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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:13:31 UTC

Update Date

2022-03-07 02:54:48 UTC

HMDB ID

HMDB0036162

Secondary Accession Numbers

HMDB36162

Metabolite Identification

Common Name

3'-Hydroxy-HT2 toxin

Description

3'-Hydroxy-HT2 toxin, also known as TC3 toxin or toxin TC 3, 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. 3'-Hydroxy-HT2 toxin is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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


  Mrv0541 05061308552D          

 31 34  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
    2.4787    2.2701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4919   -1.4579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0063   -0.3971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0212    0.1801    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
    2.6257   -0.0198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9454   -0.8827    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
   -0.2087    0.3051    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
    1.9501    1.6367    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
    2.1275   -1.3591    0.0000 C   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
    0.1197   -1.6427    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
    0.6396   -0.9304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7186   -1.1703    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
    1.9900   -0.5456    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
    1.1372    1.7778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4436    0.4566    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
    5.4310   -1.9435    0.0000 O   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
    0.5114    0.7076    0.0000 O   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
    1.6113   -0.9304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 11  1  1  0  0  0  0
 11  6  2  0  0  0  0
 12  2  1  0  0  0  0
 13  7  1  0  0  0  0
 13 11  1  0  0  0  0
 14  6  1  0  0  0  0
 15  8  1  0  0  0  0
 17 16  1  0  0  0  0
 18 16  1  0  0  0  0
 19  3  1  0  0  0  0
 19  4  1  0  0  0  0
 19  8  1  0  0  0  0
 20  5  1  0  0  0  0
 20 17  1  0  0  0  0
 21  7  1  0  0  0  0
 21  9  1  0  0  0  0
 21 14  1  0  0  0  0
 21 20  1  0  0  0  0
 22 10  1  0  0  0  0
 22 18  1  0  0  0  0
 22 20  1  0  0  0  0
 23 12  2  0  0  0  0
 24 15  2  0  0  0  0
 25 16  1  0  0  0  0
 26 17  1  0  0  0  0
 27 19  1  0  0  0  0
 28  9  1  0  0  0  0
 28 12  1  0  0  0  0
 29 10  1  0  0  0  0
 29 22  1  0  0  0  0
 30 13  1  0  0  0  0
 30 15  1  0  0  0  0
 31 14  1  0  0  0  0
 31 18  1  0  0  0  0
M  END

HMDB0036162
     RDKit          3D
3'-Hydroxy-HT2 toxin
 63 66  0  0  0  0  0  0  0  0999 V2000
   -4.3522    4.1235   -0.8625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9286    3.8760   -0.5128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1156    4.8109   -0.3125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4932    2.5857   -0.4067 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2078    2.2211   -0.0912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0015    0.7020   -0.0422 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4709    0.5871    0.2678 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1065   -0.7219   -0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5057   -0.6499    0.1040 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2030   -1.3595    1.0550 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5119   -2.0811    1.8115 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7011   -1.2850    1.1915 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2585   -0.3417    0.1509 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8812   -0.8859   -1.2024 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7346   -0.1906    0.3086 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6742    0.9066    0.3847 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6731   -1.3333   -1.2910 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4374   -2.4702   -1.8395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3812   -0.8628   -1.9161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2129    0.2583   -1.4673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5544   -0.0247   -1.7511 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1062   -0.9490   -0.8960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1226   -0.1685   -0.0457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8838    0.7006   -0.7629 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2932    0.4246    1.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8396   -0.1057    2.2523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8786   -0.0499    0.8634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3245   -0.2695    2.2580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1807   -1.3710    0.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8361   -2.3616    1.1657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6938   -2.5647    0.4415 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7064    3.3593   -1.5633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4319    5.1025   -1.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9394    4.1906    0.0752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5467    2.6056   -0.9277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7851    2.7050    0.8130 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7866    0.9522    1.2369 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9537    1.3167   -0.4620 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7777   -1.4276    0.7714 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0892   -2.3083    1.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9957   -0.9011    2.1881 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8295   -1.1811   -1.7189 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1821   -1.7415   -1.1360 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3991   -0.0423   -1.7638 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9892    0.6071    1.0620 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2232   -1.1572    0.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1836    0.1669   -0.6557 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9817    1.5494   -0.3013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7777   -3.2791   -2.2503 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1698   -2.1674   -2.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0483   -2.9916   -1.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6909   -1.3427   -2.8748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9615    1.1189   -2.1709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5881   -1.8043   -1.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8001   -0.9867    0.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2266    1.4372   -0.2232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4731    1.4789    1.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7977   -0.3019    2.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1303   -0.2132    3.0530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9273   -1.3009    2.4103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6180    0.5172    2.5889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8009   -2.1579    2.2391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7143   -2.9525    0.7837 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
 13 16  1  0
  8 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 30 31  1  0
 20  6  1  0
 29 22  1  0
 27  6  1  0
 31 29  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  5 35  1  0
  5 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
 12 40  1  0
 12 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
 16 48  1  0
 18 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  0
 20 53  1  0
 22 54  1  0
 23 55  1  0
 24 56  1  0
 25 57  1  0
 26 58  1  0
 28 59  1  0
 28 60  1  0
 28 61  1  0
 30 62  1  0
 30 63  1  0
M  END


  Mrv0541 05061308552D          

 31 34  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
    2.4787    2.2701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4919   -1.4579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0063   -0.3971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0212    0.1801    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
    2.6257   -0.0198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9454   -0.8827    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
   -0.2087    0.3051    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
    1.9501    1.6367    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
    2.1275   -1.3591    0.0000 C   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
    0.1197   -1.6427    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
    0.6396   -0.9304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7186   -1.1703    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
    1.9900   -0.5456    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
    1.1372    1.7778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4436    0.4566    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
    5.4310   -1.9435    0.0000 O   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
    0.5114    0.7076    0.0000 O   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
    1.6113   -0.9304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 11  1  1  0  0  0  0
 11  6  2  0  0  0  0
 12  2  1  0  0  0  0
 13  7  1  0  0  0  0
 13 11  1  0  0  0  0
 14  6  1  0  0  0  0
 15  8  1  0  0  0  0
 17 16  1  0  0  0  0
 18 16  1  0  0  0  0
 19  3  1  0  0  0  0
 19  4  1  0  0  0  0
 19  8  1  0  0  0  0
 20  5  1  0  0  0  0
 20 17  1  0  0  0  0
 21  7  1  0  0  0  0
 21  9  1  0  0  0  0
 21 14  1  0  0  0  0
 21 20  1  0  0  0  0
 22 10  1  0  0  0  0
 22 18  1  0  0  0  0
 22 20  1  0  0  0  0
 23 12  2  0  0  0  0
 24 15  2  0  0  0  0
 25 16  1  0  0  0  0
 26 17  1  0  0  0  0
 27 19  1  0  0  0  0
 28  9  1  0  0  0  0
 28 12  1  0  0  0  0
 29 10  1  0  0  0  0
 29 22  1  0  0  0  0
 30 13  1  0  0  0  0
 30 15  1  0  0  0  0
 31 14  1  0  0  0  0
 31 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036162

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)OCC12CC(OC(=O)CC(C)(C)O)C(C)=CC1OC1C(O)C(O)C2(C)C11CO1

> <INCHI_IDENTIFIER>
InChI=1S/C22H32O9/c1-11-6-14-21(9-28-12(2)23,7-13(11)30-15(24)8-19(3,4)27)20(5)17(26)16(25)18(31-14)22(20)10-29-22/h6,13-14,16-18,25-27H,7-10H2,1-5H3

> <INCHI_KEY>
OJBCMLLFVXXDGS-UHFFFAOYSA-N

> <FORMULA>
C22H32O9

> <MOLECULAR_WEIGHT>
440.4841

> <EXACT_MASS>
440.204632622

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
44.87215224408184

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <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-hydroxy-3-methylbutanoate

> <ALOGPS_LOGP>
0.52

> <JCHEM_LOGP>
-0.7368950783333321

> <ALOGPS_LOGS>
-2.65

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.415655691978078

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.972604960307471

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7421130974422567

> <JCHEM_POLAR_SURFACE_AREA>
135.05

> <JCHEM_REFRACTIVITY>
106.07379999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.96e-01 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-hydroxy-3-methylbutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036162
     RDKit          3D
3'-Hydroxy-HT2 toxin
 63 66  0  0  0  0  0  0  0  0999 V2000
   -4.3522    4.1235   -0.8625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9286    3.8760   -0.5128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1156    4.8109   -0.3125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4932    2.5857   -0.4067 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2078    2.2211   -0.0912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0015    0.7020   -0.0422 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4709    0.5871    0.2678 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1065   -0.7219   -0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5057   -0.6499    0.1040 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2030   -1.3595    1.0550 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5119   -2.0811    1.8115 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7011   -1.2850    1.1915 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2585   -0.3417    0.1509 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8812   -0.8859   -1.2024 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7346   -0.1906    0.3086 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6742    0.9066    0.3847 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6731   -1.3333   -1.2910 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4374   -2.4702   -1.8395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3812   -0.8628   -1.9161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2129    0.2583   -1.4673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5544   -0.0247   -1.7511 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1062   -0.9490   -0.8960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1226   -0.1685   -0.0457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8838    0.7006   -0.7629 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2932    0.4246    1.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8396   -0.1057    2.2523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8786   -0.0499    0.8634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3245   -0.2695    2.2580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1807   -1.3710    0.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8361   -2.3616    1.1657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6938   -2.5647    0.4415 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7064    3.3593   -1.5633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4319    5.1025   -1.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9394    4.1906    0.0752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5467    2.6056   -0.9277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7851    2.7050    0.8130 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7866    0.9522    1.2369 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9537    1.3167   -0.4620 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7777   -1.4276    0.7714 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0892   -2.3083    1.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9957   -0.9011    2.1881 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8295   -1.1811   -1.7189 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1821   -1.7415   -1.1360 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3991   -0.0423   -1.7638 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9892    0.6071    1.0620 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2232   -1.1572    0.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1836    0.1669   -0.6557 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9817    1.5494   -0.3013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7777   -3.2791   -2.2503 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1698   -2.1674   -2.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0483   -2.9916   -1.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6909   -1.3427   -2.8748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9615    1.1189   -2.1709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5881   -1.8043   -1.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8001   -0.9867    0.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2266    1.4372   -0.2232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4731    1.4789    1.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7977   -0.3019    2.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1303   -0.2132    3.0530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9273   -1.3009    2.4103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6180    0.5172    2.5889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8009   -2.1579    2.2391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7143   -2.9525    0.7837 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
 13 16  1  0
  8 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 30 31  1  0
 20  6  1  0
 29 22  1  0
 27  6  1  0
 31 29  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  5 35  1  0
  5 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
 12 40  1  0
 12 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
 16 48  1  0
 18 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  0
 20 53  1  0
 22 54  1  0
 23 55  1  0
 24 56  1  0
 25 57  1  0
 26 58  1  0
 28 59  1  0
 28 60  1  0
 28 61  1  0
 30 62  1  0
 30 63  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       8.045  -2.629   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.627   4.238   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.118  -2.721   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.212  -0.741   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.906   0.336   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.415  -3.074   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.901  -0.037   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.231  -1.648   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.184   0.427   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.390   0.570   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.601  -2.092   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.640   3.055   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.345  -0.574   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.971  -2.537   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.975  -0.129   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.223  -3.066   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.381  -2.363   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      10.675  -2.185   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.980  -1.040   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.715  -1.018   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.933  -0.219   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.123   3.319   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      10.161   0.852   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -0.911  -4.108   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       2.534  -3.384   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      10.138  -3.628   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       4.171   1.610   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       0.955   1.321   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       7.531   0.408   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       3.008  -1.737   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   12                                                            
CONECT    3   19                                                            
CONECT    4   19                                                            
CONECT    5   20                                                            
CONECT    6   11   14                                                       
CONECT    7   13   21                                                       
CONECT    8   15   19                                                       
CONECT    9   21   28                                                       
CONECT   10   22   29                                                       
CONECT   11    1    6   13                                                  
CONECT   12    2   23   28                                                  
CONECT   13    7   11   30                                                  
CONECT   14    6   21   31                                                  
CONECT   15    8   24   30                                                  
CONECT   16   17   18   25                                                  
CONECT   17   16   20   26                                                  
CONECT   18   16   22   31                                                  
CONECT   19    3    4    8   27                                             
CONECT   20    5   17   21   22                                             
CONECT   21    7    9   14   20                                             
CONECT   22   10   18   20   29                                             
CONECT   23   12                                                            
CONECT   24   15                                                            
CONECT   25   16                                                            
CONECT   26   17                                                            
CONECT   27   19                                                            
CONECT   28    9   12                                                       
CONECT   29   10   22                                                       
CONECT   30   13   15                                                       
CONECT   31   14   18                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

COMPND    HMDB0036162
HETATM    1  C1  UNL     1      -4.352   4.123  -0.863  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.929   3.876  -0.513  1.00  0.00           C  
HETATM    3  O1  UNL     1      -2.116   4.811  -0.312  1.00  0.00           O  
HETATM    4  O2  UNL     1      -2.493   2.586  -0.407  1.00  0.00           O  
HETATM    5  C3  UNL     1      -1.208   2.221  -0.091  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.002   0.702  -0.042  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.471   0.587   0.268  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.106  -0.722  -0.021  1.00  0.00           C  
HETATM    9  O3  UNL     1       2.506  -0.650   0.104  1.00  0.00           O  
HETATM   10  C7  UNL     1       3.203  -1.359   1.055  1.00  0.00           C  
HETATM   11  O4  UNL     1       2.512  -2.081   1.812  1.00  0.00           O  
HETATM   12  C8  UNL     1       4.701  -1.285   1.191  1.00  0.00           C  
HETATM   13  C9  UNL     1       5.259  -0.342   0.151  1.00  0.00           C  
HETATM   14  C10 UNL     1       4.881  -0.886  -1.202  1.00  0.00           C  
HETATM   15  C11 UNL     1       6.735  -0.191   0.309  1.00  0.00           C  
HETATM   16  O5  UNL     1       4.674   0.907   0.385  1.00  0.00           O  
HETATM   17  C12 UNL     1       0.673  -1.333  -1.291  1.00  0.00           C  
HETATM   18  C13 UNL     1       1.437  -2.470  -1.840  1.00  0.00           C  
HETATM   19  C14 UNL     1      -0.381  -0.863  -1.916  1.00  0.00           C  
HETATM   20  C15 UNL     1      -1.213   0.258  -1.467  1.00  0.00           C  
HETATM   21  O6  UNL     1      -2.554  -0.025  -1.751  1.00  0.00           O  
HETATM   22  C16 UNL     1      -3.106  -0.949  -0.896  1.00  0.00           C  
HETATM   23  C17 UNL     1      -4.123  -0.168  -0.046  1.00  0.00           C  
HETATM   24  O7  UNL     1      -4.884   0.701  -0.763  1.00  0.00           O  
HETATM   25  C18 UNL     1      -3.293   0.425   1.057  1.00  0.00           C  
HETATM   26  O8  UNL     1      -3.840  -0.106   2.252  1.00  0.00           O  
HETATM   27  C19 UNL     1      -1.879  -0.050   0.863  1.00  0.00           C  
HETATM   28  C20 UNL     1      -1.325  -0.270   2.258  1.00  0.00           C  
HETATM   29  C21 UNL     1      -2.181  -1.371   0.189  1.00  0.00           C  
HETATM   30  C22 UNL     1      -2.836  -2.362   1.166  1.00  0.00           C  
HETATM   31  O9  UNL     1      -1.694  -2.565   0.442  1.00  0.00           O  
HETATM   32  H1  UNL     1      -4.706   3.359  -1.563  1.00  0.00           H  
HETATM   33  H2  UNL     1      -4.432   5.103  -1.402  1.00  0.00           H  
HETATM   34  H3  UNL     1      -4.939   4.191   0.075  1.00  0.00           H  
HETATM   35  H4  UNL     1      -0.547   2.606  -0.928  1.00  0.00           H  
HETATM   36  H5  UNL     1      -0.785   2.705   0.813  1.00  0.00           H  
HETATM   37  H6  UNL     1       0.787   0.952   1.237  1.00  0.00           H  
HETATM   38  H7  UNL     1       0.954   1.317  -0.462  1.00  0.00           H  
HETATM   39  H8  UNL     1       0.778  -1.428   0.771  1.00  0.00           H  
HETATM   40  H9  UNL     1       5.089  -2.308   1.042  1.00  0.00           H  
HETATM   41  H10 UNL     1       4.996  -0.901   2.188  1.00  0.00           H  
HETATM   42  H11 UNL     1       5.829  -1.181  -1.719  1.00  0.00           H  
HETATM   43  H12 UNL     1       4.182  -1.742  -1.136  1.00  0.00           H  
HETATM   44  H13 UNL     1       4.399  -0.042  -1.764  1.00  0.00           H  
HETATM   45  H14 UNL     1       6.989   0.607   1.062  1.00  0.00           H  
HETATM   46  H15 UNL     1       7.223  -1.157   0.567  1.00  0.00           H  
HETATM   47  H16 UNL     1       7.184   0.167  -0.656  1.00  0.00           H  
HETATM   48  H17 UNL     1       4.982   1.549  -0.301  1.00  0.00           H  
HETATM   49  H18 UNL     1       0.778  -3.279  -2.250  1.00  0.00           H  
HETATM   50  H19 UNL     1       2.170  -2.167  -2.626  1.00  0.00           H  
HETATM   51  H20 UNL     1       2.048  -2.992  -1.048  1.00  0.00           H  
HETATM   52  H21 UNL     1      -0.691  -1.343  -2.875  1.00  0.00           H  
HETATM   53  H22 UNL     1      -0.961   1.119  -2.171  1.00  0.00           H  
HETATM   54  H23 UNL     1      -3.588  -1.804  -1.407  1.00  0.00           H  
HETATM   55  H24 UNL     1      -4.800  -0.987   0.342  1.00  0.00           H  
HETATM   56  H25 UNL     1      -5.227   1.437  -0.223  1.00  0.00           H  
HETATM   57  H26 UNL     1      -3.473   1.479   1.130  1.00  0.00           H  
HETATM   58  H27 UNL     1      -4.798  -0.302   2.148  1.00  0.00           H  
HETATM   59  H28 UNL     1      -2.130  -0.213   3.053  1.00  0.00           H  
HETATM   60  H29 UNL     1      -0.927  -1.301   2.410  1.00  0.00           H  
HETATM   61  H30 UNL     1      -0.618   0.517   2.589  1.00  0.00           H  
HETATM   62  H31 UNL     1      -2.801  -2.158   2.239  1.00  0.00           H  
HETATM   63  H32 UNL     1      -3.714  -2.952   0.784  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   35   36
CONECT    6    7   20   27
CONECT    7    8   37   38
CONECT    8    9   17   39
CONECT    9   10
CONECT   10   11   11   12
CONECT   12   13   40   41
CONECT   13   14   15   16
CONECT   14   42   43   44
CONECT   15   45   46   47
CONECT   16   48
CONECT   17   18   19   19
CONECT   18   49   50   51
CONECT   19   20   52
CONECT   20   21   53
CONECT   21   22
CONECT   22   23   29   54
CONECT   23   24   25   55
CONECT   24   56
CONECT   25   26   27   57
CONECT   26   58
CONECT   27   28   29
CONECT   28   59   60   61
CONECT   29   30   31
CONECT   30   31   62   63
END

HMDB0036162
     RDKit          3D
3'-Hydroxy-HT2 toxin
 63 66  0  0  0  0  0  0  0  0999 V2000
   -4.3522    4.1235   -0.8625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9286    3.8760   -0.5128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1156    4.8109   -0.3125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4932    2.5857   -0.4067 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2078    2.2211   -0.0912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0015    0.7020   -0.0422 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4709    0.5871    0.2678 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1065   -0.7219   -0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5057   -0.6499    0.1040 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2030   -1.3595    1.0550 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5119   -2.0811    1.8115 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7011   -1.2850    1.1915 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2585   -0.3417    0.1509 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8812   -0.8859   -1.2024 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7346   -0.1906    0.3086 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6742    0.9066    0.3847 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6731   -1.3333   -1.2910 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4374   -2.4702   -1.8395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3812   -0.8628   -1.9161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2129    0.2583   -1.4673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5544   -0.0247   -1.7511 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1062   -0.9490   -0.8960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1226   -0.1685   -0.0457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8838    0.7006   -0.7629 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2932    0.4246    1.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8396   -0.1057    2.2523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8786   -0.0499    0.8634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3245   -0.2695    2.2580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1807   -1.3710    0.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8361   -2.3616    1.1657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6938   -2.5647    0.4415 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7064    3.3593   -1.5633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4319    5.1025   -1.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9394    4.1906    0.0752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5467    2.6056   -0.9277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7851    2.7050    0.8130 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7866    0.9522    1.2369 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9537    1.3167   -0.4620 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7777   -1.4276    0.7714 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0892   -2.3083    1.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9957   -0.9011    2.1881 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8295   -1.1811   -1.7189 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1821   -1.7415   -1.1360 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3991   -0.0423   -1.7638 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9892    0.6071    1.0620 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2232   -1.1572    0.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1836    0.1669   -0.6557 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9817    1.5494   -0.3013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7777   -3.2791   -2.2503 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1698   -2.1674   -2.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0483   -2.9916   -1.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6909   -1.3427   -2.8748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9615    1.1189   -2.1709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5881   -1.8043   -1.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8001   -0.9867    0.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2266    1.4372   -0.2232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4731    1.4789    1.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7977   -0.3019    2.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1303   -0.2132    3.0530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9273   -1.3009    2.4103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6180    0.5172    2.5889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8009   -2.1579    2.2391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7143   -2.9525    0.7837 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
 13 16  1  0
  8 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 30 31  1  0
 20  6  1  0
 29 22  1  0
 27  6  1  0
 31 29  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  5 35  1  0
  5 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
 12 40  1  0
 12 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
 16 48  1  0
 18 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  0
 20 53  1  0
 22 54  1  0
 23 55  1  0
 24 56  1  0
 25 57  1  0
 26 58  1  0
 28 59  1  0
 28 60  1  0
 28 61  1  0
 30 62  1  0
 30 63  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3'-Hydroxy HT-2 toxin	HMDB
TC3 Toxin	HMDB
Toxin TC 3	HMDB
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-hydroxy-3-methylbutanoic acid	Generator

Chemical Formula

C₂₂H₃₂O₉

Average Molecular Weight

440.4841

Monoisotopic Molecular Weight

440.204632622

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-hydroxy-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-hydroxy-3-methylbutanoate

CAS Registry Number

78368-54-4

SMILES

CC(=O)OCC12CC(OC(=O)CC(C)(C)O)C(C)=CC1OC1C(O)C(O)C2(C)C11CO1

InChI Identifier

InChI=1S/C22H32O9/c1-11-6-14-21(9-28-12(2)23,7-13(11)30-15(24)8-19(3,4)27)20(5)17(26)16(25)18(31-14)22(20)10-29-22/h6,13-14,16-18,25-27H,7-10H2,1-5H3

InChI Key

OJBCMLLFVXXDGS-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
Dicarboxylic acid or derivatives
Oxane
Fatty acyl
Cyclic alcohol
Tertiary alcohol
Secondary alcohol
Carboxylic acid ester
Oxacycle
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Organoheterocyclic compound
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Alcohol
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0036162)

Cellular substructure

Extracellular (HMDB: HMDB0036162)
Cytoplasm (HMDB: HMDB0036162)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036162)

Source

Endogenous

Endogenous (HMDB: HMDB0036162)

Animal

Animal (HMDB: HMDB0036162)

Exogenous

Food

Food (HMDB: HMDB0036162)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0036162)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0036162)

Cellular process

Cell signaling (HMDB: HMDB0036162)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0036162)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0036162)

Nutrient

Nutrient (HMDB: HMDB0036162)

Environmental role

Environmental contaminant (HMDB: HMDB0036162)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1 g/L	ALOGPS
logP	0.52	ALOGPS
logP	-0.74	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	12.97	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	135.05 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	106.07 m³·mol⁻¹	ChemAxon
Polarizability	44.87 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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
DarkChem	[M+H]+	198.864	31661259
DarkChem	[M-H]-	199.204	31661259
DeepCCS	[M-2H]-	227.973	30932474
DeepCCS	[M+Na]+	203.166	30932474
AllCCS	[M+H]+	201.0	32859911
AllCCS	[M+H-H2O]+	199.0	32859911
AllCCS	[M+NH4]+	202.8	32859911
AllCCS	[M+Na]+	203.3	32859911
AllCCS	[M-H]-	203.5	32859911
AllCCS	[M+Na-2H]-	204.4	32859911
AllCCS	[M+HCOO]-	205.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3'-Hydroxy-HT2 toxin	CC(=O)OCC12CC(OC(=O)CC(C)(C)O)C(C)=CC1OC1C(O)C(O)C2(C)C11CO1	3821.3	Standard polar	33892256
3'-Hydroxy-HT2 toxin	CC(=O)OCC12CC(OC(=O)CC(C)(C)O)C(C)=CC1OC1C(O)C(O)C2(C)C11CO1	2715.4	Standard non polar	33892256
3'-Hydroxy-HT2 toxin	CC(=O)OCC12CC(OC(=O)CC(C)(C)O)C(C)=CC1OC1C(O)C(O)C2(C)C11CO1	3034.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3'-Hydroxy-HT2 toxin,1TMS,isomer #1	CC(=O)OCC12CC(OC(=O)CC(C)(C)O[Si](C)(C)C)C(C)=CC1OC1C(O)C(O)C2(C)C12CO2	3017.8	Semi standard non polar	33892256
3'-Hydroxy-HT2 toxin,1TMS,isomer #2	CC(=O)OCC12CC(OC(=O)CC(C)(C)O)C(C)=CC1OC1C(O[Si](C)(C)C)C(O)C2(C)C12CO2	2907.1	Semi standard non polar	33892256
3'-Hydroxy-HT2 toxin,1TMS,isomer #3	CC(=O)OCC12CC(OC(=O)CC(C)(C)O)C(C)=CC1OC1C(O)C(O[Si](C)(C)C)C2(C)C12CO2	2906.7	Semi standard non polar	33892256
3'-Hydroxy-HT2 toxin,2TMS,isomer #1	CC(=O)OCC12CC(OC(=O)CC(C)(C)O[Si](C)(C)C)C(C)=CC1OC1C(O[Si](C)(C)C)C(O)C2(C)C12CO2	3017.4	Semi standard non polar	33892256
3'-Hydroxy-HT2 toxin,2TMS,isomer #2	CC(=O)OCC12CC(OC(=O)CC(C)(C)O[Si](C)(C)C)C(C)=CC1OC1C(O)C(O[Si](C)(C)C)C2(C)C12CO2	3007.9	Semi standard non polar	33892256
3'-Hydroxy-HT2 toxin,2TMS,isomer #3	CC(=O)OCC12CC(OC(=O)CC(C)(C)O)C(C)=CC1OC1C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2(C)C12CO2	2892.5	Semi standard non polar	33892256
3'-Hydroxy-HT2 toxin,3TMS,isomer #1	CC(=O)OCC12CC(OC(=O)CC(C)(C)O[Si](C)(C)C)C(C)=CC1OC1C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2(C)C12CO2	3021.8	Semi standard non polar	33892256
3'-Hydroxy-HT2 toxin,1TBDMS,isomer #1	CC(=O)OCC12CC(OC(=O)CC(C)(C)O[Si](C)(C)C(C)(C)C)C(C)=CC1OC1C(O)C(O)C2(C)C12CO2	3241.7	Semi standard non polar	33892256
3'-Hydroxy-HT2 toxin,1TBDMS,isomer #2	CC(=O)OCC12CC(OC(=O)CC(C)(C)O)C(C)=CC1OC1C(O[Si](C)(C)C(C)(C)C)C(O)C2(C)C12CO2	3163.3	Semi standard non polar	33892256
3'-Hydroxy-HT2 toxin,1TBDMS,isomer #3	CC(=O)OCC12CC(OC(=O)CC(C)(C)O)C(C)=CC1OC1C(O)C(O[Si](C)(C)C(C)(C)C)C2(C)C12CO2	3165.8	Semi standard non polar	33892256
3'-Hydroxy-HT2 toxin,2TBDMS,isomer #1	CC(=O)OCC12CC(OC(=O)CC(C)(C)O[Si](C)(C)C(C)(C)C)C(C)=CC1OC1C(O[Si](C)(C)C(C)(C)C)C(O)C2(C)C12CO2	3468.1	Semi standard non polar	33892256
3'-Hydroxy-HT2 toxin,2TBDMS,isomer #2	CC(=O)OCC12CC(OC(=O)CC(C)(C)O[Si](C)(C)C(C)(C)C)C(C)=CC1OC1C(O)C(O[Si](C)(C)C(C)(C)C)C2(C)C12CO2	3464.7	Semi standard non polar	33892256
3'-Hydroxy-HT2 toxin,2TBDMS,isomer #3	CC(=O)OCC12CC(OC(=O)CC(C)(C)O)C(C)=CC1OC1C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2(C)C12CO2	3398.5	Semi standard non polar	33892256
3'-Hydroxy-HT2 toxin,3TBDMS,isomer #1	CC(=O)OCC12CC(OC(=O)CC(C)(C)O[Si](C)(C)C(C)(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	3694.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-Hydroxy-HT2 toxin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9535600000-a7a375cb138208ff0787	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-Hydroxy-HT2 toxin GC-MS (3 TMS) - 70eV, Positive	splash10-0006-5615539000-4055fe452b7117c89477	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-Hydroxy-HT2 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 - 3'-Hydroxy-HT2 toxin 10V, Positive-QTOF	splash10-00di-1106900000-11476583d80c78dfc59a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxy-HT2 toxin 20V, Positive-QTOF	splash10-0759-3439300000-5cb01f1c5882d1f6ad87	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxy-HT2 toxin 40V, Positive-QTOF	splash10-053r-8988200000-e6cee6fd0d1b1ab6cfe4	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxy-HT2 toxin 10V, Negative-QTOF	splash10-000i-7006900000-e41925fc345fba4a673a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxy-HT2 toxin 20V, Negative-QTOF	splash10-0abi-9315300000-62fab31ea8d2a0184147	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxy-HT2 toxin 40V, Negative-QTOF	splash10-0zfs-6900000000-219df159b5359b5e3614	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxy-HT2 toxin 10V, Positive-QTOF	splash10-03e9-0059200000-b162d2fc0fd1bc47efe7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxy-HT2 toxin 20V, Positive-QTOF	splash10-03dl-2093100000-4a72fcb7f8837c745151	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxy-HT2 toxin 40V, Positive-QTOF	splash10-000x-9165000000-7ed1291d7723ef918a86	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxy-HT2 toxin 10V, Negative-QTOF	splash10-002r-2009100000-f2aee2409ca3018ec474	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxy-HT2 toxin 20V, Negative-QTOF	splash10-052b-9041000000-78d9facc9ad31ce3a35c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxy-HT2 toxin 40V, Negative-QTOF	splash10-0a4l-9424100000-6526f091836bfa25b7c0	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB015015

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

75069422

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 3'-Hydroxy-HT2 toxin (HMDB0036162)

MOL for HMDB0036162 (3'-Hydroxy-HT2 toxin)

3D MOL for HMDB0036162 (3'-Hydroxy-HT2 toxin)

3D SDF for HMDB0036162 (3'-Hydroxy-HT2 toxin)

3D-SDF for HMDB0036162 (3'-Hydroxy-HT2 toxin)

PDB for HMDB0036162 (3'-Hydroxy-HT2 toxin)

3D PDB for HMDB0036162 (3'-Hydroxy-HT2 toxin)

SMILES for HMDB0036162 (3'-Hydroxy-HT2 toxin)

INCHI for HMDB0036162 (3'-Hydroxy-HT2 toxin)

Structure for HMDB0036162 (3'-Hydroxy-HT2 toxin)

3D Structure for HMDB0036162 (3'-Hydroxy-HT2 toxin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra