OKA

OKADAIC ACID

Created:	2001-07-24
Last modified:	2021-03-13

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4 entries where OKA is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	125
Chiral Atom Count	17
Bond Count	131
Aromatic Bond Count	0

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Chemical Component Summary
Name	OKADAIC ACID
Synonyms	9,10-DEEPITHIO-9,10-DIDEHYDROACANTHIFOLICIN
Systematic Name (OpenEye OEToolkits)	(2R)-3-[(1R,4S,6R,10S)-10-[(E,2R)-4-[(2S,2'R,4R,4aS,6R,8aR)-4-hydroxy-2-[(1S,3S)-1-hydroxy-3-[(3R,4S,6S)-3-methyl-5,11-dioxaspiro[5.5]undecan-4-yl]butyl]-3-methylidene-spiro[4a,7,8,8a-tetrahydro-4H-pyrano[5,6-b]pyran-6,5'-oxolane]-2'-yl]but-3-en-2-yl]-1-hydroxy-8-methyl-5,11-dioxaspiro[5.5]undec-7-en-4-yl]-2-hydroxy-2-methyl-propanoic acid
Formula	C₄₄ H₆₈ O₁₃
Molecular Weight	805.003
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C(O)C(O)(C)CC7OC1(OC(CC(=C1)C)C(/C=C/C6OC2(OC3C(O)\C(=C)C(OC3CC2)C(O)CC(C5OC4(OCCCC4)CCC5C)C)CC6)C)C(O)CC7
SMILES	CACTVS	3.341	C[CH]1CC[C]2(CCCCO2)O[CH]1[CH](C)C[CH](O)[CH]3O[CH]4CC[C]5(CC[CH](O5)C=C[CH](C)[CH]6CC(=C[C]7(O[CH](CC[CH]7O)C[C](C)(O)C(O)=O)O6)C)O[CH]4[CH](O)C3=C
SMILES	OpenEye OEToolkits	1.5.0	CC1CCC2(CCCCO2)OC1C(C)CC(C3C(=C)C(C4C(O3)CCC5(O4)CCC(O5)C=CC(C)C6CC(=CC7(O6)C(CCC(O7)CC(C)(C(=O)O)O)O)C)O)O
Canonical SMILES	CACTVS	3.341	C[C@@H]1CC[C@]2(CCCCO2)O[C@@H]1[C@@H](C)C[C@H](O)[C@H]3O[C@@H]4CC[C@@]5(CC[C@@H](O5)/C=C/[C@@H](C)[C@@H]6CC(=C[C@@]7(O[C@@H](CC[C@H]7O)C[C@@](C)(O)C(O)=O)O6)C)O[C@H]4[C@H](O)C3=C
Canonical SMILES	OpenEye OEToolkits	1.5.0	C[C@@H]1CC[C@]2(CCCCO2)O[C@@H]1[C@@H](C)C[C@@H]([C@@H]3C(=C)[C@H]([C@H]4[C@H](O3)CC[C@]5(O4)CC[C@@H](O5)\C=C\[C@@H](C)[C@@H]6CC(=C[C@@]7(O6)[C@@H](CC[C@H](O7)C[C@](C)(C(=O)O)O)O)C)O)O
InChI	InChI	1.03	InChI=1S/C44H68O13/c1-25-21-34(55-44(23-25)35(46)12-11-31(54-44)24-41(6,50)40(48)49)26(2)9-10-30-14-18-43(53-30)19-15-33-39(57-43)36(47)29(5)38(52-33)32(45)22-28(4)37-27(3)13-17-42(56-37)16-7-8-20-51-42/h9-10,23,26-28,30-39,45-47,50H,5,7-8,11-22,24H2,1-4,6H3,(H,48,49)/b10-9+/t26-,27-,28+,30+,31+,32+,33-,34+,35-,36-,37+,38+,39-,41-,42+,43-,44-/m1/s1
InChIKey	InChI	1.03	QNDVLZJODHBUFM-WFXQOWMNSA-N

Drug Info: DrugBank

DrugBank ID	DB02169
Name	9,10-Deepithio-9,10-Didehydroacanthifolicin
Groups	experimental
Description	A specific inhibitor of phosphoserine/threonine protein phosphatase 1 and 2a. It is also a potent tumor promoter. (Thromb Res 1992;67(4):345-54 & Cancer Res 1993;53(2):239-41)
Synonyms	9,10-Deepithio-9,10-Didehydroacanthifolicin
CAS number	78111-17-8

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Dual specificity protein phosphatase 1	MVMEVGTLDAGGLRALLGERAAQCLLLDCRSFFAFNAGHIAGSVNVRFST...	unknown	inhibitor
Serine/threonine-protein phosphatase PP1-gamma catalytic subunit	MADLDKLNIDSIIQRLLEVRGSKPGKNVQLQENEIRGLCLKSREIFLSQP...	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