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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 22:51:56 UTC

Update Date

2022-11-23 22:29:21 UTC

HMDB ID

HMDB0259902

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Wortmannin

Description

18-(methoxymethyl)-1,5-dimethyl-6,11,16-trioxo-13,17-dioxapentacyclo[10.6.1.0²,¹⁰.0⁵,⁹.0¹⁵,¹⁹]nonadeca-2(10),12(19),14-trien-3-yl acetate belongs to the class of organic compounds known as oxasteroids and derivatives. These are steroid derivatives where a carbon atom of the steroid is replaced by an oxygen atom. Based on a literature review very few articles have been published on 18-(methoxymethyl)-1,5-dimethyl-6,11,16-trioxo-13,17-dioxapentacyclo[10.6.1.0²,¹⁰.0⁵,⁹.0¹⁵,¹⁹]nonadeca-2(10),12(19),14-trien-3-yl acetate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Wortmannin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Wortmannin is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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


  Mrv1533004201502452D          

 31 35  0  0  0  0            999 V2000
    1.3902   -3.3080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2504   -2.4949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8847   -1.9673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7449   -1.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9709   -0.8688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8311   -0.0557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0570    0.2298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4653    0.4719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4976    1.2963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2916    1.5203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7500    0.8344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5665    0.7161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0772    1.3640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8723   -0.0502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3616   -0.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6674   -1.4644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4839   -1.5827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9945   -0.9347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3788   -1.6648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6888   -0.1685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3230    0.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0208   -0.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8178   -0.8807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3454   -1.5149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1567   -2.1123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4625   -2.8785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2789   -2.9968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9518   -3.5265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3791   -0.6266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6313   -1.4122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2393    0.1864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 14 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 23  1  0  0  0  0
 23 24  2  0  0  0  0
 16 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 15 29  1  0  0  0  0
  4 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
  8 31  1  0  0  0  0
 11 31  2  0  0  0  0
M  END

HMDB0259902
     RDKit          3D
wortmannin
 55 59  0  0  0  0  0  0  0  0999 V2000
    3.1973    1.7105    2.2952 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4906    0.4283    1.8960 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5066   -0.2067    1.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2008    0.5244   -0.1006 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4108    0.6009   -0.8963 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9698   -0.5320   -1.4728 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1771   -0.6458   -1.7904 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0718   -1.6570   -1.7177 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1632   -2.9525   -2.1696 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9567   -3.5118   -2.0734 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0904   -2.6467   -1.5827 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7659   -1.4985   -1.3662 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1851   -0.1949   -0.9417 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1783    0.6296   -2.2752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1809   -0.3119   -0.4518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9157   -1.4396   -0.6656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3289   -2.6513   -1.2321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0117   -3.7016   -1.4274 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3422   -1.4903   -0.3268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2279   -0.8195   -1.3272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2549   -0.0429   -0.5677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0022   -0.3442    0.8560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7862   -0.1391    1.7527 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6568   -0.9319    1.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7614   -2.0309    2.0666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7120    0.1564    1.4503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9290    0.7217    0.2884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1622    1.7852    0.7720 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4053    3.1007    0.4027 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3875    4.2462    0.8967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3542    3.3071   -0.3948 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2793    1.7506    2.9332 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0814    2.4510    1.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.0476    2.9410 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8344   -1.2521    0.9760 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5950   -0.2451    1.8396 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9880    1.5809    0.1024 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0776   -3.3912   -2.5292 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2010    1.7067   -2.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1050    0.3955   -2.8369 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2533    0.3905   -2.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6643   -2.5579   -0.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7954   -1.5698   -1.9557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6878   -0.2080   -2.0824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2975   -0.2971   -0.8696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0625    1.0584   -0.7247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1111   -2.9420    1.5225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5652   -1.7798    2.8009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7919   -2.2211    2.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0066   -0.2764    2.1831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2222    1.0010    1.9472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6902    1.1836   -0.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9402    4.7496    0.0782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3085    5.0118    1.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0606    3.9513    1.7243 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 13  4  1  0
 27 15  1  0
 12  8  1  0
 24 19  1  0
 17 11  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  9 38  1  0
 14 39  1  0
 14 40  1  0
 14 41  1  0
 19 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  0
 21 46  1  0
 25 47  1  0
 25 48  1  0
 25 49  1  0
 26 50  1  0
 26 51  1  0
 27 52  1  0
 30 53  1  0
 30 54  1  0
 30 55  1  0
M  END


  Mrv1533004201502452D          

 31 35  0  0  0  0            999 V2000
    1.3902   -3.3080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2504   -2.4949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8847   -1.9673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7449   -1.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9709   -0.8688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8311   -0.0557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0570    0.2298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4653    0.4719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4976    1.2963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2916    1.5203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7500    0.8344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5665    0.7161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0772    1.3640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8723   -0.0502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3616   -0.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6674   -1.4644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4839   -1.5827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9945   -0.9347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3788   -1.6648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6888   -0.1685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3230    0.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0208   -0.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8178   -0.8807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3454   -1.5149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1567   -2.1123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4625   -2.8785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2789   -2.9968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9518   -3.5265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3791   -0.6266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6313   -1.4122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2393    0.1864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 14 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 23  1  0  0  0  0
 23 24  2  0  0  0  0
 16 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 15 29  1  0  0  0  0
  4 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
  8 31  1  0  0  0  0
 11 31  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0259902

> <DATABASE_NAME>
hmdb

> <SMILES>
COCC1OC(=O)C2=COC3=C2C1(C)C1=C(C2CCC(=O)C2(C)CC1OC(C)=O)C3=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H24O8/c1-10(24)30-13-7-22(2)12(5-6-14(22)25)16-18(13)23(3)15(9-28-4)31-21(27)11-8-29-20(17(11)23)19(16)26/h8,12-13,15H,5-7,9H2,1-4H3

> <INCHI_KEY>
QDLHCMPXEPAAMD-UHFFFAOYSA-N

> <FORMULA>
C23H24O8

> <MOLECULAR_WEIGHT>
428.437

> <EXACT_MASS>
428.147117733

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
42.781341565364784

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
18-(methoxymethyl)-1,5-dimethyl-6,11,16-trioxo-13,17-dioxapentacyclo[10.6.1.0²,¹⁰.0⁵,⁹.0¹⁵,¹⁹]nonadeca-2(10),12(19),14-trien-3-yl acetate

> <ALOGPS_LOGP>
2.31

> <JCHEM_LOGP>
1.4426177013333332

> <ALOGPS_LOGS>
-3.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.667613949704254

> <JCHEM_PKA_STRONGEST_BASIC>
-3.18707004101998

> <JCHEM_POLAR_SURFACE_AREA>
109.11000000000001

> <JCHEM_REFRACTIVITY>
106.85719999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.21e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
wortmannin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0259902
     RDKit          3D
wortmannin
 55 59  0  0  0  0  0  0  0  0999 V2000
    3.1973    1.7105    2.2952 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4906    0.4283    1.8960 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5066   -0.2067    1.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2008    0.5244   -0.1006 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4108    0.6009   -0.8963 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9698   -0.5320   -1.4728 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1771   -0.6458   -1.7904 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0718   -1.6570   -1.7177 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1632   -2.9525   -2.1696 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9567   -3.5118   -2.0734 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0904   -2.6467   -1.5827 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7659   -1.4985   -1.3662 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1851   -0.1949   -0.9417 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1783    0.6296   -2.2752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1809   -0.3119   -0.4518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9157   -1.4396   -0.6656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3289   -2.6513   -1.2321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0117   -3.7016   -1.4274 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3422   -1.4903   -0.3268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2279   -0.8195   -1.3272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2549   -0.0429   -0.5677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0022   -0.3442    0.8560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7862   -0.1391    1.7527 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6568   -0.9319    1.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7614   -2.0309    2.0666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7120    0.1564    1.4503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9290    0.7217    0.2884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1622    1.7852    0.7720 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4053    3.1007    0.4027 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3875    4.2462    0.8967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3542    3.3071   -0.3948 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2793    1.7506    2.9332 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0814    2.4510    1.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.0476    2.9410 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8344   -1.2521    0.9760 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5950   -0.2451    1.8396 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9880    1.5809    0.1024 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0776   -3.3912   -2.5292 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2010    1.7067   -2.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1050    0.3955   -2.8369 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2533    0.3905   -2.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6643   -2.5579   -0.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7954   -1.5698   -1.9557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6878   -0.2080   -2.0824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2975   -0.2971   -0.8696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0625    1.0584   -0.7247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1111   -2.9420    1.5225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5652   -1.7798    2.8009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7919   -2.2211    2.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0066   -0.2764    2.1831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2222    1.0010    1.9472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6902    1.1836   -0.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9402    4.7496    0.0782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3085    5.0118    1.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0606    3.9513    1.7243 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 13  4  1  0
 27 15  1  0
 12  8  1  0
 24 19  1  0
 17 11  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  9 38  1  0
 14 39  1  0
 14 40  1  0
 14 41  1  0
 19 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  0
 21 46  1  0
 25 47  1  0
 25 48  1  0
 25 49  1  0
 26 50  1  0
 26 51  1  0
 27 52  1  0
 30 53  1  0
 30 54  1  0
 30 55  1  0
M  END

HEADER    PROTEIN                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-15         0                                  
HETATM    1  C   UNK     0       2.595  -6.175   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.334  -4.657   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.518  -3.672   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.257  -2.155   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.812  -1.622   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.551  -0.104   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.106   0.429   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.735   0.881   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.796   2.420   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.278   2.838   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       5.133   1.557   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.657   1.337   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       7.611   2.546   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       7.228  -0.094   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.275  -1.303   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.846  -2.733   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.370  -2.954   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.323  -1.745   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.040  -3.108   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.752  -0.315   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.936   0.670   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.239  -0.151   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.860  -1.644   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      11.845  -2.828   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       5.892  -3.943   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       6.463  -5.373   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       7.987  -5.594   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       5.510  -6.583   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.441  -1.170   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.912  -2.636   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.180   0.348   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   29                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   31                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   31                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   20                                                  
CONECT   15   14   16   29                                                  
CONECT   16   15   17   25                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20   23                                             
CONECT   19   18                                                            
CONECT   20   18   14   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   18   24                                                  
CONECT   24   23                                                            
CONECT   25   16   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   15    4   30   31                                             
CONECT   30   29                                                            
CONECT   31   29    8   11                                                  
MASTER        0    0    0    0    0    0    0    0   31    0   70    0
END

COMPND    HMDB0259902
HETATM    1  C1  UNL     1       3.197   1.711   2.295  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.491   0.428   1.896  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.507  -0.207   1.172  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.201   0.524  -0.101  1.00  0.00           C  
HETATM    5  O2  UNL     1       3.411   0.601  -0.896  1.00  0.00           O  
HETATM    6  C4  UNL     1       3.970  -0.532  -1.473  1.00  0.00           C  
HETATM    7  O3  UNL     1       5.177  -0.646  -1.790  1.00  0.00           O  
HETATM    8  C5  UNL     1       3.072  -1.657  -1.718  1.00  0.00           C  
HETATM    9  C6  UNL     1       3.163  -2.953  -2.170  1.00  0.00           C  
HETATM   10  O4  UNL     1       1.957  -3.512  -2.073  1.00  0.00           O  
HETATM   11  C7  UNL     1       1.090  -2.647  -1.583  1.00  0.00           C  
HETATM   12  C8  UNL     1       1.766  -1.499  -1.366  1.00  0.00           C  
HETATM   13  C9  UNL     1       1.185  -0.195  -0.942  1.00  0.00           C  
HETATM   14  C10 UNL     1       1.178   0.630  -2.275  1.00  0.00           C  
HETATM   15  C11 UNL     1      -0.181  -0.312  -0.452  1.00  0.00           C  
HETATM   16  C12 UNL     1      -0.916  -1.440  -0.666  1.00  0.00           C  
HETATM   17  C13 UNL     1      -0.329  -2.651  -1.232  1.00  0.00           C  
HETATM   18  O5  UNL     1      -1.012  -3.702  -1.427  1.00  0.00           O  
HETATM   19  C14 UNL     1      -2.342  -1.490  -0.327  1.00  0.00           C  
HETATM   20  C15 UNL     1      -3.228  -0.819  -1.327  1.00  0.00           C  
HETATM   21  C16 UNL     1      -4.255  -0.043  -0.568  1.00  0.00           C  
HETATM   22  C17 UNL     1      -4.002  -0.344   0.856  1.00  0.00           C  
HETATM   23  O6  UNL     1      -4.786  -0.139   1.753  1.00  0.00           O  
HETATM   24  C18 UNL     1      -2.657  -0.932   1.032  1.00  0.00           C  
HETATM   25  C19 UNL     1      -2.761  -2.031   2.067  1.00  0.00           C  
HETATM   26  C20 UNL     1      -1.712   0.156   1.450  1.00  0.00           C  
HETATM   27  C21 UNL     1      -0.929   0.722   0.288  1.00  0.00           C  
HETATM   28  O7  UNL     1      -0.162   1.785   0.772  1.00  0.00           O  
HETATM   29  C22 UNL     1      -0.405   3.101   0.403  1.00  0.00           C  
HETATM   30  C23 UNL     1       0.387   4.246   0.897  1.00  0.00           C  
HETATM   31  O8  UNL     1      -1.354   3.307  -0.395  1.00  0.00           O  
HETATM   32  H1  UNL     1       2.279   1.751   2.933  1.00  0.00           H  
HETATM   33  H2  UNL     1       3.081   2.451   1.505  1.00  0.00           H  
HETATM   34  H3  UNL     1       4.067   2.048   2.941  1.00  0.00           H  
HETATM   35  H4  UNL     1       2.834  -1.252   0.976  1.00  0.00           H  
HETATM   36  H5  UNL     1       1.595  -0.245   1.840  1.00  0.00           H  
HETATM   37  H6  UNL     1       1.988   1.581   0.102  1.00  0.00           H  
HETATM   38  H7  UNL     1       4.078  -3.391  -2.529  1.00  0.00           H  
HETATM   39  H8  UNL     1       1.201   1.707  -2.035  1.00  0.00           H  
HETATM   40  H9  UNL     1       2.105   0.396  -2.837  1.00  0.00           H  
HETATM   41  H10 UNL     1       0.253   0.390  -2.812  1.00  0.00           H  
HETATM   42  H11 UNL     1      -2.664  -2.558  -0.285  1.00  0.00           H  
HETATM   43  H12 UNL     1      -3.795  -1.570  -1.956  1.00  0.00           H  
HETATM   44  H13 UNL     1      -2.688  -0.208  -2.082  1.00  0.00           H  
HETATM   45  H14 UNL     1      -5.297  -0.297  -0.870  1.00  0.00           H  
HETATM   46  H15 UNL     1      -4.063   1.058  -0.725  1.00  0.00           H  
HETATM   47  H16 UNL     1      -3.111  -2.942   1.523  1.00  0.00           H  
HETATM   48  H17 UNL     1      -3.565  -1.780   2.801  1.00  0.00           H  
HETATM   49  H18 UNL     1      -1.792  -2.221   2.549  1.00  0.00           H  
HETATM   50  H19 UNL     1      -1.007  -0.276   2.183  1.00  0.00           H  
HETATM   51  H20 UNL     1      -2.222   1.001   1.947  1.00  0.00           H  
HETATM   52  H21 UNL     1      -1.690   1.184  -0.417  1.00  0.00           H  
HETATM   53  H22 UNL     1       0.940   4.750   0.078  1.00  0.00           H  
HETATM   54  H23 UNL     1      -0.308   5.012   1.345  1.00  0.00           H  
HETATM   55  H24 UNL     1       1.061   3.951   1.724  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3
CONECT    3    4   35   36
CONECT    4    5   13   37
CONECT    5    6
CONECT    6    7    7    8
CONECT    8    9    9   12
CONECT    9   10   38
CONECT   10   11
CONECT   11   12   12   17
CONECT   12   13
CONECT   13   14   15
CONECT   14   39   40   41
CONECT   15   16   16   27
CONECT   16   17   19
CONECT   17   18   18
CONECT   19   20   24   42
CONECT   20   21   43   44
CONECT   21   22   45   46
CONECT   22   23   23   24
CONECT   24   25   26
CONECT   25   47   48   49
CONECT   26   27   50   51
CONECT   27   28   52
CONECT   28   29
CONECT   29   30   31   31
CONECT   30   53   54   55
END

HMDB0259902
     RDKit          3D
wortmannin
 55 59  0  0  0  0  0  0  0  0999 V2000
    3.1973    1.7105    2.2952 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4906    0.4283    1.8960 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5066   -0.2067    1.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2008    0.5244   -0.1006 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4108    0.6009   -0.8963 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9698   -0.5320   -1.4728 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1771   -0.6458   -1.7904 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0718   -1.6570   -1.7177 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1632   -2.9525   -2.1696 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9567   -3.5118   -2.0734 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0904   -2.6467   -1.5827 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7659   -1.4985   -1.3662 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1851   -0.1949   -0.9417 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1783    0.6296   -2.2752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1809   -0.3119   -0.4518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9157   -1.4396   -0.6656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3289   -2.6513   -1.2321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0117   -3.7016   -1.4274 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3422   -1.4903   -0.3268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2279   -0.8195   -1.3272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2549   -0.0429   -0.5677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0022   -0.3442    0.8560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7862   -0.1391    1.7527 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6568   -0.9319    1.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7614   -2.0309    2.0666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7120    0.1564    1.4503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9290    0.7217    0.2884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1622    1.7852    0.7720 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4053    3.1007    0.4027 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3875    4.2462    0.8967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3542    3.3071   -0.3948 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2793    1.7506    2.9332 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0814    2.4510    1.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.0476    2.9410 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8344   -1.2521    0.9760 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5950   -0.2451    1.8396 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9880    1.5809    0.1024 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0776   -3.3912   -2.5292 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2010    1.7067   -2.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1050    0.3955   -2.8369 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2533    0.3905   -2.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6643   -2.5579   -0.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7954   -1.5698   -1.9557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6878   -0.2080   -2.0824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2975   -0.2971   -0.8696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0625    1.0584   -0.7247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1111   -2.9420    1.5225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5652   -1.7798    2.8009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7919   -2.2211    2.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0066   -0.2764    2.1831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2222    1.0010    1.9472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6902    1.1836   -0.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9402    4.7496    0.0782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3085    5.0118    1.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0606    3.9513    1.7243 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 13  4  1  0
 27 15  1  0
 12  8  1  0
 24 19  1  0
 17 11  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  9 38  1  0
 14 39  1  0
 14 40  1  0
 14 41  1  0
 19 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  0
 21 46  1  0
 25 47  1  0
 25 48  1  0
 25 49  1  0
 26 50  1  0
 26 51  1  0
 27 52  1  0
 30 53  1  0
 30 54  1  0
 30 55  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
18-(Methoxymethyl)-1,5-dimethyl-6,11,16-trioxo-13,17-dioxapentacyclo[10.6.1.0,.0,.0,]nonadeca-2(10),12(19),14-trien-3-yl acetic acid	Generator
18-(Methoxymethyl)-1,5-dimethyl-6,11,16-trioxo-13,17-dioxapentacyclo[10.6.1.0²,¹⁰.0⁵,⁹.0¹⁵,¹⁹]nonadeca-2(10),12(19),14-trien-3-yl acetic acid	Generator

Chemical Formula

C₂₃H₂₄O₈

Average Molecular Weight

428.437

Monoisotopic Molecular Weight

428.147117733

IUPAC Name

18-(methoxymethyl)-1,5-dimethyl-6,11,16-trioxo-13,17-dioxapentacyclo[10.6.1.0²,¹⁰.0⁵,⁹.0¹⁵,¹⁹]nonadeca-2(10),12(19),14-trien-3-yl acetate

Traditional Name

wortmannin

CAS Registry Number

Not Available

SMILES

COCC1OC(=O)C2=COC3=C2C1(C)C1=C(C2CCC(=O)C2(C)CC1OC(C)=O)C3=O

InChI Identifier

InChI=1S/C23H24O8/c1-10(24)30-13-7-22(2)12(5-6-14(22)25)16-18(13)23(3)15(9-28-4)31-21(27)11-8-29-20(17(11)23)19(16)26/h8,12-13,15H,5-7,9H2,1-4H3

InChI Key

QDLHCMPXEPAAMD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxasteroids and derivatives. These are steroid derivatives where a carbon atom of the steroid is replaced by an oxygen atom.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Oxasteroids and derivatives

Direct Parent

Oxasteroids and derivatives

Alternative Parents

Substituents

2-oxasteroid
Naphthopyran
Naphthofuran
Naphthalene
Furoic acid ester
Furopyran
Furoic acid or derivatives
Aryl ketone
Dicarboxylic acid or derivatives
Pyran
Furan
Heteroaromatic compound
Carboxylic acid ester
Ketone
Lactone
Carboxylic acid derivative
Dialkyl ether
Ether
Oxacycle
Organoheterocyclic compound
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

a small molecule (CPD-11924 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.31	ALOGPS
logP	1.44	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	19.67	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	109.11 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	106.86 m³·mol⁻¹	ChemAxon
Polarizability	42.78 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	197.173	32859911
AllCCS	[M+H-H2O]+	194.888	32859911
AllCCS	[M+Na]+	199.872	32859911
AllCCS	[M+NH4]+	199.272	32859911
AllCCS	[M-H]-	202.801	32859911
AllCCS	[M+Na-2H]-	203.071	32859911
AllCCS	[M+HCOO]-	203.517	32859911
DeepCCS	[M+H]+	205.755	30932474
DeepCCS	[M-H]-	203.397	30932474
DeepCCS	[M-2H]-	236.282	30932474
DeepCCS	[M+Na]+	211.848	30932474

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. Predicted by Afia on May 17, 2022.	6.9 minutes	32390414
Predicted by Siyang on May 30, 2022	13.4059 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.1 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2684.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	213.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	193.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	172.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	96.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	478.6 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	572.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	113.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1112.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	479.0 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	1597.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	374.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	449.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	275.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	250.9 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	46.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
wortmannin	COCC1OC(=O)C2=COC3=C2C1(C)C1=C(C2CCC(=O)C2(C)CC1OC(C)=O)C3=O	4251.6	Standard polar	33892256
wortmannin	COCC1OC(=O)C2=COC3=C2C1(C)C1=C(C2CCC(=O)C2(C)CC1OC(C)=O)C3=O	3032.3	Standard non polar	33892256
wortmannin	COCC1OC(=O)C2=COC3=C2C1(C)C1=C(C2CCC(=O)C2(C)CC1OC(C)=O)C3=O	3330.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
wortmannin,1TMS,isomer #1	COCC1OC(=O)C2=COC3=C2C1(C)C1=C(C3=O)C2CC=C(O[Si](C)(C)C)C2(C)CC1OC(C)=O	3131.7	Semi standard non polar	33892256
wortmannin,1TMS,isomer #1	COCC1OC(=O)C2=COC3=C2C1(C)C1=C(C3=O)C2CC=C(O[Si](C)(C)C)C2(C)CC1OC(C)=O	2970.3	Standard non polar	33892256
wortmannin,1TMS,isomer #1	COCC1OC(=O)C2=COC3=C2C1(C)C1=C(C3=O)C2CC=C(O[Si](C)(C)C)C2(C)CC1OC(C)=O	3917.7	Standard polar	33892256
wortmannin,1TBDMS,isomer #1	COCC1OC(=O)C2=COC3=C2C1(C)C1=C(C3=O)C2CC=C(O[Si](C)(C)C(C)(C)C)C2(C)CC1OC(C)=O	3358.8	Semi standard non polar	33892256
wortmannin,1TBDMS,isomer #1	COCC1OC(=O)C2=COC3=C2C1(C)C1=C(C3=O)C2CC=C(O[Si](C)(C)C(C)(C)C)C2(C)CC1OC(C)=O	3151.7	Standard non polar	33892256
wortmannin,1TBDMS,isomer #1	COCC1OC(=O)C2=COC3=C2C1(C)C1=C(C3=O)C2CC=C(O[Si](C)(C)C(C)(C)C)C2(C)CC1OC(C)=O	4025.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Wortmannin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f6w-4139300000-7dafbf3c9442ad93b728	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Wortmannin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5489

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5691

PDB ID

Not Available

ChEBI ID

91862

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for Wortmannin (HMDB0259902)

MOL for HMDB0259902 (Wortmannin)

3D MOL for HMDB0259902 (Wortmannin)

3D SDF for HMDB0259902 (Wortmannin)

3D-SDF for HMDB0259902 (Wortmannin)

PDB for HMDB0259902 (Wortmannin)

3D PDB for HMDB0259902 (Wortmannin)

SMILES for HMDB0259902 (Wortmannin)

INCHI for HMDB0259902 (Wortmannin)

Structure for HMDB0259902 (Wortmannin)

3D Structure for HMDB0259902 (Wortmannin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra