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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 12:54:18 UTC

Update Date

2022-11-23 21:38:02 UTC

HMDB ID

HMDB0253989

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(+)-Latrunculin A

Description

17-hydroxy-17-(2-hydroxy-4,5-dihydro-1,3-thiazol-4-yl)-5,12-dimethyl-2,16-dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-3-one belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members. 17-hydroxy-17-(2-hydroxy-4,5-dihydro-1,3-thiazol-4-yl)-5,12-dimethyl-2,16-dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-3-one is an extremely weak basic (essentially neutral) compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). (+)-latrunculin a is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (+)-Latrunculin A 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


  Mrv1533004171510352D          

 29 31  0  0  0  0            999 V2000
    2.9503    1.0112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0540    0.1928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3971   -0.3063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6364    0.0131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5327    0.8315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1896    1.3306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0859    2.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3252    2.4685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6683    1.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2909    2.7030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7720    1.1509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1197    1.7251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3853    0.9440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2102    0.9552    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4545    1.7432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2356    2.0088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7805    2.2191    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7428    2.6481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6391    3.4666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8784    3.7860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2960    3.9656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0567    3.6462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7136    4.1453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1604    2.8278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9211    2.5084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0248    1.6899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3679    1.1909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4716    0.3724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8147   -0.1266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  5 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 12 17  1  0  0  0  0
  7 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 21 19  1  4  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 26 25  1  4  0  0  0
 26 27  2  0  0  0  0
 28 27  1  4  0  0  0
 28 29  2  0  0  0  0
  2 29  1  0  0  0  0
M  END

HMDB0253989
     RDKit          3D
latrunculin a
 60 62  0  0  0  0  0  0  0  0999 V2000
   -3.9672    2.7995   -0.5277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4920    2.6914   -0.1832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5680    3.1400   -0.9734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1891    3.4769   -0.7195 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2622    4.5149   -1.3555 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6520    2.8114    0.1105 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0980    1.5296    0.2016 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7156    0.5644   -0.8809 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0235   -0.8193   -0.2910 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2700   -1.9267   -0.9280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4605   -2.7192    0.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8535   -3.1217   -0.2491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8631   -4.3256   -1.1763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6983   -2.0599   -0.8213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8633   -1.6449   -0.3625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1049   -1.1610    0.9841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4678   -0.1519    1.5587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3160    0.5251    0.8955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2745    2.0155    1.1370 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4027   -0.9329   -0.3499 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9482   -0.0641    0.5912 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4407   -0.3768    1.8731 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4245   -0.2914    0.6453 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0766   -0.2064   -0.7187 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5732    1.5661   -0.7178 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.4646    1.8107    1.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6675    2.9027    1.6230 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1199    0.5280    1.5665 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6236    1.3805    0.3459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4820    3.2277    0.3580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0605    3.5459   -1.3393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3621    1.8106   -0.8196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8910    3.2919   -2.0239 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7018    1.0927    1.1656 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3381    0.6765   -1.7928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3248    0.6049   -1.1848 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7748   -0.7894    0.7959 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0520   -2.6208   -1.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3317   -1.6122   -1.8001 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0872   -3.6843    0.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4928   -2.1557    1.0768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3234   -3.4756    0.7182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9173   -3.9999   -2.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7827   -4.9424   -0.9748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9977   -4.9982   -0.9859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3309   -1.5623   -1.7380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7216   -1.6726   -1.0761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8743   -1.6569    1.5725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7599    0.2150    2.5282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4248    0.2878   -0.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4098    0.0191    1.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0755    2.2785    1.8528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3250    2.3404    1.6037 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1310   -0.0748    2.5339 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5654   -1.3682    0.9572 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3113   -0.3562   -1.4790 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9620   -0.8411   -0.8075 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3822    0.2473    2.5606 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0338    1.7539   -0.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9032    1.9634    1.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
  9 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 21 29  1  0
 19  2  1  0
 28 23  1  0
 29  7  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 15 47  1  0
 16 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  0
 19 53  1  0
 22 54  1  0
 23 55  1  0
 24 56  1  0
 24 57  1  0
 28 58  1  0
 29 59  1  0
 29 60  1  0
M  END


  Mrv1533004171510352D          

 29 31  0  0  0  0            999 V2000
    2.9503    1.0112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0540    0.1928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3971   -0.3063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6364    0.0131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5327    0.8315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1896    1.3306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0859    2.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3252    2.4685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6683    1.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2909    2.7030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7720    1.1509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1197    1.7251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3853    0.9440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2102    0.9552    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4545    1.7432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2356    2.0088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7805    2.2191    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7428    2.6481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6391    3.4666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8784    3.7860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2960    3.9656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0567    3.6462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7136    4.1453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1604    2.8278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9211    2.5084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0248    1.6899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3679    1.1909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4716    0.3724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8147   -0.1266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  5 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 12 17  1  0  0  0  0
  7 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 21 19  1  4  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 26 25  1  4  0  0  0
 26 27  2  0  0  0  0
 28 27  1  4  0  0  0
 28 29  2  0  0  0  0
  2 29  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253989

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CCC2CC(CC(O)(O2)C2CSC(=O)N2)OC(=O)C=C(C)CCC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H31NO5S/c1-15-7-5-3-4-6-8-16(2)11-20(24)27-18-12-17(10-9-15)28-22(26,13-18)19-14-29-21(25)23-19/h3-5,7,11,15,17-19,26H,6,8-10,12-14H2,1-2H3,(H,23,25)

> <INCHI_KEY>
DDVBPZROPPMBLW-UHFFFAOYSA-N

> <FORMULA>
C22H31NO5S

> <MOLECULAR_WEIGHT>
421.55

> <EXACT_MASS>
421.192294276

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
45.07282258634599

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-{17-hydroxy-5,12-dimethyl-3-oxo-2,16-dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-17-yl}-1,3-thiazolidin-2-one

> <ALOGPS_LOGP>
3.00

> <JCHEM_LOGP>
4.314082884666666

> <ALOGPS_LOGS>
-4.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.517759282592873

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.356813154876468

> <JCHEM_PKA_STRONGEST_BASIC>
-4.366840692603634

> <JCHEM_POLAR_SURFACE_AREA>
84.86000000000001

> <JCHEM_REFRACTIVITY>
115.9611

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.04e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-{17-hydroxy-5,12-dimethyl-3-oxo-2,16-dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-17-yl}-1,3-thiazolidin-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253989
     RDKit          3D
latrunculin a
 60 62  0  0  0  0  0  0  0  0999 V2000
   -3.9672    2.7995   -0.5277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4920    2.6914   -0.1832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5680    3.1400   -0.9734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1891    3.4769   -0.7195 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2622    4.5149   -1.3555 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6520    2.8114    0.1105 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0980    1.5296    0.2016 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7156    0.5644   -0.8809 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0235   -0.8193   -0.2910 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2700   -1.9267   -0.9280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4605   -2.7192    0.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8535   -3.1217   -0.2491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8631   -4.3256   -1.1763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6983   -2.0599   -0.8213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8633   -1.6449   -0.3625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1049   -1.1610    0.9841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4678   -0.1519    1.5587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3160    0.5251    0.8955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2745    2.0155    1.1370 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4027   -0.9329   -0.3499 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9482   -0.0641    0.5912 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4407   -0.3768    1.8731 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4245   -0.2914    0.6453 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0766   -0.2064   -0.7187 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5732    1.5661   -0.7178 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.4646    1.8107    1.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6675    2.9027    1.6230 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1199    0.5280    1.5665 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6236    1.3805    0.3459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4820    3.2277    0.3580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0605    3.5459   -1.3393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3621    1.8106   -0.8196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8910    3.2919   -2.0239 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7018    1.0927    1.1656 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3381    0.6765   -1.7928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3248    0.6049   -1.1848 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7748   -0.7894    0.7959 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0520   -2.6208   -1.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3317   -1.6122   -1.8001 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0872   -3.6843    0.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4928   -2.1557    1.0768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3234   -3.4756    0.7182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9173   -3.9999   -2.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7827   -4.9424   -0.9748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9977   -4.9982   -0.9859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3309   -1.5623   -1.7380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7216   -1.6726   -1.0761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8743   -1.6569    1.5725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7599    0.2150    2.5282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4248    0.2878   -0.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4098    0.0191    1.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0755    2.2785    1.8528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3250    2.3404    1.6037 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1310   -0.0748    2.5339 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5654   -1.3682    0.9572 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3113   -0.3562   -1.4790 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9620   -0.8411   -0.8075 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3822    0.2473    2.5606 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0338    1.7539   -0.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9032    1.9634    1.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
  9 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 21 29  1  0
 19  2  1  0
 28 23  1  0
 29  7  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 15 47  1  0
 16 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  0
 19 53  1  0
 22 54  1  0
 23 55  1  0
 24 56  1  0
 24 57  1  0
 28 58  1  0
 29 59  1  0
 29 60  1  0
M  END

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       5.507   1.888   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.701   0.360   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.475  -0.572   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.055   0.024   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.861   1.552   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.087   2.484   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.894   4.012   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.474   4.608   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.247   3.676   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.543   5.046   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       1.441   2.148   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.223   3.220   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.719   1.762   0.000  0.00  0.00           C+0
HETATM   14  S   UNK     0      -2.259   1.783   0.000  0.00  0.00           S+0
HETATM   15  C   UNK     0      -2.715   3.254   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -4.173   3.750   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0      -1.457   4.142   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0       5.120   4.943   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       4.926   6.471   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       3.506   7.067   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       6.153   7.402   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.572   6.806   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.799   7.738   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.766   5.279   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.186   4.682   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.380   3.155   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.153   2.223   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.347   0.695   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.121  -0.236   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   29                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   18                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11   12                                             
CONECT   10    9                                                            
CONECT   11    9    5                                                       
CONECT   12    9   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   12                                                       
CONECT   18    7   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28    2                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

COMPND    HMDB0253989
HETATM    1  C1  UNL     1      -3.967   2.800  -0.528  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.492   2.691  -0.183  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.568   3.140  -0.973  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.189   3.477  -0.720  1.00  0.00           C  
HETATM    5  O1  UNL     1       0.262   4.515  -1.355  1.00  0.00           O  
HETATM    6  O2  UNL     1       0.652   2.811   0.110  1.00  0.00           O  
HETATM    7  C5  UNL     1       1.098   1.530   0.202  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.716   0.564  -0.881  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.024  -0.819  -0.291  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.270  -1.927  -0.928  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.460  -2.719   0.105  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.853  -3.122  -0.249  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.863  -4.326  -1.176  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.698  -2.060  -0.821  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.863  -1.645  -0.362  1.00  0.00           C  
HETATM   16  C14 UNL     1      -4.105  -1.161   0.984  1.00  0.00           C  
HETATM   17  C15 UNL     1      -3.468  -0.152   1.559  1.00  0.00           C  
HETATM   18  C16 UNL     1      -2.316   0.525   0.896  1.00  0.00           C  
HETATM   19  C17 UNL     1      -2.275   2.016   1.137  1.00  0.00           C  
HETATM   20  O3  UNL     1       2.403  -0.933  -0.350  1.00  0.00           O  
HETATM   21  C18 UNL     1       2.948  -0.064   0.591  1.00  0.00           C  
HETATM   22  O4  UNL     1       2.441  -0.377   1.873  1.00  0.00           O  
HETATM   23  C19 UNL     1       4.424  -0.291   0.645  1.00  0.00           C  
HETATM   24  C20 UNL     1       5.077  -0.206  -0.719  1.00  0.00           C  
HETATM   25  S1  UNL     1       5.573   1.566  -0.718  1.00  0.00           S  
HETATM   26  C21 UNL     1       5.465   1.811   1.069  1.00  0.00           C  
HETATM   27  O5  UNL     1       5.668   2.903   1.623  1.00  0.00           O  
HETATM   28  N1  UNL     1       5.120   0.528   1.566  1.00  0.00           N  
HETATM   29  C22 UNL     1       2.624   1.381   0.346  1.00  0.00           C  
HETATM   30  H1  UNL     1      -4.482   3.228   0.358  1.00  0.00           H  
HETATM   31  H2  UNL     1      -4.061   3.546  -1.339  1.00  0.00           H  
HETATM   32  H3  UNL     1      -4.362   1.811  -0.820  1.00  0.00           H  
HETATM   33  H4  UNL     1      -1.891   3.292  -2.024  1.00  0.00           H  
HETATM   34  H5  UNL     1       0.702   1.093   1.166  1.00  0.00           H  
HETATM   35  H6  UNL     1       1.338   0.676  -1.793  1.00  0.00           H  
HETATM   36  H7  UNL     1      -0.325   0.605  -1.185  1.00  0.00           H  
HETATM   37  H8  UNL     1       0.775  -0.789   0.796  1.00  0.00           H  
HETATM   38  H9  UNL     1       1.052  -2.621  -1.369  1.00  0.00           H  
HETATM   39  H10 UNL     1      -0.332  -1.612  -1.800  1.00  0.00           H  
HETATM   40  H11 UNL     1       0.087  -3.684   0.343  1.00  0.00           H  
HETATM   41  H12 UNL     1      -0.493  -2.156   1.077  1.00  0.00           H  
HETATM   42  H13 UNL     1      -2.323  -3.476   0.718  1.00  0.00           H  
HETATM   43  H14 UNL     1      -1.917  -4.000  -2.226  1.00  0.00           H  
HETATM   44  H15 UNL     1      -2.783  -4.942  -0.975  1.00  0.00           H  
HETATM   45  H16 UNL     1      -0.998  -4.998  -0.986  1.00  0.00           H  
HETATM   46  H17 UNL     1      -2.331  -1.562  -1.738  1.00  0.00           H  
HETATM   47  H18 UNL     1      -4.722  -1.673  -1.076  1.00  0.00           H  
HETATM   48  H19 UNL     1      -4.874  -1.657   1.572  1.00  0.00           H  
HETATM   49  H20 UNL     1      -3.760   0.215   2.528  1.00  0.00           H  
HETATM   50  H21 UNL     1      -2.425   0.288  -0.186  1.00  0.00           H  
HETATM   51  H22 UNL     1      -1.410   0.019   1.283  1.00  0.00           H  
HETATM   52  H23 UNL     1      -3.076   2.278   1.853  1.00  0.00           H  
HETATM   53  H24 UNL     1      -1.325   2.340   1.604  1.00  0.00           H  
HETATM   54  H25 UNL     1       3.131  -0.075   2.534  1.00  0.00           H  
HETATM   55  H26 UNL     1       4.565  -1.368   0.957  1.00  0.00           H  
HETATM   56  H27 UNL     1       4.311  -0.356  -1.479  1.00  0.00           H  
HETATM   57  H28 UNL     1       5.962  -0.841  -0.808  1.00  0.00           H  
HETATM   58  H29 UNL     1       5.382   0.247   2.561  1.00  0.00           H  
HETATM   59  H30 UNL     1       3.034   1.754  -0.616  1.00  0.00           H  
HETATM   60  H31 UNL     1       2.903   1.963   1.220  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3    3   19
CONECT    3    4   33
CONECT    4    5    5    6
CONECT    6    7
CONECT    7    8   29   34
CONECT    8    9   35   36
CONECT    9   10   20   37
CONECT   10   11   38   39
CONECT   11   12   40   41
CONECT   12   13   14   42
CONECT   13   43   44   45
CONECT   14   15   15   46
CONECT   15   16   47
CONECT   16   17   17   48
CONECT   17   18   49
CONECT   18   19   50   51
CONECT   19   52   53
CONECT   20   21
CONECT   21   22   23   29
CONECT   22   54
CONECT   23   24   28   55
CONECT   24   25   56   57
CONECT   25   26
CONECT   26   27   27   28
CONECT   28   58
CONECT   29   59   60
END

HMDB0253989
     RDKit          3D
latrunculin a
 60 62  0  0  0  0  0  0  0  0999 V2000
   -3.9672    2.7995   -0.5277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4920    2.6914   -0.1832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5680    3.1400   -0.9734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1891    3.4769   -0.7195 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2622    4.5149   -1.3555 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6520    2.8114    0.1105 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0980    1.5296    0.2016 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7156    0.5644   -0.8809 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0235   -0.8193   -0.2910 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2700   -1.9267   -0.9280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4605   -2.7192    0.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8535   -3.1217   -0.2491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8631   -4.3256   -1.1763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6983   -2.0599   -0.8213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8633   -1.6449   -0.3625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1049   -1.1610    0.9841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4678   -0.1519    1.5587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3160    0.5251    0.8955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2745    2.0155    1.1370 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4027   -0.9329   -0.3499 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9482   -0.0641    0.5912 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4407   -0.3768    1.8731 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4245   -0.2914    0.6453 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0766   -0.2064   -0.7187 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5732    1.5661   -0.7178 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.4646    1.8107    1.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6675    2.9027    1.6230 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1199    0.5280    1.5665 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6236    1.3805    0.3459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4820    3.2277    0.3580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0605    3.5459   -1.3393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3621    1.8106   -0.8196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8910    3.2919   -2.0239 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7018    1.0927    1.1656 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3381    0.6765   -1.7928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3248    0.6049   -1.1848 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7748   -0.7894    0.7959 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0520   -2.6208   -1.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3317   -1.6122   -1.8001 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0872   -3.6843    0.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4928   -2.1557    1.0768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3234   -3.4756    0.7182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9173   -3.9999   -2.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7827   -4.9424   -0.9748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9977   -4.9982   -0.9859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3309   -1.5623   -1.7380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7216   -1.6726   -1.0761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8743   -1.6569    1.5725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7599    0.2150    2.5282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4248    0.2878   -0.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4098    0.0191    1.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0755    2.2785    1.8528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3250    2.3404    1.6037 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1310   -0.0748    2.5339 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5654   -1.3682    0.9572 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3113   -0.3562   -1.4790 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9620   -0.8411   -0.8075 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3822    0.2473    2.5606 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0338    1.7539   -0.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9032    1.9634    1.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
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 11 12  1  0
 12 13  1  0
 12 14  1  0
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 15 16  1  0
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 17 18  1  0
 18 19  1  0
  9 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 21 29  1  0
 19  2  1  0
 28 23  1  0
 29  7  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  7 34  1  0
  8 35  1  0
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  9 37  1  0
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 13 44  1  0
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 18 50  1  0
 18 51  1  0
 19 52  1  0
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 23 55  1  0
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 28 58  1  0
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 29 60  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
LAT-a	MeSH
Latrunculin a	MeSH

Chemical Formula

C₂₂H₃₁NO₅S

Average Molecular Weight

421.55

Monoisotopic Molecular Weight

421.192294276

IUPAC Name

4-{17-hydroxy-5,12-dimethyl-3-oxo-2,16-dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-17-yl}-1,3-thiazolidin-2-one

Traditional Name

4-{17-hydroxy-5,12-dimethyl-3-oxo-2,16-dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-17-yl}-1,3-thiazolidin-2-one

CAS Registry Number

Not Available

SMILES

CC1CCC2CC(CC(O)(O2)C2CSC(=O)N2)OC(=O)C=C(C)CCC=CC=C1

InChI Identifier

InChI=1S/C22H31NO5S/c1-15-7-5-3-4-6-8-16(2)11-20(24)27-18-12-17(10-9-15)28-22(26,13-18)19-14-29-21(25)23-19/h3-5,7,11,15,17-19,26H,6,8-10,12-14H2,1-2H3,(H,23,25)

InChI Key

DDVBPZROPPMBLW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolides and analogues

Sub Class

Not Available

Direct Parent

Macrolides and analogues

Alternative Parents

Substituents

Macrolide
Oxane
Thiazolidine
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Carboxylic acid ester
Hemiacetal
Lactone
Carbonic acid derivative
Thiocarbamic acid derivative
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organoheterocyclic compound
Azacycle
Oxacycle
Organic oxide
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3	ALOGPS
logP	4.31	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	11.36	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	84.86 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	115.96 m³·mol⁻¹	ChemAxon
Polarizability	45.07 Å³	ChemAxon
Number of Rings	3	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
DeepCCS	[M+H]+	203.209	30932474
DeepCCS	[M-H]-	200.851	30932474
DeepCCS	[M-2H]-	234.909	30932474
DeepCCS	[M+Na]+	210.137	30932474
AllCCS	[M+H]+	206.3	32859911
AllCCS	[M+H-H2O]+	203.6	32859911
AllCCS	[M+NH4]+	208.8	32859911
AllCCS	[M+Na]+	209.5	32859911
AllCCS	[M-H]-	212.8	32859911
AllCCS	[M+Na-2H]-	214.3	32859911
AllCCS	[M+HCOO]-	216.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
latrunculin a	CC1CCC2CC(CC(O)(O2)C2CSC(=O)N2)OC(=O)C=C(C)CCC=CC=C1	4766.0	Standard polar	33892256
latrunculin a	CC1CCC2CC(CC(O)(O2)C2CSC(=O)N2)OC(=O)C=C(C)CCC=CC=C1	3327.7	Standard non polar	33892256
latrunculin a	CC1CCC2CC(CC(O)(O2)C2CSC(=O)N2)OC(=O)C=C(C)CCC=CC=C1	3590.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
latrunculin a,2TMS,isomer #1	CC1=CC(=O)OC2CC(CCC(C)C=CC=CCC1)OC(O[Si](C)(C)C)(C1CSC(=O)N1[Si](C)(C)C)C2	3682.1	Semi standard non polar	33892256
latrunculin a,2TMS,isomer #1	CC1=CC(=O)OC2CC(CCC(C)C=CC=CCC1)OC(O[Si](C)(C)C)(C1CSC(=O)N1[Si](C)(C)C)C2	3313.1	Standard non polar	33892256
latrunculin a,2TMS,isomer #1	CC1=CC(=O)OC2CC(CCC(C)C=CC=CCC1)OC(O[Si](C)(C)C)(C1CSC(=O)N1[Si](C)(C)C)C2	4562.3	Standard polar	33892256
latrunculin a,2TBDMS,isomer #1	CC1=CC(=O)OC2CC(CCC(C)C=CC=CCC1)OC(O[Si](C)(C)C(C)(C)C)(C1CSC(=O)N1[Si](C)(C)C(C)(C)C)C2	4116.4	Semi standard non polar	33892256
latrunculin a,2TBDMS,isomer #1	CC1=CC(=O)OC2CC(CCC(C)C=CC=CCC1)OC(O[Si](C)(C)C(C)(C)C)(C1CSC(=O)N1[Si](C)(C)C(C)(C)C)C2	3741.2	Standard non polar	33892256
latrunculin a,2TBDMS,isomer #1	CC1=CC(=O)OC2CC(CCC(C)C=CC=CCC1)OC(O[Si](C)(C)C(C)(C)C)(C1CSC(=O)N1[Si](C)(C)C(C)(C)C)C2	4765.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (+)-Latrunculin A GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-1940200000-f0cf0d30944f5da592c5	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (+)-Latrunculin A GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (+)-Latrunculin A GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (+)-Latrunculin A GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (+)-Latrunculin A GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (+)-Latrunculin A GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	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 - (+)-Latrunculin A 10V, Positive-QTOF	splash10-0fk9-0000900000-c2842fd512dc6db3a407	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Latrunculin A 20V, Positive-QTOF	splash10-0uk9-0132900000-3c7079c1cd80c1ac9855	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Latrunculin A 40V, Positive-QTOF	splash10-06vi-0189000000-48b3188a3f2c83ef5ef9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Latrunculin A 10V, Negative-QTOF	splash10-00di-0000900000-4f4e588712688e9bbab3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Latrunculin A 20V, Negative-QTOF	splash10-0006-9218300000-f679b1c63c218427c2d9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Latrunculin A 40V, Negative-QTOF	splash10-000x-9230000000-42cf4a55c8ae0fc15065	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3891

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for (+)-Latrunculin A (HMDB0253989)

MOL for HMDB0253989 ((+)-Latrunculin A)

3D MOL for HMDB0253989 ((+)-Latrunculin A)

3D SDF for HMDB0253989 ((+)-Latrunculin A)

3D-SDF for HMDB0253989 ((+)-Latrunculin A)

PDB for HMDB0253989 ((+)-Latrunculin A)

3D PDB for HMDB0253989 ((+)-Latrunculin A)

SMILES for HMDB0253989 ((+)-Latrunculin A)

INCHI for HMDB0253989 ((+)-Latrunculin A)

Structure for HMDB0253989 ((+)-Latrunculin A)

3D Structure for HMDB0253989 ((+)-Latrunculin A)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra