Okadaic acid

Modify Date: 2025-09-05 11:46:20

Okadaic acid structure	Common Name	Okadaic acid
	CAS Number	78111-17-8	Molecular Weight	805.003
	Density	1.3±0.1 g/cm3	Boiling Point	921.6±65.0 °C at 760 mmHg
	Molecular Formula	C₄₄H₆₈O₁₃	Melting Point	164-166ºC
	MSDS	Chinese USA	Flash Point	269.4±27.8 °C
	Symbol	GHS06	Signal Word	Danger

Use of Okadaic acid

Okadaic acid is extracted from black sponges of the genus Halichondria. Okadaic acid is a non-comepetitive, selective and reversible serine/threonine-specific protein phosphatases 1 (PP1), PP2A and PP3 inhibitor with IC50s of 10-15 nM, 0.5 nM and 4 nM, respectively.[1][2] Okadaic acid eliminate metazoan symbionts/parasites by apoptosis[3].

Name	okadaic acid
Synonym	More Synonyms

Description	Okadaic acid is extracted from black sponges of the genus Halichondria. Okadaic acid is a non-comepetitive, selective and reversible serine/threonine-specific protein phosphatases 1 (PP1), PP2A and PP3 inhibitor with IC50s of 10-15 nM, 0.5 nM and 4 nM, respectively.[1][2] Okadaic acid eliminate metazoan symbionts/parasites by apoptosis[3].
Related Catalog	Signaling Pathways >> Apoptosis >> Apoptosis Signaling Pathways >> Metabolic Enzyme/Protease >> Phosphatase Research Areas >> Infection
Target	IC50: 10-15 nM (PP1), 0.5 nM (PP2) and 4 nM (PP3)[1]
References	[1]. Bialojan C, et al. Inhibitory effect of a marine-sponge toxin, okadaic acid, on protein phosphatases. Specificity and kinetics. Biochem J. 1988 Nov 15;256(1):283-90. [2]. McCluskey A, et al. Serine-threonine protein phosphatase inhibitors: development of potential therapeutic strategies. J Med Chem. 2002 Mar 14;45(6):1151-75. [3]. Schröder HC, et al. Okadaic acid, an apoptogenic toxin for symbiotic/parasitic annelids in the demosponge Suberites domuncula. Appl Environ Microbiol. 2006 Jul;72(7):4907-16.

Density	1.3±0.1 g/cm3
Boiling Point	921.6±65.0 °C at 760 mmHg
Melting Point	164-166ºC
Molecular Formula	C₄₄H₆₈O₁₃
Molecular Weight	805.003
Flash Point	269.4±27.8 °C
Exact Mass	804.466003
PSA	182.83000
LogP	4.21
Vapour Pressure	0.0±0.6 mmHg at 25°C
Index of Refraction	1.585

Okadaic acid MSDS(Chinese)

CHEMICAL IDENTIFICATION

RTECS NUMBER :: AA8227800

CHEMICAL NAME :: Acanthifolicin, 9,10-deepithio-9,10-didehydro-

CAS REGISTRY NUMBER :: 78111-17-8

LAST UPDATED :: 199403

DATA ITEMS CITED :: 5

MOLECULAR FORMULA :: C44-H68-O13

MOLECULAR WEIGHT :: 805.12

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 192 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 12 mg/kg/30W-I

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Skin and Appendages - tumors

MUTATION DATA

TYPE OF TEST :: Mutation in mammalian somatic cells

TEST SYSTEM :: Rodent - hamster Lung

DOSE/DURATION :: 10 ug/L

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 250,375,1991

Symbol	GHS06
Signal Word	Danger
Hazard Statements	H301 + H311 + H331-H315
Precautionary Statements	Missing Phrase - N15.00950417-P261-P280-P302 + P352 + P312-P304 + P340 + P312-P403 + P233
Personal Protective Equipment	Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges
Hazard Codes	T: Toxic;
Risk Phrases	R23/24/25
Safety Phrases	S26;S45;S36/S37
RIDADR	UN 3462 6.1/PG 1
WGK Germany	3
RTECS	AA8227800
Packaging Group	II
Hazard Class	6.1(a)
HS Code	29321900

Precursor 3
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DownStream 0

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(2R)-2-hydroxy-3-[(2S,5R,6R,8S)-5-hydroxy-8-{(2R,3E)-4-[(2R,4a'R,5R,6'S,8'R,8a'S)-8'-hydroxy-6'-{(1S,3S)-1-hydroxy-3-[(2S,3R,6S)-3-methyl-1,7-dioxaspiro[5.5]undec-2-yl]butyl}-7'-methylideneoctahydro-3H,3'H-spiro[furan-2,2'-pyrano[3,2-b]pyran]-5-yl]but-3-en-2-yl}-10-methyl-1,7-dioxaspiro[5.5]undec-10-en-2-yl]-2-methylpropanoic acid

Halochondrine A

Okadic acid

9,10-deepithio-9,10-didehydroacanthifolicin

okadaic acd

MFCD00083455

1,7-Dioxaspiro[5.5]undec-10-ene-2-propanoic acid, α,5-dihydroxy-α,10-dimethyl-8-[(1R,2E)-1-methyl-3-[(2R,4a'R,5R,6'S,8'R,8a'S)-octahydro-8'-hydroxy-6'-[(1S,3S)-1-hydroxy-3-[(2S,3R,6S)-3-methyl -1,7-dioxaspiro[5.5]undec-2-yl]butyl]-7'-methylenespiro[furan-2(3H),2'(3'H)-pyrano[3,2-b]pyran]-5-yl]-2-propen-1-yl]-, (αR,2S,5R,6R,8S)-

Okadaic acid

OKADAICACID,HIGHPURITY

Ocadaic Acid

(2R)-2-Hydroxy-3-[(2S,5R,6R,8S)-5-hydroxy-8-{(2R,3E)-4-[(2R,4a'R,5R,6'S,8'R,8a'S)-8'-hydroxy-6'-{(1S,3S)-1-hydroxy-3-[(2S,3R,6S)-3-methyl-1,7-dioxaspiro[5.5]undec-2-yl]butyl}-7'-methyleneoctahydro-3H,3'H-spiro[furan-2,2'-pyrano[3,2-b]pyran]-5-yl]-3-buten-2-yl}-10-methyl-1,7-dioxaspiro[5.5]undec-10-en-2-yl]-2-methylpropanoic acid

1,7-Dioxaspiro[5.5]undec-10-ene-2-propanoic acid, α,5-dihydroxy-α,10-dimethyl-8-[(1R,2E)-1-methyl-3-[(2R,4a'R,5R,6'S,8'R,8a'S)-octahydro-8'-hydroxy-6'-[(1S,3S)-1-hydroxy-3-[(2S,3R,6S)-3-methyl-1,7-dioxaspiro[5.5]undec-2-yl]butyl]-7'-methylenespiro[furan-2(3H),2'(3'H)-pyrano[3,2-b]pyran]-5-yl]-2-propen-1-yl]-, (αR,2S,5R,6R,8S)-