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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:47:40 UTC

Update Date

2022-03-07 02:53:14 UTC

HMDB ID

HMDB0032082

Secondary Accession Numbers

HMDB32082

Metabolite Identification

Common Name

Rosmic acid

Description

Dibenzyl disulfide, also known as BDS or disulfide, dibenzyl, belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. Dibenzyl disulfide is possibly neutral. Dibenzyl disulfide is a burnt, caramel, and earthy tasting compound. Outside of the human body,. An organic disulfide that results from the formal oxidative dimerisation of benzyl thiol.

Structure

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


  Mrv0541 02241217512D          

 28 30  0  0  0  0            999 V2000
   -2.8559    0.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8559   -0.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1423   -1.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4300   -0.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4300    0.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1423    0.5191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7164   -1.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0042   -0.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0042    0.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7164    0.5191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4300    0.9330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7108    0.5205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4258    0.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1408    0.5205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4258   -0.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7108   -1.1296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1408   -1.1296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8559   -0.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8559    0.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1408    1.3455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0042   -1.5421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7164   -0.3045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5548   -1.8446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9292   -1.9271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6432    1.7305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7164    1.3441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2995    1.9271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0015    1.7566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 23  1  0  0  0  0
  3 24  1  0  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  5  6  1  0  0  0  0
  5 10  1  0  0  0  0
  5 11  1  0  0  0  0
  7  8  1  0  0  0  0
  7 22  1  0  0  0  0
  8  9  1  0  0  0  0
  8 21  2  0  0  0  0
  9 10  2  0  0  0  0
  9 12  1  0  0  0  0
 10 26  1  0  0  0  0
 11 22  1  0  0  0  0
 11 25  2  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 14 19  1  0  0  0  0
 14 20  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
M  END

HMDB0032082
     RDKit          3D
Rosmic acid
 54 56  0  0  0  0  0  0  0  0999 V2000
    4.3762    3.2119   -0.9450 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2661    1.8513   -0.5444 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9494    1.3100   -0.3338 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0935    2.1519   -0.5457 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9474   -0.0502    0.0649 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8827   -0.7111    0.3814 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5463   -0.2716    0.4372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4108   -1.2418    0.6586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1718   -2.3452    1.5467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1119   -3.2079    1.6749 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9667   -2.5856    2.2912 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7094   -1.0261   -0.0860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6671   -2.1387    0.0732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8656   -1.8281   -0.8001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5612   -0.5726   -0.4417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7199    0.5263    0.0844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8426    1.7299   -0.8587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3939    1.0305    1.3786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3250    0.2551    0.4028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3231    1.2473   -0.2699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2041    0.6749   -1.5483 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3938   -0.6981   -1.4798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3095   -1.4991   -2.4309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0735    1.0427    0.4932 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4128    1.9644    1.1647 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3017   -0.7670    0.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8466   -0.7044   -1.2880 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2237   -0.0958    1.0753 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5097    3.7615   -0.5742 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6118    3.3377   -2.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2655    3.5988   -0.3652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1004   -1.8051    0.6438 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3684   -3.5141    2.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0575   -2.1576    1.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2905   -3.1355   -0.2373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5243   -1.8091   -1.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5519   -2.7062   -0.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3928   -0.8537    0.2724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1306   -0.2415   -1.3623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9425    1.7390   -1.1283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6809    2.6831   -0.3419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3227    1.5946   -1.8049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9791    2.0442    1.5456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4799    0.9928    1.2962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0078    0.3838    2.2002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0881    0.3294    1.4957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6960    2.2631   -0.2487 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1746   -1.8012    0.4034 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5874    0.1221   -1.3842 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0194   -0.5667   -2.0137 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3001   -1.6872   -1.5407 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9136    0.6425    0.5904 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8796   -0.8609    1.5392 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6841    0.3932    1.9246 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 20 24  1  0
 24 25  2  0
  5 26  1  0
 26 27  1  0
 26 28  1  0
 24  7  1  0
 19 12  1  0
 22 12  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  6 32  1  0
 11 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 17 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 20 47  1  0
 26 48  1  0
 27 49  1  0
 27 50  1  0
 27 51  1  0
 28 52  1  0
 28 53  1  0
 28 54  1  0
M  END


  Mrv0541 02241217512D          

 28 30  0  0  0  0            999 V2000
   -2.8559    0.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8559   -0.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1423   -1.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4300   -0.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4300    0.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1423    0.5191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7164   -1.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0042   -0.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0042    0.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7164    0.5191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4300    0.9330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7108    0.5205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4258    0.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1408    0.5205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4258   -0.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7108   -1.1296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1408   -1.1296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8559   -0.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8559    0.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1408    1.3455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0042   -1.5421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7164   -0.3045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5548   -1.8446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9292   -1.9271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6432    1.7305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7164    1.3441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2995    1.9271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0015    1.7566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 23  1  0  0  0  0
  3 24  1  0  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  5  6  1  0  0  0  0
  5 10  1  0  0  0  0
  5 11  1  0  0  0  0
  7  8  1  0  0  0  0
  7 22  1  0  0  0  0
  8  9  1  0  0  0  0
  8 21  2  0  0  0  0
  9 10  2  0  0  0  0
  9 12  1  0  0  0  0
 10 26  1  0  0  0  0
 11 22  1  0  0  0  0
 11 25  2  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 14 19  1  0  0  0  0
 14 20  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032082

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)C(=C/C1=C(C(O)=O)C23CCCC(C)(C)C2C(OC3=O)C1=O)\C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C21H26O7/c1-10(2)11(18(25)27-5)9-12-13(17(23)24)21-8-6-7-20(3,4)16(21)15(14(12)22)28-19(21)26/h9-10,15-16H,6-8H2,1-5H3,(H,23,24)/b11-9-

> <INCHI_KEY>
CAXSJVGHYYBJKT-LUAWRHEFSA-N

> <FORMULA>
C21H26O7

> <MOLECULAR_WEIGHT>
390.4269

> <EXACT_MASS>
390.167853186

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
39.343059109148044

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
9-[(1Z)-3-methoxy-3-oxo-2-(propan-2-yl)prop-1-en-1-yl]-5,5-dimethyl-8,11-dioxo-12-oxatricyclo[5.3.2.0¹,⁶]dodec-9-ene-10-carboxylic acid

> <ALOGPS_LOGP>
2.74

> <JCHEM_LOGP>
3.339321298333333

> <ALOGPS_LOGS>
-4.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
16.277048671393278

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.5295388426170122

> <JCHEM_PKA_STRONGEST_BASIC>
-6.703160569504556

> <JCHEM_POLAR_SURFACE_AREA>
106.97000000000001

> <JCHEM_REFRACTIVITY>
99.56949999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.38e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9-[(1Z)-2-isopropyl-3-methoxy-3-oxoprop-1-en-1-yl]-5,5-dimethyl-8,11-dioxo-12-oxatricyclo[5.3.2.0¹,⁶]dodec-9-ene-10-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032082
     RDKit          3D
Rosmic acid
 54 56  0  0  0  0  0  0  0  0999 V2000
    4.3762    3.2119   -0.9450 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2661    1.8513   -0.5444 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9494    1.3100   -0.3338 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0935    2.1519   -0.5457 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9474   -0.0502    0.0649 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8827   -0.7111    0.3814 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5463   -0.2716    0.4372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4108   -1.2418    0.6586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1718   -2.3452    1.5467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1119   -3.2079    1.6749 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9667   -2.5856    2.2912 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7094   -1.0261   -0.0860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6671   -2.1387    0.0732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8656   -1.8281   -0.8001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5612   -0.5726   -0.4417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7199    0.5263    0.0844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8426    1.7299   -0.8587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3939    1.0305    1.3786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3250    0.2551    0.4028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3231    1.2473   -0.2699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2041    0.6749   -1.5483 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3938   -0.6981   -1.4798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3095   -1.4991   -2.4309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0735    1.0427    0.4932 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4128    1.9644    1.1647 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3017   -0.7670    0.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8466   -0.7044   -1.2880 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2237   -0.0958    1.0753 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5097    3.7615   -0.5742 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6118    3.3377   -2.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2655    3.5988   -0.3652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1004   -1.8051    0.6438 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3684   -3.5141    2.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0575   -2.1576    1.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2905   -3.1355   -0.2373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5243   -1.8091   -1.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5519   -2.7062   -0.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3928   -0.8537    0.2724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1306   -0.2415   -1.3623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9425    1.7390   -1.1283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6809    2.6831   -0.3419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3227    1.5946   -1.8049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9791    2.0442    1.5456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4799    0.9928    1.2962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0078    0.3838    2.2002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0881    0.3294    1.4957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6960    2.2631   -0.2487 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1746   -1.8012    0.4034 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5874    0.1221   -1.3842 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0194   -0.5667   -2.0137 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3001   -1.6872   -1.5407 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9136    0.6425    0.5904 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8796   -0.8609    1.5392 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6841    0.3932    1.9246 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 20 24  1  0
 24 25  2  0
  5 26  1  0
 26 27  1  0
 26 28  1  0
 24  7  1  0
 19 12  1  0
 22 12  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  6 32  1  0
 11 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 17 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 20 47  1  0
 26 48  1  0
 27 49  1  0
 27 50  1  0
 27 51  1  0
 28 52  1  0
 28 53  1  0
 28 54  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      -5.331   0.201   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.331  -1.339   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.999  -2.109   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.669  -1.339   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.669   0.201   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.999   0.969   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.337  -2.109   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.008  -1.339   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.008   0.201   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.337   0.969   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.669   1.742   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.327   0.972   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.661   0.201   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.996   0.972   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.661  -1.339   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.327  -2.109   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       3.996  -2.109   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       5.331  -1.339   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.331   0.201   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.996   2.512   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -0.008  -2.879   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -1.337  -0.568   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -4.769  -3.443   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.601  -3.597   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -3.067   3.230   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -1.337   2.509   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -2.426   3.597   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -0.003   3.279   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   23   24                                             
CONECT    4    3    5    7                                                  
CONECT    5    4    6   10   11                                             
CONECT    6    1    5                                                       
CONECT    7    4    8   22                                                  
CONECT    8    7    9   21                                                  
CONECT    9    8   10   12                                                  
CONECT   10    5    9   26                                                  
CONECT   11    5   22   25                                                  
CONECT   12    9   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13   19   20                                                  
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17                                                            
CONECT   19   14                                                            
CONECT   20   14                                                            
CONECT   21    8                                                            
CONECT   22    7   11                                                       
CONECT   23    3                                                            
CONECT   24    3                                                            
CONECT   25   11                                                            
CONECT   26   10   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

COMPND    HMDB0032082
HETATM    1  C1  UNL     1       4.376   3.212  -0.945  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.266   1.851  -0.544  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.949   1.310  -0.334  1.00  0.00           C  
HETATM    4  O2  UNL     1       2.094   2.152  -0.546  1.00  0.00           O  
HETATM    5  C3  UNL     1       2.947  -0.050   0.065  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.883  -0.711   0.381  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.546  -0.272   0.437  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.411  -1.242   0.659  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.172  -2.345   1.547  1.00  0.00           C  
HETATM   10  O3  UNL     1      -1.112  -3.208   1.675  1.00  0.00           O  
HETATM   11  O4  UNL     1       0.967  -2.586   2.291  1.00  0.00           O  
HETATM   12  C8  UNL     1      -1.709  -1.026  -0.086  1.00  0.00           C  
HETATM   13  C9  UNL     1      -2.667  -2.139   0.073  1.00  0.00           C  
HETATM   14  C10 UNL     1      -3.866  -1.828  -0.800  1.00  0.00           C  
HETATM   15  C11 UNL     1      -4.561  -0.573  -0.442  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.720   0.526   0.084  1.00  0.00           C  
HETATM   17  C13 UNL     1      -3.843   1.730  -0.859  1.00  0.00           C  
HETATM   18  C14 UNL     1      -4.394   1.031   1.379  1.00  0.00           C  
HETATM   19  C15 UNL     1      -2.325   0.255   0.403  1.00  0.00           C  
HETATM   20  C16 UNL     1      -1.323   1.247  -0.270  1.00  0.00           C  
HETATM   21  O5  UNL     1      -1.204   0.675  -1.548  1.00  0.00           O  
HETATM   22  C17 UNL     1      -1.394  -0.698  -1.480  1.00  0.00           C  
HETATM   23  O6  UNL     1      -1.310  -1.499  -2.431  1.00  0.00           O  
HETATM   24  C18 UNL     1      -0.073   1.043   0.493  1.00  0.00           C  
HETATM   25  O7  UNL     1       0.413   1.964   1.165  1.00  0.00           O  
HETATM   26  C19 UNL     1       4.302  -0.767   0.115  1.00  0.00           C  
HETATM   27  C20 UNL     1       4.847  -0.704  -1.288  1.00  0.00           C  
HETATM   28  C21 UNL     1       5.224  -0.096   1.075  1.00  0.00           C  
HETATM   29  H1  UNL     1       3.510   3.761  -0.574  1.00  0.00           H  
HETATM   30  H2  UNL     1       4.612   3.338  -2.001  1.00  0.00           H  
HETATM   31  H3  UNL     1       5.265   3.599  -0.365  1.00  0.00           H  
HETATM   32  H4  UNL     1       2.100  -1.805   0.644  1.00  0.00           H  
HETATM   33  H5  UNL     1       1.368  -3.514   2.261  1.00  0.00           H  
HETATM   34  H6  UNL     1      -3.057  -2.158   1.109  1.00  0.00           H  
HETATM   35  H7  UNL     1      -2.290  -3.136  -0.237  1.00  0.00           H  
HETATM   36  H8  UNL     1      -3.524  -1.809  -1.850  1.00  0.00           H  
HETATM   37  H9  UNL     1      -4.552  -2.706  -0.700  1.00  0.00           H  
HETATM   38  H10 UNL     1      -5.393  -0.854   0.272  1.00  0.00           H  
HETATM   39  H11 UNL     1      -5.131  -0.241  -1.362  1.00  0.00           H  
HETATM   40  H12 UNL     1      -4.942   1.739  -1.128  1.00  0.00           H  
HETATM   41  H13 UNL     1      -3.681   2.683  -0.342  1.00  0.00           H  
HETATM   42  H14 UNL     1      -3.323   1.595  -1.805  1.00  0.00           H  
HETATM   43  H15 UNL     1      -3.979   2.044   1.546  1.00  0.00           H  
HETATM   44  H16 UNL     1      -5.480   0.993   1.296  1.00  0.00           H  
HETATM   45  H17 UNL     1      -4.008   0.384   2.200  1.00  0.00           H  
HETATM   46  H18 UNL     1      -2.088   0.329   1.496  1.00  0.00           H  
HETATM   47  H19 UNL     1      -1.696   2.263  -0.249  1.00  0.00           H  
HETATM   48  H20 UNL     1       4.175  -1.801   0.403  1.00  0.00           H  
HETATM   49  H21 UNL     1       5.587   0.122  -1.384  1.00  0.00           H  
HETATM   50  H22 UNL     1       4.019  -0.567  -2.014  1.00  0.00           H  
HETATM   51  H23 UNL     1       5.300  -1.687  -1.541  1.00  0.00           H  
HETATM   52  H24 UNL     1       5.914   0.642   0.590  1.00  0.00           H  
HETATM   53  H25 UNL     1       5.880  -0.861   1.539  1.00  0.00           H  
HETATM   54  H26 UNL     1       4.684   0.393   1.925  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6    6   26
CONECT    6    7   32
CONECT    7    8    8   24
CONECT    8    9   12
CONECT    9   10   10   11
CONECT   11   33
CONECT   12   13   19   22
CONECT   13   14   34   35
CONECT   14   15   36   37
CONECT   15   16   38   39
CONECT   16   17   18   19
CONECT   17   40   41   42
CONECT   18   43   44   45
CONECT   19   20   46
CONECT   20   21   24   47
CONECT   21   22
CONECT   22   23   23
CONECT   24   25   25
CONECT   26   27   28   48
CONECT   27   49   50   51
CONECT   28   52   53   54
END

HMDB0032082
     RDKit          3D
Rosmic acid
 54 56  0  0  0  0  0  0  0  0999 V2000
    4.3762    3.2119   -0.9450 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2661    1.8513   -0.5444 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9494    1.3100   -0.3338 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0935    2.1519   -0.5457 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9474   -0.0502    0.0649 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8827   -0.7111    0.3814 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5463   -0.2716    0.4372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4108   -1.2418    0.6586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1718   -2.3452    1.5467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1119   -3.2079    1.6749 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9667   -2.5856    2.2912 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7094   -1.0261   -0.0860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6671   -2.1387    0.0732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8656   -1.8281   -0.8001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5612   -0.5726   -0.4417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7199    0.5263    0.0844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8426    1.7299   -0.8587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3939    1.0305    1.3786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3250    0.2551    0.4028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3231    1.2473   -0.2699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2041    0.6749   -1.5483 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3938   -0.6981   -1.4798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3095   -1.4991   -2.4309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0735    1.0427    0.4932 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4128    1.9644    1.1647 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3017   -0.7670    0.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8466   -0.7044   -1.2880 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2237   -0.0958    1.0753 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5097    3.7615   -0.5742 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6118    3.3377   -2.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2655    3.5988   -0.3652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1004   -1.8051    0.6438 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3684   -3.5141    2.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0575   -2.1576    1.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2905   -3.1355   -0.2373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5243   -1.8091   -1.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5519   -2.7062   -0.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3928   -0.8537    0.2724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1306   -0.2415   -1.3623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9425    1.7390   -1.1283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6809    2.6831   -0.3419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3227    1.5946   -1.8049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9791    2.0442    1.5456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4799    0.9928    1.2962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0078    0.3838    2.2002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0881    0.3294    1.4957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6960    2.2631   -0.2487 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1746   -1.8012    0.4034 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5874    0.1221   -1.3842 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0194   -0.5667   -2.0137 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3001   -1.6872   -1.5407 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9136    0.6425    0.5904 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8796   -0.8609    1.5392 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6841    0.3932    1.9246 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 20 24  1  0
 24 25  2  0
  5 26  1  0
 26 27  1  0
 26 28  1  0
 24  7  1  0
 19 12  1  0
 22 12  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  6 32  1  0
 11 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 17 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 20 47  1  0
 26 48  1  0
 27 49  1  0
 27 50  1  0
 27 51  1  0
 28 52  1  0
 28 53  1  0
 28 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,1'-[Dithiobis(methylene)]dibenzene	ChEBI
1,4-Diphenyl-2,3-dithiabutane	ChEBI
1,4-Diphenyl-2,3-dithiobutane	ChEBI
alpha-(Benzyldithio)toluene	ChEBI
BDS	ChEBI
Benzyl bisulfide	ChEBI
Benzyl disulfide	ChEBI
Bis(phenylmethyl) disulfide	ChEBI
Di(phenylmethyl) disulfide	ChEBI
Dibenzyl disulphide	ChEBI
a-(Benzyldithio)toluene	Generator
Α-(benzyldithio)toluene	Generator
Benzyl bisulphide	Generator
Benzyl disulphide	Generator
Bis(phenylmethyl) disulphide	Generator
Di(phenylmethyl) disulphide	Generator
4,4'-Biphenyldiglyoxal disodium bisulfite	HMDB
Aliphatic disulfide analog	HMDB
Benzyl disulfide (8ci)	HMDB
Benzyl disulfide, 8ci	HMDB
Benzyldisulfanyl-methyl-benzene	HMDB
Benzyldisulfide	HMDB
Bis(phenylmethyl) disulfide, 9ci	HMDB
Di(phenylmethyl)disulfide	HMDB
Dibenzyldisulfid	HMDB
Diphenylmethyl disulfide	HMDB
Disulfide, bis(phenylmethyl)	HMDB
Disulfide, dibenzyl	HMDB
FEMA 3617	HMDB
Ghl.PD_Mitscher_leg0.312	HMDB
[(Benzyldisulfanyl)methyl]benzene	HMDB
9-[(1Z)-3-Methoxy-3-oxo-2-(propan-2-yl)prop-1-en-1-yl]-5,5-dimethyl-8,11-dioxo-12-oxatricyclo[5.3.2.0¹,⁶]dodec-9-ene-10-carboxylate	Generator
Rosmate	Generator

Chemical Formula

C₂₁H₂₆O₇

Average Molecular Weight

390.4269

Monoisotopic Molecular Weight

390.167853186

IUPAC Name

9-[(1Z)-3-methoxy-3-oxo-2-(propan-2-yl)prop-1-en-1-yl]-5,5-dimethyl-8,11-dioxo-12-oxatricyclo[5.3.2.0¹,⁶]dodec-9-ene-10-carboxylic acid

Traditional Name

9-[(1Z)-2-isopropyl-3-methoxy-3-oxoprop-1-en-1-yl]-5,5-dimethyl-8,11-dioxo-12-oxatricyclo[5.3.2.0¹,⁶]dodec-9-ene-10-carboxylic acid

CAS Registry Number

197799-63-6

SMILES

COC(=O)C(=C/C1=C(C(O)=O)C23CCCC(C)(C)C2C(OC3=O)C1=O)\C(C)C

InChI Identifier

InChI=1S/C21H26O7/c1-10(2)11(18(25)27-5)9-12-13(17(23)24)21-8-6-7-20(3,4)16(21)15(14(12)22)28-19(21)26/h9-10,15-16H,6-8H2,1-5H3,(H,23,24)/b11-9-

InChI Key

CAXSJVGHYYBJKT-LUAWRHEFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Not Available

Direct Parent

Benzene and substituted derivatives

Alternative Parents

Substituents

Monocyclic benzene moiety
Dialkyldisulfide
Organic disulfide
Sulfenyl compound
Hydrocarbon derivative
Organosulfur compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

organic disulfide (CHEBI:72752 )
organic aromatic compound (CHEBI:72752 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0032082)
Cell membrane (HMDB: HMDB0032082)

Cellular substructure

Extracellular (HMDB: HMDB0032082)
Membrane (HMDB: HMDB0032082)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032082)

Source

Endogenous

Endogenous (HMDB: HMDB0032082)

Plant

Plant (HMDB: HMDB0032082)

Animal

Animal (HMDB: HMDB0032082)

Exogenous

Food

Food (HMDB: HMDB0032082)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0032082)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0032082)

Cellular process

Cell signaling (HMDB: HMDB0032082)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0032082)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0032082)

Nutrient

Nutrient (HMDB: HMDB0032082)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0032082)

Emulsifier (HMDB: HMDB0032082)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	191 °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	0.024 g/L	ALOGPS
logP	2.74	ALOGPS
logP	3.34	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	3.53	ChemAxon
pKa (Strongest Basic)	-6.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	106.97 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	99.57 m³·mol⁻¹	ChemAxon
Polarizability	39.34 Å³	ChemAxon
Number of Rings	3	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]-	227.194	30932474
DeepCCS	[M+Na]+	202.319	30932474
AllCCS	[M+H]+	189.4	32859911
AllCCS	[M+H-H2O]+	186.9	32859911
AllCCS	[M+NH4]+	191.7	32859911
AllCCS	[M+Na]+	192.3	32859911
AllCCS	[M-H]-	197.0	32859911
AllCCS	[M+Na-2H]-	197.5	32859911
AllCCS	[M+HCOO]-	198.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Rosmic acid	COC(=O)C(=C/C1=C(C(O)=O)C23CCCC(C)(C)C2C(OC3=O)C1=O)\C(C)C	4430.7	Standard polar	33892256
Rosmic acid	COC(=O)C(=C/C1=C(C(O)=O)C23CCCC(C)(C)C2C(OC3=O)C1=O)\C(C)C	2574.2	Standard non polar	33892256
Rosmic acid	COC(=O)C(=C/C1=C(C(O)=O)C23CCCC(C)(C)C2C(OC3=O)C1=O)\C(C)C	2760.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Rosmic acid,1TMS,isomer #1	COC(=O)/C(=C\C1=C(C(=O)O[Si](C)(C)C)C23CCCC(C)(C)C2C(OC3=O)C1=O)C(C)C	2771.3	Semi standard non polar	33892256
Rosmic acid,1TMS,isomer #2	COC(=O)/C(=C\C1=C(C(=O)O)C23CCCC(C)(C)C2C(=C1O[Si](C)(C)C)OC3=O)C(C)C	2775.1	Semi standard non polar	33892256
Rosmic acid,2TMS,isomer #1	COC(=O)/C(=C\C1=C(C(=O)O[Si](C)(C)C)C23CCCC(C)(C)C2C(=C1O[Si](C)(C)C)OC3=O)C(C)C	2740.7	Semi standard non polar	33892256
Rosmic acid,2TMS,isomer #1	COC(=O)/C(=C\C1=C(C(=O)O[Si](C)(C)C)C23CCCC(C)(C)C2C(=C1O[Si](C)(C)C)OC3=O)C(C)C	2704.2	Standard non polar	33892256
Rosmic acid,1TBDMS,isomer #1	COC(=O)/C(=C\C1=C(C(=O)O[Si](C)(C)C(C)(C)C)C23CCCC(C)(C)C2C(OC3=O)C1=O)C(C)C	2999.5	Semi standard non polar	33892256
Rosmic acid,1TBDMS,isomer #2	COC(=O)/C(=C\C1=C(C(=O)O)C23CCCC(C)(C)C2C(=C1O[Si](C)(C)C(C)(C)C)OC3=O)C(C)C	3007.5	Semi standard non polar	33892256
Rosmic acid,2TBDMS,isomer #1	COC(=O)/C(=C\C1=C(C(=O)O[Si](C)(C)C(C)(C)C)C23CCCC(C)(C)C2C(=C1O[Si](C)(C)C(C)(C)C)OC3=O)C(C)C	3175.2	Semi standard non polar	33892256
Rosmic acid,2TBDMS,isomer #1	COC(=O)/C(=C\C1=C(C(=O)O[Si](C)(C)C(C)(C)C)C23CCCC(C)(C)C2C(=C1O[Si](C)(C)C(C)(C)C)OC3=O)C(C)C	3079.2	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Rosmic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-001j-6109000000-a43ef3eb993eb5c09f39	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rosmic acid GC-MS (1 TMS) - 70eV, Positive	splash10-0gis-7031900000-5f4a72285b2d35ce2966	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rosmic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rosmic acid 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 - Rosmic acid 10V, Positive-QTOF	splash10-0006-0009000000-e196235b2f8f27375905	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosmic acid 20V, Positive-QTOF	splash10-0006-3039000000-94b811684f0fb598faea	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosmic acid 40V, Positive-QTOF	splash10-00li-6493000000-b352914ef6bebf44870b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosmic acid 10V, Negative-QTOF	splash10-000i-0009000000-d854cd5a580e2e1b8307	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosmic acid 20V, Negative-QTOF	splash10-01rb-0139000000-36eb200374d6f856b141	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosmic acid 40V, Negative-QTOF	splash10-014i-3596000000-02b0f4bb88b69ec44b9d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosmic acid 10V, Negative-QTOF	splash10-01p9-0009000000-030e6b6608488fe7db95	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosmic acid 20V, Negative-QTOF	splash10-0019-0039000000-ec394c7f5854cc238a96	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosmic acid 40V, Negative-QTOF	splash10-02w9-1779000000-e93995110e46e756266b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosmic acid 10V, Positive-QTOF	splash10-052f-0019000000-4e561f2742fbd1618f3f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosmic acid 20V, Positive-QTOF	splash10-00kf-0429000000-2eed570d9eaebae61cb8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosmic acid 40V, Positive-QTOF	splash10-03xu-5944000000-d82a0fcfdd477b3ff66a	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

FDB008792

KNApSAcK ID

C00037046

Chemspider ID

8662

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9012

PDB ID

Not Available

ChEBI ID

72752

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 Rosmic acid (HMDB0032082)

MOL for HMDB0032082 (Rosmic acid)

3D MOL for HMDB0032082 (Rosmic acid)

3D SDF for HMDB0032082 (Rosmic acid)

3D-SDF for HMDB0032082 (Rosmic acid)

PDB for HMDB0032082 (Rosmic acid)

3D PDB for HMDB0032082 (Rosmic acid)

SMILES for HMDB0032082 (Rosmic acid)

INCHI for HMDB0032082 (Rosmic acid)

Structure for HMDB0032082 (Rosmic acid)

3D Structure for HMDB0032082 (Rosmic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra