LAR

LATRUNCULIN A

Created:	2000-04-13
Last modified:	2021-03-13

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18 entries where LAR is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	60
Chiral Atom Count	5
Bond Count	62
Aromatic Bond Count	0

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Chemical Component Summary
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
Systematic Name (OpenEye OEToolkits)	(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

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C3OC2CC(OC(O)(C1NC(=O)SC1)C2)CCC(C=CC=CCCC(=C3)C)C
SMILES	CACTVS	3.385	C[CH]1CC[CH]2C[CH](C[C](O)(O2)[CH]3CSC(=O)N3)OC(=O)C=C(C)CCC=CC=C1
SMILES	OpenEye OEToolkits	1.7.5	CC1CCC2CC(CC(O2)(C3CSC(=O)N3)O)OC(=O)C=C(CCC=CC=C1)C
Canonical SMILES	CACTVS	3.385	C[C@H]\1CC[C@@H]2C[C@H](C[C@@](O)(O2)[C@@H]3CSC(=O)N3)OC(=O)\C=C(C)/CC\C=C\C=C\1
Canonical SMILES	OpenEye OEToolkits	1.7.5	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	1.03	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	InChI	1.03	DDVBPZROPPMBLW-IZGXTMSKSA-N

Drug Info: DrugBank

DrugBank ID	DB02621
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	LatA LAT-A (+)-latrunculin A Latrunculin A (4R)-4-[(1R,4Z,8E,10Z,12S,15R,17R)-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
Categories	Porifera Sulfur Compounds Thiazoles
CAS number	76343-93-6

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
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