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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:01:43 UTC

Update Date

2022-03-07 02:55:05 UTC

HMDB ID

HMDB0036849

Secondary Accession Numbers

HMDB36849

Metabolite Identification

Common Name

Valenciachrome

Description

Valenciachrome belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units. Based on a literature review a small amount of articles have been published on Valenciachrome.

Structure

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

  Mrv0541 05061309222D          

 30 31  0  0  0  0            999 V2000
    0.6538    4.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0663    6.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1681    0.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1075    0.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8371    2.7559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3038    4.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8913    5.0953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    6.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8913    3.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0663    5.0953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    5.8098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    6.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0663    3.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    5.8098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212    7.2387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
 11  7  1  0  0  0  0
 12  8  1  0  0  0  0
 13  9  2  0  0  0  0
 14 10  1  0  0  0  0
 15  9  1  0  0  0  0
 16 10  1  0  0  0  0
 20  1  1  0  0  0  0
 20 11  2  0  0  0  0
 20 13  1  0  0  0  0
 21  2  1  0  0  0  0
 21 12  2  0  0  0  0
 21 14  1  0  0  0  0
 22  3  1  0  0  0  0
 22 15  2  0  0  0  0
 23 18  1  0  0  0  0
 23 19  1  0  0  0  0
 24 17  1  0  0  0  0
 24 22  1  0  0  0  0
 25 17  2  0  0  0  0
 26  4  1  0  0  0  0
 26  5  1  0  0  0  0
 26 18  1  0  0  0  0
 26 25  1  0  0  0  0
 27  6  1  0  0  0  0
 27 19  1  0  0  0  0
 27 25  1  0  0  0  0
 28 16  1  0  0  0  0
 29 23  1  0  0  0  0
 30 24  1  0  0  0  0
 30 27  1  0  0  0  0
M  END

HMDB0036849
     RDKit          3D
Valenciachrome
 70 71  0  0  0  0  0  0  0  0999 V2000
   -1.3226    2.1273   -0.7401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2339    0.6741   -0.4729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0284    0.1805   -0.3011 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1394   -1.2070   -0.0309 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1227   -1.9161    0.1398 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2356   -2.7197    0.3331 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2125   -4.1733    0.6109 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4587   -2.1287    0.2876 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5991   -2.9552    0.4902 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7918   -2.4264    0.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0415   -1.0139    0.2182 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2840   -0.5354    0.2017 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3422   -1.6017    0.4498 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6972    0.8471   -0.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6848    1.9008   -0.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8723    2.1852    1.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7679    2.6062    2.0666 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4437   -0.1462   -0.4454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3707    0.1039    0.6678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5705    0.3965    0.2099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8693    0.7277    0.8400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3878   -0.5582    1.5127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6928    1.7210    1.9905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9159    1.1281   -0.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4543    1.8939   -1.3202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6975    3.2725   -1.1386 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0416    1.7360   -1.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4834    0.3842   -1.2656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2339   -0.7723   -1.9023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1647    0.2499   -1.6061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9110    2.5989    0.0978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8613    2.2684   -1.6986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3467    2.6291   -0.7701 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8475    0.8705   -0.3775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7987   -1.7490    0.2539 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3741   -2.9811   -0.4169 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7245   -4.3370    1.5840 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6941   -4.7088   -0.2312 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1694   -4.5620    0.6631 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4473   -1.0693    0.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5105   -4.0327    0.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6486   -3.1090    0.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2572   -0.3069    0.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2825   -2.3924   -0.3237 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3155   -1.1009    0.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1560   -1.9742    1.4833 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4068    1.1906    0.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3631    0.8277   -0.9429 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0233    1.6200   -1.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1894    2.8431   -0.5401 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2298    1.4007    1.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2770    3.1106    0.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5974    2.8748    1.6318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3273   -1.2262   -0.5460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0666    0.0442    1.7349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5802   -1.3041    1.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -1.0483    0.8452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9148   -0.3456    2.4598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1942    1.1150    2.8044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9940    2.5282    1.7614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6828    2.0511    2.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5418    0.2424   -0.4577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6572    1.7766    0.4201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1048    1.6290   -2.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1439    3.6080   -0.4003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9380    1.7751   -2.8439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4248    2.5091   -1.2352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0817   -0.3890   -2.5264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5526   -1.5383   -1.1608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5858   -1.3194   -2.6223 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  1  0
 15 16  1  0
 16 17  1  0
  2 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 21 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 18  1  0
 28 20  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  7 37  1  0
  7 38  1  0
  7 39  1  0
  8 40  1  0
  9 41  1  0
 10 42  1  0
 11 43  1  0
 13 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  0
 14 48  1  0
 15 49  1  0
 15 50  1  0
 16 51  1  0
 16 52  1  0
 17 53  1  0
 18 54  1  0
 19 55  1  0
 22 56  1  0
 22 57  1  0
 22 58  1  0
 23 59  1  0
 23 60  1  0
 23 61  1  0
 24 62  1  0
 24 63  1  0
 25 64  1  0
 26 65  1  0
 27 66  1  0
 27 67  1  0
 29 68  1  0
 29 69  1  0
 29 70  1  0
M  END

  Mrv0541 05061309222D          

 30 31  0  0  0  0            999 V2000
    0.6538    4.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0663    6.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1681    0.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1075    0.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8371    2.7559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3038    4.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8913    5.0953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    6.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8913    3.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0663    5.0953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    5.8098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    6.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0663    3.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    5.8098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212    7.2387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
 11  7  1  0  0  0  0
 12  8  1  0  0  0  0
 13  9  2  0  0  0  0
 14 10  1  0  0  0  0
 15  9  1  0  0  0  0
 16 10  1  0  0  0  0
 20  1  1  0  0  0  0
 20 11  2  0  0  0  0
 20 13  1  0  0  0  0
 21  2  1  0  0  0  0
 21 12  2  0  0  0  0
 21 14  1  0  0  0  0
 22  3  1  0  0  0  0
 22 15  2  0  0  0  0
 23 18  1  0  0  0  0
 23 19  1  0  0  0  0
 24 17  1  0  0  0  0
 24 22  1  0  0  0  0
 25 17  2  0  0  0  0
 26  4  1  0  0  0  0
 26  5  1  0  0  0  0
 26 18  1  0  0  0  0
 26 25  1  0  0  0  0
 27  6  1  0  0  0  0
 27 19  1  0  0  0  0
 27 25  1  0  0  0  0
 28 16  1  0  0  0  0
 29 23  1  0  0  0  0
 30 24  1  0  0  0  0
 30 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036849

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C(CCCO)=C/C=C\C=C(/C)\C=C\C=C(\C)C1OC2(C)CC(O)CC(C)(C)C2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C27H40O3/c1-20(11-7-8-12-21(2)14-10-16-28)13-9-15-22(3)24-17-25-26(4,5)18-23(29)19-27(25,6)30-24/h7-9,11-13,15,17,23-24,28-29H,10,14,16,18-19H2,1-6H3/b8-7-,13-9+,20-11+,21-12+,22-15-

> <INCHI_KEY>
SMTGOURXPBLNQN-IOCJBXAWSA-N

> <FORMULA>
C27H40O3

> <MOLECULAR_WEIGHT>
412.6047

> <EXACT_MASS>
412.297745146

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
49.72131352867348

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(2Z,4E,6E,8Z,10E)-14-hydroxy-6,11-dimethyltetradeca-2,4,6,8,10-pentaen-2-yl]-4,4,7a-trimethyl-2,4,5,6,7,7a-hexahydro-1-benzofuran-6-ol

> <ALOGPS_LOGP>
6.23

> <JCHEM_LOGP>
4.520729080000001

> <ALOGPS_LOGS>
-5.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.88677110555498

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.128958926789295

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9713546345255093

> <JCHEM_POLAR_SURFACE_AREA>
49.69

> <JCHEM_REFRACTIVITY>
132.431

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.15e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(2Z,4E,6E,8Z,10E)-14-hydroxy-6,11-dimethyltetradeca-2,4,6,8,10-pentaen-2-yl]-4,4,7a-trimethyl-2,5,6,7-tetrahydro-1-benzofuran-6-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036849
     RDKit          3D
Valenciachrome
 70 71  0  0  0  0  0  0  0  0999 V2000
   -1.3226    2.1273   -0.7401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2339    0.6741   -0.4729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0284    0.1805   -0.3011 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1394   -1.2070   -0.0309 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1227   -1.9161    0.1398 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2356   -2.7197    0.3331 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2125   -4.1733    0.6109 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4587   -2.1287    0.2876 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5991   -2.9552    0.4902 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7918   -2.4264    0.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0415   -1.0139    0.2182 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2840   -0.5354    0.2017 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3422   -1.6017    0.4498 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6972    0.8471   -0.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6848    1.9008   -0.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8723    2.1852    1.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7679    2.6062    2.0666 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4437   -0.1462   -0.4454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3707    0.1039    0.6678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5705    0.3965    0.2099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8693    0.7277    0.8400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3878   -0.5582    1.5127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6928    1.7210    1.9905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9159    1.1281   -0.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4543    1.8939   -1.3202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6975    3.2725   -1.1386 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0416    1.7360   -1.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4834    0.3842   -1.2656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2339   -0.7723   -1.9023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1647    0.2499   -1.6061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9110    2.5989    0.0978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8613    2.2684   -1.6986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3467    2.6291   -0.7701 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8475    0.8705   -0.3775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7987   -1.7490    0.2539 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3741   -2.9811   -0.4169 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7245   -4.3370    1.5840 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6941   -4.7088   -0.2312 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1694   -4.5620    0.6631 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4473   -1.0693    0.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5105   -4.0327    0.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6486   -3.1090    0.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2572   -0.3069    0.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2825   -2.3924   -0.3237 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3155   -1.1009    0.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1560   -1.9742    1.4833 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4068    1.1906    0.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3631    0.8277   -0.9429 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0233    1.6200   -1.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1894    2.8431   -0.5401 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2298    1.4007    1.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2770    3.1106    0.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5974    2.8748    1.6318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3273   -1.2262   -0.5460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0666    0.0442    1.7349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5802   -1.3041    1.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -1.0483    0.8452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9148   -0.3456    2.4598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1942    1.1150    2.8044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9940    2.5282    1.7614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6828    2.0511    2.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5418    0.2424   -0.4577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6572    1.7766    0.4201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1048    1.6290   -2.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1439    3.6080   -0.4003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9380    1.7751   -2.8439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4248    2.5091   -1.2352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0817   -0.3890   -2.5264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5526   -1.5383   -1.1608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5858   -1.3194   -2.6223 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  1  0
 15 16  1  0
 16 17  1  0
  2 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 21 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 18  1  0
 28 20  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  7 37  1  0
  7 38  1  0
  7 39  1  0
  8 40  1  0
  9 41  1  0
 10 42  1  0
 11 43  1  0
 13 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  0
 14 48  1  0
 15 49  1  0
 15 50  1  0
 16 51  1  0
 16 52  1  0
 17 53  1  0
 18 54  1  0
 19 55  1  0
 22 56  1  0
 22 57  1  0
 22 58  1  0
 23 59  1  0
 23 60  1  0
 23 61  1  0
 24 62  1  0
 24 63  1  0
 25 64  1  0
 26 65  1  0
 27 66  1  0
 27 67  1  0
 29 68  1  0
 29 69  1  0
 29 70  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       1.220   8.177   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.990  12.179   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.090   1.509   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.914   0.123   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.934   0.123   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.429   5.144   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.300   8.177   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.530   9.511   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.320   5.510   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.090  12.179   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.530   6.844   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.990   9.511   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.220   5.510   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.320  10.845   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.090   4.176   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.630  12.179   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.126   1.597   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.990   6.844   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.220  10.845   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.320   2.843   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -3.400  13.512   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       7.591   4.383   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       2.126   4.089   0.000  0.00  0.00           O+0
CONECT    1   20                                                            
CONECT    2   21                                                            
CONECT    3   22                                                            
CONECT    4   26                                                            
CONECT    5   26                                                            
CONECT    6   27                                                            
CONECT    7    8   11                                                       
CONECT    8    7   12                                                       
CONECT    9   13   15                                                       
CONECT   10   14   16                                                       
CONECT   11    7   20                                                       
CONECT   12    8   21                                                       
CONECT   13    9   20                                                       
CONECT   14   10   21                                                       
CONECT   15    9   22                                                       
CONECT   16   10   28                                                       
CONECT   17   24   25                                                       
CONECT   18   23   26                                                       
CONECT   19   23   27                                                       
CONECT   20    1   11   13                                                  
CONECT   21    2   12   14                                                  
CONECT   22    3   15   24                                                  
CONECT   23   18   19   29                                                  
CONECT   24   17   22   30                                                  
CONECT   25   17   26   27                                                  
CONECT   26    4    5   18   25                                             
CONECT   27    6   19   25   30                                             
CONECT   28   16                                                            
CONECT   29   23                                                            
CONECT   30   24   27                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

COMPND    HMDB0036849
HETATM    1  C1  UNL     1      -1.323   2.127  -0.740  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.234   0.674  -0.473  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.028   0.180  -0.301  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.139  -1.207  -0.031  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.123  -1.916   0.140  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.236  -2.720   0.333  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.213  -4.173   0.611  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.459  -2.129   0.288  1.00  0.00           C  
HETATM    9  C9  UNL     1       4.599  -2.955   0.490  1.00  0.00           C  
HETATM   10  C10 UNL     1       5.792  -2.426   0.457  1.00  0.00           C  
HETATM   11  C11 UNL     1       6.041  -1.014   0.218  1.00  0.00           C  
HETATM   12  C12 UNL     1       7.284  -0.535   0.202  1.00  0.00           C  
HETATM   13  C13 UNL     1       8.342  -1.602   0.450  1.00  0.00           C  
HETATM   14  C14 UNL     1       7.697   0.847  -0.015  1.00  0.00           C  
HETATM   15  C15 UNL     1       6.685   1.901  -0.178  1.00  0.00           C  
HETATM   16  C16 UNL     1       5.872   2.185   1.053  1.00  0.00           C  
HETATM   17  O1  UNL     1       6.768   2.606   2.067  1.00  0.00           O  
HETATM   18  C17 UNL     1      -2.444  -0.146  -0.445  1.00  0.00           C  
HETATM   19  C18 UNL     1      -3.371   0.104   0.668  1.00  0.00           C  
HETATM   20  C19 UNL     1      -4.571   0.397   0.210  1.00  0.00           C  
HETATM   21  C20 UNL     1      -5.869   0.728   0.840  1.00  0.00           C  
HETATM   22  C21 UNL     1      -6.388  -0.558   1.513  1.00  0.00           C  
HETATM   23  C22 UNL     1      -5.693   1.721   1.990  1.00  0.00           C  
HETATM   24  C23 UNL     1      -6.916   1.128  -0.138  1.00  0.00           C  
HETATM   25  C24 UNL     1      -6.454   1.894  -1.320  1.00  0.00           C  
HETATM   26  O2  UNL     1      -6.697   3.272  -1.139  1.00  0.00           O  
HETATM   27  C25 UNL     1      -5.042   1.736  -1.732  1.00  0.00           C  
HETATM   28  C26 UNL     1      -4.483   0.384  -1.266  1.00  0.00           C  
HETATM   29  C27 UNL     1      -5.234  -0.772  -1.902  1.00  0.00           C  
HETATM   30  O3  UNL     1      -3.165   0.250  -1.606  1.00  0.00           O  
HETATM   31  H1  UNL     1      -1.911   2.599   0.098  1.00  0.00           H  
HETATM   32  H2  UNL     1      -1.861   2.268  -1.699  1.00  0.00           H  
HETATM   33  H3  UNL     1      -0.347   2.629  -0.770  1.00  0.00           H  
HETATM   34  H4  UNL     1       0.848   0.871  -0.378  1.00  0.00           H  
HETATM   35  H5  UNL     1      -0.799  -1.749   0.254  1.00  0.00           H  
HETATM   36  H6  UNL     1       0.374  -2.981  -0.417  1.00  0.00           H  
HETATM   37  H7  UNL     1       2.725  -4.337   1.584  1.00  0.00           H  
HETATM   38  H8  UNL     1       2.694  -4.709  -0.231  1.00  0.00           H  
HETATM   39  H9  UNL     1       1.169  -4.562   0.663  1.00  0.00           H  
HETATM   40  H10 UNL     1       3.447  -1.069   0.097  1.00  0.00           H  
HETATM   41  H11 UNL     1       4.511  -4.033   0.673  1.00  0.00           H  
HETATM   42  H12 UNL     1       6.649  -3.109   0.622  1.00  0.00           H  
HETATM   43  H13 UNL     1       5.257  -0.307   0.018  1.00  0.00           H  
HETATM   44  H14 UNL     1       8.282  -2.392  -0.324  1.00  0.00           H  
HETATM   45  H15 UNL     1       9.315  -1.101   0.395  1.00  0.00           H  
HETATM   46  H16 UNL     1       8.156  -1.974   1.483  1.00  0.00           H  
HETATM   47  H17 UNL     1       8.407   1.191   0.818  1.00  0.00           H  
HETATM   48  H18 UNL     1       8.363   0.828  -0.943  1.00  0.00           H  
HETATM   49  H19 UNL     1       6.023   1.620  -1.036  1.00  0.00           H  
HETATM   50  H20 UNL     1       7.189   2.843  -0.540  1.00  0.00           H  
HETATM   51  H21 UNL     1       5.230   1.401   1.424  1.00  0.00           H  
HETATM   52  H22 UNL     1       5.277   3.111   0.826  1.00  0.00           H  
HETATM   53  H23 UNL     1       7.597   2.875   1.632  1.00  0.00           H  
HETATM   54  H24 UNL     1      -2.327  -1.226  -0.546  1.00  0.00           H  
HETATM   55  H25 UNL     1      -3.067   0.044   1.735  1.00  0.00           H  
HETATM   56  H26 UNL     1      -5.580  -1.304   1.619  1.00  0.00           H  
HETATM   57  H27 UNL     1      -7.145  -1.048   0.845  1.00  0.00           H  
HETATM   58  H28 UNL     1      -6.915  -0.346   2.460  1.00  0.00           H  
HETATM   59  H29 UNL     1      -5.194   1.115   2.804  1.00  0.00           H  
HETATM   60  H30 UNL     1      -4.994   2.528   1.761  1.00  0.00           H  
HETATM   61  H31 UNL     1      -6.683   2.051   2.338  1.00  0.00           H  
HETATM   62  H32 UNL     1      -7.542   0.242  -0.458  1.00  0.00           H  
HETATM   63  H33 UNL     1      -7.657   1.777   0.420  1.00  0.00           H  
HETATM   64  H34 UNL     1      -7.105   1.629  -2.208  1.00  0.00           H  
HETATM   65  H35 UNL     1      -6.144   3.608  -0.400  1.00  0.00           H  
HETATM   66  H36 UNL     1      -4.938   1.775  -2.844  1.00  0.00           H  
HETATM   67  H37 UNL     1      -4.425   2.509  -1.235  1.00  0.00           H  
HETATM   68  H38 UNL     1      -6.082  -0.389  -2.526  1.00  0.00           H  
HETATM   69  H39 UNL     1      -5.553  -1.538  -1.161  1.00  0.00           H  
HETATM   70  H40 UNL     1      -4.586  -1.319  -2.622  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    3   18
CONECT    3    4   34
CONECT    4    5    5   35
CONECT    5    6   36
CONECT    6    7    8    8
CONECT    7   37   38   39
CONECT    8    9   40
CONECT    9   10   10   41
CONECT   10   11   42
CONECT   11   12   12   43
CONECT   12   13   14
CONECT   13   44   45   46
CONECT   14   15   47   48
CONECT   15   16   49   50
CONECT   16   17   51   52
CONECT   17   53
CONECT   18   19   30   54
CONECT   19   20   20   55
CONECT   20   21   28
CONECT   21   22   23   24
CONECT   22   56   57   58
CONECT   23   59   60   61
CONECT   24   25   62   63
CONECT   25   26   27   64
CONECT   26   65
CONECT   27   28   66   67
CONECT   28   29   30
CONECT   29   68   69   70
END

HMDB0036849
     RDKit          3D
Valenciachrome
 70 71  0  0  0  0  0  0  0  0999 V2000
   -1.3226    2.1273   -0.7401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2339    0.6741   -0.4729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0284    0.1805   -0.3011 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1394   -1.2070   -0.0309 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1227   -1.9161    0.1398 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2356   -2.7197    0.3331 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2125   -4.1733    0.6109 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4587   -2.1287    0.2876 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5991   -2.9552    0.4902 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7918   -2.4264    0.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0415   -1.0139    0.2182 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2840   -0.5354    0.2017 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3422   -1.6017    0.4498 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6972    0.8471   -0.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6848    1.9008   -0.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8723    2.1852    1.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7679    2.6062    2.0666 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4437   -0.1462   -0.4454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3707    0.1039    0.6678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5705    0.3965    0.2099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8693    0.7277    0.8400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3878   -0.5582    1.5127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6928    1.7210    1.9905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9159    1.1281   -0.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4543    1.8939   -1.3202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6975    3.2725   -1.1386 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0416    1.7360   -1.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4834    0.3842   -1.2656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2339   -0.7723   -1.9023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1647    0.2499   -1.6061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9110    2.5989    0.0978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8613    2.2684   -1.6986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3467    2.6291   -0.7701 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8475    0.8705   -0.3775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7987   -1.7490    0.2539 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3741   -2.9811   -0.4169 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7245   -4.3370    1.5840 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6941   -4.7088   -0.2312 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1694   -4.5620    0.6631 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4473   -1.0693    0.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5105   -4.0327    0.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6486   -3.1090    0.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2572   -0.3069    0.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2825   -2.3924   -0.3237 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3155   -1.1009    0.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1560   -1.9742    1.4833 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4068    1.1906    0.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3631    0.8277   -0.9429 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0233    1.6200   -1.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1894    2.8431   -0.5401 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2298    1.4007    1.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2770    3.1106    0.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5974    2.8748    1.6318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3273   -1.2262   -0.5460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0666    0.0442    1.7349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5802   -1.3041    1.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -1.0483    0.8452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9148   -0.3456    2.4598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1942    1.1150    2.8044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9940    2.5282    1.7614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6828    2.0511    2.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5418    0.2424   -0.4577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6572    1.7766    0.4201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1048    1.6290   -2.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1439    3.6080   -0.4003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9380    1.7751   -2.8439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4248    2.5091   -1.2352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0817   -0.3890   -2.5264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5526   -1.5383   -1.1608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5858   -1.3194   -2.6223 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  1  0
 15 16  1  0
 16 17  1  0
  2 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 21 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 18  1  0
 28 20  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  7 37  1  0
  7 38  1  0
  7 39  1  0
  8 40  1  0
  9 41  1  0
 10 42  1  0
 11 43  1  0
 13 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  0
 14 48  1  0
 15 49  1  0
 15 50  1  0
 16 51  1  0
 16 52  1  0
 17 53  1  0
 18 54  1  0
 19 55  1  0
 22 56  1  0
 22 57  1  0
 22 58  1  0
 23 59  1  0
 23 60  1  0
 23 61  1  0
 24 62  1  0
 24 63  1  0
 25 64  1  0
 26 65  1  0
 27 66  1  0
 27 67  1  0
 29 68  1  0
 29 69  1  0
 29 70  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5,8-Epoxy-5,8-dihydro-3-hydroxy-12'-apo-b,y-carotenol, 9ci	HMDB

Chemical Formula

C₂₇H₄₀O₃

Average Molecular Weight

412.6047

Monoisotopic Molecular Weight

412.297745146

IUPAC Name

2-[(2Z,4E,6E,8Z,10E)-14-hydroxy-6,11-dimethyltetradeca-2,4,6,8,10-pentaen-2-yl]-4,4,7a-trimethyl-2,4,5,6,7,7a-hexahydro-1-benzofuran-6-ol

Traditional Name

2-[(2Z,4E,6E,8Z,10E)-14-hydroxy-6,11-dimethyltetradeca-2,4,6,8,10-pentaen-2-yl]-4,4,7a-trimethyl-2,5,6,7-tetrahydro-1-benzofuran-6-ol

CAS Registry Number

88853-51-4

SMILES

C\C(CCCO)=C/C=C\C=C(/C)\C=C\C=C(\C)C1OC2(C)CC(O)CC(C)(C)C2=C1

InChI Identifier

InChI=1S/C27H40O3/c1-20(11-7-8-12-21(2)14-10-16-28)13-9-15-22(3)24-17-25-26(4,5)18-23(29)19-27(25,6)30-24/h7-9,11-13,15,17,23-24,28-29H,10,14,16,18-19H2,1-6H3/b8-7-,13-9+,20-11+,21-12+,22-15-

InChI Key

SMTGOURXPBLNQN-IOCJBXAWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesterterpenoids

Direct Parent

Sesterterpenoids

Alternative Parents

Substituents

Sesterterpenoid
Long chain fatty alcohol
Benzofuran
Fatty alcohol
Fatty acyl
Cyclic alcohol
Dihydrofuran
Secondary alcohol
Dialkyl ether
Oxacycle
Ether
Organoheterocyclic compound
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036849)

Source

Endogenous

Endogenous (HMDB: HMDB0036849)

Plant

Plant (HMDB: HMDB0036849)

Animal

Animal (HMDB: HMDB0036849)

Exogenous

Food

Food (HMDB: HMDB0036849)

Fruit

Citrus

Sweet orange (FooDB: FOOD00057)
Citrus (FooDB: FOOD00859)

Exogenous (HMDB: HMDB0036849)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0036849)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0036849)

Lipid metabolism pathway (HMDB: HMDB0036849)

Cellular process

Cell signaling (HMDB: HMDB0036849)

Biochemical process

Lipid transport (HMDB: HMDB0036849)

Role

Biological role

Energy source (HMDB: HMDB0036849)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036849)

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	0.0042 g/L	ALOGPS
logP	6.23	ALOGPS
logP	4.52	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	15.13	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.69 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	132.43 m³·mol⁻¹	ChemAxon
Polarizability	49.72 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	206.199	31661259
DarkChem	[M-H]-	205.106	31661259
DeepCCS	[M+H]+	210.144	30932474
DeepCCS	[M-H]-	207.748	30932474
DeepCCS	[M-2H]-	240.631	30932474
DeepCCS	[M+Na]+	216.056	30932474
AllCCS	[M+H]+	210.6	32859911
AllCCS	[M+H-H2O]+	208.3	32859911
AllCCS	[M+NH4]+	212.8	32859911
AllCCS	[M+Na]+	213.4	32859911
AllCCS	[M-H]-	208.3	32859911
AllCCS	[M+Na-2H]-	210.4	32859911
AllCCS	[M+HCOO]-	212.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Valenciachrome	C\C(CCCO)=C/C=C\C=C(/C)\C=C\C=C(\C)C1OC2(C)CC(O)CC(C)(C)C2=C1	4293.8	Standard polar	33892256
Valenciachrome	C\C(CCCO)=C/C=C\C=C(/C)\C=C\C=C(\C)C1OC2(C)CC(O)CC(C)(C)C2=C1	3267.6	Standard non polar	33892256
Valenciachrome	C\C(CCCO)=C/C=C\C=C(/C)\C=C\C=C(\C)C1OC2(C)CC(O)CC(C)(C)C2=C1	3306.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Valenciachrome,1TMS,isomer #1	C/C(=C/C=C/C(C)=C/C=C\C=C(/C)CCCO[Si](C)(C)C)C1C=C2C(C)(C)CC(O)CC2(C)O1	3301.8	Semi standard non polar	33892256
Valenciachrome,1TMS,isomer #2	C/C(=C/C=C/C(C)=C/C=C\C=C(/C)CCCO)C1C=C2C(C)(C)CC(O[Si](C)(C)C)CC2(C)O1	3267.6	Semi standard non polar	33892256
Valenciachrome,2TMS,isomer #1	C/C(=C/C=C/C(C)=C/C=C\C=C(/C)CCCO[Si](C)(C)C)C1C=C2C(C)(C)CC(O[Si](C)(C)C)CC2(C)O1	3275.5	Semi standard non polar	33892256
Valenciachrome,1TBDMS,isomer #1	C/C(=C/C=C/C(C)=C/C=C\C=C(/C)CCCO[Si](C)(C)C(C)(C)C)C1C=C2C(C)(C)CC(O)CC2(C)O1	3538.3	Semi standard non polar	33892256
Valenciachrome,1TBDMS,isomer #2	C/C(=C/C=C/C(C)=C/C=C\C=C(/C)CCCO)C1C=C2C(C)(C)CC(O[Si](C)(C)C(C)(C)C)CC2(C)O1	3507.2	Semi standard non polar	33892256
Valenciachrome,2TBDMS,isomer #1	C/C(=C/C=C/C(C)=C/C=C\C=C(/C)CCCO[Si](C)(C)C(C)(C)C)C1C=C2C(C)(C)CC(O[Si](C)(C)C(C)(C)C)CC2(C)O1	3752.2	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 - Valenciachrome GC-MS (Non-derivatized) - 70eV, Positive	splash10-0frb-1309000000-8a8715aebe7223b334fe	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Valenciachrome GC-MS (2 TMS) - 70eV, Positive	splash10-0006-4231690000-d61928439e458b12bb73	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Valenciachrome GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Valenciachrome 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 - Valenciachrome 10V, Positive-QTOF	splash10-01ot-0129300000-6c0a757e59b2fe1b1caa	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valenciachrome 20V, Positive-QTOF	splash10-0f92-3954000000-1568f76e6a1ab70dc95b	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valenciachrome 40V, Positive-QTOF	splash10-067l-8921000000-e0367bca434b482361f3	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valenciachrome 10V, Negative-QTOF	splash10-03di-0015900000-4c447bc45858845a9cde	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valenciachrome 20V, Negative-QTOF	splash10-03dl-0219500000-9a9a6450aeba3037de9d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valenciachrome 40V, Negative-QTOF	splash10-00ke-4749000000-f9a34809902502a1497c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valenciachrome 10V, Positive-QTOF	splash10-03di-2219400000-b09c06e354a0eefda83c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valenciachrome 20V, Positive-QTOF	splash10-116r-3974200000-560245904553073f03fa	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valenciachrome 40V, Positive-QTOF	splash10-0535-4900000000-43a18697db90eaa15b96	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valenciachrome 10V, Negative-QTOF	splash10-03di-0014900000-257518cd24cb21909516	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valenciachrome 20V, Negative-QTOF	splash10-03di-0109800000-08bad65e57792c15176a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valenciachrome 40V, Negative-QTOF	splash10-004j-0039000000-7b51908c2eab006fa145	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

FDB015803

KNApSAcK ID

C00058248

Chemspider ID

35014275

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752066

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 Valenciachrome (HMDB0036849)

MOL for HMDB0036849 (Valenciachrome)

3D MOL for HMDB0036849 (Valenciachrome)

3D SDF for HMDB0036849 (Valenciachrome)

3D-SDF for HMDB0036849 (Valenciachrome)

PDB for HMDB0036849 (Valenciachrome)

3D PDB for HMDB0036849 (Valenciachrome)

SMILES for HMDB0036849 (Valenciachrome)

INCHI for HMDB0036849 (Valenciachrome)

Structure for HMDB0036849 (Valenciachrome)

3D Structure for HMDB0036849 (Valenciachrome)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra