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CAS No 41451-75-6 , BRUCEANTIN

  • Name: BRUCEANTIN
  • Synonyms: Quassinoid;2H-3,11c-(Epoxymethano)phenanthro(10,1-bc)pyran, picras-3-en-21-oic acid deriv. (9CI);2H-3, 11c- (Epoxymethano)phenanthro[10,1-bc]pyran, picras-3-en-21-oic acid deriv.;Picras-3-en-21-oic acid, 15-[(3, 4-dimethyl-1-oxo-2-pentenyl)oxy]-13,20-epoxy-3,11,12-trihydroxy-2, 16-dioxo-, methyl ester, [11.beta.,12.alpha.,15.beta.(E)]-;15-[(3,4-Dimethyl-1-oxo-2-pentenyl)oxy]-13,20-epoxy-3,11,12-trihydroxy-2,16-dioxopicras-3-en-21-oic acid methyl ester;Picras-3-en-21-oic acid, 15-((3,4-dimethyl-1-oxo-2-pentenyl)oxy)-13,20-epoxy-3,11,12-trihydroxy-2,16-dioxo-, methyl ester, (11beta,12alpha,15beta(E))- (9CI);BRUCEANTIN, 99%;BRUCEANTIN ;Brucea Javanica Oil;Picras-3-en-21-oic acid,15-[[(2E)-3,4-dimethyl-1-oxo-2- pentenyl]oxy]-13,20-epoxy-3,11,12-trihydroxy- 2,16-dioxo-,methyl ester,(11a,12R,15a)-;Picras-3-en-21-oic acid, 15-[ (3,4-dimethyl-1-oxo-2-pentenyl)oxy]-13,20-epoxy-3,11, 12-trihydroxy-2,16-dioxo-, methyl ester, (11.beta.,12.alpha., 15.beta.(E))-;Picras-3-en-21-oic acid, 15-[(3, 4-dimethyl-1-oxo-2-pentenyl)oxy]-13,20-epoxy-3,11,12-trihydroxy-2, 16-dioxo-, methyl ester [11.beta.,12.alpha.,15.beta.(E]-;
  • CAS Registry Number:
  • Flash Point: 239.4°C
  • Boiling Point: 731°Cat760mmHg
  • Density: 1.41g/cm3
  • Refractive index: 1.597
  • Safety Statements: A deadly poison by ingestion, subcutaneous, intravenous, and intraperitoneal routes. Human mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.
  • Flash Point: 239.4°C
  • Molecular Weight: 548.64
  • InChI: InChI=1/C28H36O11/c1-11(2)12(3)7-17(30)39-20-22-27-10-37-28(22,25(35)36-6)23(33)19(32)21(27)26(5)9-15(29)18(31)13(4)14(26)8-16(27)38-24(20)34/h7,11,14,16,19-23,31-33H,8-10H2,1-6H3/b12-7+/t14-,16+,19+,20+,21+,22+,23-,26-,27+,28+/m0/s1
  • Molecular Formula: C28H36O11
  • Molecular Structure:CAS No:41451-75-6 BRUCEANTIN

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41451-75-6 BRUCEANTIN

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References of BRUCEANTIN
Title: Bruceantin
CAS Registry Number: 41451-75-6
CAS Name: [11b,12a,15b(E)]-15-[(3,4-Dimethyl-1-oxo-2-pentenyl)oxy]-13,20-epoxy-3,11,12-trihydroxy-2,16-dioxopicras-3-en-21-oic acid methyl ester
Manufacturers' Codes: NSC-165563
Molecular Formula: C28H36O11
Molecular Weight: 548.58
Percent Composition: C 61.30%, H 6.61%, O 32.08%
Literature References: Antileukemic quassinoid from the simaroubaceous tree Brucea antidysenterica J. F. Mill. Isoln and structure: S. M. Kupchan, DE 2347576; S. M. Kupchan, R. W. Britton, US 3969369 (1975, 1976 both to Research Corp.); S. M. Kupchan et al., J. Org. Chem. 40, 648 (1975). Mode of action: L. L. Liao et al., Mol. Pharmacol. 12, 167 (1976). In vivo study: R. K. Johnson et al., Cancer Treat. Rep. 62, 1535 (1978). Pharmacology: S. M. Sieber et al., ibid. 60, 1127 (1976); M. Fresno et al., Biochim. Biophys. Acta 518, 104 (1978). Clinical study: A. Y. Bedikian et al., Proc. Am. Assoc. Cancer Res. 20, 193 (1979). Toxicologic evaluation: T. R. Castles et al., U.S. NTIS Report PB-257175 (1976) 348 pp. Synthetic studies: O. D. Dailey, P. L. Fuchs, J. Org. Chem. 45, 216 (1980); R. J. Pariza, P. L. Fuchs, ibid. 48, 2306 (1983). Total synthesis: M. Sasaki et al., ibid. 55, 528 (1990).
Properties: Crystals from ether, mp 225-226°. [a]D25 -43° (c = 0.31 in pyridine). uv max (ethanol): 280, 221 nm (e 8680, 18000); (ethanol, NaOH): 328, 221 nm (e 7290, 28600). LD50 in male, female mice (mg/kg): 1.95, 2.58 i.v. (Castles).
Melting point: mp 225-226°
Optical Rotation: [a]D25 -43° (c = 0.31 in pyridine)
Absorption maximum: uv max (ethanol): 280, 221 nm (e 8680, 18000); (ethanol, NaOH): 328, 221 nm (e 7290, 28600)
Toxicity data: LD50 in male, female mice (mg/kg): 1.95, 2.58 i.v. (Castles)