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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 11:27:00 UTC

Update Date

2021-09-26 23:06:19 UTC

HMDB ID

HMDB0253219

Secondary Accession Numbers

None

Metabolite Identification

Common Name

HT-2 Toxin

Description

HT-2 Toxin, also known as toxin HT 2, belongs to the class of organic compounds known as trichothecenes. These are sesquiterpene mycotoxins structurally characterized by the presence of an epoxide ring and a benzopyran derivative with a variant number of hydroxyl, acetyl, or other substituents. The most important structural features causing the biological activities of trichothecenes are the 12,13-epoxy ring, the presence of hydroxyl or acetyl groups at appropriate positions on the trichothecene nucleus and the structure and position of the side-chain. HT-2 Toxin is an extremely weak basic (essentially neutral) compound (based on its pKa). HT-2 Toxin is a potentially toxic compound. This compound has been identified in human blood as reported by (PMID: 31557052 ). Ht-2 toxin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically HT-2 Toxin 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


  Mrv0541 02241212112D          

 30 33  0  0  0  0            999 V2000
    4.3097   -1.4085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5364   -1.1209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9007   -1.6467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1275   -1.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9900   -0.5456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6257   -0.0198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3989   -0.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0346    0.2184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8079   -0.0692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9454   -0.8827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4436    0.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2168    0.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8525    0.6948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3543   -0.6445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0605   -0.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7400   -1.2658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1197   -1.6427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6396   -0.9304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4999   -0.1173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2087    0.3051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5114    0.7076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6113   -0.9304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4878   -2.2009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3576   -1.8128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8444    0.2390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7057    0.2288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2343    0.8623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9501    1.6367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1372    1.7778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4787    2.2701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  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
 12 14  1  0  0  0  0
  5 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 15 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 21  1  0  0  0  0
 18 22  1  0  0  0  0
  4 22  1  0  0  0  0
 17 23  1  0  0  0  0
 16 24  1  0  0  0  0
 15 25  1  0  0  0  0
  5 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
M  END

HMDB0253219
     RDKit          3D
HT-2 Toxin
 62 65  0  0  0  0  0  0  0  0999 V2000
   -2.6694    4.2975    2.4694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7720    3.6093    1.5309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8731    4.2759    0.9582 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8536    2.2609    1.2341 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0110    1.5965    0.3480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2414    0.1308    0.1440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1319   -0.2563   -0.8697 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0937   -0.6451   -0.0980 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2387   -0.7342   -0.8932 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3207    0.0818   -0.6094 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2217    0.8821    0.3708 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5753    0.0194   -1.4401 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5394    1.0128   -0.8808 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8654    0.6925    0.5599 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7796    1.1616   -1.7099 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7721   -1.9126    0.6003 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6271   -3.1115    0.5241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3408   -1.9120    1.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1995   -0.7024    1.3825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4543   -1.1611    1.7786 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0918   -1.9809    0.8685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4432   -1.2667    0.5886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0465   -1.7747   -0.5356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7877    0.0977    0.2208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5887    0.6324    1.4850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5356   -0.2372   -0.5488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5805    0.3162   -1.9572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5717   -1.7466   -0.5418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1796   -2.5530   -1.5744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8230   -2.5980   -1.2322 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1299    5.1456    2.9824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4984    4.8047    1.9082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0254    3.6180    3.2463 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0370    1.7824    0.7544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9370    2.1385   -0.6484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4599   -0.9268   -1.6427 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1817    0.6869   -1.4304 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2166    0.1258    0.7140 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2929    0.3110   -2.4753 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9690   -1.0043   -1.4953 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0192    2.0147   -0.9032 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2556   -0.1853    0.9048 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9497    0.4000    0.5807 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7204    1.5722    1.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0692    0.1575   -2.0903 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5629    1.6088   -1.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5764    1.8707   -2.5268 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0356   -4.0458    0.3422 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1519   -3.2988    1.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3690   -3.0610   -0.2841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5878   -2.8444    1.8271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8164   -0.0820    2.2042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2169   -3.0160    1.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0608   -1.1942    1.4777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6957   -2.4744   -0.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5059    0.6969   -0.3778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3988    1.1005    1.7452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7170    0.9691   -2.1007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4981   -0.4802   -2.7268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5088    0.8819   -2.1613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5011   -2.2380   -2.5634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6874   -3.5095   -1.2501 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
  8 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 19  6  1  0
 28 21  1  0
 26  6  1  0
 30 28  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  5 34  1  0
  5 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 15 47  1  0
 17 48  1  0
 17 49  1  0
 17 50  1  0
 18 51  1  0
 19 52  1  0
 21 53  1  0
 22 54  1  0
 23 55  1  0
 24 56  1  0
 25 57  1  0
 27 58  1  0
 27 59  1  0
 27 60  1  0
 29 61  1  0
 29 62  1  0
M  END


  Mrv0541 02241212112D          

 30 33  0  0  0  0            999 V2000
    4.3097   -1.4085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5364   -1.1209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9007   -1.6467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1275   -1.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9900   -0.5456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6257   -0.0198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3989   -0.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0346    0.2184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8079   -0.0692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9454   -0.8827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4436    0.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2168    0.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8525    0.6948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3543   -0.6445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0605   -0.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7400   -1.2658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1197   -1.6427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6396   -0.9304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4999   -0.1173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2087    0.3051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5114    0.7076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6113   -0.9304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4878   -2.2009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3576   -1.8128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8444    0.2390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7057    0.2288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2343    0.8623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9501    1.6367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1372    1.7778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4787    2.2701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  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
 12 14  1  0  0  0  0
  5 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 15 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 21  1  0  0  0  0
 18 22  1  0  0  0  0
  4 22  1  0  0  0  0
 17 23  1  0  0  0  0
 16 24  1  0  0  0  0
 15 25  1  0  0  0  0
  5 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253219

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CC(=O)OC1CC2(COC(C)=O)C(OC3C(O)C(O)C2(C)C32CO2)C=C1C

> <INCHI_IDENTIFIER>
InChI=1S/C22H32O8/c1-11(2)6-16(24)29-14-8-21(9-27-13(4)23)15(7-12(14)3)30-19-17(25)18(26)20(21,5)22(19)10-28-22/h7,11,14-15,17-19,25-26H,6,8-10H2,1-5H3

> <INCHI_KEY>
PNKLMTPXERFKEN-UHFFFAOYSA-N

> <FORMULA>
C22H32O8

> <MOLECULAR_WEIGHT>
424.4847

> <EXACT_MASS>
424.209718

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
43.83367016379905

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2'-[(acetyloxy)methyl]-10',11'-dihydroxy-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-4'-yl 3-methylbutanoate

> <ALOGPS_LOGP>
1.32

> <JCHEM_LOGP>
0.5783121466666656

> <ALOGPS_LOGS>
-2.58

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.50514148998996

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.975640994922447

> <JCHEM_PKA_STRONGEST_BASIC>
-3.427844330680615

> <JCHEM_POLAR_SURFACE_AREA>
114.82000000000002

> <JCHEM_REFRACTIVITY>
104.39169999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.12e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2'-[(acetyloxy)methyl]-10',11'-dihydroxy-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-4'-yl 3-methylbutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253219
     RDKit          3D
HT-2 Toxin
 62 65  0  0  0  0  0  0  0  0999 V2000
   -2.6694    4.2975    2.4694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7720    3.6093    1.5309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8731    4.2759    0.9582 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8536    2.2609    1.2341 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0110    1.5965    0.3480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2414    0.1308    0.1440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1319   -0.2563   -0.8697 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0937   -0.6451   -0.0980 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2387   -0.7342   -0.8932 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3207    0.0818   -0.6094 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2217    0.8821    0.3708 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5753    0.0194   -1.4401 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5394    1.0128   -0.8808 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8654    0.6925    0.5599 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7796    1.1616   -1.7099 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7721   -1.9126    0.6003 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6271   -3.1115    0.5241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3408   -1.9120    1.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1995   -0.7024    1.3825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4543   -1.1611    1.7786 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0918   -1.9809    0.8685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4432   -1.2667    0.5886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0465   -1.7747   -0.5356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7877    0.0977    0.2208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5887    0.6324    1.4850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5356   -0.2372   -0.5488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5805    0.3162   -1.9572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5717   -1.7466   -0.5418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1796   -2.5530   -1.5744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8230   -2.5980   -1.2322 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1299    5.1456    2.9824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4984    4.8047    1.9082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0254    3.6180    3.2463 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0370    1.7824    0.7544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9370    2.1385   -0.6484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4599   -0.9268   -1.6427 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1817    0.6869   -1.4304 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2166    0.1258    0.7140 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2929    0.3110   -2.4753 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9690   -1.0043   -1.4953 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0192    2.0147   -0.9032 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2556   -0.1853    0.9048 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9497    0.4000    0.5807 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7204    1.5722    1.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0692    0.1575   -2.0903 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5629    1.6088   -1.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5764    1.8707   -2.5268 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0356   -4.0458    0.3422 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1519   -3.2988    1.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3690   -3.0610   -0.2841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5878   -2.8444    1.8271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8164   -0.0820    2.2042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2169   -3.0160    1.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0608   -1.1942    1.4777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6957   -2.4744   -0.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5059    0.6969   -0.3778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3988    1.1005    1.7452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7170    0.9691   -2.1007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4981   -0.4802   -2.7268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5088    0.8819   -2.1613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5011   -2.2380   -2.5634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6874   -3.5095   -1.2501 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
  8 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 19  6  1  0
 28 21  1  0
 26  6  1  0
 30 28  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  5 34  1  0
  5 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 15 47  1  0
 17 48  1  0
 17 49  1  0
 17 50  1  0
 18 51  1  0
 19 52  1  0
 21 53  1  0
 22 54  1  0
 23 55  1  0
 24 56  1  0
 25 57  1  0
 27 58  1  0
 27 59  1  0
 27 60  1  0
 29 61  1  0
 29 62  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       8.045  -2.629   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.601  -2.092   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.415  -3.074   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.971  -2.537   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.715  -1.018   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.901  -0.037   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.345  -0.574   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       7.531   0.408   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       8.975  -0.129   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       9.231  -1.648   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      10.161   0.852   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.605   0.315   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.791   1.297   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.861  -1.203   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.980  -1.040   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.381  -2.363   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.223  -3.066   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.194  -1.737   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.933  -0.219   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.390   0.570   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.955   1.321   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       3.008  -1.737   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -0.911  -4.108   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       2.534  -3.384   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       1.576   0.446   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.184   0.427   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       4.171   1.610   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       3.640   3.055   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       2.123   3.319   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       4.627   4.238   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   22                                                  
CONECT    5    4    6   15   26                                             
CONECT    6    5    7                                                       
CONECT    7    6    2    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    5   16   19   25                                             
CONECT   16   15   17   24                                                  
CONECT   17   16   18   23                                                  
CONECT   18   17   19   22                                                  
CONECT   19   18   15   20   21                                             
CONECT   20   19   21                                                       
CONECT   21   20   19                                                       
CONECT   22   18    4                                                       
CONECT   23   17                                                            
CONECT   24   16                                                            
CONECT   25   15                                                            
CONECT   26    5   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

COMPND    HMDB0253219
HETATM    1  C1  UNL     1      -2.669   4.297   2.469  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.772   3.609   1.531  1.00  0.00           C  
HETATM    3  O1  UNL     1      -0.873   4.276   0.958  1.00  0.00           O  
HETATM    4  O2  UNL     1      -1.854   2.261   1.234  1.00  0.00           O  
HETATM    5  C3  UNL     1      -1.011   1.596   0.348  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.241   0.131   0.144  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.132  -0.256  -0.870  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.094  -0.645  -0.098  1.00  0.00           C  
HETATM    9  O3  UNL     1       2.239  -0.734  -0.893  1.00  0.00           O  
HETATM   10  C7  UNL     1       3.321   0.082  -0.609  1.00  0.00           C  
HETATM   11  O4  UNL     1       3.222   0.882   0.371  1.00  0.00           O  
HETATM   12  C8  UNL     1       4.575   0.019  -1.440  1.00  0.00           C  
HETATM   13  C9  UNL     1       5.539   1.013  -0.881  1.00  0.00           C  
HETATM   14  C10 UNL     1       5.865   0.692   0.560  1.00  0.00           C  
HETATM   15  C11 UNL     1       6.780   1.162  -1.710  1.00  0.00           C  
HETATM   16  C12 UNL     1       0.772  -1.913   0.600  1.00  0.00           C  
HETATM   17  C13 UNL     1       1.627  -3.111   0.524  1.00  0.00           C  
HETATM   18  C14 UNL     1      -0.341  -1.912   1.307  1.00  0.00           C  
HETATM   19  C15 UNL     1      -1.200  -0.702   1.382  1.00  0.00           C  
HETATM   20  O5  UNL     1      -2.454  -1.161   1.779  1.00  0.00           O  
HETATM   21  C16 UNL     1      -3.092  -1.981   0.868  1.00  0.00           C  
HETATM   22  C17 UNL     1      -4.443  -1.267   0.589  1.00  0.00           C  
HETATM   23  O6  UNL     1      -5.047  -1.775  -0.536  1.00  0.00           O  
HETATM   24  C18 UNL     1      -3.788   0.098   0.221  1.00  0.00           C  
HETATM   25  O7  UNL     1      -3.589   0.632   1.485  1.00  0.00           O  
HETATM   26  C19 UNL     1      -2.536  -0.237  -0.549  1.00  0.00           C  
HETATM   27  C20 UNL     1      -2.580   0.316  -1.957  1.00  0.00           C  
HETATM   28  C21 UNL     1      -2.572  -1.747  -0.542  1.00  0.00           C  
HETATM   29  C22 UNL     1      -3.180  -2.553  -1.574  1.00  0.00           C  
HETATM   30  O8  UNL     1      -1.823  -2.598  -1.232  1.00  0.00           O  
HETATM   31  H1  UNL     1      -2.130   5.146   2.982  1.00  0.00           H  
HETATM   32  H2  UNL     1      -3.498   4.805   1.908  1.00  0.00           H  
HETATM   33  H3  UNL     1      -3.025   3.618   3.246  1.00  0.00           H  
HETATM   34  H4  UNL     1       0.037   1.782   0.754  1.00  0.00           H  
HETATM   35  H5  UNL     1      -0.937   2.139  -0.648  1.00  0.00           H  
HETATM   36  H6  UNL     1      -0.460  -0.927  -1.643  1.00  0.00           H  
HETATM   37  H7  UNL     1       0.182   0.687  -1.430  1.00  0.00           H  
HETATM   38  H8  UNL     1       1.217   0.126   0.714  1.00  0.00           H  
HETATM   39  H9  UNL     1       4.293   0.311  -2.475  1.00  0.00           H  
HETATM   40  H10 UNL     1       4.969  -1.004  -1.495  1.00  0.00           H  
HETATM   41  H11 UNL     1       5.019   2.015  -0.903  1.00  0.00           H  
HETATM   42  H12 UNL     1       5.256  -0.185   0.905  1.00  0.00           H  
HETATM   43  H13 UNL     1       6.950   0.400   0.581  1.00  0.00           H  
HETATM   44  H14 UNL     1       5.720   1.572   1.193  1.00  0.00           H  
HETATM   45  H15 UNL     1       7.069   0.157  -2.090  1.00  0.00           H  
HETATM   46  H16 UNL     1       7.563   1.609  -1.056  1.00  0.00           H  
HETATM   47  H17 UNL     1       6.576   1.871  -2.527  1.00  0.00           H  
HETATM   48  H18 UNL     1       1.036  -4.046   0.342  1.00  0.00           H  
HETATM   49  H19 UNL     1       2.152  -3.299   1.506  1.00  0.00           H  
HETATM   50  H20 UNL     1       2.369  -3.061  -0.284  1.00  0.00           H  
HETATM   51  H21 UNL     1      -0.588  -2.844   1.827  1.00  0.00           H  
HETATM   52  H22 UNL     1      -0.816  -0.082   2.204  1.00  0.00           H  
HETATM   53  H23 UNL     1      -3.217  -3.016   1.146  1.00  0.00           H  
HETATM   54  H24 UNL     1      -5.061  -1.194   1.478  1.00  0.00           H  
HETATM   55  H25 UNL     1      -5.696  -2.474  -0.278  1.00  0.00           H  
HETATM   56  H26 UNL     1      -4.506   0.697  -0.378  1.00  0.00           H  
HETATM   57  H27 UNL     1      -4.399   1.100   1.745  1.00  0.00           H  
HETATM   58  H28 UNL     1      -1.717   0.969  -2.101  1.00  0.00           H  
HETATM   59  H29 UNL     1      -2.498  -0.480  -2.727  1.00  0.00           H  
HETATM   60  H30 UNL     1      -3.509   0.882  -2.161  1.00  0.00           H  
HETATM   61  H31 UNL     1      -3.501  -2.238  -2.563  1.00  0.00           H  
HETATM   62  H32 UNL     1      -3.687  -3.510  -1.250  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   34   35
CONECT    6    7   19   26
CONECT    7    8   36   37
CONECT    8    9   16   38
CONECT    9   10
CONECT   10   11   11   12
CONECT   12   13   39   40
CONECT   13   14   15   41
CONECT   14   42   43   44
CONECT   15   45   46   47
CONECT   16   17   18   18
CONECT   17   48   49   50
CONECT   18   19   51
CONECT   19   20   52
CONECT   20   21
CONECT   21   22   28   53
CONECT   22   23   24   54
CONECT   23   55
CONECT   24   25   26   56
CONECT   25   57
CONECT   26   27   28
CONECT   27   58   59   60
CONECT   28   29   30
CONECT   29   30   61   62
END

HMDB0253219
     RDKit          3D
HT-2 Toxin
 62 65  0  0  0  0  0  0  0  0999 V2000
   -2.6694    4.2975    2.4694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7720    3.6093    1.5309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8731    4.2759    0.9582 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8536    2.2609    1.2341 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0110    1.5965    0.3480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2414    0.1308    0.1440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1319   -0.2563   -0.8697 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0937   -0.6451   -0.0980 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2387   -0.7342   -0.8932 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3207    0.0818   -0.6094 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2217    0.8821    0.3708 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5753    0.0194   -1.4401 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5394    1.0128   -0.8808 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8654    0.6925    0.5599 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7796    1.1616   -1.7099 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7721   -1.9126    0.6003 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6271   -3.1115    0.5241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3408   -1.9120    1.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1995   -0.7024    1.3825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4543   -1.1611    1.7786 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0918   -1.9809    0.8685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4432   -1.2667    0.5886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0465   -1.7747   -0.5356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7877    0.0977    0.2208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5887    0.6324    1.4850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5356   -0.2372   -0.5488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5805    0.3162   -1.9572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5717   -1.7466   -0.5418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1796   -2.5530   -1.5744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8230   -2.5980   -1.2322 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1299    5.1456    2.9824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4984    4.8047    1.9082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0254    3.6180    3.2463 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0370    1.7824    0.7544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9370    2.1385   -0.6484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4599   -0.9268   -1.6427 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1817    0.6869   -1.4304 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2166    0.1258    0.7140 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2929    0.3110   -2.4753 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9690   -1.0043   -1.4953 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0192    2.0147   -0.9032 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2556   -0.1853    0.9048 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9497    0.4000    0.5807 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7204    1.5722    1.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0692    0.1575   -2.0903 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5629    1.6088   -1.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5764    1.8707   -2.5268 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0356   -4.0458    0.3422 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1519   -3.2988    1.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3690   -3.0610   -0.2841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5878   -2.8444    1.8271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8164   -0.0820    2.2042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2169   -3.0160    1.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0608   -1.1942    1.4777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6957   -2.4744   -0.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5059    0.6969   -0.3778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3988    1.1005    1.7452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7170    0.9691   -2.1007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4981   -0.4802   -2.7268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5088    0.8819   -2.1613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5011   -2.2380   -2.5634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6874   -3.5095   -1.2501 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
  8 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
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 29 30  1  0
 19  6  1  0
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 26  6  1  0
 30 28  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  5 34  1  0
  5 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
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 17 49  1  0
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 19 52  1  0
 21 53  1  0
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 23 55  1  0
 24 56  1  0
 25 57  1  0
 27 58  1  0
 27 59  1  0
 27 60  1  0
 29 61  1  0
 29 62  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3,4-Dihydroxy-15-acetoxy-8-(3-methylbutyryloxy)-12,13-epoxy-delta9-trichothecene	MeSH
Toxin HT 2	MeSH

Chemical Formula

C₂₂H₃₂O₈

Average Molecular Weight

424.4847

Monoisotopic Molecular Weight

424.209718

IUPAC Name

2'-[(acetyloxy)methyl]-10',11'-dihydroxy-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-4'-yl 3-methylbutanoate

Traditional Name

2'-[(acetyloxy)methyl]-10',11'-dihydroxy-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-4'-yl 3-methylbutanoate

CAS Registry Number

Not Available

SMILES

CC(C)CC(=O)OC1CC2(COC(C)=O)C(OC3C(O)C(O)C2(C)C32CO2)C=C1C

InChI Identifier

InChI=1S/C22H32O8/c1-11(2)6-16(24)29-14-8-21(9-27-13(4)23)15(7-12(14)3)30-19-17(25)18(26)20(21,5)22(19)10-28-22/h7,11,14-15,17-19,25-26H,6,8-10H2,1-5H3

InChI Key

PNKLMTPXERFKEN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as trichothecenes. These are sesquiterpene mycotoxins structurally characterized by the presence of an epoxide ring and a benzopyran derivative with a variant number of hydroxyl, acetyl, or other substituents. The most important structural features causing the biological activities of trichothecenes are the 12,13-epoxy ring, the presence of hydroxyl or acetyl groups at appropriate positions on the trichothecene nucleus and the structure and position of the side-chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Trichothecenes

Alternative Parents

Substituents

Trichothecene skeleton
Fatty acid ester
Oxepane
Fatty acyl
Dicarboxylic acid or derivatives
Oxane
Cyclic alcohol
Carboxylic acid ester
1,2-diol
Secondary alcohol
Ether
Oxirane
Organoheterocyclic compound
Dialkyl ether
Oxacycle
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
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)

Cellular substructure

Cytoplasm (HMDB: HMDB0253219)
extracellular (HMDB: HMDB0253219)

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	1.32	ALOGPS
logP	0.58	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	12.98	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	114.82 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	104.39 m³·mol⁻¹	ChemAxon
Polarizability	43.83 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	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	239.306	30932474
DeepCCS	[M+Na]+	215.214	30932474
AllCCS	[M+H]+	199.0	32859911
AllCCS	[M+H-H2O]+	196.9	32859911
AllCCS	[M+NH4]+	200.9	32859911
AllCCS	[M+Na]+	201.5	32859911
AllCCS	[M-H]-	200.4	32859911
AllCCS	[M+Na-2H]-	201.3	32859911
AllCCS	[M+HCOO]-	202.3	32859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
HT-2 Toxin,1TMS,isomer #1	CC(=O)OCC12CC(OC(=O)CC(C)C)C(C)=CC1OC1C(O[Si](C)(C)C)C(O)C2(C)C12CO2	2786.4	Semi standard non polar	33892256
HT-2 Toxin,1TMS,isomer #1	CC(=O)OCC12CC(OC(=O)CC(C)C)C(C)=CC1OC1C(O[Si](C)(C)C)C(O)C2(C)C12CO2	2817.7	Standard non polar	33892256
HT-2 Toxin,1TMS,isomer #1	CC(=O)OCC12CC(OC(=O)CC(C)C)C(C)=CC1OC1C(O[Si](C)(C)C)C(O)C2(C)C12CO2	3584.9	Standard polar	33892256
HT-2 Toxin,1TMS,isomer #2	CC(=O)OCC12CC(OC(=O)CC(C)C)C(C)=CC1OC1C(O)C(O[Si](C)(C)C)C2(C)C12CO2	2784.9	Semi standard non polar	33892256
HT-2 Toxin,1TMS,isomer #2	CC(=O)OCC12CC(OC(=O)CC(C)C)C(C)=CC1OC1C(O)C(O[Si](C)(C)C)C2(C)C12CO2	2818.3	Standard non polar	33892256
HT-2 Toxin,1TMS,isomer #2	CC(=O)OCC12CC(OC(=O)CC(C)C)C(C)=CC1OC1C(O)C(O[Si](C)(C)C)C2(C)C12CO2	3550.1	Standard polar	33892256
HT-2 Toxin,2TMS,isomer #1	CC(=O)OCC12CC(OC(=O)CC(C)C)C(C)=CC1OC1C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2(C)C12CO2	2792.1	Semi standard non polar	33892256
HT-2 Toxin,2TMS,isomer #1	CC(=O)OCC12CC(OC(=O)CC(C)C)C(C)=CC1OC1C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2(C)C12CO2	2858.5	Standard non polar	33892256
HT-2 Toxin,2TMS,isomer #1	CC(=O)OCC12CC(OC(=O)CC(C)C)C(C)=CC1OC1C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2(C)C12CO2	3411.6	Standard polar	33892256
HT-2 Toxin,1TBDMS,isomer #1	CC(=O)OCC12CC(OC(=O)CC(C)C)C(C)=CC1OC1C(O[Si](C)(C)C(C)(C)C)C(O)C2(C)C12CO2	3029.2	Semi standard non polar	33892256
HT-2 Toxin,1TBDMS,isomer #1	CC(=O)OCC12CC(OC(=O)CC(C)C)C(C)=CC1OC1C(O[Si](C)(C)C(C)(C)C)C(O)C2(C)C12CO2	3045.4	Standard non polar	33892256
HT-2 Toxin,1TBDMS,isomer #1	CC(=O)OCC12CC(OC(=O)CC(C)C)C(C)=CC1OC1C(O[Si](C)(C)C(C)(C)C)C(O)C2(C)C12CO2	3730.3	Standard polar	33892256
HT-2 Toxin,1TBDMS,isomer #2	CC(=O)OCC12CC(OC(=O)CC(C)C)C(C)=CC1OC1C(O)C(O[Si](C)(C)C(C)(C)C)C2(C)C12CO2	3029.3	Semi standard non polar	33892256
HT-2 Toxin,1TBDMS,isomer #2	CC(=O)OCC12CC(OC(=O)CC(C)C)C(C)=CC1OC1C(O)C(O[Si](C)(C)C(C)(C)C)C2(C)C12CO2	3040.5	Standard non polar	33892256
HT-2 Toxin,1TBDMS,isomer #2	CC(=O)OCC12CC(OC(=O)CC(C)C)C(C)=CC1OC1C(O)C(O[Si](C)(C)C(C)(C)C)C2(C)C12CO2	3688.5	Standard polar	33892256
HT-2 Toxin,2TBDMS,isomer #1	CC(=O)OCC12CC(OC(=O)CC(C)C)C(C)=CC1OC1C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2(C)C12CO2	3279.5	Semi standard non polar	33892256
HT-2 Toxin,2TBDMS,isomer #1	CC(=O)OCC12CC(OC(=O)CC(C)C)C(C)=CC1OC1C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2(C)C12CO2	3265.8	Standard non polar	33892256
HT-2 Toxin,2TBDMS,isomer #1	CC(=O)OCC12CC(OC(=O)CC(C)C)C(C)=CC1OC1C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2(C)C12CO2	3630.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - HT-2 Toxin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-8539200000-e4798abd54802f732e8e	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - HT-2 Toxin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - HT-2 Toxin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - HT-2 Toxin 10V, Positive-QTOF	splash10-05r9-6119700000-33a8e275db92abbf86e7	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - HT-2 Toxin 20V, Positive-QTOF	splash10-052o-9225100000-fb16aa34601fc822c772	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - HT-2 Toxin 40V, Positive-QTOF	splash10-052f-9140000000-ea0876efce593e2b0bb0	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - HT-2 Toxin 10V, Negative-QTOF	splash10-00di-6107900000-66b8cfb3df3a8adb64a8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - HT-2 Toxin 20V, Negative-QTOF	splash10-0a4l-9316200000-eb3e148295d7da3fefed	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - HT-2 Toxin 40V, Negative-QTOF	splash10-0zfs-6900000000-c332434a252871dfeb38	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - HT-2 Toxin 10V, Negative-QTOF	splash10-00ea-2079700000-9145735112c2b9942a9b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - HT-2 Toxin 20V, Negative-QTOF	splash10-052b-8193000000-81318e71183d0b4c71fc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - HT-2 Toxin 40V, Negative-QTOF	splash10-001i-9323000000-8c61777b4208ec4b283d	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

520286

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 HT-2 Toxin (HMDB0253219)

MOL for HMDB0253219 (HT-2 Toxin)

3D MOL for HMDB0253219 (HT-2 Toxin)

3D SDF for HMDB0253219 (HT-2 Toxin)

3D-SDF for HMDB0253219 (HT-2 Toxin)

PDB for HMDB0253219 (HT-2 Toxin)

3D PDB for HMDB0253219 (HT-2 Toxin)

SMILES for HMDB0253219 (HT-2 Toxin)

INCHI for HMDB0253219 (HT-2 Toxin)

Structure for HMDB0253219 (HT-2 Toxin)

3D Structure for HMDB0253219 (HT-2 Toxin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra