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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:53:27 UTC

Update Date

2021-09-26 23:00:10 UTC

HMDB ID

HMDB0249378

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Brevetoxin 3

Description

Brevetoxin 3, also known as brevetoxin T-17 or T17 toxin, belongs to the class of organic compounds known as brevetoxins and derivatives. These are a group of cyclic polyether compounds produced naturally by a species of dinoflagellate known as Karenia brevis. They contain a Pentaoxapentacycloheptacos- 23-en-7-one derivative (type a brevetoxin) or a pentaoxapentacyclotetracosa- 8,23-dien-7-one derivative (type b brevetoxin). Based on a literature review a significant number of articles have been published on Brevetoxin 3. This compound has been identified in human blood as reported by (PMID: 31557052 ). Brevetoxin 3 is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Brevetoxin 3 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


  Mrv1652309112105532D          

 64 74  0  0  0  0            999 V2000
   -2.1416   -3.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4591   -4.5220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2829   -4.5663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7618   -5.2380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5353   -6.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1090   -6.6242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9093   -6.4237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1358   -5.6305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5621   -5.0376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9361   -5.4300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5098   -6.0229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2833   -6.8162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4830   -7.0166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8570   -7.4090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6573   -7.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8838   -6.4153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6841   -6.2149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3101   -5.8224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6304   -8.2023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6827   -7.2170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7738   -6.3488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0508   -5.9514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9107   -5.1384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1878   -4.7410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5483   -5.0669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.2883   -4.5064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5374   -5.2005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9615   -5.9081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5608   -6.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7359   -6.6428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9849   -7.3369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8098   -7.3233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2106   -6.6022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7864   -5.8946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   10.2611   -5.8540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6618   -5.1329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.1601   -7.3504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9936   -3.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6006   -6.0522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1997   -5.8517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6787   -6.5235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5025   -6.5678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0855   -6.6259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4008   -6.2526    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
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  7 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 11 18  1  0  0  0  0
 14 19  1  0  0  0  0
  7 20  1  0  0  0  0
  5 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  2 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
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 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 27 32  1  0  0  0  0
 31 33  1  0  0  0  0
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 30 38  1  0  0  0  0
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 47 48  1  0  0  0  0
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 61 62  1  0  0  0  0
 22 62  1  0  0  0  0
 60 63  1  0  0  0  0
 28 64  1  0  0  0  0
M  END

HMDB0249378
     RDKit          3D
Brevetoxin 3
136146  0  0  0  0  0  0  0  0999 V2000
  -13.2114   -1.0229    1.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7038   -2.2375    0.9902 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4925   -3.3651    1.6447 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.6072   -2.8964    2.2922 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4495   -2.5529    0.2740 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6385   -1.3478   -0.0042 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1394   -0.5924    1.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6292    0.7490    0.7414 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6888    1.6050    0.5302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6893    0.6424   -0.4461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7724    1.9657   -1.1810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4218    0.4095    0.0605 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7733   -0.6725   -0.5017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3573   -0.7196    0.0089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3354   -0.3498   -1.0533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0936   -0.2720   -0.5747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3417    0.8512   -0.7510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9861    0.3635   -1.3096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0524    1.5399   -1.3077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7875    2.6714   -2.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1166    1.3662   -1.9527 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2013    0.8733   -1.3078 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2184   -0.6445   -1.5467 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4198    1.4213   -2.0166 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5596    1.7740   -1.1273 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1150    0.6368   -0.3361 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3901    1.0728    0.1002 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3703    0.1395   -0.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6909    0.8416   -0.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8671   -0.1110   -0.1320 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0182   -0.5476   -1.5982 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9691    0.6130    0.2032 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8817    0.0721    1.0488 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8532   -0.8615    0.4378 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2069   -0.6730   -0.9842 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4307   -1.8513    1.0919 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0993   -2.0513    2.5178 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6058   -2.9685    3.2044 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2050   -1.1892    3.0823 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2798   -0.4748    2.3174 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0126   -1.2487    2.1095 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.0100   -1.5669    0.9691 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0258    0.0299    0.6998 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2913    1.1011    0.1586 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9288    1.0320    0.8478 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0589    2.0193    0.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1109    2.3516    0.6957 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1769    1.4991    0.5760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9577    0.3623    1.5909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4166    2.2300    1.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3914    2.5480   -0.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9701    2.0702   -1.0944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8588    0.7937   -1.8407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0894    0.5271   -2.4077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7180   -0.6117   -1.9997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1493   -0.5997   -2.5076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1522   -0.4209   -1.3933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5179   -1.6127   -0.8063 O   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1459   -0.8849    1.7304 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7991   -0.1088    0.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8172   -4.0053    0.8041 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8606   -3.9204    2.3464 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.3274   -2.5869    1.6999 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6796   -3.1471   -0.6397 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8286   -3.2319    0.9216 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2475   -0.6073   -0.6072 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9171   -0.4589    1.9338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3085   -1.1366    1.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0424    1.1752    1.6014 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.9391    2.5924   -0.7469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2831   -1.5879   -0.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2703   -0.1505    0.9305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0926   -1.7823    0.2932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3547   -1.2338   -1.7650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6521    1.5773   -1.4911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1886    0.0955   -2.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6347   -0.4962   -0.7464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0516    3.3843   -2.4764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3232    2.2179   -2.8887 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309112105532D          

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M  END
> <DATABASE_ID>
HMDB0249378

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CC2OC3CC4OC(=O)C=C(C)C4OC3(C)CC2OC2CCC3(C)OC4(C)CC5OC6CC7OC8(C)C(O)CC(CC(=C)CO)OC8CC7OC6C=CCC5(C)OC4CC3OC12

> <INCHI_IDENTIFIER>
InChI=1S/C50H72O14/c1-25(24-51)14-28-17-37(52)50(8)41(54-28)19-33-34(61-50)18-32-29(55-33)10-9-12-46(4)42(58-32)23-49(7)40(62-46)21-39-47(5,64-49)13-11-30-44(60-39)26(2)15-31-36(56-30)22-48(6)38(57-31)20-35-45(63-48)27(3)16-43(53)59-35/h9-10,16,26,28-42,44-45,51-52H,1,11-15,17-24H2,2-8H3

> <INCHI_KEY>
BKMHDYJRAAJTAD-UHFFFAOYSA-N

> <FORMULA>
C50H72O14

> <MOLECULAR_WEIGHT>
897.112

> <EXACT_MASS>
896.492206998

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
136

> <JCHEM_AVERAGE_POLARIZABILITY>
99.78322805735118

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
12-hydroxy-14-(3-hydroxy-2-methylidenepropyl)-1,3,11,24,31,41,44-heptamethyl-2,6,10,15,19,25,29,34,38,43,47-undecaoxaundecacyclo[26.22.0.0^{3,26}.0^{5,24}.0^{7,20}.0^{9,18}.0^{11,16}.0^{30,48}.0^{33,46}.0^{35,44}.0^{37,42}]pentaconta-21,40-dien-39-one

> <ALOGPS_LOGP>
3.22

> <JCHEM_LOGP>
3.360343054333332

> <ALOGPS_LOGS>
-5.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
11

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.189082108970904

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.817053343721042

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7243564035306953

> <JCHEM_POLAR_SURFACE_AREA>
159.06

> <JCHEM_REFRACTIVITY>
231.09949999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.36e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
12-hydroxy-14-(3-hydroxy-2-methylidenepropyl)-1,3,11,24,31,41,44-heptamethyl-2,6,10,15,19,25,29,34,38,43,47-undecaoxaundecacyclo[26.22.0.0^{3,26}.0^{5,24}.0^{7,20}.0^{9,18}.0^{11,16}.0^{30,48}.0^{33,46}.0^{35,44}.0^{37,42}]pentaconta-21,40-dien-39-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249378
     RDKit          3D
Brevetoxin 3
136146  0  0  0  0  0  0  0  0999 V2000
  -13.2114   -1.0229    1.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7038   -2.2375    0.9902 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4925   -3.3651    1.6447 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.6072   -2.8964    2.2922 O   0  0  0  0  0  0  0  0  0  0  0  0
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  -10.1394   -0.5924    1.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.7724    1.9657   -1.1810 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4198    1.4213   -2.0166 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.3901    1.0728    0.1002 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.0894    0.5271   -2.4077 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -3.998  -7.020   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.590  -8.441   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.128  -8.524   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -7.022  -9.778   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.599 -11.258   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -7.670 -12.365   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -9.164 -11.991   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -9.587 -10.510   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -8.516  -9.404   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0     -11.081 -10.136   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -12.152 -11.243   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -11.729 -12.723   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0     -10.235 -13.098   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0     -12.800 -13.830   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -14.294 -13.456   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -14.716 -11.975   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0     -16.210 -11.601   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0     -13.646 -10.869   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0     -12.377 -15.311   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -8.741 -13.472   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -5.178 -11.851   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -3.828 -11.109   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.567  -9.592   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -2.217  -8.850   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -0.796  -9.442   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.275  -8.336   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.769  -8.710   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.192 -10.191   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.686 -10.565   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.757  -9.458   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.334  -7.977   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       2.840  -7.603   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       5.082  -6.631   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       6.563  -6.208   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       7.909  -6.956   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       8.332  -8.437   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       7.584  -9.783   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       6.103 -10.206   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       8.375 -11.104   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       9.915 -11.079   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      10.663  -9.733   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       9.872  -8.412   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      12.203  -9.708   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      12.995 -11.028   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      12.247 -12.375   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      10.707 -12.400   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      13.039 -13.695   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      14.578 -13.670   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      15.326 -12.324   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      14.535 -11.003   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0      16.866 -12.299   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      17.614 -10.953   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      16.822  -9.632   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      19.154 -10.927   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0      19.902  -9.581   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0      12.291 -15.042   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0      11.499 -13.721   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0       3.721  -6.564   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0       1.121 -11.297   0.000  0.00  0.00           O+0
HETATM   60  C   UNK     0      -0.373 -10.923   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      -1.267 -12.177   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      -2.805 -12.260   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0       0.160 -12.368   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0       2.615 -11.672   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   23                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6   21                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   13   20                                             
CONECT    8    7    9   10                                                  
CONECT    9    8    4                                                       
CONECT   10    8   11                                                       
CONECT   11   10   12   18                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12    7                                                       
CONECT   14   12   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   11                                                       
CONECT   19   14                                                            
CONECT   20    7                                                            
CONECT   21    5   22                                                       
CONECT   22   21   23   62                                                  
CONECT   23   22    2   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   60                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   32                                                  
CONECT   28   27   29   59   64                                             
CONECT   29   28   30                                                       
CONECT   30   29   31   38                                                  
CONECT   31   30   32   33   58                                             
CONECT   32   31   27                                                       
CONECT   33   31   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37   42                                                  
CONECT   37   36   38   39                                                  
CONECT   38   37   30                                                       
CONECT   39   37   40                                                       
CONECT   40   39   41   46                                                  
CONECT   41   40   42   43                                                  
CONECT   42   41   36                                                       
CONECT   43   41   44                                                       
CONECT   44   43   45   50                                                  
CONECT   45   44   46   47   57                                             
CONECT   46   45   40                                                       
CONECT   47   45   48   56                                                  
CONECT   48   47   49                                                       
CONECT   49   48   50   51                                                  
CONECT   50   49   44                                                       
CONECT   51   49   52                                                       
CONECT   52   51   53   54                                                  
CONECT   53   52                                                            
CONECT   54   52   55                                                       
CONECT   55   54                                                            
CONECT   56   47                                                            
CONECT   57   45                                                            
CONECT   58   31                                                            
CONECT   59   28   60                                                       
CONECT   60   59   25   61   63                                             
CONECT   61   60   62                                                       
CONECT   62   61   22                                                       
CONECT   63   60                                                            
CONECT   64   28                                                            
MASTER        0    0    0    0    0    0    0    0   64    0  148    0
END

COMPND    HMDB0249378
HETATM    1  C1  UNL     1     -13.211  -1.023   1.150  1.00  0.00           C  
HETATM    2  C2  UNL     1     -12.704  -2.237   0.990  1.00  0.00           C  
HETATM    3  C3  UNL     1     -13.492  -3.365   1.645  1.00  0.00           C  
HETATM    4  O1  UNL     1     -14.607  -2.896   2.292  1.00  0.00           O  
HETATM    5  C4  UNL     1     -11.449  -2.553   0.274  1.00  0.00           C  
HETATM    6  C5  UNL     1     -10.638  -1.348  -0.004  1.00  0.00           C  
HETATM    7  C6  UNL     1     -10.139  -0.592   1.179  1.00  0.00           C  
HETATM    8  C7  UNL     1      -9.629   0.749   0.741  1.00  0.00           C  
HETATM    9  O2  UNL     1     -10.689   1.605   0.530  1.00  0.00           O  
HETATM   10  C8  UNL     1      -8.689   0.642  -0.446  1.00  0.00           C  
HETATM   11  C9  UNL     1      -8.772   1.966  -1.181  1.00  0.00           C  
HETATM   12  O3  UNL     1      -7.422   0.410   0.061  1.00  0.00           O  
HETATM   13  C10 UNL     1      -6.773  -0.672  -0.502  1.00  0.00           C  
HETATM   14  C11 UNL     1      -5.357  -0.720   0.009  1.00  0.00           C  
HETATM   15  C12 UNL     1      -4.335  -0.350  -1.053  1.00  0.00           C  
HETATM   16  O4  UNL     1      -3.094  -0.272  -0.575  1.00  0.00           O  
HETATM   17  C13 UNL     1      -2.342   0.851  -0.751  1.00  0.00           C  
HETATM   18  C14 UNL     1      -0.986   0.363  -1.310  1.00  0.00           C  
HETATM   19  C15 UNL     1      -0.052   1.540  -1.308  1.00  0.00           C  
HETATM   20  C16 UNL     1      -0.787   2.671  -2.048  1.00  0.00           C  
HETATM   21  O5  UNL     1       1.117   1.366  -1.953  1.00  0.00           O  
HETATM   22  C17 UNL     1       2.201   0.873  -1.308  1.00  0.00           C  
HETATM   23  C18 UNL     1       2.218  -0.645  -1.547  1.00  0.00           C  
HETATM   24  C19 UNL     1       3.420   1.421  -2.017  1.00  0.00           C  
HETATM   25  C20 UNL     1       4.560   1.774  -1.127  1.00  0.00           C  
HETATM   26  C21 UNL     1       5.115   0.637  -0.336  1.00  0.00           C  
HETATM   27  O6  UNL     1       6.390   1.073   0.100  1.00  0.00           O  
HETATM   28  C22 UNL     1       7.370   0.140  -0.258  1.00  0.00           C  
HETATM   29  C23 UNL     1       8.691   0.842  -0.131  1.00  0.00           C  
HETATM   30  C24 UNL     1       9.867  -0.111  -0.132  1.00  0.00           C  
HETATM   31  C25 UNL     1      10.018  -0.548  -1.598  1.00  0.00           C  
HETATM   32  O7  UNL     1      10.969   0.613   0.203  1.00  0.00           O  
HETATM   33  C26 UNL     1      11.882   0.072   1.049  1.00  0.00           C  
HETATM   34  C27 UNL     1      12.853  -0.861   0.438  1.00  0.00           C  
HETATM   35  C28 UNL     1      13.207  -0.673  -0.984  1.00  0.00           C  
HETATM   36  C29 UNL     1      13.431  -1.851   1.092  1.00  0.00           C  
HETATM   37  C30 UNL     1      13.099  -2.051   2.518  1.00  0.00           C  
HETATM   38  O8  UNL     1      13.606  -2.969   3.204  1.00  0.00           O  
HETATM   39  O9  UNL     1      12.205  -1.189   3.082  1.00  0.00           O  
HETATM   40  C31 UNL     1      11.280  -0.475   2.317  1.00  0.00           C  
HETATM   41  C32 UNL     1      10.013  -1.249   2.110  1.00  0.00           C  
HETATM   42  C33 UNL     1       9.621  -1.346   0.668  1.00  0.00           C  
HETATM   43  O10 UNL     1       8.324  -1.820   0.561  1.00  0.00           O  
HETATM   44  C34 UNL     1       7.348  -0.910   0.862  1.00  0.00           C  
HETATM   45  C35 UNL     1       6.010  -1.567   0.969  1.00  0.00           C  
HETATM   46  C36 UNL     1       4.986  -0.752   1.712  1.00  0.00           C  
HETATM   47  C37 UNL     1       5.653  -0.218   2.961  1.00  0.00           C  
HETATM   48  C38 UNL     1       4.344   0.324   0.914  1.00  0.00           C  
HETATM   49  O11 UNL     1       3.026   0.030   0.700  1.00  0.00           O  
HETATM   50  C39 UNL     1       2.291   1.101   0.159  1.00  0.00           C  
HETATM   51  C40 UNL     1       0.929   1.032   0.848  1.00  0.00           C  
HETATM   52  C41 UNL     1       0.059   2.019   0.122  1.00  0.00           C  
HETATM   53  O12 UNL     1      -1.111   2.352   0.696  1.00  0.00           O  
HETATM   54  C42 UNL     1      -2.177   1.499   0.576  1.00  0.00           C  
HETATM   55  C43 UNL     1      -1.958   0.362   1.591  1.00  0.00           C  
HETATM   56  C44 UNL     1      -3.417   2.230   1.015  1.00  0.00           C  
HETATM   57  C45 UNL     1      -4.391   2.548  -0.017  1.00  0.00           C  
HETATM   58  C46 UNL     1      -4.970   2.070  -1.094  1.00  0.00           C  
HETATM   59  C47 UNL     1      -4.859   0.794  -1.841  1.00  0.00           C  
HETATM   60  O13 UNL     1      -6.089   0.527  -2.408  1.00  0.00           O  
HETATM   61  C48 UNL     1      -6.718  -0.612  -2.000  1.00  0.00           C  
HETATM   62  C49 UNL     1      -8.149  -0.600  -2.508  1.00  0.00           C  
HETATM   63  C50 UNL     1      -9.152  -0.421  -1.393  1.00  0.00           C  
HETATM   64  O14 UNL     1      -9.518  -1.613  -0.806  1.00  0.00           O  
HETATM   65  H1  UNL     1     -14.146  -0.885   1.730  1.00  0.00           H  
HETATM   66  H2  UNL     1     -12.799  -0.109   0.730  1.00  0.00           H  
HETATM   67  H3  UNL     1     -13.817  -4.005   0.804  1.00  0.00           H  
HETATM   68  H4  UNL     1     -12.861  -3.920   2.346  1.00  0.00           H  
HETATM   69  H5  UNL     1     -15.327  -2.587   1.700  1.00  0.00           H  
HETATM   70  H6  UNL     1     -11.680  -3.147  -0.640  1.00  0.00           H  
HETATM   71  H7  UNL     1     -10.829  -3.232   0.922  1.00  0.00           H  
HETATM   72  H8  UNL     1     -11.248  -0.607  -0.607  1.00  0.00           H  
HETATM   73  H9  UNL     1     -10.917  -0.459   1.934  1.00  0.00           H  
HETATM   74  H10 UNL     1      -9.309  -1.137   1.708  1.00  0.00           H  
HETATM   75  H11 UNL     1      -9.042   1.175   1.601  1.00  0.00           H  
HETATM   76  H12 UNL     1     -11.236   1.418  -0.250  1.00  0.00           H  
HETATM   77  H13 UNL     1      -8.529   1.881  -2.257  1.00  0.00           H  
HETATM   78  H14 UNL     1      -9.704   2.506  -1.026  1.00  0.00           H  
HETATM   79  H15 UNL     1      -7.939   2.592  -0.747  1.00  0.00           H  
HETATM   80  H16 UNL     1      -7.283  -1.588  -0.157  1.00  0.00           H  
HETATM   81  H17 UNL     1      -5.270  -0.150   0.930  1.00  0.00           H  
HETATM   82  H18 UNL     1      -5.093  -1.782   0.293  1.00  0.00           H  
HETATM   83  H19 UNL     1      -4.355  -1.234  -1.765  1.00  0.00           H  
HETATM   84  H20 UNL     1      -2.652   1.577  -1.491  1.00  0.00           H  
HETATM   85  H21 UNL     1      -1.189   0.095  -2.369  1.00  0.00           H  
HETATM   86  H22 UNL     1      -0.635  -0.496  -0.746  1.00  0.00           H  
HETATM   87  H23 UNL     1      -0.052   3.384  -2.476  1.00  0.00           H  
HETATM   88  H24 UNL     1      -1.323   2.218  -2.889  1.00  0.00           H  
HETATM   89  H25 UNL     1      -1.466   3.223  -1.368  1.00  0.00           H  
HETATM   90  H26 UNL     1       3.164  -0.977  -2.022  1.00  0.00           H  
HETATM   91  H27 UNL     1       1.406  -0.960  -2.229  1.00  0.00           H  
HETATM   92  H28 UNL     1       2.175  -1.199  -0.571  1.00  0.00           H  
HETATM   93  H29 UNL     1       3.173   2.334  -2.615  1.00  0.00           H  
HETATM   94  H30 UNL     1       3.815   0.691  -2.780  1.00  0.00           H  
HETATM   95  H31 UNL     1       4.390   2.695  -0.514  1.00  0.00           H  
HETATM   96  H32 UNL     1       5.393   2.091  -1.829  1.00  0.00           H  
HETATM   97  H33 UNL     1       5.211  -0.230  -1.013  1.00  0.00           H  
HETATM   98  H34 UNL     1       7.179  -0.314  -1.234  1.00  0.00           H  
HETATM   99  H35 UNL     1       8.795   1.528  -1.000  1.00  0.00           H  
HETATM  100  H36 UNL     1       8.697   1.459   0.772  1.00  0.00           H  
HETATM  101  H37 UNL     1      10.608   0.223  -2.133  1.00  0.00           H  
HETATM  102  H38 UNL     1       9.007  -0.515  -2.103  1.00  0.00           H  
HETATM  103  H39 UNL     1      10.390  -1.568  -1.675  1.00  0.00           H  
HETATM  104  H40 UNL     1      12.525   0.946   1.395  1.00  0.00           H  
HETATM  105  H41 UNL     1      14.328  -0.641  -1.116  1.00  0.00           H  
HETATM  106  H42 UNL     1      12.870   0.326  -1.367  1.00  0.00           H  
HETATM  107  H43 UNL     1      12.776  -1.445  -1.624  1.00  0.00           H  
HETATM  108  H44 UNL     1      14.148  -2.532   0.617  1.00  0.00           H  
HETATM  109  H45 UNL     1      10.993   0.421   2.946  1.00  0.00           H  
HETATM  110  H46 UNL     1      10.216  -2.307   2.452  1.00  0.00           H  
HETATM  111  H47 UNL     1       9.192  -0.914   2.777  1.00  0.00           H  
HETATM  112  H48 UNL     1      10.271  -2.151   0.210  1.00  0.00           H  
HETATM  113  H49 UNL     1       7.510  -0.334   1.795  1.00  0.00           H  
HETATM  114  H50 UNL     1       5.623  -1.955  -0.008  1.00  0.00           H  
HETATM  115  H51 UNL     1       6.164  -2.501   1.588  1.00  0.00           H  
HETATM  116  H52 UNL     1       4.211  -1.488   2.081  1.00  0.00           H  
HETATM  117  H53 UNL     1       4.873  -0.082   3.759  1.00  0.00           H  
HETATM  118  H54 UNL     1       6.340  -1.006   3.327  1.00  0.00           H  
HETATM  119  H55 UNL     1       6.123   0.762   2.819  1.00  0.00           H  
HETATM  120  H56 UNL     1       4.371   1.263   1.541  1.00  0.00           H  
HETATM  121  H57 UNL     1       2.729   2.054   0.468  1.00  0.00           H  
HETATM  122  H58 UNL     1       0.547   0.010   0.880  1.00  0.00           H  
HETATM  123  H59 UNL     1       1.057   1.386   1.890  1.00  0.00           H  
HETATM  124  H60 UNL     1       0.677   2.966   0.058  1.00  0.00           H  
HETATM  125  H61 UNL     1      -2.908   0.180   2.176  1.00  0.00           H  
HETATM  126  H62 UNL     1      -1.756  -0.597   1.093  1.00  0.00           H  
HETATM  127  H63 UNL     1      -1.218   0.654   2.364  1.00  0.00           H  
HETATM  128  H64 UNL     1      -3.125   3.162   1.603  1.00  0.00           H  
HETATM  129  H65 UNL     1      -3.968   1.640   1.815  1.00  0.00           H  
HETATM  130  H66 UNL     1      -4.803   3.564   0.164  1.00  0.00           H  
HETATM  131  H67 UNL     1      -5.694   2.721  -1.573  1.00  0.00           H  
HETATM  132  H68 UNL     1      -4.170   0.913  -2.737  1.00  0.00           H  
HETATM  133  H69 UNL     1      -6.268  -1.556  -2.369  1.00  0.00           H  
HETATM  134  H70 UNL     1      -8.424  -1.577  -3.003  1.00  0.00           H  
HETATM  135  H71 UNL     1      -8.252   0.157  -3.308  1.00  0.00           H  
HETATM  136  H72 UNL     1     -10.084  -0.016  -1.888  1.00  0.00           H  
CONECT    1    2    2   65   66
CONECT    2    3    5
CONECT    3    4   67   68
CONECT    4   69
CONECT    5    6   70   71
CONECT    6    7   64   72
CONECT    7    8   73   74
CONECT    8    9   10   75
CONECT    9   76
CONECT   10   11   12   63
CONECT   11   77   78   79
CONECT   12   13
CONECT   13   14   61   80
CONECT   14   15   81   82
CONECT   15   16   59   83
CONECT   16   17
CONECT   17   18   54   84
CONECT   18   19   85   86
CONECT   19   20   21   52
CONECT   20   87   88   89
CONECT   21   22
CONECT   22   23   24   50
CONECT   23   90   91   92
CONECT   24   25   93   94
CONECT   25   26   95   96
CONECT   26   27   48   97
CONECT   27   28
CONECT   28   29   44   98
CONECT   29   30   99  100
CONECT   30   31   32   42
CONECT   31  101  102  103
CONECT   32   33
CONECT   33   34   40  104
CONECT   34   35   36   36
CONECT   35  105  106  107
CONECT   36   37  108
CONECT   37   38   38   39
CONECT   39   40
CONECT   40   41  109
CONECT   41   42  110  111
CONECT   42   43  112
CONECT   43   44
CONECT   44   45  113
CONECT   45   46  114  115
CONECT   46   47   48  116
CONECT   47  117  118  119
CONECT   48   49  120
CONECT   49   50
CONECT   50   51  121
CONECT   51   52  122  123
CONECT   52   53  124
CONECT   53   54
CONECT   54   55   56
CONECT   55  125  126  127
CONECT   56   57  128  129
CONECT   57   58   58  130
CONECT   58   59  131
CONECT   59   60  132
CONECT   60   61
CONECT   61   62  133
CONECT   62   63  134  135
CONECT   63   64  136
END

HMDB0249378
     RDKit          3D
Brevetoxin 3
136146  0  0  0  0  0  0  0  0999 V2000
  -13.2114   -1.0229    1.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7038   -2.2375    0.9902 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4925   -3.3651    1.6447 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.6072   -2.8964    2.2922 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4495   -2.5529    0.2740 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6385   -1.3478   -0.0042 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1394   -0.5924    1.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6292    0.7490    0.7414 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6888    1.6050    0.5302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6893    0.6424   -0.4461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7724    1.9657   -1.1810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4218    0.4095    0.0605 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7733   -0.6725   -0.5017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3573   -0.7196    0.0089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3354   -0.3498   -1.0533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0936   -0.2720   -0.5747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3417    0.8512   -0.7510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9861    0.3635   -1.3096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0524    1.5399   -1.3077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7875    2.6714   -2.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1166    1.3662   -1.9527 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2013    0.8733   -1.3078 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2184   -0.6445   -1.5467 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4198    1.4213   -2.0166 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5596    1.7740   -1.1273 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1150    0.6368   -0.3361 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3901    1.0728    0.1002 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3703    0.1395   -0.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6909    0.8416   -0.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8671   -0.1110   -0.1320 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0182   -0.5476   -1.5982 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9691    0.6130    0.2032 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8817    0.0721    1.0488 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8532   -0.8615    0.4378 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2069   -0.6730   -0.9842 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4307   -1.8513    1.0919 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0993   -2.0513    2.5178 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6058   -2.9685    3.2044 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2050   -1.1892    3.0823 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2798   -0.4748    2.3174 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0126   -1.2487    2.1095 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6207   -1.3459    0.6677 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3238   -1.8202    0.5612 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3481   -0.9103    0.8620 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0100   -1.5669    0.9691 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9856   -0.7523    1.7122 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6531   -0.2184    2.9610 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3440    0.3237    0.9137 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0258    0.0299    0.6998 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2913    1.1011    0.1586 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9288    1.0320    0.8478 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0589    2.0193    0.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1109    2.3516    0.6957 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1769    1.4991    0.5760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9577    0.3623    1.5909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4166    2.2300    1.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3914    2.5480   -0.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9701    2.0702   -1.0944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8588    0.7937   -1.8407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0894    0.5271   -2.4077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7180   -0.6117   -1.9997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1493   -0.5997   -2.5076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1522   -0.4209   -1.3933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5179   -1.6127   -0.8063 O   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1459   -0.8849    1.7304 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7991   -0.1088    0.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8172   -4.0053    0.8041 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8606   -3.9204    2.3464 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.3274   -2.5869    1.6999 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6796   -3.1471   -0.6397 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8286   -3.2319    0.9216 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2475   -0.6073   -0.6072 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9171   -0.4589    1.9338 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.5291    1.8811   -2.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7042    2.5064   -1.0265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9391    2.5924   -0.7469 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.3547   -1.2338   -1.7650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6521    1.5773   -1.4911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1886    0.0955   -2.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6347   -0.4962   -0.7464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0516    3.3843   -2.4764 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4665    3.2225   -1.3678 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
T17 Toxin	MeSH
Brevetoxin GB-3	MeSH
Brevetoxin T-17	MeSH
Brevetoxin T17	MeSH

Chemical Formula

C₅₀H₇₂O₁₄

Average Molecular Weight

897.112

Monoisotopic Molecular Weight

896.492206998

IUPAC Name

12-hydroxy-14-(3-hydroxy-2-methylidenepropyl)-1,3,11,24,31,41,44-heptamethyl-2,6,10,15,19,25,29,34,38,43,47-undecaoxaundecacyclo[26.22.0.0^{3,26}.0^{5,24}.0^{7,20}.0^{9,18}.0^{11,16}.0^{30,48}.0^{33,46}.0^{35,44}.0^{37,42}]pentaconta-21,40-dien-39-one

Traditional Name

CAS Registry Number

Not Available

SMILES

CC1CC2OC3CC4OC(=O)C=C(C)C4OC3(C)CC2OC2CCC3(C)OC4(C)CC5OC6CC7OC8(C)C(O)CC(CC(=C)CO)OC8CC7OC6C=CCC5(C)OC4CC3OC12

InChI Identifier

InChI=1S/C50H72O14/c1-25(24-51)14-28-17-37(52)50(8)41(54-28)19-33-34(61-50)18-32-29(55-33)10-9-12-46(4)42(58-32)23-49(7)40(62-46)21-39-47(5,64-49)13-11-30-44(60-39)26(2)15-31-36(56-30)22-48(6)38(57-31)20-35-45(63-48)27(3)16-43(53)59-35/h9-10,16,26,28-42,44-45,51-52H,1,11-15,17-24H2,2-8H3

InChI Key

BKMHDYJRAAJTAD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as brevetoxins and derivatives. These are a group of cyclic polyether compounds produced naturally by a species of dinoflagellate known as Karenia brevis. They contain a Pentaoxapentacycloheptacos- 23-en-7-one derivative (type a brevetoxin) or a pentaoxapentacyclotetracosa- 8,23-dien-7-one derivative (type b brevetoxin).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Brevetoxins and derivatives

Sub Class

Not Available

Direct Parent

Brevetoxins and derivatives

Alternative Parents

Substituents

Brevetoxin type b fragment
Dihydropyranone
Oxepane
Monosaccharide
Pyran
Oxane
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Lactone
Secondary alcohol
Carboxylic acid derivative
Dialkyl ether
Ether
Oxacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Alcohol
Organic oxide
Organooxygen compound
Primary alcohol
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)

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	3.22	ALOGPS
logP	3.36	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	13.82	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	159.06 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	231.1 m³·mol⁻¹	ChemAxon
Polarizability	99.78 Å³	ChemAxon
Number of Rings	11	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Brevetoxin 3	CC1CC2OC3CC4OC(=O)C=C(C)C4OC3(C)CC2OC2CCC3(C)OC4(C)CC5OC6CC7OC8(C)C(O)CC(CC(=C)CO)OC8CC7OC6C=CCC5(C)OC4CC3OC12	6318.9	Standard polar	33892256
Brevetoxin 3	CC1CC2OC3CC4OC(=O)C=C(C)C4OC3(C)CC2OC2CCC3(C)OC4(C)CC5OC6CC7OC8(C)C(O)CC(CC(=C)CO)OC8CC7OC6C=CCC5(C)OC4CC3OC12	5594.5	Standard non polar	33892256
Brevetoxin 3	CC1CC2OC3CC4OC(=O)C=C(C)C4OC3(C)CC2OC2CCC3(C)OC4(C)CC5OC6CC7OC8(C)C(O)CC(CC(=C)CO)OC8CC7OC6C=CCC5(C)OC4CC3OC12	6671.3	Semi standard non polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brevetoxin 3 10V, Positive-QTOF	splash10-0002-0000000090-fee6bcfe9ecd3e158d32	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brevetoxin 3 20V, Positive-QTOF	splash10-054k-5001011090-e6bda87113273f78d981	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brevetoxin 3 40V, Positive-QTOF	splash10-056u-3300200290-acb8ed0a7b5d55e0d093	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brevetoxin 3 10V, Negative-QTOF	splash10-0002-0000000090-83dad2535dcc1703bfb6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brevetoxin 3 20V, Negative-QTOF	splash10-0002-1000000090-79ae6de516253c9bff36	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brevetoxin 3 40V, Negative-QTOF	splash10-0007-3200003290-d8c69217e251b4f93fe6	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

2339

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

2433

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 Brevetoxin 3 (HMDB0249378)

MOL for HMDB0249378 (Brevetoxin 3)

3D MOL for HMDB0249378 (Brevetoxin 3)

3D SDF for HMDB0249378 (Brevetoxin 3)

3D-SDF for HMDB0249378 (Brevetoxin 3)

PDB for HMDB0249378 (Brevetoxin 3)

3D PDB for HMDB0249378 (Brevetoxin 3)

SMILES for HMDB0249378 (Brevetoxin 3)

INCHI for HMDB0249378 (Brevetoxin 3)

Structure for HMDB0249378 (Brevetoxin 3)

3D Structure for HMDB0249378 (Brevetoxin 3)

Predicted Kovats Retention Indices

Underivatized

MS/MS Spectra