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ChemicalBook--->CAS DataBase List--->596-85-0

596-85-0

596-85-0 Structure

596-85-0 Structure
IdentificationBack Directory
[Name]

MANOOL
[CAS]

596-85-0
[Synonyms]

MANOOL
Nsc165961
Manool (80%)
(13R)-Labda-8(17),14-diene-13-ol
Labda-8(20),14-dien-13-ol, (13R)-
[13R,(+)]-Labda-8(17),14-dien-13-ol
[13R,(+)]-Labda-8(17),14-diene-13-ol
4ARTRANS-5-(-TETRAME-2-METHYLENEDECAHYDR
5-(5,5,8a-Trimethyl-2-methylenedecahydro-1-naphthalenyl)-3-methyl-1-penten-3-ol
(1S,4aα,αR)-Decahydro-α-vinyl-α,5,5,8aβ-tetramethyl-2-methylene-1-naphthalene-1-propanol
(αR,1S,4aS,8aS)-α-Ethenyldecahydro-α,5,5,8a-tetramethyl-2-methylene-1-napthalenepropanol
1-Naphthalenepropanol, α-ethenyldecahydro-α,5,5,8a-tetramethyl-2-methylene-, (αR,1S,4aS,8aS)-
4AR-TRANS-5-(1,5,5,8AS-TETRAMETHYL-2-METHYLENEDECAHYDRO-1-NAPHTHALENYL)-3-R-METHYL-1-PENTEN-3-OL
1-Naphthalenepropanol, .alpha.-ethenyldecahydro-.alpha.,5,5,8a-tetramethyl-2-methylene-, (.alpha.R,1S,4aS,8aS)-
1-Naphthalenepropanol, alpha-ethenyldecahydro-alpha,5,5,8a-tetramethyl-2-methylene-, [1S-[1alpha(S*),4abeta,8aalpha]]-
1-Naphthalenepropanol, .alpha.-ethenyldecahydro-.alpha.,5,5,8A-tetramethyl-2-methylene-, [1S-[1.alpha.(S*),4A.beta.,8A.alpha.]]-
[Molecular Formula]

C20H34O
[MDL Number]

MFCD01310996
[MOL File]

596-85-0.mol
[Molecular Weight]

290.48
Chemical PropertiesBack Directory
[Melting point ]

49-52 °C(lit.)
[Boiling point ]

150-153 °C(Press: 0.3 Torr)
[density ]

0.93±0.1 g/cm3(Predicted)
[Fp ]

>230 °F
[storage temp. ]

4°C, stored under nitroge
[solubility ]

Benzene (Slightly), Chloroform (Slightly), Methanol (Slightly)
[form ]

Low-Melting Solid
[pka]

14.47±0.29(Predicted)
[color ]

White to Off-White
[Specific Gravity]

0.97
[Odor]

Very delicate, woody, dry-sweet, and extremely tenacious odor
[LogP]

6.790 (est)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26-36
[WGK Germany ]

3
Hazard InformationBack Directory
[Uses]

Maintains anti-proliferative activity against human malignant cell strains.
[Definition]

ChEBI: A labdane diterpenoid in which the labdane skeleton has double bonds at positions 8(17) and 14 and carries an R-hydroxy group at position 13.
[Preparation]

By extraction of cornrninuted wood of Dacrydium biforme, a tree indigenous to New Zealand, with alcohol or Acetone. The extract is neutralized with alkali, and the crude Manool may be recrystallized.
[Cytotoxicity]

IC50 (μg/mL): 49.3 (V79), 15.6 (B16F10),17.1 (MCF-7), 6.7 (HeLa), 28.5 (HepG2),9.6 (MO59 J), 6.7 (U343), 13.1 (U251)(de Oliveira et al. 2016)
[storage]

4°C, stored under nitroge
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