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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:01:47 UTC

Update Date

2022-03-07 02:55:05 UTC

HMDB ID

HMDB0036850

Secondary Accession Numbers

HMDB36850

Metabolite Identification

Common Name

Ceanothenic acid

Description

Ceanothenic acid, also known as ceanothenate, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Ceanothenic acid is a weakly acidic compound (based on its pKa).

Structure

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


  Mrv0541 01101310202D          

 34 38  0  0  0  0            999 V2000
   -0.7054    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4199    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4199   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7054   -0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0090   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0090    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7235   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4380   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4199   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7054   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7155    1.7182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8950    1.6319    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7235    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4380    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0510    0.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9190   -0.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4039   -1.2376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9190   -1.9050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1344   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1344   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1739   -2.6896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7338   -2.0340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1344    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7054    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0090   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7235   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0090    1.2375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1916    0.0770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2779   -0.7435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8591    0.5619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3430    2.2450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4640    2.0735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5979    3.0297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4035   -1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  4  5  1  0  0  0  0
  1  6  1  0  0  0  0
 13  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8 14  1  0  0  0  0
  3 20  1  0  0  0  0
  3  4  1  0  0  0  0
 10  4  1  0  0  0  0
 19  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  1  0  0  0  0
 11 15  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 16 20  1  0  0  0  0
 19 20  1  0  0  0  0
 13 14  1  0  0  0  0
 18 21  1  0  0  0  0
 18 22  1  0  0  0  0
 20 23  1  1  0  0  0
  4 24  1  1  0  0  0
  5 25  1  6  0  0  0
 25 26  2  0  0  0  0
  6 27  1  1  0  0  0
 14 28  1  1  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 12 31  1  6  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 25 34  1  0  0  0  0
M  END

HMDB0036850
     RDKit          3D
Ceanothenic acid
 75 79  0  0  0  0  0  0  0  0999 V2000
    5.4006    1.7489    1.4213 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2052    1.2489    1.5798 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2119    2.1684    2.2483 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8223   -0.1239    1.1837 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9932   -0.8485    0.5923 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7253   -0.7924   -0.9383 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2648   -1.2154   -0.8390 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3054   -2.5675   -0.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8385   -3.0127    0.7631 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9932   -3.5137   -1.0803 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4868   -1.1230   -2.0762 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2617   -0.3336   -2.1073 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6237    0.1256   -0.8157 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6337    1.6021   -0.8489 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0367    2.2328   -1.9009 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2499    2.4729    0.1458 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3950   -0.4432    0.3855 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7660   -0.1169    1.6801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6190   -0.8226    1.6520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3810   -0.0793    0.6036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8832   -0.1847    0.7197 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4254   -1.5765    0.7112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4197    0.4834    1.9207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5056    1.1530    1.5712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7783    0.9832    0.0895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1593    2.3906   -0.3989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8487    0.0184   -0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4160    0.7145   -0.3591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1066    0.1948   -1.6847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5856    0.4106   -1.8385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8332   -0.3311   -0.7477 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8498   -1.7937   -1.1499 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7883   -0.1390    0.1297 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6577    2.7764    1.7584 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2085    1.2406    0.9594 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5632    2.6816    1.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6231    1.6572    3.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7761    2.9686    2.8106 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4815   -0.6078    2.1421 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8599   -1.9321    0.8956 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9836   -0.5598    0.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3251   -1.5956   -1.4004 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8784    0.2103   -1.3222 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4419   -4.1571   -1.6629 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2209   -0.7955   -2.8806 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2644   -2.1800   -2.4230 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4718    0.5723   -2.7682 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4677   -0.8429   -2.6927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3519    3.2544    0.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1905   -1.5607    0.2744 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3224   -0.6255    2.4841 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6508    0.9262    1.9382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0798   -0.7759    2.6525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3894   -1.8563    1.3442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1936    1.0098    0.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8134   -2.1786    1.4178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4400   -1.5703    1.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6122   -2.0251   -0.2591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9610    0.4073    2.9102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1386    1.7495    2.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5482    3.1636    0.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9974    2.3633   -1.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2597    2.5561   -0.2150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4142   -0.3377    0.6918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6628    0.5522   -0.8017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5678   -0.8218   -0.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8318    1.6830   -0.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3511   -0.8437   -1.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5653    0.8181   -2.4865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4701    1.5220   -1.7183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3192    0.0664   -2.8295 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1604   -2.2207   -1.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4181   -1.9856   -2.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2991   -2.4542   -0.3808 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9464    0.8178   -0.4679 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  1
  8  9  2  0
  8 10  1  0
  7 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  1
 14 15  2  0
 14 16  1  0
 13 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
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 21 22  1  6
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  6
 17 33  1  0
 33  4  1  0
 33  7  1  0
 31 13  1  0
 31 20  1  0
 28 21  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  1
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
 10 44  1  0
 11 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
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 18 52  1  0
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 20 55  1  0
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 22 57  1  0
 22 58  1  0
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 24 60  1  0
 26 61  1  0
 26 62  1  0
 26 63  1  0
 27 64  1  0
 27 65  1  0
 27 66  1  0
 28 67  1  0
 29 68  1  0
 29 69  1  0
 30 70  1  0
 30 71  1  0
 32 72  1  0
 32 73  1  0
 32 74  1  0
 33 75  1  0
M  END


  Mrv0541 01101310202D          

 34 38  0  0  0  0            999 V2000
   -0.7054    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4199    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4199   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7054   -0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0090   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0090    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7235   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4380   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4199   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7054   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7155    1.7182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8950    1.6319    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7235    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.0510    0.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5979    3.0297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4035   -1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
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  4  5  1  0  0  0  0
  1  6  1  0  0  0  0
 13  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  7  1  0  0  0  0
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  6 27  1  1  0  0  0
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 28 30  1  0  0  0  0
 12 31  1  6  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 25 34  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036850

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]12CCC3[C@@]4(C)C=CC(C)(C)C4CC[C@@]3(C)[C@@]1(CC[C@]1(CC[C@H](C21)C(C)=C)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C29H42O4/c1-17(2)18-9-12-28(23(30)31)15-16-29(24(32)33)19(22(18)28)7-8-21-26(5)14-13-25(3,4)20(26)10-11-27(21,29)6/h13-14,18-22H,1,7-12,15-16H2,2-6H3,(H,30,31)(H,32,33)/t18-,19+,20?,21?,22?,26-,27+,28-,29+/m0/s1

> <INCHI_KEY>
CMDOQXSBVNWCEM-JEPMADDYSA-N

> <FORMULA>
C29H42O4

> <MOLECULAR_WEIGHT>
454.6414

> <EXACT_MASS>
454.308309832

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
52.000689319237466

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,9S,13R,15R,18S)-2,6,6,9-tetramethyl-15-(prop-1-en-2-yl)pentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]icos-7-ene-1,18-dicarboxylic acid

> <ALOGPS_LOGP>
5.18

> <JCHEM_LOGP>
6.255752424333334

> <ALOGPS_LOGS>
-5.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.947917613235357

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.276810972966621

> <JCHEM_POLAR_SURFACE_AREA>
74.60000000000001

> <JCHEM_REFRACTIVITY>
129.34279999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.49e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,9S,13R,15R,18S)-2,6,6,9-tetramethyl-15-(prop-1-en-2-yl)pentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]icos-7-ene-1,18-dicarboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036850
     RDKit          3D
Ceanothenic acid
 75 79  0  0  0  0  0  0  0  0999 V2000
    5.4006    1.7489    1.4213 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2052    1.2489    1.5798 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2119    2.1684    2.2483 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8223   -0.1239    1.1837 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9932   -0.8485    0.5923 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7253   -0.7924   -0.9383 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2648   -1.2154   -0.8390 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3054   -2.5675   -0.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8385   -3.0127    0.7631 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9932   -3.5137   -1.0803 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4868   -1.1230   -2.0762 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2617   -0.3336   -2.1073 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6237    0.1256   -0.8157 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6337    1.6021   -0.8489 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0367    2.2328   -1.9009 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2499    2.4729    0.1458 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3950   -0.4432    0.3855 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7660   -0.1169    1.6801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6190   -0.8226    1.6520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3810   -0.0793    0.6036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8832   -0.1847    0.7197 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4254   -1.5765    0.7112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4197    0.4834    1.9207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5056    1.1530    1.5712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7783    0.9832    0.0895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1593    2.3906   -0.3989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8487    0.0184   -0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4160    0.7145   -0.3591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1066    0.1948   -1.6847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5856    0.4106   -1.8385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8332   -0.3311   -0.7477 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8498   -1.7937   -1.1499 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7883   -0.1390    0.1297 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6577    2.7764    1.7584 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2085    1.2406    0.9594 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5632    2.6816    1.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6231    1.6572    3.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7761    2.9686    2.8106 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4815   -0.6078    2.1421 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8599   -1.9321    0.8956 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9836   -0.5598    0.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3251   -1.5956   -1.4004 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8784    0.2103   -1.3222 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4419   -4.1571   -1.6629 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2209   -0.7955   -2.8806 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2644   -2.1800   -2.4230 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4718    0.5723   -2.7682 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4677   -0.8429   -2.6927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3519    3.2544    0.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1905   -1.5607    0.2744 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3224   -0.6255    2.4841 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6508    0.9262    1.9382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0798   -0.7759    2.6525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3894   -1.8563    1.3442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1936    1.0098    0.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8134   -2.1786    1.4178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4400   -1.5703    1.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6122   -2.0251   -0.2591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9610    0.4073    2.9102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1386    1.7495    2.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5482    3.1636    0.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9974    2.3633   -1.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2597    2.5561   -0.2150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4142   -0.3377    0.6918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6628    0.5522   -0.8017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5678   -0.8218   -0.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8318    1.6830   -0.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3511   -0.8437   -1.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5653    0.8181   -2.4865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4701    1.5220   -1.7183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3192    0.0664   -2.8295 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1604   -2.2207   -1.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4181   -1.9856   -2.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2991   -2.4542   -0.3808 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9464    0.8178   -0.4679 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  1
  8  9  2  0
  8 10  1  0
  7 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  1
 14 15  2  0
 14 16  1  0
 13 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  6
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  6
 17 33  1  0
 33  4  1  0
 33  7  1  0
 31 13  1  0
 31 20  1  0
 28 21  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  1
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
 10 44  1  0
 11 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 16 49  1  0
 17 50  1  6
 18 51  1  0
 18 52  1  0
 19 53  1  0
 19 54  1  0
 20 55  1  0
 22 56  1  0
 22 57  1  0
 22 58  1  0
 23 59  1  0
 24 60  1  0
 26 61  1  0
 26 62  1  0
 26 63  1  0
 27 64  1  0
 27 65  1  0
 27 66  1  0
 28 67  1  0
 29 68  1  0
 29 69  1  0
 30 70  1  0
 30 71  1  0
 32 72  1  0
 32 73  1  0
 32 74  1  0
 33 75  1  0
M  END

HEADER    PROTEIN                                 10-JAN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-JAN-13         0                                  
HETATM    1  C   UNK     0      -1.317   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.650   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.650  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.317  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.017  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.017   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.351  -1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.684  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.650  -3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.317  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.202   3.207   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.671   3.046   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.351   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.684   0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.829   1.800   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.449  -1.064   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.354  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.449  -3.556   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.984  -3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.984  -1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.925  -5.021   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -6.970  -3.797   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.984   0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.317   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.017  -2.310   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.351  -3.080   0.000  0.00  0.00           O+0
HETATM   27  H   UNK     0       0.017   2.310   0.000  0.00  0.00           H+0
HETATM   28  C   UNK     0       4.091   0.144   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       4.252  -1.388   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       5.337   1.049   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       0.640   4.191   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -0.866   3.871   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.116   5.655   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -0.753  -3.644   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2   20    4                                                  
CONECT    4    5    3   10   24                                             
CONECT    5    4    6    7   25                                             
CONECT    6    1   13    5   27                                             
CONECT    7    5    8                                                       
CONECT    8    7   14                                                       
CONECT    9   19   10                                                       
CONECT   10    4    9                                                       
CONECT   11   12   15                                                       
CONECT   12   11   13   31                                                  
CONECT   13    6   12   14                                                  
CONECT   14    8   15   13   28                                             
CONECT   15   14   11                                                       
CONECT   16   17   20                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   21   22                                             
CONECT   19    9   18   20                                                  
CONECT   20    3   16   19   23                                             
CONECT   21   18                                                            
CONECT   22   18                                                            
CONECT   23   20                                                            
CONECT   24    4                                                            
CONECT   25    5   26   34                                                  
CONECT   26   25                                                            
CONECT   27    6                                                            
CONECT   28   14   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   12   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   25                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   76    0
END

COMPND    HMDB0036850
HETATM    1  C1  UNL     1       5.401   1.749   1.421  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.205   1.249   1.580  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.212   2.168   2.248  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.822  -0.124   1.184  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.993  -0.849   0.592  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.725  -0.792  -0.938  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.265  -1.215  -0.839  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.305  -2.567  -0.284  1.00  0.00           C  
HETATM    9  O1  UNL     1       2.839  -3.013   0.763  1.00  0.00           O  
HETATM   10  O2  UNL     1       3.993  -3.514  -1.080  1.00  0.00           O  
HETATM   11  C9  UNL     1       2.487  -1.123  -2.076  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.262  -0.334  -2.107  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.624   0.126  -0.816  1.00  0.00           C  
HETATM   14  C12 UNL     1       0.634   1.602  -0.849  1.00  0.00           C  
HETATM   15  O3  UNL     1       1.037   2.233  -1.901  1.00  0.00           O  
HETATM   16  O4  UNL     1       0.250   2.473   0.146  1.00  0.00           O  
HETATM   17  C13 UNL     1       1.395  -0.443   0.386  1.00  0.00           C  
HETATM   18  C14 UNL     1       0.766  -0.117   1.680  1.00  0.00           C  
HETATM   19  C15 UNL     1      -0.619  -0.823   1.652  1.00  0.00           C  
HETATM   20  C16 UNL     1      -1.381  -0.079   0.604  1.00  0.00           C  
HETATM   21  C17 UNL     1      -2.883  -0.185   0.720  1.00  0.00           C  
HETATM   22  C18 UNL     1      -3.425  -1.577   0.711  1.00  0.00           C  
HETATM   23  C19 UNL     1      -3.420   0.483   1.921  1.00  0.00           C  
HETATM   24  C20 UNL     1      -4.506   1.153   1.571  1.00  0.00           C  
HETATM   25  C21 UNL     1      -4.778   0.983   0.090  1.00  0.00           C  
HETATM   26  C22 UNL     1      -5.159   2.391  -0.399  1.00  0.00           C  
HETATM   27  C23 UNL     1      -5.849   0.018  -0.220  1.00  0.00           C  
HETATM   28  C24 UNL     1      -3.416   0.715  -0.359  1.00  0.00           C  
HETATM   29  C25 UNL     1      -3.107   0.195  -1.685  1.00  0.00           C  
HETATM   30  C26 UNL     1      -1.586   0.411  -1.839  1.00  0.00           C  
HETATM   31  C27 UNL     1      -0.833  -0.331  -0.748  1.00  0.00           C  
HETATM   32  C28 UNL     1      -0.850  -1.794  -1.150  1.00  0.00           C  
HETATM   33  C29 UNL     1       2.788  -0.139   0.130  1.00  0.00           C  
HETATM   34  H1  UNL     1       5.658   2.776   1.758  1.00  0.00           H  
HETATM   35  H2  UNL     1       6.208   1.241   0.959  1.00  0.00           H  
HETATM   36  H3  UNL     1       2.563   2.682   1.534  1.00  0.00           H  
HETATM   37  H4  UNL     1       2.623   1.657   3.019  1.00  0.00           H  
HETATM   38  H5  UNL     1       3.776   2.969   2.811  1.00  0.00           H  
HETATM   39  H6  UNL     1       3.481  -0.608   2.142  1.00  0.00           H  
HETATM   40  H7  UNL     1       4.860  -1.932   0.896  1.00  0.00           H  
HETATM   41  H8  UNL     1       5.984  -0.560   0.846  1.00  0.00           H  
HETATM   42  H9  UNL     1       5.325  -1.596  -1.400  1.00  0.00           H  
HETATM   43  H10 UNL     1       4.878   0.210  -1.322  1.00  0.00           H  
HETATM   44  H11 UNL     1       3.442  -4.157  -1.663  1.00  0.00           H  
HETATM   45  H12 UNL     1       3.221  -0.796  -2.881  1.00  0.00           H  
HETATM   46  H13 UNL     1       2.264  -2.180  -2.423  1.00  0.00           H  
HETATM   47  H14 UNL     1       1.472   0.572  -2.768  1.00  0.00           H  
HETATM   48  H15 UNL     1       0.468  -0.843  -2.693  1.00  0.00           H  
HETATM   49  H16 UNL     1      -0.352   3.254   0.058  1.00  0.00           H  
HETATM   50  H17 UNL     1       1.190  -1.561   0.274  1.00  0.00           H  
HETATM   51  H18 UNL     1       1.322  -0.626   2.484  1.00  0.00           H  
HETATM   52  H19 UNL     1       0.651   0.926   1.938  1.00  0.00           H  
HETATM   53  H20 UNL     1      -1.080  -0.776   2.652  1.00  0.00           H  
HETATM   54  H21 UNL     1      -0.389  -1.856   1.344  1.00  0.00           H  
HETATM   55  H22 UNL     1      -1.194   1.010   0.842  1.00  0.00           H  
HETATM   56  H23 UNL     1      -2.813  -2.179   1.418  1.00  0.00           H  
HETATM   57  H24 UNL     1      -4.440  -1.570   1.220  1.00  0.00           H  
HETATM   58  H25 UNL     1      -3.612  -2.025  -0.259  1.00  0.00           H  
HETATM   59  H26 UNL     1      -2.961   0.407   2.910  1.00  0.00           H  
HETATM   60  H27 UNL     1      -5.139   1.749   2.218  1.00  0.00           H  
HETATM   61  H28 UNL     1      -4.548   3.164   0.103  1.00  0.00           H  
HETATM   62  H29 UNL     1      -4.997   2.363  -1.498  1.00  0.00           H  
HETATM   63  H30 UNL     1      -6.260   2.556  -0.215  1.00  0.00           H  
HETATM   64  H31 UNL     1      -6.414  -0.338   0.692  1.00  0.00           H  
HETATM   65  H32 UNL     1      -6.663   0.552  -0.802  1.00  0.00           H  
HETATM   66  H33 UNL     1      -5.568  -0.822  -0.887  1.00  0.00           H  
HETATM   67  H34 UNL     1      -2.832   1.683  -0.227  1.00  0.00           H  
HETATM   68  H35 UNL     1      -3.351  -0.844  -1.902  1.00  0.00           H  
HETATM   69  H36 UNL     1      -3.565   0.818  -2.487  1.00  0.00           H  
HETATM   70  H37 UNL     1      -1.470   1.522  -1.718  1.00  0.00           H  
HETATM   71  H38 UNL     1      -1.319   0.066  -2.830  1.00  0.00           H  
HETATM   72  H39 UNL     1       0.160  -2.221  -1.320  1.00  0.00           H  
HETATM   73  H40 UNL     1      -1.418  -1.986  -2.084  1.00  0.00           H  
HETATM   74  H41 UNL     1      -1.299  -2.454  -0.381  1.00  0.00           H  
HETATM   75  H42 UNL     1       2.946   0.818  -0.468  1.00  0.00           H  
CONECT    1    2    2   34   35
CONECT    2    3    4
CONECT    3   36   37   38
CONECT    4    5   33   39
CONECT    5    6   40   41
CONECT    6    7   42   43
CONECT    7    8   11   33
CONECT    8    9    9   10
CONECT   10   44
CONECT   11   12   45   46
CONECT   12   13   47   48
CONECT   13   14   17   31
CONECT   14   15   15   16
CONECT   16   49
CONECT   17   18   33   50
CONECT   18   19   51   52
CONECT   19   20   53   54
CONECT   20   21   31   55
CONECT   21   22   23   28
CONECT   22   56   57   58
CONECT   23   24   24   59
CONECT   24   25   60
CONECT   25   26   27   28
CONECT   26   61   62   63
CONECT   27   64   65   66
CONECT   28   29   67
CONECT   29   30   68   69
CONECT   30   31   70   71
CONECT   31   32
CONECT   32   72   73   74
CONECT   33   75
END

HMDB0036850
     RDKit          3D
Ceanothenic acid
 75 79  0  0  0  0  0  0  0  0999 V2000
    5.4006    1.7489    1.4213 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2052    1.2489    1.5798 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2119    2.1684    2.2483 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8223   -0.1239    1.1837 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9932   -0.8485    0.5923 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7253   -0.7924   -0.9383 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2648   -1.2154   -0.8390 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3054   -2.5675   -0.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8385   -3.0127    0.7631 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9932   -3.5137   -1.0803 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4868   -1.1230   -2.0762 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2617   -0.3336   -2.1073 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6237    0.1256   -0.8157 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6337    1.6021   -0.8489 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0367    2.2328   -1.9009 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2499    2.4729    0.1458 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3950   -0.4432    0.3855 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7660   -0.1169    1.6801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6190   -0.8226    1.6520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3810   -0.0793    0.6036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8832   -0.1847    0.7197 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4254   -1.5765    0.7112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4197    0.4834    1.9207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5056    1.1530    1.5712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7783    0.9832    0.0895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1593    2.3906   -0.3989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8487    0.0184   -0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4160    0.7145   -0.3591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1066    0.1948   -1.6847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5856    0.4106   -1.8385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8332   -0.3311   -0.7477 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8498   -1.7937   -1.1499 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7883   -0.1390    0.1297 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6577    2.7764    1.7584 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2085    1.2406    0.9594 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5632    2.6816    1.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6231    1.6572    3.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7761    2.9686    2.8106 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4815   -0.6078    2.1421 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8599   -1.9321    0.8956 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9836   -0.5598    0.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3251   -1.5956   -1.4004 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8784    0.2103   -1.3222 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4419   -4.1571   -1.6629 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2209   -0.7955   -2.8806 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2644   -2.1800   -2.4230 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4718    0.5723   -2.7682 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4677   -0.8429   -2.6927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3519    3.2544    0.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1905   -1.5607    0.2744 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3224   -0.6255    2.4841 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6508    0.9262    1.9382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0798   -0.7759    2.6525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3894   -1.8563    1.3442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1936    1.0098    0.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8134   -2.1786    1.4178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4400   -1.5703    1.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6122   -2.0251   -0.2591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9610    0.4073    2.9102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1386    1.7495    2.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5482    3.1636    0.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9974    2.3633   -1.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2597    2.5561   -0.2150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4142   -0.3377    0.6918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6628    0.5522   -0.8017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5678   -0.8218   -0.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8318    1.6830   -0.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3511   -0.8437   -1.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5653    0.8181   -2.4865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4701    1.5220   -1.7183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3192    0.0664   -2.8295 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1604   -2.2207   -1.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4181   -1.9856   -2.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2991   -2.4542   -0.3808 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9464    0.8178   -0.4679 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  1
  8  9  2  0
  8 10  1  0
  7 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  1
 14 15  2  0
 14 16  1  0
 13 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  6
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  6
 17 33  1  0
 33  4  1  0
 33  7  1  0
 31 13  1  0
 31 20  1  0
 28 21  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  1
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
 10 44  1  0
 11 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 16 49  1  0
 17 50  1  6
 18 51  1  0
 18 52  1  0
 19 53  1  0
 19 54  1  0
 20 55  1  0
 22 56  1  0
 22 57  1  0
 22 58  1  0
 23 59  1  0
 24 60  1  0
 26 61  1  0
 26 62  1  0
 26 63  1  0
 27 64  1  0
 27 65  1  0
 27 66  1  0
 28 67  1  0
 29 68  1  0
 29 69  1  0
 30 70  1  0
 30 71  1  0
 32 72  1  0
 32 73  1  0
 32 74  1  0
 33 75  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Ceanothenate	Generator
(1S,2R,9S,13R,15R,18S)-2,6,6,9-Tetramethyl-15-(prop-1-en-2-yl)pentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]icos-7-ene-1,18-dicarboxylate	Generator

Chemical Formula

C₂₉H₄₂O₄

Average Molecular Weight

454.6414

Monoisotopic Molecular Weight

454.308309832

IUPAC Name

(1S,2R,9S,13R,15R,18S)-2,6,6,9-tetramethyl-15-(prop-1-en-2-yl)pentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]icos-7-ene-1,18-dicarboxylic acid

Traditional Name

(1S,2R,9S,13R,15R,18S)-2,6,6,9-tetramethyl-15-(prop-1-en-2-yl)pentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]icos-7-ene-1,18-dicarboxylic acid

CAS Registry Number

Not Available

SMILES

[H][C@]12CCC3[C@@]4(C)C=CC(C)(C)C4CC[C@@]3(C)[C@@]1(CC[C@]1(CC[C@H](C21)C(C)=C)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C29H42O4/c1-17(2)18-9-12-28(23(30)31)15-16-29(24(32)33)19(22(18)28)7-8-21-26(5)14-13-25(3,4)20(26)10-11-27(21,29)6/h13-14,18-22H,1,7-12,15-16H2,2-6H3,(H,30,31)(H,32,33)/t18-,19+,20?,21?,22?,26-,27+,28-,29+/m0/s1

InChI Key

CMDOQXSBVNWCEM-JEPMADDYSA-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

Not Available

Substituents

Not Available

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0036850)
Cell membrane (HMDB: HMDB0036850)

Cellular substructure

Extracellular (HMDB: HMDB0036850)
Membrane (HMDB: HMDB0036850)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036850)

Source

Endogenous

Endogenous (HMDB: HMDB0036850)

Plant

Plant (HMDB: HMDB0036850)

Animal

Animal (HMDB: HMDB0036850)

Exogenous

Food

Food (HMDB: HMDB0036850)

Tea

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0036850)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0036850)

Cellular process

Cell signaling (HMDB: HMDB0036850)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0036850)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0036850)

Nutrient

Nutrient (HMDB: HMDB0036850)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036850)

Emulsifier (HMDB: HMDB0036850)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	350 - 354 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00055 g/L	ALOGPS
logP	5.18	ALOGPS
logP	6.26	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Acidic)	4.28	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	129.34 m³·mol⁻¹	ChemAxon
Polarizability	52 Å³	ChemAxon
Number of Rings	5	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]+	206.257	31661259
DarkChem	[M-H]-	198.223	31661259
DeepCCS	[M-2H]-	239.338	30932474
DeepCCS	[M+Na]+	213.791	30932474
AllCCS	[M+H]+	209.5	32859911
AllCCS	[M+H-H2O]+	207.7	32859911
AllCCS	[M+NH4]+	211.2	32859911
AllCCS	[M+Na]+	211.7	32859911
AllCCS	[M-H]-	214.6	32859911
AllCCS	[M+Na-2H]-	216.0	32859911
AllCCS	[M+HCOO]-	217.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ceanothenic acid	[H][C@]12CCC3[C@@]4(C)C=CC(C)(C)C4CC[C@@]3(C)[C@@]1(CC[C@]1(CC[C@H](C21)C(C)=C)C(O)=O)C(O)=O	3592.6	Standard polar	33892256
Ceanothenic acid	[H][C@]12CCC3[C@@]4(C)C=CC(C)(C)C4CC[C@@]3(C)[C@@]1(CC[C@]1(CC[C@H](C21)C(C)=C)C(O)=O)C(O)=O	3201.7	Standard non polar	33892256
Ceanothenic acid	[H][C@]12CCC3[C@@]4(C)C=CC(C)(C)C4CC[C@@]3(C)[C@@]1(CC[C@]1(CC[C@H](C21)C(C)=C)C(O)=O)C(O)=O	3411.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ceanothenic acid,1TMS,isomer #1	C=C(C)[C@@H]1CC[C@]2(C(=O)O[Si](C)(C)C)CC[C@]3(C(=O)O)[C@H](CCC4[C@@]5(C)C=CC(C)(C)C5CC[C@]43C)C12	3370.8	Semi standard non polar	33892256
Ceanothenic acid,1TMS,isomer #2	C=C(C)[C@@H]1CC[C@]2(C(=O)O)CC[C@]3(C(=O)O[Si](C)(C)C)[C@H](CCC4[C@@]5(C)C=CC(C)(C)C5CC[C@]43C)C12	3384.6	Semi standard non polar	33892256
Ceanothenic acid,2TMS,isomer #1	C=C(C)[C@@H]1CC[C@]2(C(=O)O[Si](C)(C)C)CC[C@]3(C(=O)O[Si](C)(C)C)[C@H](CCC4[C@@]5(C)C=CC(C)(C)C5CC[C@]43C)C12	3243.0	Semi standard non polar	33892256
Ceanothenic acid,1TBDMS,isomer #1	C=C(C)[C@@H]1CC[C@]2(C(=O)O[Si](C)(C)C(C)(C)C)CC[C@]3(C(=O)O)[C@H](CCC4[C@@]5(C)C=CC(C)(C)C5CC[C@]43C)C12	3632.3	Semi standard non polar	33892256
Ceanothenic acid,1TBDMS,isomer #2	C=C(C)[C@@H]1CC[C@]2(C(=O)O)CC[C@]3(C(=O)O[Si](C)(C)C(C)(C)C)[C@H](CCC4[C@@]5(C)C=CC(C)(C)C5CC[C@]43C)C12	3645.2	Semi standard non polar	33892256
Ceanothenic acid,2TBDMS,isomer #1	C=C(C)[C@@H]1CC[C@]2(C(=O)O[Si](C)(C)C(C)(C)C)CC[C@]3(C(=O)O[Si](C)(C)C(C)(C)C)[C@H](CCC4[C@@]5(C)C=CC(C)(C)C5CC[C@]43C)C12	3762.6	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 - Ceanothenic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0570-0711900000-942bd15126062b106c1b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ceanothenic acid GC-MS (2 TMS) - 70eV, Positive	splash10-001i-2300390000-f330143a75f1ed06b098	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ceanothenic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ceanothenic acid 10V, Positive-QTOF	splash10-0a4i-0002900000-0ee50c946885625fc6fd	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ceanothenic acid 20V, Positive-QTOF	splash10-0bt9-0109800000-f86956aef6be3c4c4af6	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ceanothenic acid 40V, Positive-QTOF	splash10-0iki-2439200000-64bc191549d9288c7ca2	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ceanothenic acid 10V, Negative-QTOF	splash10-0zfr-0000900000-a0b1a92ad911707cbd0c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ceanothenic acid 20V, Negative-QTOF	splash10-0a4i-0005900000-cb80a1b037a8e94fa786	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ceanothenic acid 40V, Negative-QTOF	splash10-0296-0009500000-ab4b164eb11abfdc5c73	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ceanothenic acid 10V, Positive-QTOF	splash10-0a4i-0002900000-9ae87517123d715c93f3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ceanothenic acid 20V, Positive-QTOF	splash10-0a5i-3109700000-400f7f2ec591be37fe9e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ceanothenic acid 40V, Positive-QTOF	splash10-00kf-8910100000-d0a390ddb2f35b4ed635	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ceanothenic acid 10V, Negative-QTOF	splash10-0udi-0000900000-f1e50cbc29fd693b50b2	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ceanothenic acid 20V, Negative-QTOF	splash10-0zfr-0000900000-b7e315b5ea62ab9d201d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ceanothenic acid 40V, Negative-QTOF	splash10-0zfu-0005900000-5e221d193c863971ed92	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB015804

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752067

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 Ceanothenic acid (HMDB0036850)

MOL for HMDB0036850 (Ceanothenic acid)

3D MOL for HMDB0036850 (Ceanothenic acid)

3D SDF for HMDB0036850 (Ceanothenic acid)

3D-SDF for HMDB0036850 (Ceanothenic acid)

PDB for HMDB0036850 (Ceanothenic acid)

3D PDB for HMDB0036850 (Ceanothenic acid)

SMILES for HMDB0036850 (Ceanothenic acid)

INCHI for HMDB0036850 (Ceanothenic acid)

Structure for HMDB0036850 (Ceanothenic acid)

3D Structure for HMDB0036850 (Ceanothenic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra