(1R,2R,3S,5R)-(-)-2,3-Pinanediol

CAS: 22422-34-0

Ref. TR-P458400

Product Information

• Name: (1R,2R,3S,5R)-(-)-2,3-Pinanediol
• Synonyms: (1R,2R,3S,5R)-2,6,6-Trimethylbicyclo[3.1.1]heptane-2,3-diol, (-)-2-Hydroxyisopinocampheol, (-)-(1R:2R:3S:5R)-cis-α-Pineneglycol, cis-α-Pinene Glycol, [1R-(1α,2α,3α,5α)]-2,6,6-Trimethylbicyclo[3.1.1]heptane-2,3-diol, (-)-2,3-Pinanediol, (-)-cis-Pinane-cis-2,3-diol, (1R-(1alpha,2beta,3beta,5alpha))-2,6,6-Trimethylbicyclo[3.3.1]heptane-2,3-diol, (1R,2R,3S,5R)-(-)-Pinanediol, (1R,2R,3S,5R)-2,6,6-trimethylbicyclo[3.1.1]heptane-2,3-diol, (1S,2R,3S,5S)-2,6,6-trimethylbicyclo[3.1.1]heptane-2,3-diol, Pinanediol

Description

Applications (1R,2R,3S,5R)-(-)-2,3-Pinanediol is a bicyclic monoterpene diols that has been shown to induce differentiation of S91 melanoma and PC12 pheochromocytoma cells and thus provide possible therapeutic and sunless tanning use. (1R,2R,3S,5R)-(-)-2,3-Pinanediol is a microbial oxidation product of (-)-β-pinene, a flavor and fragrance monoterpene.
References Farooq, A. et al.: Zeitsch. Naturforsch. C J. Biosci., 57, 686 (2002); Brown, D.A. et al.: Pigment Cell Res., 12, 36 (1999);

• Brand: TRC

Chemical properties

• Molecular weight: 170.25
• Formula: C₁₀H₁₈O₂
• Color/Form: Neat
• InChI: InChI=1S/C10H18O2/c1-9(2)6-4-7(9)10(3,12)8(11)5-6/h6-8,11-12H,4-5H2,1-3H3/t6-,7-,8+,10-/m1/s1
• InChI key: InChIKey=MOILFCKRQFQVFS-BDNRQGISSA-N
• SMILES: CC1(C)[C@H]2C[C@H](O)[C@](C)(O)[C@@H]1C2