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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:09:00 UTC

Update Date

2022-03-07 02:54:24 UTC

HMDB ID

HMDB0035201

Secondary Accession Numbers

HMDB35201

Metabolite Identification

Common Name

4,8-Diacetyl-T2-tetrol

Description

4,8-Diacetyl-T2-tetrol, also known as toxin NT 1, 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. Based on a literature review a small amount of articles have been published on 4,8-Diacetyl-T2-tetrol.

Structure

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


  Mrv0541 05061308172D          

 27 30  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
    5.4436    0.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8104   -3.1681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0654    0.2390    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
    1.7057    0.2288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3118    0.0694    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
    4.8079   -0.0692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1928   -2.6211    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
    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
    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
    2.2343    0.8623    0.0000 O   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
    0.4103   -2.8825    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
    0.2904    0.6781    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
    1.3576   -1.8128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5082   -1.0925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  0  0  0  0
  9  5  2  0  0  0  0
 10  2  1  0  0  0  0
 11  3  1  0  0  0  0
 12  6  1  0  0  0  0
 12  9  1  0  0  0  0
 13  5  1  0  0  0  0
 15 14  1  0  0  0  0
 16 14  1  0  0  0  0
 17  4  1  0  0  0  0
 17 15  1  0  0  0  0
 18  6  1  0  0  0  0
 18  7  1  0  0  0  0
 18 13  1  0  0  0  0
 18 17  1  0  0  0  0
 19  8  1  0  0  0  0
 19 16  1  0  0  0  0
 19 17  1  0  0  0  0
 20  7  1  0  0  0  0
 21 10  2  0  0  0  0
 22 11  2  0  0  0  0
 23 14  1  0  0  0  0
 24  8  1  0  0  0  0
 24 19  1  0  0  0  0
 25 10  1  0  0  0  0
 25 12  1  0  0  0  0
 26 11  1  0  0  0  0
 26 15  1  0  0  0  0
 27 13  1  0  0  0  0
 27 16  1  0  0  0  0
M  END

HMDB0035201
     RDKit          3D
4,8-Diacetyl-T2-tetrol
 53 56  0  0  0  0  0  0  0  0999 V2000
    6.0336    0.2489   -0.1118 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6531    0.5018   -0.6463 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5698    0.8803   -1.8605 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5339    0.3311    0.1429 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2533    0.5821   -0.4060 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3704   -0.5916   -0.4040 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0398   -0.5272    0.2645 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0665   -1.5714    1.3904 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0929   -1.2626    2.3007 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4142    0.7990    0.7662 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5731    1.8845    0.7730 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7574    1.8013    0.2575 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6694    2.9768    0.3292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5529    1.3164    0.2250 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8286    1.1487   -1.0887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0991    0.2529   -1.0800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1352    0.8499   -0.4106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4397   -0.8683   -0.2047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6045   -0.3667    1.0876 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5338   -0.9677    1.9285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7686   -0.4888    3.3265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1836   -1.9415    1.4760 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0253   -0.9646   -0.7177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8214   -2.3549   -1.2564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9886    0.0866   -1.8013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1681   -0.2271   -3.1754 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0287    0.3817   -2.6159 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6425    1.1625   -0.2854 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4586   -0.6310   -0.6663 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9344    0.0161    0.9596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4459    0.8994   -1.4740 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3168   -1.0322   -1.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9923   -1.4108    0.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8868   -1.7933    1.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4220   -2.5497    0.9389 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7422   -0.8345    3.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6619    0.6477    1.8681 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2679    2.8113    1.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0637    3.9037    0.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9659    3.0898    1.3940 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5151    2.9249   -0.3561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9816    2.0378   -1.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3064   -0.1161   -2.0807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9669    0.7104   -0.9486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0588   -1.7753   -0.3962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8326   -0.6957    3.5878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0588   -0.9003    4.0426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7001    0.6354    3.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7143   -2.5356   -1.9321 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0453   -2.5042   -1.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9454   -3.0904   -0.4497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7545    0.4051   -3.8494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0233   -1.2844   -3.5161 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
  7 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 10 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 18 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 12  5  1  0
 25 15  1  0
 23  7  1  0
 27 25  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 13 39  1  0
 13 40  1  0
 13 41  1  0
 15 42  1  0
 16 43  1  0
 17 44  1  0
 18 45  1  0
 21 46  1  0
 21 47  1  0
 21 48  1  0
 24 49  1  0
 24 50  1  0
 24 51  1  0
 26 52  1  0
 26 53  1  0
M  END


  Mrv0541 05061308172D          

 27 30  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
    5.4436    0.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8104   -3.1681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0654    0.2390    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
    1.7057    0.2288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3118    0.0694    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
    4.8079   -0.0692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1928   -2.6211    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
    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
    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
    2.2343    0.8623    0.0000 O   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
    0.4103   -2.8825    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
    0.2904    0.6781    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
    1.3576   -1.8128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5082   -1.0925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  0  0  0  0
  9  5  2  0  0  0  0
 10  2  1  0  0  0  0
 11  3  1  0  0  0  0
 12  6  1  0  0  0  0
 12  9  1  0  0  0  0
 13  5  1  0  0  0  0
 15 14  1  0  0  0  0
 16 14  1  0  0  0  0
 17  4  1  0  0  0  0
 17 15  1  0  0  0  0
 18  6  1  0  0  0  0
 18  7  1  0  0  0  0
 18 13  1  0  0  0  0
 18 17  1  0  0  0  0
 19  8  1  0  0  0  0
 19 16  1  0  0  0  0
 19 17  1  0  0  0  0
 20  7  1  0  0  0  0
 21 10  2  0  0  0  0
 22 11  2  0  0  0  0
 23 14  1  0  0  0  0
 24  8  1  0  0  0  0
 24 19  1  0  0  0  0
 25 10  1  0  0  0  0
 25 12  1  0  0  0  0
 26 11  1  0  0  0  0
 26 15  1  0  0  0  0
 27 13  1  0  0  0  0
 27 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035201

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)OC1C(O)C2OC3C=C(C)C(CC3(CO)C1(C)C21CO1)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H26O8/c1-9-5-13-18(7-20,6-12(9)25-10(2)21)17(4)15(26-11(3)22)14(23)16(27-13)19(17)8-24-19/h5,12-16,20,23H,6-8H2,1-4H3

> <INCHI_KEY>
UROCTWOJYLMRHO-UHFFFAOYSA-N

> <FORMULA>
C19H26O8

> <MOLECULAR_WEIGHT>
382.4049

> <EXACT_MASS>
382.162767808

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
38.35015507804694

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
0.44

> <JCHEM_LOGP>
-0.8538114616666654

> <ALOGPS_LOGS>
-2.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.99435561731842

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.067075095591726

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8036445321833874

> <JCHEM_POLAR_SURFACE_AREA>
114.82000000000001

> <JCHEM_REFRACTIVITY>
90.61519999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.54e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035201
     RDKit          3D
4,8-Diacetyl-T2-tetrol
 53 56  0  0  0  0  0  0  0  0999 V2000
    6.0336    0.2489   -0.1118 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6531    0.5018   -0.6463 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5698    0.8803   -1.8605 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5339    0.3311    0.1429 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2533    0.5821   -0.4060 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3704   -0.5916   -0.4040 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0398   -0.5272    0.2645 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0665   -1.5714    1.3904 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0929   -1.2626    2.3007 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4142    0.7990    0.7662 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5731    1.8845    0.7730 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7574    1.8013    0.2575 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6694    2.9768    0.3292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5529    1.3164    0.2250 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8286    1.1487   -1.0887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0991    0.2529   -1.0800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1352    0.8499   -0.4106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4397   -0.8683   -0.2047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6045   -0.3667    1.0876 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5338   -0.9677    1.9285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7686   -0.4888    3.3265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1836   -1.9415    1.4760 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0253   -0.9646   -0.7177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8214   -2.3549   -1.2564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9886    0.0866   -1.8013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1681   -0.2271   -3.1754 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0287    0.3817   -2.6159 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6425    1.1625   -0.2854 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4586   -0.6310   -0.6663 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9344    0.0161    0.9596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4459    0.8994   -1.4740 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3168   -1.0322   -1.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9923   -1.4108    0.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8868   -1.7933    1.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4220   -2.5497    0.9389 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7422   -0.8345    3.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6619    0.6477    1.8681 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2679    2.8113    1.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0637    3.9037    0.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9659    3.0898    1.3940 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5151    2.9249   -0.3561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9816    2.0378   -1.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3064   -0.1161   -2.0807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9669    0.7104   -0.9486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0588   -1.7753   -0.3962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8326   -0.6957    3.5878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0588   -0.9003    4.0426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7001    0.6354    3.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7143   -2.5356   -1.9321 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0453   -2.5042   -1.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9454   -3.0904   -0.4497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7545    0.4051   -3.8494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0233   -1.2844   -3.5161 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
  7 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 10 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 18 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 12  5  1  0
 25 15  1  0
 23  7  1  0
 27 25  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 13 39  1  0
 13 40  1  0
 13 41  1  0
 15 42  1  0
 16 43  1  0
 17 44  1  0
 18 45  1  0
 21 46  1  0
 21 47  1  0
 21 48  1  0
 24 49  1  0
 24 50  1  0
 24 51  1  0
 26 52  1  0
 26 53  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      10.161   0.852   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.379  -5.914   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.989   0.446   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.415  -3.074   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       3.184   0.427   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.582   0.130   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.601  -2.092   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.975  -0.129   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.227  -4.893   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.345  -0.574   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.971  -2.537   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.223  -3.066   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.381  -2.363   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.194  -1.737   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.980  -1.040   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.715  -1.018   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  O   UNK     0       4.171   1.610   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       9.231  -1.648   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.766  -5.381   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       0.542   1.266   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       7.531   0.408   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       2.815  -2.039   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2   10                                                            
CONECT    3   11                                                            
CONECT    4   17                                                            
CONECT    5    9   13                                                       
CONECT    6   12   18                                                       
CONECT    7   18   20                                                       
CONECT    8   19   24                                                       
CONECT    9    1    5   12                                                  
CONECT   10    2   21   25                                                  
CONECT   11    3   22   26                                                  
CONECT   12    6    9   25                                                  
CONECT   13    5   18   27                                                  
CONECT   14   15   16   23                                                  
CONECT   15   14   17   26                                                  
CONECT   16   14   19   27                                                  
CONECT   17    4   15   18   19                                             
CONECT   18    6    7   13   17                                             
CONECT   19    8   16   17   24                                             
CONECT   20    7                                                            
CONECT   21   10                                                            
CONECT   22   11                                                            
CONECT   23   14                                                            
CONECT   24    8   19                                                       
CONECT   25   10   12                                                       
CONECT   26   11   15                                                       
CONECT   27   13   16                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

COMPND    HMDB0035201
HETATM    1  C1  UNL     1       6.034   0.249  -0.112  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.653   0.502  -0.646  1.00  0.00           C  
HETATM    3  O1  UNL     1       4.570   0.880  -1.861  1.00  0.00           O  
HETATM    4  O2  UNL     1       3.534   0.331   0.143  1.00  0.00           O  
HETATM    5  C3  UNL     1       2.253   0.582  -0.406  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.370  -0.592  -0.404  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.040  -0.527   0.264  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.067  -1.571   1.390  1.00  0.00           C  
HETATM    9  O3  UNL     1       1.093  -1.263   2.301  1.00  0.00           O  
HETATM   10  C7  UNL     1      -0.414   0.799   0.766  1.00  0.00           C  
HETATM   11  C8  UNL     1       0.573   1.884   0.773  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.757   1.801   0.258  1.00  0.00           C  
HETATM   13  C10 UNL     1       2.669   2.977   0.329  1.00  0.00           C  
HETATM   14  O4  UNL     1      -1.553   1.316   0.225  1.00  0.00           O  
HETATM   15  C11 UNL     1      -1.829   1.149  -1.089  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.099   0.253  -1.080  1.00  0.00           C  
HETATM   17  O5  UNL     1      -4.135   0.850  -0.411  1.00  0.00           O  
HETATM   18  C13 UNL     1      -2.440  -0.868  -0.205  1.00  0.00           C  
HETATM   19  O6  UNL     1      -2.604  -0.367   1.088  1.00  0.00           O  
HETATM   20  C14 UNL     1      -3.534  -0.968   1.929  1.00  0.00           C  
HETATM   21  C15 UNL     1      -3.769  -0.489   3.327  1.00  0.00           C  
HETATM   22  O7  UNL     1      -4.184  -1.942   1.476  1.00  0.00           O  
HETATM   23  C16 UNL     1      -1.025  -0.965  -0.718  1.00  0.00           C  
HETATM   24  C17 UNL     1      -0.821  -2.355  -1.256  1.00  0.00           C  
HETATM   25  C18 UNL     1      -0.989   0.087  -1.801  1.00  0.00           C  
HETATM   26  C19 UNL     1      -1.168  -0.227  -3.175  1.00  0.00           C  
HETATM   27  O8  UNL     1       0.029   0.382  -2.616  1.00  0.00           O  
HETATM   28  H1  UNL     1       6.643   1.162  -0.285  1.00  0.00           H  
HETATM   29  H2  UNL     1       6.459  -0.631  -0.666  1.00  0.00           H  
HETATM   30  H3  UNL     1       5.934   0.016   0.960  1.00  0.00           H  
HETATM   31  H4  UNL     1       2.446   0.899  -1.474  1.00  0.00           H  
HETATM   32  H5  UNL     1       1.317  -1.032  -1.438  1.00  0.00           H  
HETATM   33  H6  UNL     1       1.992  -1.411   0.104  1.00  0.00           H  
HETATM   34  H7  UNL     1      -0.887  -1.793   1.837  1.00  0.00           H  
HETATM   35  H8  UNL     1       0.422  -2.550   0.939  1.00  0.00           H  
HETATM   36  H9  UNL     1       0.742  -0.835   3.115  1.00  0.00           H  
HETATM   37  H10 UNL     1      -0.662   0.648   1.868  1.00  0.00           H  
HETATM   38  H11 UNL     1       0.268   2.811   1.248  1.00  0.00           H  
HETATM   39  H12 UNL     1       2.064   3.904   0.104  1.00  0.00           H  
HETATM   40  H13 UNL     1       2.966   3.090   1.394  1.00  0.00           H  
HETATM   41  H14 UNL     1       3.515   2.925  -0.356  1.00  0.00           H  
HETATM   42  H15 UNL     1      -1.982   2.038  -1.688  1.00  0.00           H  
HETATM   43  H16 UNL     1      -3.306  -0.116  -2.081  1.00  0.00           H  
HETATM   44  H17 UNL     1      -4.967   0.710  -0.949  1.00  0.00           H  
HETATM   45  H18 UNL     1      -3.059  -1.775  -0.396  1.00  0.00           H  
HETATM   46  H19 UNL     1      -4.833  -0.696   3.588  1.00  0.00           H  
HETATM   47  H20 UNL     1      -3.059  -0.900   4.043  1.00  0.00           H  
HETATM   48  H21 UNL     1      -3.700   0.635   3.283  1.00  0.00           H  
HETATM   49  H22 UNL     1      -1.714  -2.536  -1.932  1.00  0.00           H  
HETATM   50  H23 UNL     1       0.045  -2.504  -1.890  1.00  0.00           H  
HETATM   51  H24 UNL     1      -0.945  -3.090  -0.450  1.00  0.00           H  
HETATM   52  H25 UNL     1      -1.754   0.405  -3.849  1.00  0.00           H  
HETATM   53  H26 UNL     1      -1.023  -1.284  -3.516  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   12   31
CONECT    6    7   32   33
CONECT    7    8   10   23
CONECT    8    9   34   35
CONECT    9   36
CONECT   10   11   14   37
CONECT   11   12   12   38
CONECT   12   13
CONECT   13   39   40   41
CONECT   14   15
CONECT   15   16   25   42
CONECT   16   17   18   43
CONECT   17   44
CONECT   18   19   23   45
CONECT   19   20
CONECT   20   21   22   22
CONECT   21   46   47   48
CONECT   23   24   25
CONECT   24   49   50   51
CONECT   25   26   27
CONECT   26   27   52   53
END

HMDB0035201
     RDKit          3D
4,8-Diacetyl-T2-tetrol
 53 56  0  0  0  0  0  0  0  0999 V2000
    6.0336    0.2489   -0.1118 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6531    0.5018   -0.6463 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5698    0.8803   -1.8605 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5339    0.3311    0.1429 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2533    0.5821   -0.4060 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3704   -0.5916   -0.4040 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0398   -0.5272    0.2645 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0665   -1.5714    1.3904 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0929   -1.2626    2.3007 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4142    0.7990    0.7662 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5731    1.8845    0.7730 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7574    1.8013    0.2575 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6694    2.9768    0.3292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5529    1.3164    0.2250 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8286    1.1487   -1.0887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0991    0.2529   -1.0800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1352    0.8499   -0.4106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4397   -0.8683   -0.2047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6045   -0.3667    1.0876 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5338   -0.9677    1.9285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7686   -0.4888    3.3265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1836   -1.9415    1.4760 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0253   -0.9646   -0.7177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8214   -2.3549   -1.2564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9886    0.0866   -1.8013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1681   -0.2271   -3.1754 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0287    0.3817   -2.6159 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6425    1.1625   -0.2854 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4586   -0.6310   -0.6663 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9344    0.0161    0.9596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4459    0.8994   -1.4740 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3168   -1.0322   -1.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9923   -1.4108    0.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8868   -1.7933    1.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4220   -2.5497    0.9389 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7422   -0.8345    3.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6619    0.6477    1.8681 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2679    2.8113    1.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0637    3.9037    0.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9659    3.0898    1.3940 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5151    2.9249   -0.3561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9816    2.0378   -1.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3064   -0.1161   -2.0807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9669    0.7104   -0.9486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0588   -1.7753   -0.3962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8326   -0.6957    3.5878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0588   -0.9003    4.0426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7001    0.6354    3.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7143   -2.5356   -1.9321 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0453   -2.5042   -1.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9454   -3.0904   -0.4497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7545    0.4051   -3.8494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0233   -1.2844   -3.5161 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
  7 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 10 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 18 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 12  5  1  0
 25 15  1  0
 23  7  1  0
 27 25  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 13 39  1  0
 13 40  1  0
 13 41  1  0
 15 42  1  0
 16 43  1  0
 17 44  1  0
 18 45  1  0
 21 46  1  0
 21 47  1  0
 21 48  1  0
 24 49  1  0
 24 50  1  0
 24 51  1  0
 26 52  1  0
 26 53  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Toxin NT 1	MeSH
4 beta, 8 alpha-Diacetoxy-12,13-epoxytrichothec-9-ene-3 alpha,15-diol	MeSH
Toxin NT-1	MeSH
Isoneosolaniol	HMDB
NT 1	HMDB
NT 1 Toxin	HMDB
Toxin T 1	HMDB
Toxin T1	HMDB
4'-(Acetyloxy)-10'-hydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-11'-yl acetic acid	Generator

Chemical Formula

C₁₉H₂₆O₈

Average Molecular Weight

382.4049

Monoisotopic Molecular Weight

382.162767808

IUPAC Name

4'-(acetyloxy)-10'-hydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-11'-yl acetate

Traditional Name

4'-(acetyloxy)-10'-hydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-11'-yl acetate

CAS Registry Number

65180-29-2

SMILES

CC(=O)OC1C(O)C2OC3C=C(C)C(CC3(CO)C1(C)C21CO1)OC(C)=O

InChI Identifier

InChI=1S/C19H26O8/c1-9-5-13-18(7-20,6-12(9)25-10(2)21)17(4)15(26-11(3)22)14(23)16(27-13)19(17)8-24-19/h5,12-16,20,23H,6-8H2,1-4H3

InChI Key

UROCTWOJYLMRHO-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
Oxepane
Dicarboxylic acid or derivatives
Oxane
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Oxacycle
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Organoheterocyclic compound
Primary alcohol
Hydrocarbon derivative
Organic oxide
Organooxygen compound
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

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035201)

Source

Endogenous

Endogenous (HMDB: HMDB0035201)

Animal

Animal (HMDB: HMDB0035201)

Exogenous

Food

Food (HMDB: HMDB0035201)

Exogenous (HMDB: HMDB0035201)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0035201)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0035201)

Lipid metabolism pathway (HMDB: HMDB0035201)

Cellular process

Cell signaling (HMDB: HMDB0035201)

Biochemical process

Lipid transport (HMDB: HMDB0035201)

Role

Biological role

Energy source (HMDB: HMDB0035201)

Environmental role

Environmental contaminant (HMDB: HMDB0035201)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	172.5 - 173.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	2.54 g/L	ALOGPS
logP	0.44	ALOGPS
logP	-0.85	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	13.07	ChemAxon
pKa (Strongest Basic)	-2.8	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	5	ChemAxon
Refractivity	90.62 m³·mol⁻¹	ChemAxon
Polarizability	38.35 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	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	186.668	31661259
DarkChem	[M-H]-	179.253	31661259
DeepCCS	[M-2H]-	214.826	30932474
DeepCCS	[M+Na]+	190.053	30932474
AllCCS	[M+H]+	188.3	32859911
AllCCS	[M+H-H2O]+	185.8	32859911
AllCCS	[M+NH4]+	190.7	32859911
AllCCS	[M+Na]+	191.3	32859911
AllCCS	[M-H]-	191.9	32859911
AllCCS	[M+Na-2H]-	192.2	32859911
AllCCS	[M+HCOO]-	192.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	5.43 minutes	32390414
Predicted by Siyang on May 30, 2022	11.4484 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.68 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1734.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	199.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	105.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	155.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	62.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	326.4 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	357.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	257.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	772.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	230.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1285.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	279.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	278.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	402.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	166.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	109.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4,8-Diacetyl-T2-tetrol	CC(=O)OC1C(O)C2OC3C=C(C)C(CC3(CO)C1(C)C21CO1)OC(C)=O	3901.3	Standard polar	33892256
4,8-Diacetyl-T2-tetrol	CC(=O)OC1C(O)C2OC3C=C(C)C(CC3(CO)C1(C)C21CO1)OC(C)=O	2530.5	Standard non polar	33892256
4,8-Diacetyl-T2-tetrol	CC(=O)OC1C(O)C2OC3C=C(C)C(CC3(CO)C1(C)C21CO1)OC(C)=O	2685.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4,8-Diacetyl-T2-tetrol,1TMS,isomer #1	CC(=O)OC1CC2(CO)C(C=C1C)OC1C(O[Si](C)(C)C)C(OC(C)=O)C2(C)C12CO2	2571.5	Semi standard non polar	33892256
4,8-Diacetyl-T2-tetrol,1TMS,isomer #2	CC(=O)OC1CC2(CO[Si](C)(C)C)C(C=C1C)OC1C(O)C(OC(C)=O)C2(C)C12CO2	2546.4	Semi standard non polar	33892256
4,8-Diacetyl-T2-tetrol,2TMS,isomer #1	CC(=O)OC1CC2(CO[Si](C)(C)C)C(C=C1C)OC1C(O[Si](C)(C)C)C(OC(C)=O)C2(C)C12CO2	2562.8	Semi standard non polar	33892256
4,8-Diacetyl-T2-tetrol,1TBDMS,isomer #1	CC(=O)OC1CC2(CO)C(C=C1C)OC1C(O[Si](C)(C)C(C)(C)C)C(OC(C)=O)C2(C)C12CO2	2810.4	Semi standard non polar	33892256
4,8-Diacetyl-T2-tetrol,1TBDMS,isomer #2	CC(=O)OC1CC2(CO[Si](C)(C)C(C)(C)C)C(C=C1C)OC1C(O)C(OC(C)=O)C2(C)C12CO2	2787.4	Semi standard non polar	33892256
4,8-Diacetyl-T2-tetrol,2TBDMS,isomer #1	CC(=O)OC1CC2(CO[Si](C)(C)C(C)(C)C)C(C=C1C)OC1C(O[Si](C)(C)C(C)(C)C)C(OC(C)=O)C2(C)C12CO2	3043.2	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 - 4,8-Diacetyl-T2-tetrol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ac4-2697000000-7c9c4165f00398def9ba	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4,8-Diacetyl-T2-tetrol GC-MS (2 TMS) - 70eV, Positive	splash10-0udl-3069510000-bcd3bfeead9609e6fa26	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4,8-Diacetyl-T2-tetrol 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 - 4,8-Diacetyl-T2-tetrol 10V, Positive-QTOF	splash10-00yl-0009000000-4a8811890c925b09e4e0	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,8-Diacetyl-T2-tetrol 20V, Positive-QTOF	splash10-00di-0219000000-dedf3280ed246d0bee0d	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,8-Diacetyl-T2-tetrol 40V, Positive-QTOF	splash10-008a-3296000000-be9fbb6d9713ee622b3e	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,8-Diacetyl-T2-tetrol 10V, Negative-QTOF	splash10-008i-1009000000-ce0713ed8bebd6258d09	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,8-Diacetyl-T2-tetrol 20V, Negative-QTOF	splash10-0abi-2119000000-e27a05b759195273b092	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,8-Diacetyl-T2-tetrol 40V, Negative-QTOF	splash10-0a4i-6900000000-d5115259f05431013b9b	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,8-Diacetyl-T2-tetrol 10V, Negative-QTOF	splash10-0a59-7009000000-e40f70e205c39a6d7bcd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,8-Diacetyl-T2-tetrol 20V, Negative-QTOF	splash10-0a4i-9000000000-16136d19660877190b49	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,8-Diacetyl-T2-tetrol 40V, Negative-QTOF	splash10-052r-9023000000-ea83f892b6c75195ddc0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,8-Diacetyl-T2-tetrol 10V, Positive-QTOF	splash10-00di-0009000000-ff1d6a000948010607f4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,8-Diacetyl-T2-tetrol 20V, Positive-QTOF	splash10-05uu-1029000000-5ff9a18963d4560078d9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,8-Diacetyl-T2-tetrol 40V, Positive-QTOF	splash10-014i-9612000000-92d17d5c2f6eeaac9be7	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
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, 100 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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 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
Predicted 1D NMR	¹H 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

FDB013847

KNApSAcK ID

C00012639

Chemspider ID

8198344

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10022771

PDB ID

Not Available

ChEBI ID

175886

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 4,8-Diacetyl-T2-tetrol (HMDB0035201)

MOL for HMDB0035201 (4,8-Diacetyl-T2-tetrol)

3D MOL for HMDB0035201 (4,8-Diacetyl-T2-tetrol)

3D SDF for HMDB0035201 (4,8-Diacetyl-T2-tetrol)

3D-SDF for HMDB0035201 (4,8-Diacetyl-T2-tetrol)

PDB for HMDB0035201 (4,8-Diacetyl-T2-tetrol)

3D PDB for HMDB0035201 (4,8-Diacetyl-T2-tetrol)

SMILES for HMDB0035201 (4,8-Diacetyl-T2-tetrol)

INCHI for HMDB0035201 (4,8-Diacetyl-T2-tetrol)

Structure for HMDB0035201 (4,8-Diacetyl-T2-tetrol)

3D Structure for HMDB0035201 (4,8-Diacetyl-T2-tetrol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra