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CAS No 78111-17-8 , 1,7-Dioxaspiro[5.5]undec-10-ene-2-propanoicacid, a,5-dihydroxy-a,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]-,(aR,2S,5R,6R,8S)-

  • Name: 1,7-Dioxaspiro[5.5]undec-10-ene-2-propanoicacid, a,5-dihydroxy-a,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]-,(aR,2S,5R,6R,8S)-
  • Synonyms: 1,7-Dioxaspiro[5.5]undec-10-ene-2-propanoicacid, a,5-dihydroxy-a,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]-,(aR,2S,5R,6R,8S)-;1,7-Dioxaspiro[5.5]undec-10-ene-2-propanoicacid, a,5-dihydroxy-a,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]-,(aR,2S,5R,6R,8S)- (9CI); Okadaic acid; Spiro[furan-2(3H),2'(3'H)-pyrano[3,2-b]pyran],acanthifolicin deriv.; 1,7-Dioxaspiro[5.5]undecane,acanthifolicin deriv.; 1,7-Dioxaspiro[5.5]undec-10-ene-2-propanoic acid, a,5-dihydroxy-a,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'a[R*[1R*[2S*(R*),5R*,6R*,8S*],2E]],4'ab,6'b[1S*,3S*(2S*,3R*,6S*)],8'a,8'aa]]-;Acanthifolicin, 9,10-deepithio-9,10-didehydro-; NSC 677083;
  • CAS Registry Number:
  • Transport: UN 3462 6
  • Melting Point: 164-166 °C
  • Density: 1.28 g/cm3
  • Refractive index: 1.584
  • Safety Statements: A poison by intraperitoneal route. Questionable carcinogen. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating vapors.
  • Hazard Symbols: T: Toxic;
  • Molecular Weight: 805
  • 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
  • Risk Statements: 23/24/25-38
  • Molecular Formula: C44H68O13
  • Molecular Structure:CAS No:78111-17-8 1,7-Dioxaspiro[5.5]undec-10-ene-2-propanoicacid, a,5-dihydroxy-a,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]-,(aR,2S,5R,6R,8S)-
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78111-17-8 3696.44-4G BLUE MUSSEL, HOMOGENIZED (OKADAIC ACID)

  • Germany Campro Scientific GmbH [Manufacturer]
  • Tel: +49.(0)30.629.01.89.0 (Germany)/ +31.(0)318.529.437 (Netherlands)
  • Fax: +49.(0)30.629.01.89.89
    +31.(0)318.542.181
  • Address: Campro Scientific GmbH
    Postfach 36 20 65
    D-10972 Berlin
    Germany
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    Fax +49.(0)30.629.01.89.89
    info@campro.eu ,Germany
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78111-17-8 BLUE MUSSEL, HOMOGENIZED (OKADAIC ACID)

  • Norway Chiron AS [Manufacturer]
  • Tel: +47 73 87 44 90
  • Fax: +47 73 87 44 99
  • Address: Chiron AS
    Stiklestadveien 1
    N-7041 Trondheim
    Norway ,Norway
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78111-17-8 OKADAIC ACID

  • Germany BIOTREND Chemikalien GmbH [Manufacturer]
  • Tel: ++49 (0)2 21 9 49 83 20
  • Fax: ++49 (0)2 21 9 49 83 25
  • Address: BIOTREND Chemikalien GmbH
    Eupener Str. 157
    D - 50933 Cologne
    Germany ,Germany
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78111-17-8 OKADAIC ACID

  • Germany AppliChem GmbH [Manufacturer]
  • Tel: +49 6151 93 57 0
  • Fax: +49 6151 93 57 11
  • Address: AppliChem GmbH
    Ottoweg 4
    64291 Darmstadt
    Germany ,Germany
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78111-17-8 OKADAIC ACID

  • Switzerland BIOTREND Chemicals AG [Manufacturer]
  • Tel: +41 44 805 76 76
  • Fax: +41 44 805 76 77
  • Address: BIOTREND Chemicals AG
    Unterdorfstr. 21b
    CH-8602 Wangen/Zuerich
    Switzerland ,Switzerland
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References of 1,7-Dioxaspiro[5.5]undec-10-ene-2-propanoicacid, a,5-dihydroxy-a,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]-,(aR,2S,5R,6R,8S)-
Title: Okadaic Acid
CAS Registry Number: 78111-17-8
CAS Name: 9,10-Deepithio-9,10-didehydroacanthifolicin
Synonyms: halochondrine A
Molecular Formula: C44H68O13
Molecular Weight: 805.00
Percent Composition: C 65.65%, H 8.51%, O 25.84%
Literature References: First ionophoric polyether identified in marine organisms; isolated from marine black sponges, Halichondria (okadai or melanodocia). Tumor promoting cytotoxin associated with diarrhetic seafood poisoning. Isoln: K. Tachibana et al., J. Am. Chem. Soc. 103, 2469 (1981). Total synthesis: M. Isobe et al., Tetrahedron 43, 4767 (1987). Contractile effects: S. Shibata et al., J. Pharmacol. Exp. Ther. 223, 135 (1982). Inhibition of protein phosphatases: A. Takai et al., FEBS Lett. 217, 81 (1987); C. Bialojan, A. Takai, Biochem. J. 256, 283 (1988). Tumor promoting activity: M. Suganuma et al., Proc. Natl. Acad. Sci. USA 85, 1768 (1988). Review of mechanism of action and use as a probe for cellular regulation: P. Cohen et al., Trends Biochem. Sci. 15, 98-102 (1990); A. Sch?nthal, New Biol. 4, 16-21 (1992). Review of tumor promoting activity: H. Fujiki, M. Suganuma, J. Biochem. 115, 1-5 (1994).
Properties: Crystals from dichloromethane/hexane, mp 171-175°. [a]D20 +21° (c = 0.33 in CHCl3). Also reported as crystals from benzene-CHCl3, mp 164-166°. [a]D25 +25.4° (c = 0.24 in CHCl3). LD50 i.p. in mice: 192 mg/kg (Shibata).
Melting point: mp 171-175°; mp 164-166°
Optical Rotation: [a]D20 +21° (c = 0.33 in CHCl3); [a]D25 +25.4° (c = 0.24 in CHCl3)
Toxicity data: LD50 i.p. in mice: 192 mg/kg (Shibata)
Use: Biochemical tool as tumor promoter and probe of cellular regulation.