Home > Name List By other > (E)-1-[6-[(3-acetyl-2,4,6-trihydroxy-5-methylphenyl)methyl]-5, 7-dihydroxy-2,2-dimethylchromen-8-yl]-3-phenylprop-2-en-1-one

CAS No 82-08-6 , (E)-1-[6-[(3-acetyl-2,4,6-trihydroxy-5-methylphenyl)methyl]-5,
7-dihydroxy-2,2-dimethylchromen-8-yl]-3-phenylprop-2-en-1-one

  • Name: (E)-1-[6-[(3-acetyl-2,4,6-trihydroxy-5-methylphenyl)methyl]-5,
    7-dihydroxy-2,2-dimethylchromen-8-yl]-3-phenylprop-2-en-1-one
  • Synonyms: BiomolKI2_000064; Kamalin; NSC 56346;(E)-1-[6-[(3-acetyl-2,4,6-trihydroxy-5-methylphenyl)methyl]-5,
    7-dihydroxy-2,2-dimethylchromen-8-yl]-3-phenylprop-2-en-1-one; NSC 94525; BiomolKI_000058; 82-08-6;Mallotoxin; AC1NQZ6C; EINECS 201-395-4;
  • CAS Registry Number:
  • Melting Point: 200 °C
  • Flash Point: 266°C
  • Boiling Point: 800.4°Cat760mmHg
  • Density: 1.363g/cm3
  • Refractive index: 1.681
  • Safety Statements: Moderately toxic by ingestion. Experimental reproductive effects. When heated to decomposition it emits acrid smoke and fumes.
  • Hazard Symbols: Xn
  • Flash Point: 266°C
  • EINECS: 201-395-4
  • Molecular Weight: 516.53852
  • InchiKey: DEZFNHCVIZBHBI-ZHACJKMWSA-N
  • InChI: InChI=1S/C30H28O8/c1-15-24(33)19(27(36)22(16(2)31)25(15)34)14-20-26(35)
    18-12-13-30(3,4)38-29(18)23(28(20)37)21(32)11-10-17-8-6-5-7-9-17/h5-13,
    33-37H,14H2,1-4H3/b11-10+
  • Risk Statements: 20/21/22
  • Molecular Formula: C30H28O8
  • Molecular Structure:CAS No:82-08-6 (E)-1-[6-[(3-acetyl-2,4,6-trihydroxy-5-methylphenyl)methyl]-5,<br />7-dihydroxy-2,2-dimethylchromen-8-yl]-3-phenylprop-2-en-1-one

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References of (E)-1-[6-[(3-acetyl-2,4,6-trihydroxy-5-methylphenyl)methyl]-5,
7-dihydroxy-2,2-dimethylchromen-8-yl]-3-phenylprop-2-en-1-one
Title: Rottlerin
CAS Registry Number: 82-08-6
CAS Name: (E)-1-[6-[(3-Acetyl-2,4,6-trihydroxy-5-methylphenyl)methyl]-5,7-dihydroxy-2,2-dimethyl-2H-1-benzopyran-8-yl]-3-phenyl-2-propen-1-one
Synonyms: 5,7-dihydroxy-2,2-dimethyl-6-(2,4,6-trihydroxy-3-methyl-5-acetylbenzyl)-8-cinnamoyl-1,2-chromene; mallotoxin
Molecular Formula: C30H28O8
Molecular Weight: 516.54
Percent Composition: C 69.76%, H 5.46%, O 24.78%
Literature References: Principal phenolic component of kamala, q.v., an anthelmintic dye obtained from Mallotus philippinensis (Lam.) Muell. Arg. (also known as Rottlera tinctoria Roxb.), Euphorbiaceae. Isoln: H. Telle, Arch. Pharm. 244, 446 (1906); S. Dutt, J. Chem. Soc. 127, 2044 (1925); A. McGookin et al., ibid. 1937, 748. Structure: Brockmann, Maier, Ann. 535, 149 (1938); A. McGookin et al., J. Chem. Soc. 1939, 1579. Synthesis of tetrahydrorottlerin: Backhouse et al., ibid. 1948, 113. Review of isoln and chemistry: M. Lounasmaa et al., Planta Med. 28, 16 (1975). Activity as protein kinase inhibitor: M. Gschwendt et al., Biochem. Biophys. Res. Commun. 199, 93 (1994). HPTLC determn in serum and pharmacokinetics: V. D. Mody et al., J. Pharm. Technol. 10, 71 (1994).
Properties: Light reddish-brown plates or needles with golden lustre from ethyl acetate, mp 212° (McGookin). Also reported as brownish-yellow plates from toluene, mp 206-207° (Dutt). Sol in ether, chloroform, benzene, ethyl acetate; sparingly sol in cold alc, acetic acid. Practically insol in water.
Melting point: mp 212° (McGookin); mp 206-207° (Dutt)
 
Derivative Type: 5,7-Dimethyl ether
Molecular Formula: C32H32O8
Molecular Weight: 544.59
Percent Composition: C 70.57%, H 5.92%, O 23.50%
Properties: Yellow crystals from ethyl acetate + acetone or chloroform + methanol, dec 245-246°. Sol in chloroform, pyridine, hot glacial acetic acid; slightly sol in cold methanol, ethyl acetate, acetone, benzene, ether.
 
Derivative Type: Pentamethyl ether
Molecular Formula: C35H38O8
Molecular Weight: 586.67
Percent Composition: C 71.65%, H 6.53%, O 21.82%
Properties: Crystals from petr ether, methanol or 90% alcohol, mp 144°. Very sol in acetone, glacial acetic acid, benzene, ethyl acetate.
Melting point: mp 144°
 
Derivative Type: Pentaacetate
Molecular Formula: C40H38O13
Molecular Weight: 726.72
Percent Composition: C 66.11%, H 5.27%, O 28.62%
Properties: Leaflets from benzene + alcohol or acetone + alcohol, prisms from ethyl acetate, mp 212°.
Melting point: mp 212°
 
Derivative Type: Tetrahydrorottlerin
Molecular Formula: C30H32O8
Molecular Weight: 520.57
Percent Composition: C 69.22%, H 6.20%, O 24.59%
Properties: Yellow prisms from alcohol, mp 214°.
Melting point: mp 214°