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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:59:03 UTC

Update Date

2022-03-07 02:53:39 UTC

HMDB ID

HMDB0033271

Secondary Accession Numbers

HMDB33271

Metabolite Identification

Common Name

Foetidin

Description

Foetidin belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one). Foetidin has been detected, but not quantified in, green vegetables and herbs and spices. This could make foetidin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Foetidin.

Structure

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


  Mrv0541 02241211082D          

 28 31  0  0  0  0            999 V2000
    2.1366    2.9958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8433    2.5710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8295    1.7461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1063    1.3460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3996    1.7709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4147    2.5972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7067    3.0207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0137    2.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0289    1.7970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6791    1.3708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6777    0.5198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0303    0.0948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0151   -0.7300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7217   -1.1548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4422   -0.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1503   -1.1809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1352   -2.0045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4148   -2.4046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7080   -1.9798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0137   -2.3812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7231   -1.9549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7067   -1.1300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4147   -0.7052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7369   -0.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9344   -3.0453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8730   -3.0274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7231    3.0453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8433   -2.4293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5 10  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
  8 27  2  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 22  1  0  0  0  0
 14 15  1  0  0  0  0
 14 19  1  0  0  0  0
 14 24  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 28  1  0  0  0  0
 18 19  1  0  0  0  0
 18 25  1  0  0  0  0
 18 26  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
M  END

HMDB0033271
     RDKit          3D
Foetidin
 58 61  0  0  0  0  0  0  0  0999 V2000
    0.9374   -2.3795   -0.9933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1174   -1.7418   -0.4972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3375   -2.5573   -0.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6074   -1.8396   -0.5467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4160   -0.3471   -0.6789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6916    0.4124   -0.6889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8813   -0.4722   -1.0022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6803    1.4986   -1.7740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9822    1.1255    0.6117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0538    1.9904    0.3669 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8348    1.9486    1.0928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5028    1.6142    0.4807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4080    0.1075    0.3492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5665   -0.5375    1.6959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0522   -0.3010   -0.2342 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0811    0.2054    0.5577 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3212   -0.0594   -0.0707 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5213    0.3306    0.5199 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5198    0.9757    1.7374 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6866    1.3632    2.3324 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6384    1.9495    3.4446 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8043    1.1057    1.7156 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8534    0.4912    0.5494 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0597    0.2413   -0.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1735   -0.3942   -1.2821 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0338   -0.8090   -1.9337 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7972   -0.5671   -1.3296 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6985    0.0698   -0.1110 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8496   -3.4467   -1.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8879   -1.9493   -1.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3587   -2.9942    0.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2801   -3.4377   -0.9257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0484   -2.1835   -1.5075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3755   -2.0152    0.2240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9594   -0.2034   -1.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7036   -1.0730   -1.9348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1688   -1.1194   -0.1515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7759    0.1606   -1.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7829    1.3287   -2.4281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6121    1.5292   -2.3373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5257    2.5068   -1.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3532    0.4156    1.4029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9123    1.6380    0.6861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9954    3.0486    0.8823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7730    1.9134    2.2160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7436    1.9713    1.2185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2917    2.0860   -0.4741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6668    0.2326    2.5134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4688   -1.1613    1.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6437   -1.1055    2.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0175    0.1829   -1.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0102    1.3362    0.5488 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0684   -0.0798    1.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5907    1.1788    2.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9572    0.5789    0.4679 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1502   -0.5757   -1.7405 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0619   -1.3078   -2.8817 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8869   -0.8789   -1.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 15  2  1  0
 28 18  1  0
 13  5  1  0
 28 23  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  7 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  0
 10 43  1  0
 11 44  1  0
 11 45  1  0
 12 46  1  0
 12 47  1  0
 14 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 19 54  1  0
 24 55  1  0
 25 56  1  0
 26 57  1  0
 27 58  1  0
M  END


  Mrv0541 02241211082D          

 28 31  0  0  0  0            999 V2000
    2.1366    2.9958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8433    2.5710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8295    1.7461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1063    1.3460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3996    1.7709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4147    2.5972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7067    3.0207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0137    2.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0289    1.7970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6791    1.3708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6777    0.5198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0303    0.0948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0151   -0.7300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7217   -1.1548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4422   -0.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1503   -1.1809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1352   -2.0045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4148   -2.4046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7080   -1.9798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0137   -2.3812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7231   -1.9549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7067   -1.1300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4147   -0.7052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7369   -0.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9344   -3.0453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8730   -3.0274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7231    3.0453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8433   -2.4293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5 10  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
  8 27  2  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 22  1  0  0  0  0
 14 15  1  0  0  0  0
 14 19  1  0  0  0  0
 14 24  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 28  1  0  0  0  0
 18 19  1  0  0  0  0
 18 25  1  0  0  0  0
 18 26  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033271

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)C(O)CCC2(C)C(COC3=CC(=O)OC4=CC=CC=C34)C(=C)CCC12

> <INCHI_IDENTIFIER>
InChI=1S/C24H30O4/c1-15-9-10-20-23(2,3)21(25)11-12-24(20,4)17(15)14-27-19-13-22(26)28-18-8-6-5-7-16(18)19/h5-8,13,17,20-21,25H,1,9-12,14H2,2-4H3

> <INCHI_KEY>
WLYRUZQGIVCRDD-UHFFFAOYSA-N

> <FORMULA>
C24H30O4

> <MOLECULAR_WEIGHT>
382.4926

> <EXACT_MASS>
382.214409448

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
42.489441697571074

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-decahydronaphthalen-1-yl)methoxy]-2H-chromen-2-one

> <ALOGPS_LOGP>
4.78

> <JCHEM_LOGP>
3.8520485486666667

> <ALOGPS_LOGS>
-5.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.489413240225534

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8350899210506041

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
109.77449999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.68e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1H-naphthalen-1-yl)methoxy]chromen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033271
     RDKit          3D
Foetidin
 58 61  0  0  0  0  0  0  0  0999 V2000
    0.9374   -2.3795   -0.9933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1174   -1.7418   -0.4972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3375   -2.5573   -0.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6074   -1.8396   -0.5467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4160   -0.3471   -0.6789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6916    0.4124   -0.6889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8813   -0.4722   -1.0022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6803    1.4986   -1.7740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9822    1.1255    0.6117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0538    1.9904    0.3669 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8348    1.9486    1.0928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5028    1.6142    0.4807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4080    0.1075    0.3492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5665   -0.5375    1.6959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0522   -0.3010   -0.2342 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0811    0.2054    0.5577 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3212   -0.0594   -0.0707 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5213    0.3306    0.5199 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5198    0.9757    1.7374 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6866    1.3632    2.3324 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6384    1.9495    3.4446 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8043    1.1057    1.7156 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8534    0.4912    0.5494 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0597    0.2413   -0.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1735   -0.3942   -1.2821 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0338   -0.8090   -1.9337 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7972   -0.5671   -1.3296 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6985    0.0698   -0.1110 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8496   -3.4467   -1.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8879   -1.9493   -1.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3587   -2.9942    0.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2801   -3.4377   -0.9257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0484   -2.1835   -1.5075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3755   -2.0152    0.2240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9594   -0.2034   -1.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7036   -1.0730   -1.9348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1688   -1.1194   -0.1515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7759    0.1606   -1.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7829    1.3287   -2.4281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6121    1.5292   -2.3373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5257    2.5068   -1.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3532    0.4156    1.4029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9123    1.6380    0.6861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9954    3.0486    0.8823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7730    1.9134    2.2160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7436    1.9713    1.2185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2917    2.0860   -0.4741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6668    0.2326    2.5134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4688   -1.1613    1.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6437   -1.1055    2.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0175    0.1829   -1.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0102    1.3362    0.5488 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0684   -0.0798    1.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5907    1.1788    2.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9572    0.5789    0.4679 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1502   -0.5757   -1.7405 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0619   -1.3078   -2.8817 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8869   -0.8789   -1.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 15  2  1  0
 28 18  1  0
 13  5  1  0
 28 23  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  7 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  0
 10 43  1  0
 11 44  1  0
 11 45  1  0
 12 46  1  0
 12 47  1  0
 14 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 19 54  1  0
 24 55  1  0
 25 56  1  0
 26 57  1  0
 27 58  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       3.988   5.592   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.307   4.799   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.282   3.259   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.932   2.513   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.613   3.306   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.641   4.848   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.319   5.639   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.026   4.892   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.054   3.354   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.268   2.559   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.265   0.970   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.057   0.177   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.028  -1.363   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.347  -2.156   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.692  -1.409   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.014  -2.204   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.986  -3.742   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.641  -4.489   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.322  -3.696   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.026  -4.445   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.350  -3.649   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.319  -2.109   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.641  -1.316   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.376  -0.616   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.611  -5.685   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.630  -5.651   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -1.350   5.685   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -5.307  -4.535   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    1    5    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   27                                                  
CONECT    9    8   10                                                       
CONECT   10    5    9   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   22                                                  
CONECT   14   13   15   19   24                                             
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   28                                                  
CONECT   18   17   19   25   26                                             
CONECT   19   14   18   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   13   21   23                                                  
CONECT   23   22                                                            
CONECT   24   14                                                            
CONECT   25   18                                                            
CONECT   26   18                                                            
CONECT   27    8                                                            
CONECT   28   17                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

COMPND    HMDB0033271
HETATM    1  C1  UNL     1       0.937  -2.379  -0.993  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.117  -1.742  -0.497  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.337  -2.557  -0.237  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.607  -1.840  -0.547  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.416  -0.347  -0.679  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.692   0.412  -0.689  1.00  0.00           C  
HETATM    7  C7  UNL     1      -4.881  -0.472  -1.002  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.680   1.499  -1.774  1.00  0.00           C  
HETATM    9  C9  UNL     1      -3.982   1.125   0.612  1.00  0.00           C  
HETATM   10  O1  UNL     1      -5.054   1.990   0.367  1.00  0.00           O  
HETATM   11  C10 UNL     1      -2.835   1.949   1.093  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.503   1.614   0.481  1.00  0.00           C  
HETATM   13  C12 UNL     1      -1.408   0.107   0.349  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.567  -0.537   1.696  1.00  0.00           C  
HETATM   15  C14 UNL     1      -0.052  -0.301  -0.234  1.00  0.00           C  
HETATM   16  C15 UNL     1       1.081   0.205   0.558  1.00  0.00           C  
HETATM   17  O2  UNL     1       2.321  -0.059  -0.071  1.00  0.00           O  
HETATM   18  C16 UNL     1       3.521   0.331   0.520  1.00  0.00           C  
HETATM   19  C17 UNL     1       3.520   0.976   1.737  1.00  0.00           C  
HETATM   20  C18 UNL     1       4.687   1.363   2.332  1.00  0.00           C  
HETATM   21  O3  UNL     1       4.638   1.949   3.445  1.00  0.00           O  
HETATM   22  O4  UNL     1       5.804   1.106   1.716  1.00  0.00           O  
HETATM   23  C19 UNL     1       5.853   0.491   0.549  1.00  0.00           C  
HETATM   24  C20 UNL     1       7.060   0.241  -0.066  1.00  0.00           C  
HETATM   25  C21 UNL     1       7.174  -0.394  -1.282  1.00  0.00           C  
HETATM   26  C22 UNL     1       6.034  -0.809  -1.934  1.00  0.00           C  
HETATM   27  C23 UNL     1       4.797  -0.567  -1.330  1.00  0.00           C  
HETATM   28  C24 UNL     1       4.698   0.070  -0.111  1.00  0.00           C  
HETATM   29  H1  UNL     1       0.850  -3.447  -1.178  1.00  0.00           H  
HETATM   30  H2  UNL     1       1.888  -1.949  -1.243  1.00  0.00           H  
HETATM   31  H3  UNL     1      -1.359  -2.994   0.773  1.00  0.00           H  
HETATM   32  H4  UNL     1      -1.280  -3.438  -0.926  1.00  0.00           H  
HETATM   33  H5  UNL     1      -3.048  -2.183  -1.507  1.00  0.00           H  
HETATM   34  H6  UNL     1      -3.375  -2.015   0.224  1.00  0.00           H  
HETATM   35  H7  UNL     1      -1.959  -0.203  -1.705  1.00  0.00           H  
HETATM   36  H8  UNL     1      -4.704  -1.073  -1.935  1.00  0.00           H  
HETATM   37  H9  UNL     1      -5.169  -1.119  -0.152  1.00  0.00           H  
HETATM   38  H10 UNL     1      -5.776   0.161  -1.256  1.00  0.00           H  
HETATM   39  H11 UNL     1      -2.783   1.329  -2.428  1.00  0.00           H  
HETATM   40  H12 UNL     1      -4.612   1.529  -2.337  1.00  0.00           H  
HETATM   41  H13 UNL     1      -3.526   2.507  -1.323  1.00  0.00           H  
HETATM   42  H14 UNL     1      -4.353   0.416   1.403  1.00  0.00           H  
HETATM   43  H15 UNL     1      -5.912   1.638   0.686  1.00  0.00           H  
HETATM   44  H16 UNL     1      -2.995   3.049   0.882  1.00  0.00           H  
HETATM   45  H17 UNL     1      -2.773   1.913   2.216  1.00  0.00           H  
HETATM   46  H18 UNL     1      -0.744   1.971   1.219  1.00  0.00           H  
HETATM   47  H19 UNL     1      -1.292   2.086  -0.474  1.00  0.00           H  
HETATM   48  H20 UNL     1      -1.667   0.233   2.513  1.00  0.00           H  
HETATM   49  H21 UNL     1      -2.469  -1.161   1.812  1.00  0.00           H  
HETATM   50  H22 UNL     1      -0.644  -1.106   2.011  1.00  0.00           H  
HETATM   51  H23 UNL     1      -0.018   0.183  -1.266  1.00  0.00           H  
HETATM   52  H24 UNL     1       1.010   1.336   0.549  1.00  0.00           H  
HETATM   53  H25 UNL     1       1.068  -0.080   1.608  1.00  0.00           H  
HETATM   54  H26 UNL     1       2.591   1.179   2.229  1.00  0.00           H  
HETATM   55  H27 UNL     1       7.957   0.579   0.468  1.00  0.00           H  
HETATM   56  H28 UNL     1       8.150  -0.576  -1.741  1.00  0.00           H  
HETATM   57  H29 UNL     1       6.062  -1.308  -2.882  1.00  0.00           H  
HETATM   58  H30 UNL     1       3.887  -0.879  -1.826  1.00  0.00           H  
CONECT    1    2    2   29   30
CONECT    2    3   15
CONECT    3    4   31   32
CONECT    4    5   33   34
CONECT    5    6   13   35
CONECT    6    7    8    9
CONECT    7   36   37   38
CONECT    8   39   40   41
CONECT    9   10   11   42
CONECT   10   43
CONECT   11   12   44   45
CONECT   12   13   46   47
CONECT   13   14   15
CONECT   14   48   49   50
CONECT   15   16   51
CONECT   16   17   52   53
CONECT   17   18
CONECT   18   19   19   28
CONECT   19   20   54
CONECT   20   21   21   22
CONECT   22   23
CONECT   23   24   24   28
CONECT   24   25   55
CONECT   25   26   26   56
CONECT   26   27   57
CONECT   27   28   28   58
END

HMDB0033271
     RDKit          3D
Foetidin
 58 61  0  0  0  0  0  0  0  0999 V2000
    0.9374   -2.3795   -0.9933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1174   -1.7418   -0.4972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3375   -2.5573   -0.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6074   -1.8396   -0.5467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4160   -0.3471   -0.6789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6916    0.4124   -0.6889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8813   -0.4722   -1.0022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6803    1.4986   -1.7740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9822    1.1255    0.6117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0538    1.9904    0.3669 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8348    1.9486    1.0928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5028    1.6142    0.4807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4080    0.1075    0.3492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5665   -0.5375    1.6959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0522   -0.3010   -0.2342 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0811    0.2054    0.5577 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3212   -0.0594   -0.0707 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5213    0.3306    0.5199 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5198    0.9757    1.7374 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6866    1.3632    2.3324 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6384    1.9495    3.4446 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8043    1.1057    1.7156 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8534    0.4912    0.5494 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0597    0.2413   -0.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1735   -0.3942   -1.2821 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0338   -0.8090   -1.9337 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7972   -0.5671   -1.3296 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6985    0.0698   -0.1110 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8496   -3.4467   -1.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8879   -1.9493   -1.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3587   -2.9942    0.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2801   -3.4377   -0.9257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0484   -2.1835   -1.5075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3755   -2.0152    0.2240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9594   -0.2034   -1.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7036   -1.0730   -1.9348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1688   -1.1194   -0.1515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7759    0.1606   -1.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7829    1.3287   -2.4281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6121    1.5292   -2.3373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5257    2.5068   -1.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3532    0.4156    1.4029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9123    1.6380    0.6861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9954    3.0486    0.8823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7730    1.9134    2.2160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7436    1.9713    1.2185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2917    2.0860   -0.4741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6668    0.2326    2.5134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4688   -1.1613    1.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6437   -1.1055    2.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0175    0.1829   -1.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0102    1.3362    0.5488 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0684   -0.0798    1.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5907    1.1788    2.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9572    0.5789    0.4679 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1502   -0.5757   -1.7405 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0619   -1.3078   -2.8817 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8869   -0.8789   -1.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 15  2  1  0
 28 18  1  0
 13  5  1  0
 28 23  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  7 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  0
 10 43  1  0
 11 44  1  0
 11 45  1  0
 12 46  1  0
 12 47  1  0
 14 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 19 54  1  0
 24 55  1  0
 25 56  1  0
 26 57  1  0
 27 58  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Foetidin	MeSH

Chemical Formula

C₂₄H₃₀O₄

Average Molecular Weight

382.4926

Monoisotopic Molecular Weight

382.214409448

IUPAC Name

4-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-decahydronaphthalen-1-yl)methoxy]-2H-chromen-2-one

Traditional Name

4-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1H-naphthalen-1-yl)methoxy]chromen-2-one

CAS Registry Number

97165-40-7

SMILES

CC1(C)C(O)CCC2(C)C(COC3=CC(=O)OC4=CC=CC=C34)C(=C)CCC12

InChI Identifier

InChI=1S/C24H30O4/c1-15-9-10-20-23(2,3)21(25)11-12-24(20,4)17(15)14-27-19-13-22(26)28-18-8-6-5-7-16(18)19/h5-8,13,17,20-21,25H,1,9-12,14H2,2-4H3

InChI Key

WLYRUZQGIVCRDD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Not Available

Direct Parent

Coumarins and derivatives

Alternative Parents

Substituents

Coumarin
Benzopyran
1-benzopyran
Alkyl aryl ether
Pyranone
Pyran
Benzenoid
Cyclic alcohol
Heteroaromatic compound
Vinylogous ester
Lactone
Secondary alcohol
Oxacycle
Ether
Organoheterocyclic compound
Organic oxygen compound
Organooxygen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0033271)
Cell membrane (HMDB: HMDB0033271)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033271)

Source

Exogenous

Exogenous (HMDB: HMDB0033271)

Food

Food (HMDB: HMDB0033271)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Endogenous

Plant

Plant (HMDB: HMDB0033271)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033271)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	176 - 178 °C	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	0.0027 g/L	ALOGPS
logP	4.78	ALOGPS
logP	3.85	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	19.49	ChemAxon
pKa (Strongest Basic)	-0.84	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	109.77 m³·mol⁻¹	ChemAxon
Polarizability	42.49 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	189.311	31661259
DarkChem	[M-H]-	187.522	31661259
DeepCCS	[M-2H]-	228.406	30932474
DeepCCS	[M+Na]+	203.634	30932474
AllCCS	[M+H]+	195.1	32859911
AllCCS	[M+H-H2O]+	192.5	32859911
AllCCS	[M+NH4]+	197.5	32859911
AllCCS	[M+Na]+	198.1	32859911
AllCCS	[M-H]-	197.1	32859911
AllCCS	[M+Na-2H]-	197.2	32859911
AllCCS	[M+HCOO]-	197.5	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. Predicted by Afia on May 17, 2022.	8.9 minutes	32390414
Predicted by Siyang on May 30, 2022	17.6121 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.06 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2747.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	434.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	231.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	195.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	356.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	702.1 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	762.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	89.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1400.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	558.2 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	1739.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	494.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	467.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	257.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	407.0 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	8.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Foetidin	CC1(C)C(O)CCC2(C)C(COC3=CC(=O)OC4=CC=CC=C34)C(=C)CCC12	3502.4	Standard polar	33892256
Foetidin	CC1(C)C(O)CCC2(C)C(COC3=CC(=O)OC4=CC=CC=C34)C(=C)CCC12	3127.0	Standard non polar	33892256
Foetidin	CC1(C)C(O)CCC2(C)C(COC3=CC(=O)OC4=CC=CC=C34)C(=C)CCC12	3527.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Foetidin,1TMS,isomer #1	C=C1CCC2C(C)(C)C(O[Si](C)(C)C)CCC2(C)C1COC1=CC(=O)OC2=CC=CC=C12	3288.5	Semi standard non polar	33892256
Foetidin,1TBDMS,isomer #1	C=C1CCC2C(C)(C)C(O[Si](C)(C)C(C)(C)C)CCC2(C)C1COC1=CC(=O)OC2=CC=CC=C12	3495.5	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 - Foetidin GC-MS (Non-derivatized) - 70eV, Positive	splash10-1000-0349000000-4f014c8988449a28bb09	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Foetidin GC-MS (1 TMS) - 70eV, Positive	splash10-004r-4091600000-3c1ba15b99c03218974e	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Foetidin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Foetidin 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 - Foetidin 10V, Positive-QTOF	splash10-0159-0029000000-d8799a3cb9bd3d56eb91	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Foetidin 20V, Positive-QTOF	splash10-0159-0349000000-6def0ceb4b4fa4160d39	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Foetidin 40V, Positive-QTOF	splash10-0w2c-2930000000-f295c6738d384108dd87	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Foetidin 10V, Negative-QTOF	splash10-01q9-0209000000-51bf5da61c1f098c77b8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Foetidin 20V, Negative-QTOF	splash10-03e9-1509000000-db14fc4ff9ba82c60146	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Foetidin 40V, Negative-QTOF	splash10-00kf-9810000000-cf7d76b906b96be5fc76	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Foetidin 10V, Negative-QTOF	splash10-001i-0009000000-3eb349f8710b3ffdc26e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Foetidin 20V, Negative-QTOF	splash10-03ei-0629000000-a62eac07e457b67a38b1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Foetidin 40V, Negative-QTOF	splash10-0006-8922000000-a89b4ecdc7fd48e01359	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Foetidin 10V, Positive-QTOF	splash10-03e9-0978000000-1e11bad01e66d767d952	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Foetidin 20V, Positive-QTOF	splash10-0w2i-0694000000-03470b36f9fac2931e2e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Foetidin 40V, Positive-QTOF	splash10-00kf-4930000000-9626892ea247d2062ae4	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB011294

KNApSAcK ID

C00019794

Chemspider ID

35013573

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73202223

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

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

Enzymes

Enzyme Details

1. Sulfotransferase family cytosolic 2B member 1

General function:: Involved in sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of many hormones, neurotransmitters, drugs and xenobiotic compounds. Sulfonation increases the water solubility of most compounds, and therefore their renal excretion, but it can also result in bioactivation to form active metabolites. Sulfates hydroxysteroids like DHEA. Isoform 1 preferentially sulfonates cholesterol, and isoform 2 avidly sulfonates pregnenolone but not cholesterol.
Gene Name:: SULT2B1
Uniprot ID:: O00204
Molecular weight:: 39598.595

Reactions

Foetidin → (1,1,4a-trimethyl-6-methylidene-5-{[(2-oxo-2H-chromen-4-yl)oxy]methyl}-decahydronaphthalen-2-yl)oxidanesulfonic acid	details

Enzyme Details

2. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

Foetidin → 6-[(1,1,4a-trimethyl-6-methylidene-5-{[(2-oxo-2H-chromen-4-yl)oxy]methyl}-decahydronaphthalen-2-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid	details

Showing metabocard for Foetidin (HMDB0033271)

MOL for HMDB0033271 (Foetidin)

3D MOL for HMDB0033271 (Foetidin)

3D SDF for HMDB0033271 (Foetidin)

3D-SDF for HMDB0033271 (Foetidin)

PDB for HMDB0033271 (Foetidin)

3D PDB for HMDB0033271 (Foetidin)

SMILES for HMDB0033271 (Foetidin)

INCHI for HMDB0033271 (Foetidin)

Structure for HMDB0033271 (Foetidin)

3D Structure for HMDB0033271 (Foetidin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions