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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:18:08 UTC

Update Date

2022-03-07 02:54:28 UTC

HMDB ID

HMDB0035338

Secondary Accession Numbers

HMDB35338

Metabolite Identification

Common Name

Sterebin B

Description

Sterebin B belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a small amount of articles have been published on Sterebin B.

Structure

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

HMDB0035338
     RDKit          3D
Sterebin B
 57 58  0  0  0  0  0  0  0  0999 V2000
    6.2411    0.4557    0.5036 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9588    0.7949   -0.1696 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9178    1.3785   -1.2713 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7103    0.4331    0.4805 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5516    0.7175   -0.0862 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2328    0.3661    0.5425 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5593    1.5951    0.9862 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1781    2.8643    0.3656 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9316    1.7560    2.3566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8980    1.7212    0.8552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3037    3.0002    0.4019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5582    0.7411   -0.1020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9133    0.8370   -0.1837 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6429    1.2605   -1.2787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1121    1.3455   -1.3133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9580    1.5727   -2.2568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9541   -0.5916    0.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7369   -1.7977   -0.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1205   -1.7618    0.4309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8979   -2.1139   -1.6153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0223   -2.9748    0.4801 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4376   -2.9604    0.4093 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1150   -1.9175   -0.3681 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4397   -0.5625   -0.3727 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5599   -0.0094   -1.7569 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5941    1.3830    0.9997 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9828    0.1730   -0.2461 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0637   -0.3173    1.2760 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6880   -0.0787    1.4451 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6020    1.2266   -1.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5050   -0.3173    1.4058 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2656    2.8418    0.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7229    3.1158   -0.5994 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8622    3.7073    1.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6265    2.6611    2.5930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3616    1.6384    1.8748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3131    3.0067   -0.5856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1732    1.0765   -1.1160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4789    2.0424   -2.0648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4277    1.7692   -0.3150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5841    0.3345   -1.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8184   -0.6442    1.3033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8921   -1.4564   -0.3299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3987   -2.8090    0.6739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1898   -1.1857    1.3545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4284   -1.2946   -2.1735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6457   -2.9668   -1.6569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0110   -2.4943   -2.1192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4786   -3.8894   -0.0019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3819   -3.0173    1.5360 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8658   -2.9517    1.4569 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7800   -3.9644    0.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2737   -2.2970   -1.4227 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1583   -1.7970    0.0163 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4431   -0.4832   -2.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7341    1.0662   -1.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3002   -0.2282   -2.4177 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 12 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24  6  1  0
 24 17  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  8 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 12 38  1  0
 15 39  1  0
 15 40  1  0
 15 41  1  0
 17 42  1  0
 19 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  0
 21 50  1  0
 22 51  1  0
 22 52  1  0
 23 53  1  0
 23 54  1  0
 25 55  1  0
 25 56  1  0
 25 57  1  0
M  END


  Mrv0541 05061308232D          

 25 26  0  0  0  0            999 V2000
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8986   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9592   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3848   -0.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8545    0.3627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  2  0  0  0  0
 10  7  1  0  0  0  0
 11  7  1  0  0  0  0
 12  1  1  0  0  0  0
 12  8  1  0  0  0  0
 13  2  1  0  0  0  0
 14  9  1  0  0  0  0
 16 15  1  0  0  0  0
 17 15  1  0  0  0  0
 18  3  1  0  0  0  0
 18  4  1  0  0  0  0
 18 10  1  0  0  0  0
 18 16  1  0  0  0  0
 19  5  1  0  0  0  0
 19 11  1  0  0  0  0
 19 14  1  0  0  0  0
 19 16  1  0  0  0  0
 20  6  1  0  0  0  0
 20 14  1  0  0  0  0
 20 17  1  0  0  0  0
 21 12  2  0  0  0  0
 22 13  2  0  0  0  0
 23 17  1  0  0  0  0
 24 20  1  0  0  0  0
 25 13  1  0  0  0  0
 25 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035338

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)OC1C(O)C(C)(O)C(\C=C\C(C)=O)C2(C)CCCC(C)(C)C12

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O5/c1-12(21)8-9-14-19(5)11-7-10-18(3,4)16(19)15(25-13(2)22)17(23)20(14,6)24/h8-9,14-17,23-24H,7,10-11H2,1-6H3/b9-8+

> <INCHI_KEY>
BNOWPELKBYSHKU-CMDGGOBGSA-N

> <FORMULA>
C20H32O5

> <MOLECULAR_WEIGHT>
352.4651

> <EXACT_MASS>
352.224974134

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
39.14306836873807

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,3-dihydroxy-3,4a,8,8-tetramethyl-4-[(1E)-3-oxobut-1-en-1-yl]-decahydronaphthalen-1-yl acetate

> <ALOGPS_LOGP>
2.68

> <JCHEM_LOGP>
2.0784224176666664

> <ALOGPS_LOGS>
-3.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.56087574405467

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.935698238811227

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3773460067488346

> <JCHEM_POLAR_SURFACE_AREA>
83.83000000000001

> <JCHEM_REFRACTIVITY>
95.69039999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.28e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,3-dihydroxy-3,4a,8,8-tetramethyl-4-[(1E)-3-oxobut-1-en-1-yl]-hexahydro-1H-naphthalen-1-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035338
     RDKit          3D
Sterebin B
 57 58  0  0  0  0  0  0  0  0999 V2000
    6.2411    0.4557    0.5036 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9588    0.7949   -0.1696 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9178    1.3785   -1.2713 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7103    0.4331    0.4805 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5516    0.7175   -0.0862 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2328    0.3661    0.5425 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5593    1.5951    0.9862 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1781    2.8643    0.3656 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9316    1.7560    2.3566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8980    1.7212    0.8552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3037    3.0002    0.4019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5582    0.7411   -0.1020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9133    0.8370   -0.1837 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6429    1.2605   -1.2787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1121    1.3455   -1.3133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9580    1.5727   -2.2568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9541   -0.5916    0.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7369   -1.7977   -0.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1205   -1.7618    0.4309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8979   -2.1139   -1.6153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0223   -2.9748    0.4801 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4376   -2.9604    0.4093 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1150   -1.9175   -0.3681 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4397   -0.5625   -0.3727 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5599   -0.0094   -1.7569 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5941    1.3830    0.9997 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9828    0.1730   -0.2461 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0637   -0.3173    1.2760 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6880   -0.0787    1.4451 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6020    1.2266   -1.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5050   -0.3173    1.4058 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2656    2.8418    0.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7229    3.1158   -0.5994 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8622    3.7073    1.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6265    2.6611    2.5930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3616    1.6384    1.8748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3131    3.0067   -0.5856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1732    1.0765   -1.1160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4789    2.0424   -2.0648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4277    1.7692   -0.3150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5841    0.3345   -1.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8184   -0.6442    1.3033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8921   -1.4564   -0.3299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3987   -2.8090    0.6739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1898   -1.1857    1.3545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4284   -1.2946   -2.1735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6457   -2.9668   -1.6569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0110   -2.4943   -2.1192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4786   -3.8894   -0.0019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3819   -3.0173    1.5360 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8658   -2.9517    1.4569 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7800   -3.9644    0.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2737   -2.2970   -1.4227 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1583   -1.7970    0.0163 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4431   -0.4832   -2.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7341    1.0662   -1.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3002   -0.2282   -2.4177 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 12 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24  6  1  0
 24 17  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  8 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 12 38  1  0
 15 39  1  0
 15 40  1  0
 15 41  1  0
 17 42  1  0
 19 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  0
 21 50  1  0
 22 51  1  0
 22 52  1  0
 23 53  1  0
 23 54  1  0
 25 55  1  0
 25 56  1  0
 25 57  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       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.677  -4.260   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.657  -4.260   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.185  -1.037   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       7.195   0.677   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   13                                                            
CONECT    3   18                                                            
CONECT    4   18                                                            
CONECT    5   19                                                            
CONECT    6   20                                                            
CONECT    7   10   11                                                       
CONECT    8    9   12                                                       
CONECT    9    8   14                                                       
CONECT   10    7   18                                                       
CONECT   11    7   19                                                       
CONECT   12    1    8   21                                                  
CONECT   13    2   22   25                                                  
CONECT   14    9   19   20                                                  
CONECT   15   16   17   25                                                  
CONECT   16   15   18   19                                                  
CONECT   17   15   20   23                                                  
CONECT   18    3    4   10   16                                             
CONECT   19    5   11   14   16                                             
CONECT   20    6   14   17   24                                             
CONECT   21   12                                                            
CONECT   22   13                                                            
CONECT   23   17                                                            
CONECT   24   20                                                            
CONECT   25   13   15                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

COMPND    HMDB0035338
HETATM    1  C1  UNL     1       6.241   0.456   0.504  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.959   0.795  -0.170  1.00  0.00           C  
HETATM    3  O1  UNL     1       4.918   1.379  -1.271  1.00  0.00           O  
HETATM    4  C3  UNL     1       3.710   0.433   0.480  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.552   0.718  -0.086  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.233   0.366   0.542  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.559   1.595   0.986  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.178   2.864   0.366  1.00  0.00           C  
HETATM    9  O2  UNL     1       0.932   1.756   2.357  1.00  0.00           O  
HETATM   10  C8  UNL     1      -0.898   1.721   0.855  1.00  0.00           C  
HETATM   11  O3  UNL     1      -1.304   3.000   0.402  1.00  0.00           O  
HETATM   12  C9  UNL     1      -1.558   0.741  -0.102  1.00  0.00           C  
HETATM   13  O4  UNL     1      -2.913   0.837  -0.184  1.00  0.00           O  
HETATM   14  C10 UNL     1      -3.643   1.261  -1.279  1.00  0.00           C  
HETATM   15  C11 UNL     1      -5.112   1.345  -1.313  1.00  0.00           C  
HETATM   16  O5  UNL     1      -2.958   1.573  -2.257  1.00  0.00           O  
HETATM   17  C12 UNL     1      -0.954  -0.592   0.174  1.00  0.00           C  
HETATM   18  C13 UNL     1      -1.737  -1.798  -0.163  1.00  0.00           C  
HETATM   19  C14 UNL     1      -3.120  -1.762   0.431  1.00  0.00           C  
HETATM   20  C15 UNL     1      -1.898  -2.114  -1.615  1.00  0.00           C  
HETATM   21  C16 UNL     1      -1.022  -2.975   0.480  1.00  0.00           C  
HETATM   22  C17 UNL     1       0.438  -2.960   0.409  1.00  0.00           C  
HETATM   23  C18 UNL     1       1.115  -1.918  -0.368  1.00  0.00           C  
HETATM   24  C19 UNL     1       0.440  -0.563  -0.373  1.00  0.00           C  
HETATM   25  C20 UNL     1       0.560  -0.009  -1.757  1.00  0.00           C  
HETATM   26  H1  UNL     1       6.594   1.383   1.000  1.00  0.00           H  
HETATM   27  H2  UNL     1       6.983   0.173  -0.246  1.00  0.00           H  
HETATM   28  H3  UNL     1       6.064  -0.317   1.276  1.00  0.00           H  
HETATM   29  H4  UNL     1       3.688  -0.079   1.445  1.00  0.00           H  
HETATM   30  H5  UNL     1       2.602   1.227  -1.044  1.00  0.00           H  
HETATM   31  H6  UNL     1       1.505  -0.317   1.406  1.00  0.00           H  
HETATM   32  H7  UNL     1       2.266   2.842   0.390  1.00  0.00           H  
HETATM   33  H8  UNL     1       0.723   3.116  -0.599  1.00  0.00           H  
HETATM   34  H9  UNL     1       0.862   3.707   1.052  1.00  0.00           H  
HETATM   35  H10 UNL     1       0.626   2.661   2.593  1.00  0.00           H  
HETATM   36  H11 UNL     1      -1.362   1.638   1.875  1.00  0.00           H  
HETATM   37  H12 UNL     1      -1.313   3.007  -0.586  1.00  0.00           H  
HETATM   38  H13 UNL     1      -1.173   1.077  -1.116  1.00  0.00           H  
HETATM   39  H14 UNL     1      -5.479   2.042  -2.065  1.00  0.00           H  
HETATM   40  H15 UNL     1      -5.428   1.769  -0.315  1.00  0.00           H  
HETATM   41  H16 UNL     1      -5.584   0.335  -1.356  1.00  0.00           H  
HETATM   42  H17 UNL     1      -0.818  -0.644   1.303  1.00  0.00           H  
HETATM   43  H18 UNL     1      -3.892  -1.456  -0.330  1.00  0.00           H  
HETATM   44  H19 UNL     1      -3.399  -2.809   0.674  1.00  0.00           H  
HETATM   45  H20 UNL     1      -3.190  -1.186   1.354  1.00  0.00           H  
HETATM   46  H21 UNL     1      -2.428  -1.295  -2.174  1.00  0.00           H  
HETATM   47  H22 UNL     1      -2.646  -2.967  -1.657  1.00  0.00           H  
HETATM   48  H23 UNL     1      -1.011  -2.494  -2.119  1.00  0.00           H  
HETATM   49  H24 UNL     1      -1.479  -3.889  -0.002  1.00  0.00           H  
HETATM   50  H25 UNL     1      -1.382  -3.017   1.536  1.00  0.00           H  
HETATM   51  H26 UNL     1       0.866  -2.952   1.457  1.00  0.00           H  
HETATM   52  H27 UNL     1       0.780  -3.964   0.012  1.00  0.00           H  
HETATM   53  H28 UNL     1       1.274  -2.297  -1.423  1.00  0.00           H  
HETATM   54  H29 UNL     1       2.158  -1.797   0.016  1.00  0.00           H  
HETATM   55  H30 UNL     1       1.443  -0.483  -2.284  1.00  0.00           H  
HETATM   56  H31 UNL     1       0.734   1.066  -1.826  1.00  0.00           H  
HETATM   57  H32 UNL     1      -0.300  -0.228  -2.418  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3    3    4
CONECT    4    5    5   29
CONECT    5    6   30
CONECT    6    7   24   31
CONECT    7    8    9   10
CONECT    8   32   33   34
CONECT    9   35
CONECT   10   11   12   36
CONECT   11   37
CONECT   12   13   17   38
CONECT   13   14
CONECT   14   15   16   16
CONECT   15   39   40   41
CONECT   17   18   24   42
CONECT   18   19   20   21
CONECT   19   43   44   45
CONECT   20   46   47   48
CONECT   21   22   49   50
CONECT   22   23   51   52
CONECT   23   24   53   54
CONECT   24   25
CONECT   25   55   56   57
END

HMDB0035338
     RDKit          3D
Sterebin B
 57 58  0  0  0  0  0  0  0  0999 V2000
    6.2411    0.4557    0.5036 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9588    0.7949   -0.1696 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9178    1.3785   -1.2713 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7103    0.4331    0.4805 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5516    0.7175   -0.0862 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2328    0.3661    0.5425 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5593    1.5951    0.9862 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1781    2.8643    0.3656 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9316    1.7560    2.3566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8980    1.7212    0.8552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3037    3.0002    0.4019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5582    0.7411   -0.1020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9133    0.8370   -0.1837 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6429    1.2605   -1.2787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1121    1.3455   -1.3133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9580    1.5727   -2.2568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9541   -0.5916    0.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7369   -1.7977   -0.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1205   -1.7618    0.4309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8979   -2.1139   -1.6153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0223   -2.9748    0.4801 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4376   -2.9604    0.4093 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1150   -1.9175   -0.3681 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4397   -0.5625   -0.3727 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5599   -0.0094   -1.7569 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5941    1.3830    0.9997 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9828    0.1730   -0.2461 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0637   -0.3173    1.2760 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6880   -0.0787    1.4451 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6020    1.2266   -1.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5050   -0.3173    1.4058 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2656    2.8418    0.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7229    3.1158   -0.5994 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8622    3.7073    1.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6265    2.6611    2.5930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3616    1.6384    1.8748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3131    3.0067   -0.5856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1732    1.0765   -1.1160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4789    2.0424   -2.0648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4277    1.7692   -0.3150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5841    0.3345   -1.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8184   -0.6442    1.3033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8921   -1.4564   -0.3299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3987   -2.8090    0.6739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1898   -1.1857    1.3545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4284   -1.2946   -2.1735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6457   -2.9668   -1.6569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0110   -2.4943   -2.1192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4786   -3.8894   -0.0019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3819   -3.0173    1.5360 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8658   -2.9517    1.4569 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7800   -3.9644    0.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2737   -2.2970   -1.4227 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1583   -1.7970    0.0163 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4431   -0.4832   -2.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7341    1.0662   -1.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3002   -0.2282   -2.4177 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 12 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24  6  1  0
 24 17  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  8 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 12 38  1  0
 15 39  1  0
 15 40  1  0
 15 41  1  0
 17 42  1  0
 19 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  0
 21 50  1  0
 22 51  1  0
 22 52  1  0
 23 53  1  0
 23 54  1  0
 25 55  1  0
 25 56  1  0
 25 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,3-Dihydroxy-3,4a,8,8-tetramethyl-4-[(1E)-3-oxobut-1-en-1-yl]-decahydronaphthalen-1-yl acetic acid	HMDB

Chemical Formula

C₂₀H₃₂O₅

Average Molecular Weight

352.4651

Monoisotopic Molecular Weight

352.224974134

IUPAC Name

2,3-dihydroxy-3,4a,8,8-tetramethyl-4-[(1E)-3-oxobut-1-en-1-yl]-decahydronaphthalen-1-yl acetate

Traditional Name

2,3-dihydroxy-3,4a,8,8-tetramethyl-4-[(1E)-3-oxobut-1-en-1-yl]-hexahydro-1H-naphthalen-1-yl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)OC1C(O)C(C)(O)C(\C=C\C(C)=O)C2(C)CCCC(C)(C)C12

InChI Identifier

InChI=1S/C20H32O5/c1-12(21)8-9-14-19(5)11-7-10-18(3,4)16(19)15(25-13(2)22)17(23)20(14,6)24/h8-9,14-17,23-24H,7,10-11H2,1-6H3/b9-8+

InChI Key

BNOWPELKBYSHKU-CMDGGOBGSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Megastigmane sesquiterpenoid
Sesquiterpenoid
Cyclitol or derivatives
Acryloyl-group
Cyclic alcohol
Alpha,beta-unsaturated ketone
Tertiary alcohol
Enone
1,2-diol
Carboxylic acid ester
Secondary alcohol
Ketone
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organic oxide
Alcohol
Organooxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035338)

Source

Endogenous

Endogenous (HMDB: HMDB0035338)

Animal

Animal (HMDB: HMDB0035338)

Exogenous

Food

Food (HMDB: HMDB0035338)

Exogenous (HMDB: HMDB0035338)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0035338)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0035338)

Lipid metabolism pathway (HMDB: HMDB0035338)

Cellular process

Cell signaling (HMDB: HMDB0035338)

Biochemical process

Lipid transport (HMDB: HMDB0035338)

Role

Biological role

Energy source (HMDB: HMDB0035338)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035338)

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	0.13 g/L	ALOGPS
logP	2.68	ALOGPS
logP	2.08	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	12.94	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	95.69 m³·mol⁻¹	ChemAxon
Polarizability	39.14 Å³	ChemAxon
Number of Rings	2	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
DeepCCS	[M-2H]-	218.171	30932474
DeepCCS	[M+Na]+	193.399	30932474
AllCCS	[M+H]+	185.7	32859911
AllCCS	[M+H-H2O]+	183.1	32859911
AllCCS	[M+NH4]+	188.1	32859911
AllCCS	[M+Na]+	188.8	32859911
AllCCS	[M-H]-	190.0	32859911
AllCCS	[M+Na-2H]-	190.9	32859911
AllCCS	[M+HCOO]-	192.0	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.	6.43 minutes	32390414
Predicted by Siyang on May 30, 2022	13.3712 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.94 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2542.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	221.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	171.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	159.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	126.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	582.4 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	567.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	84.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1130.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	470.7 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	1521.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	403.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	411.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	204.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	247.6 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	8.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Sterebin B	CC(=O)OC1C(O)C(C)(O)C(\C=C\C(C)=O)C2(C)CCCC(C)(C)C12	3536.8	Standard polar	33892256
Sterebin B	CC(=O)OC1C(O)C(C)(O)C(\C=C\C(C)=O)C2(C)CCCC(C)(C)C12	2403.4	Standard non polar	33892256
Sterebin B	CC(=O)OC1C(O)C(C)(O)C(\C=C\C(C)=O)C2(C)CCCC(C)(C)C12	2517.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Sterebin B,1TMS,isomer #1	CC(=O)/C=C/C1C(C)(O)C(O[Si](C)(C)C)C(OC(C)=O)C2C(C)(C)CCCC21C	2614.9	Semi standard non polar	33892256
Sterebin B,1TMS,isomer #2	CC(=O)/C=C/C1C2(C)CCCC(C)(C)C2C(OC(C)=O)C(O)C1(C)O[Si](C)(C)C	2617.3	Semi standard non polar	33892256
Sterebin B,1TMS,isomer #3	C=C(/C=C/C1C(C)(O)C(O)C(OC(C)=O)C2C(C)(C)CCCC21C)O[Si](C)(C)C	2631.0	Semi standard non polar	33892256
Sterebin B,2TMS,isomer #1	CC(=O)/C=C/C1C2(C)CCCC(C)(C)C2C(OC(C)=O)C(O[Si](C)(C)C)C1(C)O[Si](C)(C)C	2621.1	Semi standard non polar	33892256
Sterebin B,2TMS,isomer #2	C=C(/C=C/C1C(C)(O)C(O[Si](C)(C)C)C(OC(C)=O)C2C(C)(C)CCCC21C)O[Si](C)(C)C	2612.8	Semi standard non polar	33892256
Sterebin B,2TMS,isomer #3	C=C(/C=C/C1C2(C)CCCC(C)(C)C2C(OC(C)=O)C(O)C1(C)O[Si](C)(C)C)O[Si](C)(C)C	2617.0	Semi standard non polar	33892256
Sterebin B,3TMS,isomer #1	C=C(/C=C/C1C2(C)CCCC(C)(C)C2C(OC(C)=O)C(O[Si](C)(C)C)C1(C)O[Si](C)(C)C)O[Si](C)(C)C	2629.6	Semi standard non polar	33892256
Sterebin B,3TMS,isomer #1	C=C(/C=C/C1C2(C)CCCC(C)(C)C2C(OC(C)=O)C(O[Si](C)(C)C)C1(C)O[Si](C)(C)C)O[Si](C)(C)C	2590.7	Standard non polar	33892256
Sterebin B,1TBDMS,isomer #1	CC(=O)/C=C/C1C(C)(O)C(O[Si](C)(C)C(C)(C)C)C(OC(C)=O)C2C(C)(C)CCCC21C	2857.5	Semi standard non polar	33892256
Sterebin B,1TBDMS,isomer #2	CC(=O)/C=C/C1C2(C)CCCC(C)(C)C2C(OC(C)=O)C(O)C1(C)O[Si](C)(C)C(C)(C)C	2843.1	Semi standard non polar	33892256
Sterebin B,1TBDMS,isomer #3	C=C(/C=C/C1C(C)(O)C(O)C(OC(C)=O)C2C(C)(C)CCCC21C)O[Si](C)(C)C(C)(C)C	2865.6	Semi standard non polar	33892256
Sterebin B,2TBDMS,isomer #1	CC(=O)/C=C/C1C2(C)CCCC(C)(C)C2C(OC(C)=O)C(O[Si](C)(C)C(C)(C)C)C1(C)O[Si](C)(C)C(C)(C)C	3076.9	Semi standard non polar	33892256
Sterebin B,2TBDMS,isomer #2	C=C(/C=C/C1C(C)(O)C(O[Si](C)(C)C(C)(C)C)C(OC(C)=O)C2C(C)(C)CCCC21C)O[Si](C)(C)C(C)(C)C	3085.3	Semi standard non polar	33892256
Sterebin B,2TBDMS,isomer #3	C=C(/C=C/C1C2(C)CCCC(C)(C)C2C(OC(C)=O)C(O)C1(C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3074.3	Semi standard non polar	33892256
Sterebin B,3TBDMS,isomer #1	C=C(/C=C/C1C2(C)CCCC(C)(C)C2C(OC(C)=O)C(O[Si](C)(C)C(C)(C)C)C1(C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3303.3	Semi standard non polar	33892256
Sterebin B,3TBDMS,isomer #1	C=C(/C=C/C1C2(C)CCCC(C)(C)C2C(OC(C)=O)C(O[Si](C)(C)C(C)(C)C)C1(C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3192.5	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Sterebin B GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f6t-1291000000-5bc69cd9173eddbb934c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sterebin B GC-MS (2 TMS) - 70eV, Positive	splash10-00e9-3239700000-16891df80d4d3677b47a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sterebin B 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 - Sterebin B 10V, Positive-QTOF	splash10-0f79-0049000000-0765cc216835e49a24f5	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterebin B 20V, Positive-QTOF	splash10-002o-4197000000-6ee77e49f468434bd3f4	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterebin B 40V, Positive-QTOF	splash10-01b9-8291000000-73c4dc6dc81e86395e67	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterebin B 10V, Negative-QTOF	splash10-0zfr-1029000000-371dea8bffd98e5d11b5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterebin B 20V, Negative-QTOF	splash10-0a4i-4079000000-99e7bca1481f60486c81	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterebin B 40V, Negative-QTOF	splash10-0a4l-9081000000-6a6112c89a45bab862ad	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterebin B 10V, Negative-QTOF	splash10-0zfr-4019000000-93f50a5f159e25e08f8a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterebin B 20V, Negative-QTOF	splash10-0a4i-9060000000-d81459bfc72511410ae7	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterebin B 40V, Negative-QTOF	splash10-0ap3-4090000000-043e52d6b97a6bdf1c26	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterebin B 10V, Positive-QTOF	splash10-004i-0091000000-5608676e9ebbbaf782ee	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterebin B 20V, Positive-QTOF	splash10-004i-3592000000-5b08abf4427c997b438e	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterebin B 40V, Positive-QTOF	splash10-0006-9400000000-b4a298c58c880b81e724	2021-09-25	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

FDB014010

KNApSAcK ID

C00023383

Chemspider ID

35013905

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751710

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Sterebin B (HMDB0035338)

MOL for HMDB0035338 (Sterebin B)

3D MOL for HMDB0035338 (Sterebin B)

3D SDF for HMDB0035338 (Sterebin B)

3D-SDF for HMDB0035338 (Sterebin B)

PDB for HMDB0035338 (Sterebin B)

3D PDB for HMDB0035338 (Sterebin B)

SMILES for HMDB0035338 (Sterebin B)

INCHI for HMDB0035338 (Sterebin B)

Structure for HMDB0035338 (Sterebin B)

3D Structure for HMDB0035338 (Sterebin B)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra