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Sclareol

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Name

Sclareol

EINECS 208-194-0
CAS No. 515-03-7 Density 0.954 g/cm3
PSA 40.46000 LogP 4.69720
Solubility N/A Melting Point 95-100 °C
Formula C20H36O2 Boiling Point 398.265 °C at 760 mmHg
Molecular Weight 308.505 Flash Point 169.112 °C
Transport Information N/A Appearance white fine powder
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 515-03-7 (Sclareol) Hazard Symbols N/A
Synonyms

1-Naphthalenepropanol,a-ethenyldecahydro-2-hydroxy-a,2,5,5,8a-pentamethyl-,[1R-[1a(R*),2b,4ab,8aa]]-;Labd-14-ene-8,13-diol, (13R)- (8CI);Sclareol (6CI);

Article Data 9

Sclareol Specification

The Sclareol, with the CAS registry number 886030-32-6, is also known as Labd-14-ene-8,13-diol, (13R)-. It belongs to the product categories of Organics; Natural Plant Extract; Flavors & Fragrances. Its EINECS registry number is 208-194-0. This chemical's molecular formula is C20H36O2 and molecular weight is 308.50. What's more, both its IUPAC name and systematic name are the same which is called (1R,2R,4aS,8aS)-1-[(3R)-3-Hydroxy-3-methyl-4-penten-1-yl]-2,5,5,8a-tetramethyldecahydro-2-naphthalenol. It is a fragrant chemical compound found in clary sage, from which it derives its name. It is classified as a bicyclic diterpene alcohol. This chemical is an amber colored solid with a sweet, balsamic scent. Sclareol is used as a fragrance in cosmetics and perfumes and as flavoring in food. The product and other similar substances may be prepared from sclareolide. It is also able to kill human leukemic cells and colon cancer cells by apoptosis.

Physical properties about Sclareol are: (1)ACD/LogP: 5.233; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5.23; (4)ACD/LogD (pH 7.4): 5.23; (5)ACD/BCF (pH 5.5): 5585.60; (6)ACD/BCF (pH 7.4): 5585.60; (7)ACD/KOC (pH 5.5): 16739.59; (8)ACD/KOC (pH 7.4): 16739.59; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 40.46 Å2; (13)Index of Refraction: 1.49; (14)Molar Refractivity: 93.388 cm3; (15)Molar Volume: 323.247 cm3; (16)Polarizability: 37.022×10-24cm3; (17)Surface Tension: 35.518 dyne/cm; (18)Density: 0.954 g/cm3; (19)Flash Point: 169.112 °C; (20)Enthalpy of Vaporization: 75.002 kJ/mol; (21)Boiling Point: 398.265 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25 °C.

Uses of Sclareol: (1) it is used for flavor, spices, tobacco, cosmetics, health food, food additives; (2) it is used to produce other chemicals. For example, it can react with acetyl chloride to get (13R)-8,13-diacetoxy-labd-14-ene. This reaction needs reagent PhNMe2 at temperature of 25 °C. The reaction time is 12 hours. The yield is 98 %.

Sclareol can react with acetyl chloride to get (13R)-8,13-diacetoxy-labd-14-ene.

You can still convert the following datas into molecular structure:
(1) SMILES: O[C@@]1(CC[C@@H]2[C@]([C@H]1CC[C@@](O)(\C=C)C)(C)CCCC2(C)C)C
(2) InChI: InChI=1S/C20H36O2/c1-7-18(4,21)13-9-16-19(5)12-8-11-17(2,3)15(19)10-14-20(16,6)22/h7,15-16,21-22H,1,8-14H2,2-6H3/t15-,16+,18-,19-,20+/m0/s1
(3) InChIKey: XVULBTBTFGYVRC-HHUCQEJWSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rabbit LD50 skin > 5gm/kg (5000mg/kg)   Food and Chemical Toxicology. Vol. 30, Pg. 115S, 1992.
rat LD50 oral > 5gm/kg (5000mg/kg)   Food and Chemical Toxicology. Vol. 30, Pg. 115S, 1992.

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