(2R,4aS,6aS,12bR,14aS,14bR)-10,11-Dihydroxy-2,4a,6a,9,12b,14a-hexamethyl-8-oxo-1,2,3,4,4a,5,6,6a,8,12b,13,14,14a,14b-tetradecahydro-2-picenecarboxylic acid | CAS No. 167882-66-8

(2R,4aS,6aS,12bR,14aS,14bR)-10,11-Dihydroxy-2,4a,6a,9,12b,14a-hexamethyl-8-oxo-1,2,3,4,4a,5,6,6a,8,12b,13,14,14a,14b-tetradecahydro-2-picenecarboxylic acid

Basic Information

CAS Number

167882-66-8

Molecular Formula

C29H38O5

Molecular Weight

466.62 g/mol

AD

Basic Physical Properties

Physical State

Powder

Solubility

Insuluble (7.0E-4 g/L) (25 ºC),

CC1=C2C(=CC(=C1O)O)C3(CCC4(C5CC(CCC5(CCC4(C3=CC2=O)C)C)(C)C(=O)O)C)C

InChI

InChI=1S/C29H38O5/c1-16-22-17(13-19(31)23(16)32)27(4)10-12-29(6)21-15-26(3,24(33)34)8-7-25(21,2)9-11-28(29,5)20(27)14-18(22)30/h13-14,21,31-32H,7-12,15H2,1-6H3,(H,33,34)/t21-,25-,26-,27+,28-,29+/m1/s1

InChIKey

MIQDJLKXHZPMHH-CPISFEQASA-N

LogP

6.284120000000008

Topological Polar Surface Area

94.83000000000001 Ų

Hydrogen Bond Donor/Acceptor

3 / 5

Complexity

956

Synonyms & References

English

  • FS-7490
  • HY-N8879
  • CHEMBL4207143
  • Wilforol A
  • AKOS040762506
  • BDBM50524691
  • (2R,4aS,6aS,12bR,14aS,14bR)-10,11-dihydroxy-2,4a,6a,9,12b,14a-hexamethyl-8-oxo-1,2,3,4,4a,5,6,6a,8,12b,13,14,14a,14b-tetradecahydropicene-2-carboxylic acid
  • CS-0149287
  • DTXSID501317344
  • SCHEMBL21291521
  • (2R,4aS,6aR,6aS,14aS,14bR)-10,11-dihydroxy-2,4a,6a,6a,9,14a-hexamethyl-8-oxo-1,3,4,5,6,13,14,14b-octahydropicene-2-carboxylic acid
  • CHEBI:132378
  • 167882-66-8
  • (-)-Wilforol A
  • 24,25,26-Trinoroleana-1,3,5(10),7-tetraen-29-oicacid, 2,3-dihydroxy-9,13-dimethyl-6-oxo-, (9b,13a,14b,20a)-
  • 2-Picenecarboxylic acid, 1,2,3,4,4a,5,6,6a,8,12b,13,14,14a,14b-tetradecahydro-10,11-dihydroxy-2,4a,6a,9,12b,14a-hexamethyl-8-oxo-,[2R-(2a,4ab,6ab,12bb,14aa,14bb)]-
  • 2-Picenecarboxylic acid,1,2,3,4,4a,5,6,6a,8,12b,13,14,14a,14b-tetradecahydro-10,11-dihydroxy-2,4a,6a,9,12b,14a-hexamethyl-8-oxo-,(2R,4aS,6aS,12bR,14aS,14bR)-
  • D:A-Friedo-24-noroleana-1,3,5(10),7-tetraen-29-oicacid, 2,3-dihydroxy-6-oxo-, (20a)-
  • (9beta,13alpha,14beta,20alpha)-2,3-Dihydroxy-9,13-dimethyl-6-oxo-24,25,26-trinoroleana-1,3,5(10),7-tetraen-29-oic acid

MDL Number

MFCD21333359

FAQ

What are the physical and chemical properties of (2R,4aS,6aS,12bR,14aS,14bR)-10,11-Dihydroxy-2,4a,6a,9,12b,14a-hexamethyl-8-oxo-1,2,3,4,4a,5,6,6a,8,12b,13,14,14a,14b-tetradecahydro-2-picenecarboxylic acid (CAS: 167882-66-8)?

This compound is a crystalline solid with a high molecular weight. It has limited water solubility but good solubility in organic solvents. It is moderately reactive, showing susceptibility to hydrolysis. Its reactivity is influenced by its hydroxyl groups and methyl substituents.

How is (2R,4aS,6aS,12bR,14aS,14bR)-10,11-Dihydroxy-2,4a,6a,9,12b,14a-hexamethyl-8-oxo-1,2,3,4,4a,5,6,6a,8,12b,13,14,14a,14b-tetradecahydro-2-picenecarboxylic acid (CAS: 167882-66-8) typically synthesized?

This compound can be synthesized via a multi-step process involving ring expansion, oxidation, and hydroxylation reactions. Common synthetic routes include metal-catalyzed reactions and enzymatic processes, often requiring specific catalysts and high yields.

What industries use (2R,4aS,6aS,12bR,14aS,14bR)-10,11-Dihydroxy-2,4a,6a,9,12b,14a-hexamethyl-8-oxo-1,2,3,4,4a,5,6,6a,8,12b,13,14,14a,14b-tetradecahydro-2-picenecarboxylic acid (CAS: 167882-66-8)?

This compound is used in the pharmaceutical industry for drug development, particularly in anticancer agents. It also finds application in polymer chemistry as a monomer and in sensor technology for detecting specific compounds.

What precautions should be taken when handling (2R,4aS,6aS,12bR,14aS,14bR)-10,11-Dihydroxy-2,4a,6a,9,12b,14a-hexamethyl-8-oxo-1,2,3,4,4a,5,6,6a,8,12b,13,14,14a,14b-tetradecahydro-2-picenecarboxylic acid (CAS: 167882-66-8)?

PPE including gloves and goggles should be worn when handling this compound. It should be stored in a cool, dry place away from direct sunlight. Fume hoods should be used during handling to avoid inhalation. In case of spill, use appropriate spill kits. Always check the Safety Data Sheet (SDS) for detailed handling instructions.

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