Chemical Component Summary | |
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Name | LATRUNCULIN A |
Synonyms | 4-(17-HYDROXY-5,12-DIMETHYL-3-OXO-2,16-DIOXABICYCLO[13.3.1]NONADECA-4,8,10-TRIEN-17-YL)-2-THIAZOLIDINONE |
Identifiers | (4R)-4-[(1R,4S,5Z,7E,11Z,15R,17R)-17-hydroxy-4,11-dimethyl-13-oxo-14,18-dioxabicyclo[13.3.1]nonadeca-5,7,11-trien-17-yl]-1,3-thiazolidin-2-one |
Formula | C22 H31 N O5 S |
Molecular Weight | 421.55 |
Type | NON-POLYMER |
Isomeric SMILES | C[C@H]/1CC[C@@H]2C[C@H](C[C@@](O2)([C@@H]3CSC(=O)N3)O)OC(=O)/C=C(\CC/C=C/C=C1)/C |
InChI | 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)/b4-3+,7-5-,16-11-/t15-,17-,18-,19+,22-/m1/s1 |
InChIKey | DDVBPZROPPMBLW-IZGXTMSKSA-N |
Chemical Details | |
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Formal Charge | 0 |
Atom Count | 60 |
Chiral Atom Count | 5 |
Bond Count | 62 |
Aromatic Bond Count | 0 |
Drug Info: DrugBank
DrugBank ID | DB02621? |
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Name | Latrunculin A |
Groups | experimental |
Description | Latrunculin A is an actin binding macrolide purified from the red sea sponge Latrunculia magnifica. It is under investigation for the treatment of cancer. It disrupts actin polymerization, prevents mitotic spindle formation and thus cell replication. |
Synonyms |
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Categories |
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CAS number | 76343-93-6 |
Drug Targets
Name | Target Sequence | Pharmacological Action | Actions |
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Actin, alpha skeletal muscle | MCDEDETTALVCDNGSGLVKAGFAGDDAPRAVFPSIVGRPRHQGVMVGMG... | unknown | inhibitor |
Gelsolin | MAPHRPAPALLCALSLALCALSLPVRAATASRGASQAGAPQGRVPEARPN... | unknown | |
Iota toxin component Ia | MKKVNKSISVFLILYLILTSSFPSYTYAQDLQIASNYITDRAFIERPEDF... | 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 Name | Reference |
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PubChem | 445420 |
ChEMBL | CHEMBL404116 |
ChEBI | CHEBI:69136 |
CCDC/CSD | ZUKZEK |