13   14   31                                                       
CONECT   14    1    5   13                                                  
CONECT   15    2   24   27                                                  
CONECT   16    9   17   18                                                  
CONECT   17    6   16   26                                                  
CONECT   18   10   16   25                                                  
CONECT   19   11   20   26                                                  
CONECT   20    9   19   32                                                  
CONECT   21   10   24   33                                                  
CONECT   22   12   28   29                                                  
CONECT   23   11   30   32                                                  
CONECT   24   15   21   25                                                  
CONECT   25    3    7   18   24                                             
CONECT   26    4   12   17   19                                             
CONECT   27    8   15   31   33                                             
CONECT   28   22                                                            
CONECT   29   22                                                            
CONECT   30   23                                                            
CONECT   31   13   27                                                       
CONECT   32   20   23                                                       
CONECT   33   21   27                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   76    0
END

COMPND    HMDB0030909
HETATM    1  C1  UNL     1       6.373   1.989   1.165  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.014   1.029   0.029  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.984   1.610  -0.891  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.136   0.444  -1.405  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.485  -0.182  -0.217  1.00  0.00           C  
HETATM    6  O1  UNL     1       4.356  -0.561   0.780  1.00  0.00           O  
HETATM    7  C6  UNL     1       5.682  -0.333   0.534  1.00  0.00           C  
HETATM    8  O2  UNL     1       2.525   0.654   0.370  1.00  0.00           O  
HETATM    9  C7  UNL     1       1.850  -0.195   1.247  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.505   0.344   1.672  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.438  -0.779   1.284  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.874  -0.343   1.199  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.825  -1.467   1.287  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.885  -1.558   0.265  1.00  0.00           C  
HETATM   15  O3  UNL     1      -5.130  -1.965   0.853  1.00  0.00           O  
HETATM   16  C13 UNL     1      -6.187  -1.468   0.140  1.00  0.00           C  
HETATM   17  O4  UNL     1      -7.315  -1.975  -0.060  1.00  0.00           O  
HETATM   18  C14 UNL     1      -5.753  -0.148  -0.392  1.00  0.00           C  
HETATM   19  C15 UNL     1      -4.245  -0.343  -0.472  1.00  0.00           C  
HETATM   20  C16 UNL     1      -3.530   0.923  -0.045  1.00  0.00           C  
HETATM   21  C17 UNL     1      -4.004   1.375   1.332  1.00  0.00           C  
HETATM   22  C18 UNL     1      -3.925   1.987  -1.015  1.00  0.00           C  
HETATM   23  C19 UNL     1      -3.318   3.312  -0.753  1.00  0.00           C  
HETATM   24  O5  UNL     1      -2.070   3.512  -0.692  1.00  0.00           O  
HETATM   25  O6  UNL     1      -4.103   4.461  -0.548  1.00  0.00           O  
HETATM   26  C20 UNL     1      -2.085   0.608   0.045  1.00  0.00           C  
HETATM   27  C21 UNL     1      -1.484   0.111  -1.239  1.00  0.00           C  
HETATM   28  C22 UNL     1      -0.030  -0.182  -1.073  1.00  0.00           C  
HETATM   29  C23 UNL     1       0.160  -1.235  -0.020  1.00  0.00           C  
HETATM   30  C24 UNL     1      -0.342  -2.563  -0.503  1.00  0.00           C  
HETATM   31  C25 UNL     1       1.601  -1.413   0.393  1.00  0.00           C  
HETATM   32  C26 UNL     1       2.601  -1.333  -0.678  1.00  0.00           C  
HETATM   33  C27 UNL     1       3.350  -2.638  -0.751  1.00  0.00           C  
HETATM   34  H1  UNL     1       6.908   2.841   0.655  1.00  0.00           H  
HETATM   35  H2  UNL     1       5.497   2.334   1.711  1.00  0.00           H  
HETATM   36  H3  UNL     1       7.137   1.490   1.779  1.00  0.00           H  
HETATM   37  H4  UNL     1       6.964   0.948  -0.575  1.00  0.00           H  
HETATM   38  H5  UNL     1       4.292   2.308  -0.333  1.00  0.00           H  
HETATM   39  H6  UNL     1       5.399   2.128  -1.760  1.00  0.00           H  
HETATM   40  H7  UNL     1       4.865  -0.289  -1.811  1.00  0.00           H  
HETATM   41  H8  UNL     1       3.375   0.756  -2.119  1.00  0.00           H  
HETATM   42  H9  UNL     1       6.158  -1.109  -0.133  1.00  0.00           H  
HETATM   43  H10 UNL     1       6.223  -0.464   1.513  1.00  0.00           H  
HETATM   44  H11 UNL     1       2.495  -0.442   2.088  1.00  0.00           H  
HETATM   45  H12 UNL     1       0.470   0.562   2.750  1.00  0.00           H  
HETATM   46  H13 UNL     1       0.324   1.255   1.099  1.00  0.00           H  
HETATM   47  H14 UNL     1      -0.373  -1.605   2.007  1.00  0.00           H  
HETATM   48  H15 UNL     1      -2.040   0.290   2.124  1.00  0.00           H  
HETATM   49  H16 UNL     1      -2.222  -2.423   1.245  1.00  0.00           H  
HETATM   50  H17 UNL     1      -3.318  -1.544   2.302  1.00  0.00           H  
HETATM   51  H18 UNL     1      -3.660  -2.369  -0.484  1.00  0.00           H  
HETATM   52  H19 UNL     1      -6.235  -0.029  -1.375  1.00  0.00           H  
HETATM   53  H20 UNL     1      -6.041   0.668   0.275  1.00  0.00           H  
HETATM   54  H21 UNL     1      -4.022  -0.441  -1.581  1.00  0.00           H  
HETATM   55  H22 UNL     1      -3.199   1.941   1.831  1.00  0.00           H  
HETATM   56  H23 UNL     1      -4.395   0.563   1.947  1.00  0.00           H  
HETATM   57  H24 UNL     1      -4.867   2.092   1.213  1.00  0.00           H  
HETATM   58  H25 UNL     1      -5.040   2.122  -0.910  1.00  0.00           H  
HETATM   59  H26 UNL     1      -3.792   1.690  -2.074  1.00  0.00           H  
HETATM   60  H27 UNL     1      -5.047   4.390  -0.185  1.00  0.00           H  
HETATM   61  H28 UNL     1      -1.535   1.533   0.329  1.00  0.00           H  
HETATM   62  H29 UNL     1      -1.997  -0.748  -1.690  1.00  0.00           H  
HETATM   63  H30 UNL     1      -1.567   0.945  -1.974  1.00  0.00           H  
HETATM   64  H31 UNL     1       0.567   0.732  -0.883  1.00  0.00           H  
HETATM   65  H32 UNL     1       0.325  -0.581  -2.068  1.00  0.00           H  
HETATM   66  H33 UNL     1      -1.320  -2.544  -0.979  1.00  0.00           H  
HETATM   67  H34 UNL     1      -0.227  -3.338   0.282  1.00  0.00           H  
HETATM   68  H35 UNL     1       0.371  -2.883  -1.320  1.00  0.00           H  
HETATM   69  H36 UNL     1       1.651  -2.310   1.047  1.00  0.00           H  
HETATM   70  H37 UNL     1       2.260  -1.079  -1.676  1.00  0.00           H  
HETATM   71  H38 UNL     1       2.745  -3.441  -0.234  1.00  0.00           H  
HETATM   72  H39 UNL     1       4.320  -2.638  -0.263  1.00  0.00           H  
HETATM   73  H40 UNL     1       3.471  -2.989  -1.794  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3    7   37
CONECT    3    4   38   39
CONECT    4    5   40   41
CONECT    5    6    8   32
CONECT    6    7
CONECT    7   42   43
CONECT    8    9
CONECT    9   10   31   44
CONECT   10   11   45   46
CONECT   11   12   29   47
CONECT   12   13   26   48
CONECT   13   14   49   50
CONECT   14   15   19   51
CONECT   15   16
CONECT   16   17   17   18
CONECT   18   19   52   53
CONECT   19   20   54
CONECT   20   21   22   26
CONECT   21   55   56   57
CONECT   22   23   58   59
CONECT   23   24   24   25
CONECT   25   60
CONECT   26   27   61
CONECT   27   28   62   63
CONECT   28   29   64   65
CONECT   29   30   31
CONECT   30   66   67   68
CONECT   31   32   69
CONECT   32   33   70
CONECT   33   71   72   73
END

HMDB0030909
     RDKit          3D
2,3-Secoporrigenin
 73 78  0  0  0  0  0  0  0  0999 V2000
    6.3733    1.9892    1.1655 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0139    1.0293    0.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9842    1.6103   -0.8907 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1357    0.4443   -1.4054 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4851   -0.1820   -0.2167 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3557   -0.5607    0.7804 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6817   -0.3334    0.5343 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5254    0.6543    0.3703 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8503   -0.1946    1.2469 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5047    0.3444    1.6720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4381   -0.7791    1.2843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8744   -0.3432    1.1989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8251   -1.4673    1.2867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8850   -1.5583    0.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1299   -1.9651    0.8533 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1868   -1.4676    0.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3149   -1.9750   -0.0602 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7533   -0.1481   -0.3924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2451   -0.3432   -0.4716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5301    0.9233   -0.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0036    1.3749    1.3323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9249    1.9873   -1.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3185    3.3123   -0.7529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0698    3.5121   -0.6920 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1025    4.4613   -0.5477 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0848    0.6076    0.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4839    0.1109   -1.2387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0297   -0.1818   -1.0735 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1604   -1.2352   -0.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3422   -2.5634   -0.5034 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6006   -1.4134    0.3932 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6012   -1.3327   -0.6783 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3495   -2.6382   -0.7505 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9082    2.8414    0.6551 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4966    2.3339    1.7111 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1372    1.4895    1.7793 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9641    0.9476   -0.5755 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2916    2.3084   -0.3327 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3993    2.1279   -1.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8647   -0.2891   -1.8114 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3748    0.7560   -2.1190 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1581   -1.1087   -0.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2234   -0.4639    1.5128 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4952   -0.4423    2.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4696    0.5619    2.7499 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3235    1.2547    1.0988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3732   -1.6046    2.0071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0397    0.2897    2.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2216   -2.4233    1.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3183   -1.5442    2.3019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6600   -2.3689   -0.4840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2348   -0.0289   -1.3746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0407    0.6678    0.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0218   -0.4406   -1.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1987    1.9413    1.8312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3950    0.5632    1.9466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8668    2.0917    1.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0398    2.1217   -0.9104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7917    1.6899   -2.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0469    4.3904   -0.1848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5352    1.5331    0.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9974   -0.7478   -1.6903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5671    0.9453   -1.9740 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5670    0.7319   -0.8834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3248   -0.5814   -2.0675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3201   -2.5439   -0.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2273   -3.3384    0.2823 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3709   -2.8826   -1.3202 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6508   -2.3104    1.0471 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2602   -1.0787   -1.6755 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7453   -3.4414   -0.2342 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3204   -2.6378   -0.2633 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4711   -2.9894   -1.7944 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  5  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  2  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  2  0
 23 25  1  0
 20 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
  7  2  1  0
 31  9  1  0
 32  5  1  0
 29 11  1  0
 26 12  1  0
 19 14  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  4 41  1  0
  7 42  1  0
  7 43  1  0
  9 44  1  0
 10 45  1  0
 10 46  1  0
 11 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 14 51  1  0
 18 52  1  0
 18 53  1  0
 19 54  1  0
 21 55  1  0
 21 56  1  0
 21 57  1  0
 22 58  1  0
 22 59  1  0
 25 60  1  0
 26 61  1  0
 27 62  1  0
 27 63  1  0
 28 64  1  0
 28 65  1  0
 30 66  1  0
 30 67  1  0
 30 68  1  0
 31 69  1  0
 32 70  1  0
 33 71  1  0
 33 72  1  0
 33 73  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-{5,7',9',13'-tetramethyl-16'-oxo-5',17'-dioxaspiro[oxane-2,6'-pentacyclo[10.7.0.0²,⁹.0⁴,⁸.0¹⁴,¹⁸]nonadecane]-13'-yl}acetate	HMDB

Chemical Formula

C₂₇H₄₀O₆

Average Molecular Weight

460.6029

Monoisotopic Molecular Weight

460.282489012

IUPAC Name

2-{5,7',9',13'-tetramethyl-16'-oxo-5',17'-dioxaspiro[oxane-2,6'-pentacyclo[10.7.0.0²,⁹.0⁴,⁸.0¹⁴,¹⁸]nonadecane]-13'-yl}acetic acid

Traditional Name

5,7',9',13'-tetramethyl-16'-oxo-5',17'-dioxaspiro[oxane-2,6'-pentacyclo[10.7.0.0²,⁹.0⁴,⁸.0¹⁴,¹⁸]nonadecane]-13'-ylacetic acid

CAS Registry Number

189014-46-8

SMILES

CC1C2C(CC3C4CC5OC(=O)CC5C(C)(CC(O)=O)C4CCC23C)OC11CCC(C)CO1

InChI Identifier

InChI=1S/C27H40O6/c1-14-5-8-27(31-13-14)15(2)24-21(33-27)10-18-16-9-20-19(11-23(30)32-20)26(4,12-22(28)29)17(16)6-7-25(18,24)3/h14-21,24H,5-13H2,1-4H3,(H,28,29)

InChI Key

OTCSBULKTTUVHL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthofurans. Naphthofurans are compounds containing a furan ring fused to a naphthalene moiety. Furan is a 5 membered- ring aromatic ring with four carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthofurans

Sub Class

Not Available

Direct Parent

Naphthofurans

Alternative Parents

Substituents

Naphthofuran
Ketal
Dicarboxylic acid or derivatives
Gamma butyrolactone
Oxane
Tetrahydrofuran
Carboxylic acid ester
Lactone
Carboxylic acid
Acetal
Carboxylic acid derivative
Oxacycle
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030909)

Source

Exogenous

Food

Food (HMDB: HMDB0030909)

Herb and spice

Herb

Welsh onion (FooDB: FOOD00241)

Vegetable

Onion-family vegetable

Garden onion (FooDB: FOOD00006)
Garden onion (var.) (FooDB: FOOD00226)
Onion-family vegetables (FooDB: FOOD00855)
Green onion (FooDB: FOOD00963)
Red onion (FooDB: FOOD00962)

Exogenous (HMDB: HMDB0030909)

Endogenous

Plant

Plant (HMDB: HMDB0030909)

Endogenous (HMDB: HMDB0030909)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0030909)

Role

Biological role

Energy source (HMDB: HMDB0030909)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0030909)

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
Water Solubility	0.0022 g/L	ALOGPS
logP	3.47	ALOGPS
logP	3.9	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	4.3	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	82.06 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	120.98 m³·mol⁻¹	ChemAxon
Polarizability	51.97 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	206.613	31661259
DarkChem	[M-H]-	200.849	31661259
DeepCCS	[M-2H]-	243.11	30932474
DeepCCS	[M+Na]+	218.338	30932474
AllCCS	[M+H]+	211.9	32859911
AllCCS	[M+H-H2O]+	210.0	32859911
AllCCS	[M+NH4]+	213.7	32859911
AllCCS	[M+Na]+	214.2	32859911
AllCCS	[M-H]-	213.1	32859911
AllCCS	[M+Na-2H]-	214.8	32859911
AllCCS	[M+HCOO]-	216.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,3-Secoporrigenin	CC1C2C(CC3C4CC5OC(=O)CC5C(C)(CC(O)=O)C4CCC23C)OC11CCC(C)CO1	3820.2	Standard polar	33892256
2,3-Secoporrigenin	CC1C2C(CC3C4CC5OC(=O)CC5C(C)(CC(O)=O)C4CCC23C)OC11CCC(C)CO1	3332.3	Standard non polar	33892256
2,3-Secoporrigenin	CC1C2C(CC3C4CC5OC(=O)CC5C(C)(CC(O)=O)C4CCC23C)OC11CCC(C)CO1	3644.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2,3-Secoporrigenin,1TMS,isomer #1	CC1CCC2(OC1)OC1CC3C4CC5OC(=O)CC5C(C)(CC(=O)O[Si](C)(C)C)C4CCC3(C)C1C2C	3579.4	Semi standard non polar	33892256
2,3-Secoporrigenin,1TBDMS,isomer #1	CC1CCC2(OC1)OC1CC3C4CC5OC(=O)CC5C(C)(CC(=O)O[Si](C)(C)C(C)(C)C)C4CCC3(C)C1C2C	3835.6	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 - 2,3-Secoporrigenin GC-MS (Non-derivatized) - 70eV, Positive	splash10-016r-4085900000-3ed2af08dc2e14c14a72	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3-Secoporrigenin GC-MS (1 TMS) - 70eV, Positive	splash10-014i-6133950000-071806b2b22010b0e18e	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3-Secoporrigenin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Secoporrigenin 10V, Positive-QTOF	splash10-02tc-3003900000-891cd1aadd1d390bc95c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Secoporrigenin 20V, Positive-QTOF	splash10-01b9-6097600000-de1f403c3b807ac4064f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Secoporrigenin 40V, Positive-QTOF	splash10-014i-9023000000-1cb4a1c205808131c2f0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Secoporrigenin 10V, Negative-QTOF	splash10-066r-3002900000-6ce014db014e4636aaa7	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Secoporrigenin 20V, Negative-QTOF	splash10-066r-3008900000-71694992a6561b28d11a	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Secoporrigenin 40V, Negative-QTOF	splash10-014l-9004100000-79ca61bd15d93aac1d44	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Secoporrigenin 10V, Negative-QTOF	splash10-0a4i-0000900000-ab4c1560f15ff18d432e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Secoporrigenin 20V, Negative-QTOF	splash10-0a4i-2000900000-056b6805a872ac237c47	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Secoporrigenin 40V, Negative-QTOF	splash10-0a4l-3002900000-9ca7c161c7c6ca20d456	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Secoporrigenin 10V, Positive-QTOF	splash10-03dl-0000900000-b8224740cdb5bda73a6a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Secoporrigenin 20V, Positive-QTOF	splash10-0j4i-0014900000-6d212a4625881f7d9f34	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Secoporrigenin 40V, Positive-QTOF	splash10-0fr2-4359300000-1c9916ab8f4e9f6f786b	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB002874

KNApSAcK ID

Not Available

Chemspider ID

35013284

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

78385463

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1823611

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 2,3-Secoporrigenin (HMDB0030909)

MOL for HMDB0030909 (2,3-Secoporrigenin)

3D MOL for HMDB0030909 (2,3-Secoporrigenin)

3D SDF for HMDB0030909 (2,3-Secoporrigenin)

3D-SDF for HMDB0030909 (2,3-Secoporrigenin)

PDB for HMDB0030909 (2,3-Secoporrigenin)

3D PDB for HMDB0030909 (2,3-Secoporrigenin)

SMILES for HMDB0030909 (2,3-Secoporrigenin)

INCHI for HMDB0030909 (2,3-Secoporrigenin)

Structure for HMDB0030909 (2,3-Secoporrigenin)

3D Structure for HMDB0030909 (2,3-Secoporrigenin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra