Chemical Component Summary

NameLATRUNCULIN B
Identifiers(4R)-4-[(1R,4Z,8Z,10S,13R,15R)-15-hydroxy-5,10-dimethyl-3-oxo-2,14-dioxabicyclo[11.3.1]heptadeca-4,8-dien-15-yl]-1,3-thiazolidin-2-one
FormulaC20 H29 N O5 S
Molecular Weight395.513
TypeNON-POLYMER
Isomeric SMILESC[C@H]\1CC[C@@H]2C[C@H](C[C@@](O2)([C@@H]3CSC(=O)N3)O)OC(=O)\C=C(/CC\C=C1)\C
InChIInChI=1S/C20H29NO5S/c1-13-5-3-4-6-14(2)9-18(22)25-16-10-15(8-7-13)26-20(24,11-16)17-12-27-19(23)21-17/h3,5,9,13,15-17,24H,4,6-8,10-12H2,1-2H3,(H,21,23)/b5-3-,14-9-/t13-,15-,16-,17+,20-/m1/s1
InChIKeyNSHPHXHGRHSMIK-JRIKCGFMSA-N

Chemical Details

Formal Charge0
Atom Count56
Chiral Atom Count5
Bond Count58
Aromatic Bond Count0

Drug Info: DrugBank

DrugBank IDDB08080 
NameLatrunculin B
Groups experimental
DescriptionLatrunculin B is a 14-membered macrolide attached to 2-thiazolidinone moiety, isolated from Red Sea sponge _Latrunculia magnifica_.
Synonyms
  • (+)-latrunculin B
  • Latrunculin B
  • LAT-B
Categories
  • Porifera
  • Sulfur Compounds
  • Thiazoles
CAS number76343-94-7

Drug Targets

NameTarget SequencePharmacological ActionActions
Actin, alpha skeletal muscleMCDEDETTALVCDNGSGLVKAGFAGDDAPRAVFPSIVGRPRHQGVMVGMG...unknown
MKL/myocardin-like protein 1MPPLKSPAAFHEQRRSLERARTEDYLKRKIRSRPERSELVRMHILEETSA...unknown
Protein spire homolog 2MARAGSCGGAAAGAGRPEPWELSLEEVLKAYEQPLNEEQAWAVCFQGCRG...unknown
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
PubChem 6436219
ChEMBL CHEMBL411879
ChEBI CHEBI:49703