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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:26:13 UTC

Update Date

2022-03-07 02:56:04 UTC

HMDB ID

HMDB0039079

Secondary Accession Numbers

HMDB39079

Metabolite Identification

Common Name

beta-Citraurin epoxide

Description

beta-Citraurin epoxide belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Based on a literature review a small amount of articles have been published on beta-Citraurin epoxide.

Structure

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


  Mrv0541 05061310492D          

 33 34  0  0  0  0            999 V2000
   -1.0461    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    7.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9389   -0.0427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1729   -0.5436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   -0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    5.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914   -1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    6.5408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    0.1105    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
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    7.9697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    7.2552    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    0.4125    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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    8.6842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  2  0  0  0  0
 12  8  1  0  0  0  0
 13  9  1  0  0  0  0
 14 10  2  0  0  0  0
 15 11  2  0  0  0  0
 16 10  1  0  0  0  0
 17 11  1  0  0  0  0
 19 18  2  0  0  0  0
 23  1  1  0  0  0  0
 23 12  2  0  0  0  0
 23 14  1  0  0  0  0
 24  2  1  0  0  0  0
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 24 15  1  0  0  0  0
 25  3  1  0  0  0  0
 25 16  2  0  0  0  0
 25 18  1  0  0  0  0
 26  4  1  0  0  0  0
 26 17  2  0  0  0  0
 26 22  1  0  0  0  0
 27 20  1  0  0  0  0
 27 21  1  0  0  0  0
 28  5  1  0  0  0  0
 28  6  1  0  0  0  0
 28 20  1  0  0  0  0
 29  7  1  0  0  0  0
 29 21  1  0  0  0  0
 30 19  1  0  0  0  0
 30 28  1  0  0  0  0
 30 29  1  0  0  0  0
 31 22  2  0  0  0  0
 32 27  1  0  0  0  0
 33 29  1  0  0  0  0
 33 30  1  0  0  0  0
M  END

HMDB0039079
     RDKit          3D
beta-Citraurin epoxide
 73 74  0  0  0  0  0  0  0  0999 V2000
   -5.4630    2.6349   -0.5696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1482    1.8953   -0.6514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2291    2.1270    0.2313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9481    1.4472    0.1925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0022    1.6993    1.1064 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7942    0.0291    0.1911 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1821    1.4005    2.0965 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4021    1.0696    3.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.6471    0.6277    3.9783 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.9496   -0.0001    3.8300 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.4791   -1.2218    4.9029 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6605   -1.9078    3.8633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0168    0.8693   -1.6563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9189    0.6177   -2.5810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8743   -0.3972   -3.6262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6723    0.2315   -4.9579 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7337   -0.7250   -4.3401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3874   -0.0823   -4.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5822   -2.0410   -5.0308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9054   -2.4848   -5.5754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7460   -3.7959   -6.0223 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8725   -2.5530   -4.4169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1211   -1.2686   -3.7447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6367   -1.5205   -2.3458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1622   -0.4874   -4.5568 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1591   -0.8787    0.7776 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6142    0.3979   -0.4683 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8124    0.0977    1.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1260    1.7638    3.8675 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.3804    2.0770    5.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1613    0.9751    6.0404 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1103   -0.6070    2.9250 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8153    0.6447    5.5530 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3663   -1.1911    3.4791 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2053    0.4195    6.8650 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6403   -0.3142    7.2958 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7119    1.2553    6.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3075   -1.1541    5.5933 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.8144    1.2665   -2.5616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7915   -0.7694   -3.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4317    0.9552   -3.7256 H   0  0  0  0  0  0  0  0  0  0  0  0
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  6  8  2  0
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  2 21  1  0
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 33 72  1  0
 33 73  1  0
M  END


  Mrv0541 05061310492D          

 33 34  0  0  0  0            999 V2000
   -1.0461    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    7.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9389   -0.0427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1729   -0.5436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   -0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    5.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914   -1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    7.9697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    8.6842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 33 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039079

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C(C=O)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(/C)\C=C\C12OC1(C)CC(O)CC2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C30H40O3/c1-23(12-8-9-13-24(2)15-11-17-26(4)22-31)14-10-16-25(3)18-19-30-28(5,6)20-27(32)21-29(30,7)33-30/h8-19,22,27,32H,20-21H2,1-7H3/b9-8+,14-10+,15-11+,19-18+,23-12+,24-13+,25-16-,26-17+

> <INCHI_KEY>
TUSQPOXZYYVVMH-STNACPSUSA-N

> <FORMULA>
C30H40O3

> <MOLECULAR_WEIGHT>
448.6368

> <EXACT_MASS>
448.297745146

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
55.67905955792435

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E,4E,6E,8E,10E,12E,14Z,16E)-17-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-2,6,11,15-tetramethylheptadeca-2,4,6,8,10,12,14,16-octaenal

> <ALOGPS_LOGP>
6.86

> <JCHEM_LOGP>
5.670215918333335

> <ALOGPS_LOGS>
-5.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.139684034106125

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7377022034819802

> <JCHEM_POLAR_SURFACE_AREA>
49.83

> <JCHEM_REFRACTIVITY>
147.1365

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.39e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E,4E,6E,8E,10E,12E,14Z,16E)-17-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-2,6,11,15-tetramethylheptadeca-2,4,6,8,10,12,14,16-octaenal

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039079
     RDKit          3D
beta-Citraurin epoxide
 73 74  0  0  0  0  0  0  0  0999 V2000
   -5.4630    2.6349   -0.5696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1482    1.8953   -0.6514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2291    2.1270    0.2313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9481    1.4472    0.1925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0022    1.6993    1.1064 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3030    1.0549    1.1206 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7942    0.0291    0.1911 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1821    1.4005    2.0965 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5021    0.8181    2.1746 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4021    1.0696    3.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7146    0.4678    3.1137 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6471    0.6277    3.9783 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3768    1.5467    5.1315 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9496   -0.0001    3.8300 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9546    0.0676    4.6452 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2406   -0.6153    4.3828 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2401   -0.5264    5.2299 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1513    0.2534    6.4992 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4791   -1.2218    4.9029 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6605   -1.9078    3.8633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0168    0.8693   -1.6563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9189    0.6177   -2.5810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8743   -0.3972   -3.6262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6723    0.2315   -4.9579 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7337   -0.7250   -4.3401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3874   -0.0823   -4.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5822   -2.0410   -5.0308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9054   -2.4848   -5.5754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7460   -3.7959   -6.0223 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8725   -2.5530   -4.4169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1211   -1.2686   -3.7447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6367   -1.5205   -2.3458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1622   -0.4874   -4.5568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2371    1.9915   -0.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7273    2.9761   -1.5884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2699    3.5635    0.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3842    2.8523    1.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6792    0.7268   -0.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2796    2.4369    1.8629 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1591   -0.8787    0.7776 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6142    0.3979   -0.4683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0480   -0.3753   -0.4003 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8195    2.1472    2.7949 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8124    0.0977    1.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1260    1.7638    3.8675 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9411   -0.2279    2.2476 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6911    2.3608    4.8780 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3804    2.0770    5.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1613    0.9751    6.0404 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1103   -0.6070    2.9250 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8153    0.6447    5.5530 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3663   -1.1911    3.4791 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2053    0.4195    6.8650 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6403   -0.3142    7.2958 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7119    1.2553    6.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3075   -1.1541    5.5933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1462    0.2455   -1.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8144    1.2665   -2.5616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7915   -0.7694   -3.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4317    0.9552   -3.7256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8483   -0.0675   -5.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2714   -2.7998   -4.2634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7915   -2.0013   -5.8098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2244   -1.8176   -6.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9563   -4.4682   -5.3214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4676   -3.3397   -3.7208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8202   -2.9960   -4.8293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9650   -2.1781   -1.7394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6208   -2.0470   -2.3586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8529   -0.5548   -1.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2082   -0.6899   -4.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0397    0.6153   -4.4224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1640   -0.8157   -5.6156 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
  2 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  1  0
 25 23  1  0
 31 23  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  7 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  9 44  1  0
 10 45  1  0
 11 46  1  0
 13 47  1  0
 13 48  1  0
 13 49  1  0
 14 50  1  0
 15 51  1  0
 16 52  1  0
 18 53  1  0
 18 54  1  0
 18 55  1  0
 19 56  1  0
 21 57  1  0
 22 58  1  0
 26 59  1  0
 26 60  1  0
 26 61  1  0
 27 62  1  0
 27 63  1  0
 28 64  1  0
 29 65  1  0
 30 66  1  0
 30 67  1  0
 32 68  1  0
 32 69  1  0
 32 70  1  0
 33 71  1  0
 33 72  1  0
 33 73  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -1.953   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.897   8.208   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -3.795   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.897  13.543   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.486  -0.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.056  -1.015   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.897   4.414   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.413   4.207   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.357   5.541   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.413  -1.127   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.357  10.876   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.357   2.874   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.413   6.875   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.357   0.206   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.413   9.542   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.357  -2.461   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.413  12.209   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667  -1.127   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.897   0.206   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.413  14.877   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.413   1.540   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.357   8.208   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.897  -2.461   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.357  13.543   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       0.357  16.211   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1   23                                                            
CONECT    2   24                                                            
CONECT    3   25                                                            
CONECT    4   26                                                            
CONECT    5   28                                                            
CONECT    6   28                                                            
CONECT    7   29                                                            
CONECT    8    9   12                                                       
CONECT    9    8   13                                                       
CONECT   10   14   16                                                       
CONECT   11   15   17                                                       
CONECT   12    8   23                                                       
CONECT   13    9   24                                                       
CONECT   14   10   23                                                       
CONECT   15   11   24                                                       
CONECT   16   10   25                                                       
CONECT   17   11   26                                                       
CONECT   18   19   25                                                       
CONECT   19   18   30                                                       
CONECT   20   27   28                                                       
CONECT   21   27   29                                                       
CONECT   22   26   31                                                       
CONECT   23    1   12   14                                                  
CONECT   24    2   13   15                                                  
CONECT   25    3   16   18                                                  
CONECT   26    4   17   22                                                  
CONECT   27   20   21   32                                                  
CONECT   28    5    6   20   30                                             
CONECT   29    7   21   30   33                                             
CONECT   30   19   28   29   33                                             
CONECT   31   22                                                            
CONECT   32   27                                                            
CONECT   33   29   30                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   68    0
END

COMPND    HMDB0039079
HETATM    1  C1  UNL     1      -5.463   2.635  -0.570  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.148   1.895  -0.651  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.229   2.127   0.231  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.948   1.447   0.193  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.002   1.699   1.106  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.303   1.055   1.121  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.794   0.029   0.191  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.182   1.401   2.097  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.502   0.818   2.175  1.00  0.00           C  
HETATM   10  C10 UNL     1       3.402   1.070   3.095  1.00  0.00           C  
HETATM   11  C11 UNL     1       4.715   0.468   3.114  1.00  0.00           C  
HETATM   12  C12 UNL     1       5.647   0.628   3.978  1.00  0.00           C  
HETATM   13  C13 UNL     1       5.377   1.547   5.132  1.00  0.00           C  
HETATM   14  C14 UNL     1       6.950  -0.000   3.830  1.00  0.00           C  
HETATM   15  C15 UNL     1       7.955   0.068   4.645  1.00  0.00           C  
HETATM   16  C16 UNL     1       9.241  -0.615   4.383  1.00  0.00           C  
HETATM   17  C17 UNL     1      10.240  -0.526   5.230  1.00  0.00           C  
HETATM   18  C18 UNL     1      10.151   0.253   6.499  1.00  0.00           C  
HETATM   19  C19 UNL     1      11.479  -1.222   4.903  1.00  0.00           C  
HETATM   20  O1  UNL     1      11.660  -1.908   3.863  1.00  0.00           O  
HETATM   21  C20 UNL     1      -4.017   0.869  -1.656  1.00  0.00           C  
HETATM   22  C21 UNL     1      -4.919   0.618  -2.581  1.00  0.00           C  
HETATM   23  C22 UNL     1      -4.874  -0.397  -3.626  1.00  0.00           C  
HETATM   24  O2  UNL     1      -4.672   0.231  -4.958  1.00  0.00           O  
HETATM   25  C23 UNL     1      -3.734  -0.725  -4.340  1.00  0.00           C  
HETATM   26  C24 UNL     1      -2.387  -0.082  -4.038  1.00  0.00           C  
HETATM   27  C25 UNL     1      -3.582  -2.041  -5.031  1.00  0.00           C  
HETATM   28  C26 UNL     1      -4.905  -2.485  -5.575  1.00  0.00           C  
HETATM   29  O3  UNL     1      -4.746  -3.796  -6.022  1.00  0.00           O  
HETATM   30  C27 UNL     1      -5.872  -2.553  -4.417  1.00  0.00           C  
HETATM   31  C28 UNL     1      -6.121  -1.269  -3.745  1.00  0.00           C  
HETATM   32  C29 UNL     1      -6.637  -1.520  -2.346  1.00  0.00           C  
HETATM   33  C30 UNL     1      -7.162  -0.487  -4.557  1.00  0.00           C  
HETATM   34  H1  UNL     1      -6.237   1.992  -0.132  1.00  0.00           H  
HETATM   35  H2  UNL     1      -5.727   2.976  -1.588  1.00  0.00           H  
HETATM   36  H3  UNL     1      -5.270   3.563   0.050  1.00  0.00           H  
HETATM   37  H4  UNL     1      -3.384   2.852   1.059  1.00  0.00           H  
HETATM   38  H5  UNL     1      -1.679   0.727  -0.542  1.00  0.00           H  
HETATM   39  H6  UNL     1      -1.280   2.437   1.863  1.00  0.00           H  
HETATM   40  H7  UNL     1       1.159  -0.879   0.778  1.00  0.00           H  
HETATM   41  H8  UNL     1       1.614   0.398  -0.468  1.00  0.00           H  
HETATM   42  H9  UNL     1      -0.048  -0.375  -0.400  1.00  0.00           H  
HETATM   43  H10 UNL     1       0.820   2.147   2.795  1.00  0.00           H  
HETATM   44  H11 UNL     1       2.812   0.098   1.419  1.00  0.00           H  
HETATM   45  H12 UNL     1       3.126   1.764   3.867  1.00  0.00           H  
HETATM   46  H13 UNL     1       4.941  -0.228   2.248  1.00  0.00           H  
HETATM   47  H14 UNL     1       4.691   2.361   4.878  1.00  0.00           H  
HETATM   48  H15 UNL     1       6.380   2.077   5.273  1.00  0.00           H  
HETATM   49  H16 UNL     1       5.161   0.975   6.040  1.00  0.00           H  
HETATM   50  H17 UNL     1       7.110  -0.607   2.925  1.00  0.00           H  
HETATM   51  H18 UNL     1       7.815   0.645   5.553  1.00  0.00           H  
HETATM   52  H19 UNL     1       9.366  -1.191   3.479  1.00  0.00           H  
HETATM   53  H20 UNL     1      11.205   0.420   6.865  1.00  0.00           H  
HETATM   54  H21 UNL     1       9.640  -0.314   7.296  1.00  0.00           H  
HETATM   55  H22 UNL     1       9.712   1.255   6.357  1.00  0.00           H  
HETATM   56  H23 UNL     1      12.308  -1.154   5.593  1.00  0.00           H  
HETATM   57  H24 UNL     1      -3.146   0.245  -1.653  1.00  0.00           H  
HETATM   58  H25 UNL     1      -5.814   1.267  -2.562  1.00  0.00           H  
HETATM   59  H26 UNL     1      -1.792  -0.769  -3.425  1.00  0.00           H  
HETATM   60  H27 UNL     1      -2.432   0.955  -3.726  1.00  0.00           H  
HETATM   61  H28 UNL     1      -1.848  -0.068  -5.038  1.00  0.00           H  
HETATM   62  H29 UNL     1      -3.271  -2.800  -4.263  1.00  0.00           H  
HETATM   63  H30 UNL     1      -2.791  -2.001  -5.810  1.00  0.00           H  
HETATM   64  H31 UNL     1      -5.224  -1.818  -6.381  1.00  0.00           H  
HETATM   65  H32 UNL     1      -4.956  -4.468  -5.321  1.00  0.00           H  
HETATM   66  H33 UNL     1      -5.468  -3.340  -3.721  1.00  0.00           H  
HETATM   67  H34 UNL     1      -6.820  -2.996  -4.829  1.00  0.00           H  
HETATM   68  H35 UNL     1      -5.965  -2.178  -1.739  1.00  0.00           H  
HETATM   69  H36 UNL     1      -7.621  -2.047  -2.359  1.00  0.00           H  
HETATM   70  H37 UNL     1      -6.853  -0.555  -1.824  1.00  0.00           H  
HETATM   71  H38 UNL     1      -8.208  -0.690  -4.191  1.00  0.00           H  
HETATM   72  H39 UNL     1      -7.040   0.615  -4.422  1.00  0.00           H  
HETATM   73  H40 UNL     1      -7.164  -0.816  -5.616  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3    3   21
CONECT    3    4   37
CONECT    4    5    5   38
CONECT    5    6   39
CONECT    6    7    8    8
CONECT    7   40   41   42
CONECT    8    9   43
CONECT    9   10   10   44
CONECT   10   11   45
CONECT   11   12   12   46
CONECT   12   13   14
CONECT   13   47   48   49
CONECT   14   15   15   50
CONECT   15   16   51
CONECT   16   17   17   52
CONECT   17   18   19
CONECT   18   53   54   55
CONECT   19   20   20   56
CONECT   21   22   22   57
CONECT   22   23   58
CONECT   23   24   25   31
CONECT   24   25
CONECT   25   26   27
CONECT   26   59   60   61
CONECT   27   28   62   63
CONECT   28   29   30   64
CONECT   29   65
CONECT   30   31   66   67
CONECT   31   32   33
CONECT   32   68   69   70
CONECT   33   71   72   73
END

HMDB0039079
     RDKit          3D
beta-Citraurin epoxide
 73 74  0  0  0  0  0  0  0  0999 V2000
   -5.4630    2.6349   -0.5696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1482    1.8953   -0.6514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2291    2.1270    0.2313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9481    1.4472    0.1925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0022    1.6993    1.1064 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3030    1.0549    1.1206 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7942    0.0291    0.1911 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1821    1.4005    2.0965 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5021    0.8181    2.1746 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4021    1.0696    3.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7146    0.4678    3.1137 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6471    0.6277    3.9783 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3768    1.5467    5.1315 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9496   -0.0001    3.8300 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9546    0.0676    4.6452 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2406   -0.6153    4.3828 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2401   -0.5264    5.2299 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1513    0.2534    6.4992 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4791   -1.2218    4.9029 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6605   -1.9078    3.8633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0168    0.8693   -1.6563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9189    0.6177   -2.5810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8743   -0.3972   -3.6262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6723    0.2315   -4.9579 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7337   -0.7250   -4.3401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3874   -0.0823   -4.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5822   -2.0410   -5.0308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9054   -2.4848   -5.5754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7460   -3.7959   -6.0223 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8725   -2.5530   -4.4169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1211   -1.2686   -3.7447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6367   -1.5205   -2.3458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1622   -0.4874   -4.5568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2371    1.9915   -0.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7273    2.9761   -1.5884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2699    3.5635    0.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3842    2.8523    1.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6792    0.7268   -0.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2796    2.4369    1.8629 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1591   -0.8787    0.7776 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6142    0.3979   -0.4683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0480   -0.3753   -0.4003 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8195    2.1472    2.7949 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8124    0.0977    1.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1260    1.7638    3.8675 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9411   -0.2279    2.2476 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6911    2.3608    4.8780 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3804    2.0770    5.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1613    0.9751    6.0404 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1103   -0.6070    2.9250 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8153    0.6447    5.5530 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3663   -1.1911    3.4791 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2053    0.4195    6.8650 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6403   -0.3142    7.2958 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7119    1.2553    6.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3075   -1.1541    5.5933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1462    0.2455   -1.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8144    1.2665   -2.5616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7915   -0.7694   -3.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4317    0.9552   -3.7256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8483   -0.0675   -5.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2714   -2.7998   -4.2634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7915   -2.0013   -5.8098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2244   -1.8176   -6.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9563   -4.4682   -5.3214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4676   -3.3397   -3.7208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8202   -2.9960   -4.8293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9650   -2.1781   -1.7394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6208   -2.0470   -2.3586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8529   -0.5548   -1.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2082   -0.6899   -4.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0397    0.6153   -4.4224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1640   -0.8157   -5.6156 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
  2 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  1  0
 25 23  1  0
 31 23  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  7 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  9 44  1  0
 10 45  1  0
 11 46  1  0
 13 47  1  0
 13 48  1  0
 13 49  1  0
 14 50  1  0
 15 51  1  0
 16 52  1  0
 18 53  1  0
 18 54  1  0
 18 55  1  0
 19 56  1  0
 21 57  1  0
 22 58  1  0
 26 59  1  0
 26 60  1  0
 26 61  1  0
 27 62  1  0
 27 63  1  0
 28 64  1  0
 29 65  1  0
 30 66  1  0
 30 67  1  0
 32 68  1  0
 32 69  1  0
 32 70  1  0
 33 71  1  0
 33 72  1  0
 33 73  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
b-Citraurin epoxide	Generator
Β-citraurin epoxide	Generator
5,6-Epoxy-3-hydroxy-8'-apo-b-caroten-8'-al	HMDB
apo-8'-Violaxanthal	HMDB

Chemical Formula

C₃₀H₄₀O₃

Average Molecular Weight

448.6368

Monoisotopic Molecular Weight

448.297745146

IUPAC Name

(2E,4E,6E,8E,10E,12E,14Z,16E)-17-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-2,6,11,15-tetramethylheptadeca-2,4,6,8,10,12,14,16-octaenal

Traditional Name

(2E,4E,6E,8E,10E,12E,14Z,16E)-17-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-2,6,11,15-tetramethylheptadeca-2,4,6,8,10,12,14,16-octaenal

CAS Registry Number

71869-83-5

SMILES

C\C(C=O)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(/C)\C=C\C12OC1(C)CC(O)CC2(C)C

InChI Identifier

InChI=1S/C30H40O3/c1-23(12-8-9-13-24(2)15-11-17-26(4)22-31)14-10-16-25(3)18-19-30-28(5,6)20-27(32)21-29(30,7)33-30/h8-19,22,27,32H,20-21H2,1-7H3/b9-8+,14-10+,15-11+,19-18+,23-12+,24-13+,25-16-,26-17+

InChI Key

TUSQPOXZYYVVMH-STNACPSUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Oxepane
Alpha,beta-unsaturated aldehyde
Cyclic alcohol
Enal
Secondary alcohol
Dialkyl ether
Oxirane
Ether
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Alcohol
Organic oxide
Aldehyde
Organooxygen compound
Organic oxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0039079)
Cell membrane (HMDB: HMDB0039079)

Cellular substructure

Extracellular (HMDB: HMDB0039079)
Membrane (HMDB: HMDB0039079)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039079)

Source

Endogenous

Endogenous (HMDB: HMDB0039079)

Plant

Plant (HMDB: HMDB0039079)

Animal

Animal (HMDB: HMDB0039079)

Exogenous

Food

Food (HMDB: HMDB0039079)

Fruit

Citrus

Citrus (FooDB: FOOD00859)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0039079)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0039079)

Cellular process

Cell signaling (HMDB: HMDB0039079)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0039079)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0039079)

Nutrient

Nutrient (HMDB: HMDB0039079)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0039079)

Emulsifier (HMDB: HMDB0039079)

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	0.00017 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0014 g/L	ALOGPS
logP	6.86	ALOGPS
logP	5.67	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	15.14	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	49.83 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	147.14 m³·mol⁻¹	ChemAxon
Polarizability	55.68 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	217.267	31661259
DarkChem	[M-H]-	215.978	31661259
DeepCCS	[M-2H]-	257.518	30932474
DeepCCS	[M+Na]+	232.941	30932474
AllCCS	[M+H]+	221.3	32859911
AllCCS	[M+H-H2O]+	219.2	32859911
AllCCS	[M+NH4]+	223.3	32859911
AllCCS	[M+Na]+	223.9	32859911
AllCCS	[M-H]-	211.4	32859911
AllCCS	[M+Na-2H]-	213.6	32859911
AllCCS	[M+HCOO]-	216.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
beta-Citraurin epoxide	C\C(C=O)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(/C)\C=C\C12OC1(C)CC(O)CC2(C)C	5097.3	Standard polar	33892256
beta-Citraurin epoxide	C\C(C=O)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(/C)\C=C\C12OC1(C)CC(O)CC2(C)C	3633.5	Standard non polar	33892256
beta-Citraurin epoxide	C\C(C=O)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(/C)\C=C\C12OC1(C)CC(O)CC2(C)C	3678.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
beta-Citraurin epoxide,1TMS,isomer #1	CC(=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(\C)C=O)/C=C/C12OC1(C)CC(O[Si](C)(C)C)CC2(C)C	3760.0	Semi standard non polar	33892256
beta-Citraurin epoxide,1TBDMS,isomer #1	CC(=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(\C)C=O)/C=C/C12OC1(C)CC(O[Si](C)(C)C(C)(C)C)CC2(C)C	3976.0	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 - beta-Citraurin epoxide GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-6003900000-7c594c3f7b3a1bef2dcf	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Citraurin epoxide GC-MS (1 TMS) - 70eV, Positive	splash10-0a4i-8721290000-b3e4876fc544d36d7b8c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Citraurin epoxide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Citraurin epoxide 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 - beta-Citraurin epoxide 10V, Positive-QTOF	splash10-001j-1140900000-88f076c6a57440132035	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Citraurin epoxide 20V, Positive-QTOF	splash10-040r-1691300000-a36f214471ffcb76b512	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Citraurin epoxide 40V, Positive-QTOF	splash10-066s-8970000000-6ef31e43775fd8ba5679	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Citraurin epoxide 10V, Negative-QTOF	splash10-0002-0000900000-c9489c9ee886c1b1ab83	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Citraurin epoxide 20V, Negative-QTOF	splash10-002b-0000900000-276acfb0100781dc25d0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Citraurin epoxide 40V, Negative-QTOF	splash10-0f6t-7918600000-ebec514ebcdaf4301785	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Citraurin epoxide 10V, Negative-QTOF	splash10-014i-0000900000-d14279dd5da3938e72c2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Citraurin epoxide 20V, Negative-QTOF	splash10-014i-0205900000-09530ba537d1451c4639	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Citraurin epoxide 40V, Negative-QTOF	splash10-0ufv-1019100000-0de7d90f49e61f45b03b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Citraurin epoxide 10V, Positive-QTOF	splash10-001i-0037900000-a9383096ba3191e41d33	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Citraurin epoxide 20V, Positive-QTOF	splash10-00lr-3537900000-49b81232f1c3420307c2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Citraurin epoxide 40V, Positive-QTOF	splash10-0ar4-3910100000-4ba665d585a66cba6f95	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

FDB018579

KNApSAcK ID

Not Available

Chemspider ID

35014740

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752538

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1874011

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 beta-Citraurin epoxide (HMDB0039079)

MOL for HMDB0039079 (beta-Citraurin epoxide)

3D MOL for HMDB0039079 (beta-Citraurin epoxide)

3D SDF for HMDB0039079 (beta-Citraurin epoxide)

3D-SDF for HMDB0039079 (beta-Citraurin epoxide)

PDB for HMDB0039079 (beta-Citraurin epoxide)

3D PDB for HMDB0039079 (beta-Citraurin epoxide)

SMILES for HMDB0039079 (beta-Citraurin epoxide)

INCHI for HMDB0039079 (beta-Citraurin epoxide)

Structure for HMDB0039079 (beta-Citraurin epoxide)

3D Structure for HMDB0039079 (beta-Citraurin epoxide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra