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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 07:23:56 UTC

Update Date

2021-09-26 23:01:50 UTC

HMDB ID

HMDB0250395

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Cochliobolin A

Description

Cochliobolin A belongs to the class of organic compounds known as ophiobolane sesterterpenoids. These are sesterterpnoids with a structure based on the ophiobolane backbone. Ophiobolane is a tricyclic compound consisting of two cyclopentane rings joined by a cyclooctane ring, and carries a methyl group at the 1-, 4-, and 8-position, as well as a 6-methylheptane group at the 12-position. Based on a literature review very few articles have been published on Cochliobolin A. This compound has been identified in human blood as reported by (PMID: 31557052 ). Cochliobolin a is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Cochliobolin A is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

  Mrv1533004151514272D          

 29 32  0  0  0  0            999 V2000
    3.5308   -2.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8824   -2.0187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0886   -2.2435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6295   -1.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1395   -0.9096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9138   -1.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9453   -0.3699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7390   -0.1451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1982   -0.8305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5427   -0.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0173   -0.7326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6658   -1.2426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7637   -2.0618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5730   -2.2218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9193   -2.9707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9753   -1.5016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4146   -0.8964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9514   -0.2699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1567   -0.1127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2537   -2.7103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4345   -2.8082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7860   -2.2981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6881   -1.4790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6576   -3.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2366   -4.1391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8051   -1.5266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3656   -2.2249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7506   -2.9545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4588   -2.1934    0.0000 C   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 13 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  4  0  0  0
 22 23  1  0  0  0  0
  6 23  1  0  0  0  0
  9 23  1  0  0  0  0
 20 24  1  0  0  0  0
 24 25  2  0  0  0  0
  4 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
M  END

HMDB0250395
     RDKit          3D
Cochliobolin A
 65 68  0  0  0  0  0  0  0  0999 V2000
    6.1926   -0.3595   -0.6579 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6942    1.0457   -0.5404 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7336    2.1251   -0.4759 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4007    1.3404   -0.4932 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4280    0.2511   -0.5585 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3975   -0.5554    0.7484 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0767   -1.3210    0.4982 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6430   -1.8776    1.7709 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3233   -0.4173   -0.2989 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1112   -0.9922   -1.7150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2604   -1.5846   -1.7076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0036   -1.0388   -0.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3043   -2.1240    0.4514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2955   -0.4423   -1.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2717   -0.0685    0.0602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4380    1.4083    0.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7194    1.5939    0.7996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9624    2.4618    1.5988 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6156    0.5138    0.3335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6935   -0.5297   -0.3015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8816   -0.6211   -1.7837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0017   -1.7404    0.3160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3275    2.1712    0.6884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6389    3.5771    0.7848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8139    4.3753    1.2689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1045    1.9292    1.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3501    0.6462    1.2847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0506    0.0270   -0.0157 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1033    0.7473   -0.5202 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5318   -0.7516    0.3287 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1087   -0.3114   -1.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5010   -1.0269   -1.1853 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2394    3.0826   -0.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2472    2.2435   -1.4499 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4198    1.8604    0.3392 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1206    2.3715   -0.4087 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5744   -0.4181   -1.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2384   -1.2381    0.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2599    0.1403    1.5827 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4424   -2.2008   -0.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9520   -1.3503    2.4013 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2223   -2.9187    1.6274 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5548   -2.0820    2.4148 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8440   -1.8184   -1.8684 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2444   -0.2386   -2.4879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7510   -1.3208   -2.6598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2405   -2.6999   -1.6720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2433   -1.9147    1.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6840   -3.0294    0.1817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3592   -2.4845    0.2667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7179   -1.1993   -1.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0224    0.4308   -1.6429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0607   -0.5369    1.0312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5929    1.7511   -0.9588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2479    0.9021   -0.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2448    0.0991    1.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7502   -1.6856   -2.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9403   -0.3597   -2.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2247    0.0573   -2.3598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0551   -2.4862   -0.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5816    3.9494    0.4416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6050    2.8131    1.5330 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6306    0.9341    1.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9465    0.0407    1.9951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2342    0.8549   -0.7837 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 16 23  1  0
 23 24  1  0
 24 25  2  0
 23 26  2  0
 26 27  1  0
 27 28  1  0
  9 29  1  0
 29  5  1  0
 28  9  1  0
 28 12  1  0
 20 15  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  8 41  1  0
  8 42  1  0
  8 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 13 48  1  0
 13 49  1  0
 13 50  1  0
 14 51  1  0
 14 52  1  0
 15 53  1  0
 16 54  1  0
 19 55  1  0
 19 56  1  0
 21 57  1  0
 21 58  1  0
 21 59  1  0
 22 60  1  0
 24 61  1  0
 26 62  1  0
 27 63  1  0
 27 64  1  0
 28 65  1  0
M  END

  Mrv1533004151514272D          

 29 32  0  0  0  0            999 V2000
    3.5308   -2.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8824   -2.0187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0886   -2.2435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6295   -1.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1395   -0.9096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9138   -1.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9453   -0.3699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7390   -0.1451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1982   -0.8305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5427   -0.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0173   -0.7326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6658   -1.2426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7637   -2.0618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5730   -2.2218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9193   -2.9707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9753   -1.5016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4146   -0.8964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9514   -0.2699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1567   -0.1127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2537   -2.7103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4345   -2.8082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7860   -2.2981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6881   -1.4790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6576   -3.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2366   -4.1391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8051   -1.5266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3656   -2.2249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7506   -2.9545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4588   -2.1934    0.0000 C   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 13 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  4  0  0  0
 22 23  1  0  0  0  0
  6 23  1  0  0  0  0
  9 23  1  0  0  0  0
 20 24  1  0  0  0  0
 24 25  2  0  0  0  0
  4 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250395

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CC(OC11CCC2(C)CC3C(C(=O)CC3(C)O)C(C=O)=CCC12)C=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C25H36O4/c1-15(2)10-18-11-16(3)25(29-18)9-8-23(4)12-19-22(20(27)13-24(19,5)28)17(14-26)6-7-21(23)25/h6,10,14,16,18-19,21-22,28H,7-9,11-13H2,1-5H3

> <INCHI_KEY>
MWYYLZRWWNBROW-UHFFFAOYSA-N

> <FORMULA>
C25H36O4

> <MOLECULAR_WEIGHT>
400.559

> <EXACT_MASS>
400.261359639

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
45.55938890333406

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
14'-hydroxy-3,3',14'-trimethyl-5-(2-methylprop-1-en-1-yl)-12'-oxospiro[oxolane-2,6'-tricyclo[9.3.0.0³,⁷]tetradecan]-9'-ene-10'-carbaldehyde

> <ALOGPS_LOGP>
3.85

> <JCHEM_LOGP>
3.535256972666666

> <ALOGPS_LOGS>
-4.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.948071183160899

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.61509120287906

> <JCHEM_PKA_STRONGEST_BASIC>
-2.989416208149593

> <JCHEM_POLAR_SURFACE_AREA>
63.6

> <JCHEM_REFRACTIVITY>
115.04379999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.76e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14'-hydroxy-3,3',14'-trimethyl-5-(2-methylprop-1-en-1-yl)-12'-oxospiro[oxolane-2,6'-tricyclo[9.3.0.0³,⁷]tetradecan]-9'-ene-10'-carbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0250395
     RDKit          3D
Cochliobolin A
 65 68  0  0  0  0  0  0  0  0999 V2000
    6.1926   -0.3595   -0.6579 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6942    1.0457   -0.5404 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7336    2.1251   -0.4759 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4007    1.3404   -0.4932 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4280    0.2511   -0.5585 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3975   -0.5554    0.7484 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0767   -1.3210    0.4982 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6430   -1.8776    1.7709 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3233   -0.4173   -0.2989 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1112   -0.9922   -1.7150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2604   -1.5846   -1.7076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0036   -1.0388   -0.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3043   -2.1240    0.4514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2955   -0.4423   -1.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2717   -0.0685    0.0602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4380    1.4083    0.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7194    1.5939    0.7996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9624    2.4618    1.5988 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6156    0.5138    0.3335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6935   -0.5297   -0.3015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8816   -0.6211   -1.7837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0017   -1.7404    0.3160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3275    2.1712    0.6884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6389    3.5771    0.7848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8139    4.3753    1.2689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1045    1.9292    1.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3501    0.6462    1.2847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0506    0.0270   -0.0157 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1033    0.7473   -0.5202 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5318   -0.7516    0.3287 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1087   -0.3114   -1.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5010   -1.0269   -1.1853 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2394    3.0826   -0.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2472    2.2435   -1.4499 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4198    1.8604    0.3392 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1206    2.3715   -0.4087 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5744   -0.4181   -1.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2384   -1.2381    0.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2599    0.1403    1.5827 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4424   -2.2008   -0.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9520   -1.3503    2.4013 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2223   -2.9187    1.6274 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5548   -2.0820    2.4148 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8440   -1.8184   -1.8684 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2444   -0.2386   -2.4879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7510   -1.3208   -2.6598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2405   -2.6999   -1.6720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2433   -1.9147    1.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6840   -3.0294    0.1817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3592   -2.4845    0.2667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7179   -1.1993   -1.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0224    0.4308   -1.6429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0607   -0.5369    1.0312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5929    1.7511   -0.9588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2479    0.9021   -0.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2448    0.0991    1.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7502   -1.6856   -2.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9403   -0.3597   -2.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2247    0.0573   -2.3598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0551   -2.4862   -0.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5816    3.9494    0.4416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6050    2.8131    1.5330 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6306    0.9341    1.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9465    0.0407    1.9951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2342    0.8549   -0.7837 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 16 23  1  0
 23 24  1  0
 24 25  2  0
 23 26  2  0
 26 27  1  0
 27 28  1  0
  9 29  1  0
 29  5  1  0
 28  9  1  0
 28 12  1  0
 20 15  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  8 41  1  0
  8 42  1  0
  8 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 13 48  1  0
 13 49  1  0
 13 50  1  0
 14 51  1  0
 14 52  1  0
 15 53  1  0
 16 54  1  0
 19 55  1  0
 19 56  1  0
 21 57  1  0
 21 58  1  0
 21 59  1  0
 22 60  1  0
 24 61  1  0
 26 62  1  0
 27 63  1  0
 27 64  1  0
 28 65  1  0
M  END

HEADER    PROTEIN                                 15-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-APR-15         0                                  
HETATM    1  C   UNK     0       6.591  -4.720   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.380  -3.768   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.899  -4.188   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.042  -2.908   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       3.994  -1.698   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       5.439  -2.229   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.498  -0.690   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.980  -0.271   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.837  -1.550   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.480  -0.151   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.366  -1.368   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.576  -2.320   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.759  -3.849   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.270  -4.147   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      12.916  -5.545   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      13.021  -2.803   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.974  -1.673   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.976  -0.504   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      11.493  -0.210   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       9.807  -5.059   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.278  -5.242   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.067  -4.290   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.885  -2.761   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.561  -6.402   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       9.775  -7.726   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       1.503  -2.850   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.682  -4.153   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.401  -5.515   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.856  -4.094   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   26                                                  
CONECT    5    4    6                                                       
CONECT    6    5    2    7   23                                             
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   23                                             
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14   20                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   12   18   19                                             
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   13   21   24                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22    6    9                                                  
CONECT   24   20   25                                                       
CONECT   25   24                                                            
CONECT   26    4   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

COMPND    HMDB0250395
HETATM    1  C1  UNL     1       6.193  -0.360  -0.658  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.694   1.046  -0.540  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.734   2.125  -0.476  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.401   1.340  -0.493  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.428   0.251  -0.559  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.397  -0.555   0.748  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.077  -1.321   0.498  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.643  -1.878   1.771  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.323  -0.417  -0.299  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.111  -0.992  -1.715  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.260  -1.585  -1.708  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.004  -1.039  -0.490  1.00  0.00           C  
HETATM   13  C13 UNL     1      -1.304  -2.124   0.451  1.00  0.00           C  
HETATM   14  C14 UNL     1      -2.296  -0.442  -1.025  1.00  0.00           C  
HETATM   15  C15 UNL     1      -3.272  -0.069   0.060  1.00  0.00           C  
HETATM   16  C16 UNL     1      -3.438   1.408   0.086  1.00  0.00           C  
HETATM   17  C17 UNL     1      -4.719   1.594   0.800  1.00  0.00           C  
HETATM   18  O1  UNL     1      -4.962   2.462   1.599  1.00  0.00           O  
HETATM   19  C18 UNL     1      -5.616   0.514   0.333  1.00  0.00           C  
HETATM   20  C19 UNL     1      -4.694  -0.530  -0.301  1.00  0.00           C  
HETATM   21  C20 UNL     1      -4.882  -0.621  -1.784  1.00  0.00           C  
HETATM   22  O2  UNL     1      -5.002  -1.740   0.316  1.00  0.00           O  
HETATM   23  C21 UNL     1      -2.328   2.171   0.688  1.00  0.00           C  
HETATM   24  C22 UNL     1      -2.639   3.577   0.785  1.00  0.00           C  
HETATM   25  O3  UNL     1      -1.814   4.375   1.269  1.00  0.00           O  
HETATM   26  C23 UNL     1      -1.104   1.929   1.173  1.00  0.00           C  
HETATM   27  C24 UNL     1      -0.350   0.646   1.285  1.00  0.00           C  
HETATM   28  C25 UNL     1      -0.051   0.027  -0.016  1.00  0.00           C  
HETATM   29  O4  UNL     1       2.103   0.747  -0.520  1.00  0.00           O  
HETATM   30  H1  UNL     1       6.532  -0.752   0.329  1.00  0.00           H  
HETATM   31  H2  UNL     1       7.109  -0.311  -1.312  1.00  0.00           H  
HETATM   32  H3  UNL     1       5.501  -1.027  -1.185  1.00  0.00           H  
HETATM   33  H4  UNL     1       6.239   3.083  -0.175  1.00  0.00           H  
HETATM   34  H5  UNL     1       7.247   2.244  -1.450  1.00  0.00           H  
HETATM   35  H6  UNL     1       7.420   1.860   0.339  1.00  0.00           H  
HETATM   36  H7  UNL     1       4.121   2.371  -0.409  1.00  0.00           H  
HETATM   37  H8  UNL     1       3.574  -0.418  -1.416  1.00  0.00           H  
HETATM   38  H9  UNL     1       4.238  -1.238   0.842  1.00  0.00           H  
HETATM   39  H10 UNL     1       3.260   0.140   1.583  1.00  0.00           H  
HETATM   40  H11 UNL     1       2.442  -2.201  -0.124  1.00  0.00           H  
HETATM   41  H12 UNL     1       0.952  -1.350   2.401  1.00  0.00           H  
HETATM   42  H13 UNL     1       1.222  -2.919   1.627  1.00  0.00           H  
HETATM   43  H14 UNL     1       2.555  -2.082   2.415  1.00  0.00           H  
HETATM   44  H15 UNL     1       1.844  -1.818  -1.868  1.00  0.00           H  
HETATM   45  H16 UNL     1       1.244  -0.239  -2.488  1.00  0.00           H  
HETATM   46  H17 UNL     1      -0.751  -1.321  -2.660  1.00  0.00           H  
HETATM   47  H18 UNL     1      -0.241  -2.700  -1.672  1.00  0.00           H  
HETATM   48  H19 UNL     1      -1.243  -1.915   1.514  1.00  0.00           H  
HETATM   49  H20 UNL     1      -0.684  -3.029   0.182  1.00  0.00           H  
HETATM   50  H21 UNL     1      -2.359  -2.484   0.267  1.00  0.00           H  
HETATM   51  H22 UNL     1      -2.718  -1.199  -1.729  1.00  0.00           H  
HETATM   52  H23 UNL     1      -2.022   0.431  -1.643  1.00  0.00           H  
HETATM   53  H24 UNL     1      -3.061  -0.537   1.031  1.00  0.00           H  
HETATM   54  H25 UNL     1      -3.593   1.751  -0.959  1.00  0.00           H  
HETATM   55  H26 UNL     1      -6.248   0.902  -0.493  1.00  0.00           H  
HETATM   56  H27 UNL     1      -6.245   0.099   1.123  1.00  0.00           H  
HETATM   57  H28 UNL     1      -4.750  -1.686  -2.092  1.00  0.00           H  
HETATM   58  H29 UNL     1      -5.940  -0.360  -2.057  1.00  0.00           H  
HETATM   59  H30 UNL     1      -4.225   0.057  -2.360  1.00  0.00           H  
HETATM   60  H31 UNL     1      -5.055  -2.486  -0.328  1.00  0.00           H  
HETATM   61  H32 UNL     1      -3.582   3.949   0.442  1.00  0.00           H  
HETATM   62  H33 UNL     1      -0.605   2.813   1.533  1.00  0.00           H  
HETATM   63  H34 UNL     1       0.631   0.934   1.769  1.00  0.00           H  
HETATM   64  H35 UNL     1      -0.947   0.041   1.995  1.00  0.00           H  
HETATM   65  H36 UNL     1      -0.234   0.855  -0.784  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3    4    4
CONECT    3   33   34   35
CONECT    4    5   36
CONECT    5    6   29   37
CONECT    6    7   38   39
CONECT    7    8    9   40
CONECT    8   41   42   43
CONECT    9   10   28   29
CONECT   10   11   44   45
CONECT   11   12   46   47
CONECT   12   13   14   28
CONECT   13   48   49   50
CONECT   14   15   51   52
CONECT   15   16   20   53
CONECT   16   17   23   54
CONECT   17   18   18   19
CONECT   19   20   55   56
CONECT   20   21   22
CONECT   21   57   58   59
CONECT   22   60
CONECT   23   24   26   26
CONECT   24   25   25   61
CONECT   26   27   62
CONECT   27   28   63   64
CONECT   28   65
END

HMDB0250395
     RDKit          3D
Cochliobolin A
 65 68  0  0  0  0  0  0  0  0999 V2000
    6.1926   -0.3595   -0.6579 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6942    1.0457   -0.5404 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7336    2.1251   -0.4759 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4007    1.3404   -0.4932 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4280    0.2511   -0.5585 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3975   -0.5554    0.7484 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0767   -1.3210    0.4982 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6430   -1.8776    1.7709 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3233   -0.4173   -0.2989 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1112   -0.9922   -1.7150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2604   -1.5846   -1.7076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0036   -1.0388   -0.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3043   -2.1240    0.4514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2955   -0.4423   -1.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2717   -0.0685    0.0602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4380    1.4083    0.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7194    1.5939    0.7996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9624    2.4618    1.5988 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6156    0.5138    0.3335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6935   -0.5297   -0.3015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8816   -0.6211   -1.7837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0017   -1.7404    0.3160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3275    2.1712    0.6884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6389    3.5771    0.7848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8139    4.3753    1.2689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1045    1.9292    1.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3501    0.6462    1.2847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0506    0.0270   -0.0157 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1033    0.7473   -0.5202 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5318   -0.7516    0.3287 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1087   -0.3114   -1.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5010   -1.0269   -1.1853 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2394    3.0826   -0.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2472    2.2435   -1.4499 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4198    1.8604    0.3392 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1206    2.3715   -0.4087 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5744   -0.4181   -1.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2384   -1.2381    0.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2599    0.1403    1.5827 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4424   -2.2008   -0.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9520   -1.3503    2.4013 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2223   -2.9187    1.6274 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5548   -2.0820    2.4148 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8440   -1.8184   -1.8684 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2444   -0.2386   -2.4879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7510   -1.3208   -2.6598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2405   -2.6999   -1.6720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2433   -1.9147    1.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6840   -3.0294    0.1817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3592   -2.4845    0.2667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7179   -1.1993   -1.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0224    0.4308   -1.6429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0607   -0.5369    1.0312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5929    1.7511   -0.9588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2479    0.9021   -0.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2448    0.0991    1.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7502   -1.6856   -2.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9403   -0.3597   -2.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2247    0.0573   -2.3598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0551   -2.4862   -0.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5816    3.9494    0.4416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6050    2.8131    1.5330 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6306    0.9341    1.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9465    0.0407    1.9951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2342    0.8549   -0.7837 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 16 23  1  0
 23 24  1  0
 24 25  2  0
 23 26  2  0
 26 27  1  0
 27 28  1  0
  9 29  1  0
 29  5  1  0
 28  9  1  0
 28 12  1  0
 20 15  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  8 41  1  0
  8 42  1  0
  8 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 13 48  1  0
 13 49  1  0
 13 50  1  0
 14 51  1  0
 14 52  1  0
 15 53  1  0
 16 54  1  0
 19 55  1  0
 19 56  1  0
 21 57  1  0
 21 58  1  0
 21 59  1  0
 22 60  1  0
 24 61  1  0
 26 62  1  0
 27 63  1  0
 27 64  1  0
 28 65  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₅H₃₆O₄

Average Molecular Weight

400.559

Monoisotopic Molecular Weight

400.261359639

IUPAC Name

14'-hydroxy-3,3',14'-trimethyl-5-(2-methylprop-1-en-1-yl)-12'-oxospiro[oxolane-2,6'-tricyclo[9.3.0.0³,⁷]tetradecan]-9'-ene-10'-carbaldehyde

Traditional Name

14'-hydroxy-3,3',14'-trimethyl-5-(2-methylprop-1-en-1-yl)-12'-oxospiro[oxolane-2,6'-tricyclo[9.3.0.0³,⁷]tetradecan]-9'-ene-10'-carbaldehyde

CAS Registry Number

Not Available

SMILES

CC1CC(OC11CCC2(C)CC3C(C(=O)CC3(C)O)C(C=O)=CCC12)C=C(C)C

InChI Identifier

InChI=1S/C25H36O4/c1-15(2)10-18-11-16(3)25(29-18)9-8-23(4)12-19-22(20(27)13-24(19,5)28)17(14-26)6-7-21(23)25/h6,10,14,16,18-19,21-22,28H,7-9,11-13H2,1-5H3

InChI Key

MWYYLZRWWNBROW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ophiobolane sesterterpenoids. These are sesterterpnoids with a structure based on the ophiobolane backbone. Ophiobolane is a tricyclic compound consisting of two cyclopentane rings joined by a cyclooctane ring, and carries a methyl group at the 1-, 4-, and 8-position, as well as a 6-methylheptane group at the 12-position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesterterpenoids

Direct Parent

Ophiobolane sesterterpenoids

Alternative Parents

Substituents

Ophiobolane sesterterpenoid
Cyclic alcohol
Tertiary alcohol
Tetrahydrofuran
Ketone
Organoheterocyclic compound
Ether
Dialkyl ether
Oxacycle
Aldehyde
Organooxygen compound
Organic oxygen compound
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

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
logP	3.85	ALOGPS
logP	3.54	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	10.62	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	115.04 m³·mol⁻¹	ChemAxon
Polarizability	45.56 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	229.42	30932474
DeepCCS	[M+Na]+	205.402	30932474
AllCCS	[M+H]+	199.0	32859911
AllCCS	[M+H-H2O]+	196.7	32859911
AllCCS	[M+NH4]+	201.2	32859911
AllCCS	[M+Na]+	201.9	32859911
AllCCS	[M-H]-	204.9	32859911
AllCCS	[M+Na-2H]-	206.0	32859911
AllCCS	[M+HCOO]-	207.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cochliobolin A	CC1CC(OC11CCC2(C)CC3C(C(=O)CC3(C)O)C(C=O)=CCC12)C=C(C)C	3987.1	Standard polar	33892256
Cochliobolin A	CC1CC(OC11CCC2(C)CC3C(C(=O)CC3(C)O)C(C=O)=CCC12)C=C(C)C	2972.1	Standard non polar	33892256
Cochliobolin A	CC1CC(OC11CCC2(C)CC3C(C(=O)CC3(C)O)C(C=O)=CCC12)C=C(C)C	3106.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cochliobolin A,2TMS,isomer #1	CC(C)=CC1CC(C)C2(CCC3(C)CC4C(=C(O[Si](C)(C)C)CC4(C)O[Si](C)(C)C)C(C=O)=CCC32)O1	3162.1	Semi standard non polar	33892256
Cochliobolin A,2TMS,isomer #1	CC(C)=CC1CC(C)C2(CCC3(C)CC4C(=C(O[Si](C)(C)C)CC4(C)O[Si](C)(C)C)C(C=O)=CCC32)O1	3133.8	Standard non polar	33892256
Cochliobolin A,2TMS,isomer #1	CC(C)=CC1CC(C)C2(CCC3(C)CC4C(=C(O[Si](C)(C)C)CC4(C)O[Si](C)(C)C)C(C=O)=CCC32)O1	3345.3	Standard polar	33892256
Cochliobolin A,2TMS,isomer #2	CC(C)=CC1CC(C)C2(CCC3(C)CC4C(C(C=O)=CCC32)C(O[Si](C)(C)C)=CC4(C)O[Si](C)(C)C)O1	3040.1	Semi standard non polar	33892256
Cochliobolin A,2TMS,isomer #2	CC(C)=CC1CC(C)C2(CCC3(C)CC4C(C(C=O)=CCC32)C(O[Si](C)(C)C)=CC4(C)O[Si](C)(C)C)O1	3041.9	Standard non polar	33892256
Cochliobolin A,2TMS,isomer #2	CC(C)=CC1CC(C)C2(CCC3(C)CC4C(C(C=O)=CCC32)C(O[Si](C)(C)C)=CC4(C)O[Si](C)(C)C)O1	3299.3	Standard polar	33892256
Cochliobolin A,2TBDMS,isomer #1	CC(C)=CC1CC(C)C2(CCC3(C)CC4C(=C(O[Si](C)(C)C(C)(C)C)CC4(C)O[Si](C)(C)C(C)(C)C)C(C=O)=CCC32)O1	3582.1	Semi standard non polar	33892256
Cochliobolin A,2TBDMS,isomer #1	CC(C)=CC1CC(C)C2(CCC3(C)CC4C(=C(O[Si](C)(C)C(C)(C)C)CC4(C)O[Si](C)(C)C(C)(C)C)C(C=O)=CCC32)O1	3583.2	Standard non polar	33892256
Cochliobolin A,2TBDMS,isomer #1	CC(C)=CC1CC(C)C2(CCC3(C)CC4C(=C(O[Si](C)(C)C(C)(C)C)CC4(C)O[Si](C)(C)C(C)(C)C)C(C=O)=CCC32)O1	3537.3	Standard polar	33892256
Cochliobolin A,2TBDMS,isomer #2	CC(C)=CC1CC(C)C2(CCC3(C)CC4C(C(C=O)=CCC32)C(O[Si](C)(C)C(C)(C)C)=CC4(C)O[Si](C)(C)C(C)(C)C)O1	3483.4	Semi standard non polar	33892256
Cochliobolin A,2TBDMS,isomer #2	CC(C)=CC1CC(C)C2(CCC3(C)CC4C(C(C=O)=CCC32)C(O[Si](C)(C)C(C)(C)C)=CC4(C)O[Si](C)(C)C(C)(C)C)O1	3436.5	Standard non polar	33892256
Cochliobolin A,2TBDMS,isomer #2	CC(C)=CC1CC(C)C2(CCC3(C)CC4C(C(C=O)=CCC32)C(O[Si](C)(C)C(C)(C)C)=CC4(C)O[Si](C)(C)C(C)(C)C)O1	3484.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Cochliobolin A GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-1029000000-ffba4479d5c68f8fe37a	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cochliobolin A GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cochliobolin A GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cochliobolin A GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cochliobolin A GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cochliobolin A GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cochliobolin A GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cochliobolin A GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	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 - Cochliobolin A 10V, Positive-QTOF	splash10-0f89-0009400000-1e46781044644e8b6de4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cochliobolin A 20V, Positive-QTOF	splash10-053r-2119100000-1ce3ed41929aaf2a6f76	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cochliobolin A 40V, Positive-QTOF	splash10-0a59-9635000000-62bbdedb7b50856713ad	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cochliobolin A 10V, Negative-QTOF	splash10-0002-0009000000-862f976f5bb756190d3e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cochliobolin A 20V, Negative-QTOF	splash10-0002-0009000000-68902f06da5a15095d6a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cochliobolin A 40V, Negative-QTOF	splash10-067j-0009000000-d2ef68abc6b7013cf1fb	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4437

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4598

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Cochliobolin A (HMDB0250395)

MOL for HMDB0250395 (Cochliobolin A)

3D MOL for HMDB0250395 (Cochliobolin A)

3D SDF for HMDB0250395 (Cochliobolin A)

3D-SDF for HMDB0250395 (Cochliobolin A)

PDB for HMDB0250395 (Cochliobolin A)

3D PDB for HMDB0250395 (Cochliobolin A)

SMILES for HMDB0250395 (Cochliobolin A)

INCHI for HMDB0250395 (Cochliobolin A)

Structure for HMDB0250395 (Cochliobolin A)

3D Structure for HMDB0250395 (Cochliobolin A)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra