Okadaic Acid

CAS: 78111-17-8

Ref. TR-O515500

Product Information

• Name: Okadaic Acid
• Synonyms: (2R)-3-[(2S,6R,8S,11R)-2-[(E,1R)-3-[(2S,2&primeR,4R,4aS,6R,8aR)-4-Hydroxy-2-[(1S,3S)-1-hydroxy-3-[(2S,3R,6S)-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]butyl]-3-methylene-spiro[4a,7,8,8a-tetrahydro-4H-pyrano[2,3-e]pyran-6,5'-tetrahydrofuran]-2'-yl]-1-methyl-prop-2-enyl]-11-hydroxy-4-methyl-1,7-dioxaspiro[5.5]undec-4-en-8-yl]-2-hydroxy-2-methyl-propanoic Acid, Spiro[furan-2(3H),2'(3'H)-pyrano[3,2-b]pyran], acanthifolicin deriv., 35-Demethyl-DTX 1, 35-Demethyldinophysistoxin 1, NSC 677083, OA, (αR,2S,5R,6R,8S)-α,5-Dihydroxy-α,10-dimethyl-8-[(1R,2E)-1-methyl-3-[(2R,4′aR,5R,6′S,8′R,8′aS)-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]-1,7-dioxaspiro[5.5]undec-10-ene-2-propanoic 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,4′aR,5R,6′S,8′R,8′aS)-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)-, 1,7-Dioxaspiro[5.5]undec-10-ene-2-propanoic acid, α,5-dihydroxy-α,10-dimethyl-8-[(1R,2E)-1-methyl-3-[(2R,4′aR,5R,6′S,8′R,8′aS)-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-propenyl]-, (αR,2S,5R,6R,8S)-, 1,7-Dioxaspiro[5.5]undec-10-ene-2-propanoic acid, α,5-dihydroxy-α,10-dimethyl-8-[1-methyl-3-[octahydro-8'-hydroxy-6'-[1-hydroxy-3-(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-propenyl]-, [2'R-[2'α[R*[1R*[2S*(R*),5R*,6R*,8S*],2E]],4'aβ,6'β[1S*,3S*(2S*,3R*,6S*)],8'α,8'aα]]-, 1,7-Dioxaspiro[5.5]undec-10-ene-2-propanoic acid, α,5-dihydroxy-α,10-dimethyl-8-[1-methyl-3-[octahydro-8′-hydroxy-6′-[1-hydroxy-3-(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-propenyl]-, [2′R-[2′α[R*[1R*[2S*(R*),5R*,6R*,8S*],2E]],4′aβ,6′β[1S*,3S*(2S*,3R*,6S*)],8′α,8′aα]]-, 1,7-Dioxaspiro[5.5]undecane, acanthifolicin deriv., Acanthifolicin, 9,10-deepithio-9,10-didehydro-, Nsc 677083, Okadaic acid, Spiro[furan-2(3H),2′(3′H)-pyrano[3,2-b]pyran], acanthifolicin deriv.

Description

Applications Okadaic acid is a widely distributed marine toxin produced by several phytoplanktonic species and responsible for diarrheic shellfish poisoning in humans. At the molecular level, Okadaic acid is a potent and specific inhibitor of various types of serine/threonine protein phosphatases. Due to this enzymatic inhibition, Okadaic acid was reported to induce numerous alterations in relevant cellular physiological processes, including metabolic pathways such as glucose uptake, lipolysis and glycolysis, heme metabolism and glycogen and protein synthesis. OA. EU regulated marine toxin.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Valdiglesia, V., et al.: J. Toxicol. Enviro. Health., 75, 844 (2012); Kamat, P.K., et al.: Life. Sci., 90, 713 (2012); Valdiglesias, V., et al.: BMC. Genomics., 13, 46 (2012);

• Brand: TRC

Chemical properties

• Molecular weight: 805.00
• Formula: C₄₄H₆₈O₁₃
• Color/Form: Neat
• InChI: 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
• InChI key: InChIKey=QNDVLZJODHBUFM-MDZDMXLPSA-N
• SMILES: C=C1C(O)C2OC3(CCC(C=CC(C)C4CC(C)=CC5(OC(CC(C)(O)C(=O)O)CCC5O)O4)O3)CCC2OC1C(O)CC(C)C1OC2(CCCCO2)CCC1C