515-03-7 Usage
overview
Sclareol is a white crystalline powder extracted from the stems and leaves of the natural plant, Salvia Sclare L., with a melting point of 95-105 ° C and a weak Amber (Long saliva) aroma, delicate aroma, strong diffusion and long lasting fragrance. It is an ideal raw material for the synthesis of ambergris products. It is mainly used in the synthesis of natural dragon such as sclareolide and Ambroxide substitutes; a smaller amount of sclareol is also used for the allocation of flavors. In the field of medicine, it is used for anti-bacterial, anti-inflammatory, cholagogue, anti-cancer. In the field of pesticides, it is used for the prevention and control of crop rust, powdery mildew, insecticidal, and mediating the activity plant growth and plant defense function.
Salvia
Salvia is also known as Salvia sclar, rosette sage. With biennial or perennial Labiaceae sage, it is about 1 to 2 meters high. With the lower stem lignification, upright, branched, the whole plant is covered with wholly short hairs. It is unifoliate opposite, ovate or oblong. With verticillate inflorescence, the bisexual flowers are pink or pale purple or white. The bracts are broadly ovate, and corolla appears in snow-blue. Nutlets ovoid, grayish brown, smooth. The flowering period from June to July; seeds mature in July.
It is a sun-loving plant and resistant to cold, drough and barren, but fear of waterlogging. Seedlings are not resistant to shade.
The Origin is southern Europe. China has introduced salvia in the fifties. Now salvias are distributed in Shanxi, Hebei, Henan, Zhejiang and other provinces. The products of salvias which specially grow in the shallow mountainous areas of northern Shanxi, contain high ester aroma and pure, due to the large temperature difference between temperature and humidity in the region, and the altitude which is particularly suitable for the growth of herbal medicine.
Salvia has wide adaptability and cold, drought, barren tolerance. Seedlings are afraid of waterlogging, with the ability of living in-8 ℃ to-10 ℃.Adult plants can tolerate the temperature about-25 ℃. Early flowering period needs to have enough water to get high yield. For the seed propagation, the autumn is more suitable. The raw materials of salvia can be harvested in the late June of the following year. It should be planted in the spring, if the growth environment is parks or gardens.
Chemical properties
It is a white crystals. Boiling point> 340 ℃, melting point 101-103 ℃, specific rotation-11 °, soluble in 95% ethanol and oil. With a very weak amber aroma and lasting aroma.
Uses
Different sources of media describe the Uses of 515-03-7 differently. You can refer to the following data:
1. (1) It is mainly used for the synthesis of ambergris-amber fragrance, and more suitable for perfume and essence when utilizing its aroma-retaining ability for blending.
(2) It is also used for flavor, spices, cigarettes, cosmetics, health food, food additives.
2. Sclareol is used in biological studies as it has anti-inflammatory activity in both lipopolysaccharide-stimulated macophages and λ-carrageenan-induced paw edema model.
3. Sclareol may be used as a starting material in the synthesis of ambergris fragrance chemicals such as ambraoxide, ambrox, methylambraoxide, ambracetal, ambraketal and epiambraketal. It may also be used in the synthesis of (+)-galanolactone, (-)-8-epi-galanolactone and (+)-labdienedial.
Definition
ChEBI: A labdane diterpenoid that is labd-14-ene substituted by hydroxy groups at positions 8 and 13. It has been isolated from Salvia sclarea.
General Description
Sclareol, a diterpene compound with a labdane skeleton, is mainly used as a raw material in the fragrance industry. It shows potent cytotoxic and cytostatic effect in human leukemic cell lines.
Cytotoxicity
IC50 (μg/mL): 16.6 (HeLa), 32.65 (MCF7),65.2 μM (MG63) (Farimani et al. 2014).
Check Digit Verification of cas no
The CAS Registry Mumber 515-03-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,1 and 5 respectively; the second part has 2 digits, 0 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 515-03:
(5*5)+(4*1)+(3*5)+(2*0)+(1*3)=47
47 % 10 = 7
So 515-03-7 is a valid CAS Registry Number.
InChI:InChI=1/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
515-03-7Relevant articles and documents
Sclareol and labdenediol diphosphate synthase polypeptides, encoding nucleic acid molecules and uses thereof
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Page/Page column 83, (2016/06/28)
Provided are labdenediol diphosphate synthase polypeptides, sclareol synthase polypeptides, nucleic acid molecules encoding the labdenediol diphosphate synthase polypeptides and sclareol synthase polypeptides, and methods of using the labdenediol diphosphate synthase polypeptides, sclareol synthase polypeptides. Also provided are methods for producing labdenediol diphosphate, sclareol and (?)-ambroxide.
A SHORT SYNTHESIS OF AMBROX FROM SCLAREOL
Decorzant, Rene,Vial, Christian,Naf, Ferdinand,Whitesides, George M.
, p. 1871 - 1880 (2007/10/02)
A two-step transformation of sclareol into Ambrox (overall yield 11-12percent) via β-cleavage of an alkoxy radical intermediate is described.
STRUCTURE OF NEW BROMODITERPENES, PINNATOLS, FROM THE MARINE RED ALGA LAURENCIA PINNATA YAMADA
Fukuzawa, Akio,Miyamoto, Mitsuaki,Kumagai, Yoshikazu,Abiko, Atsushi,Takaya, Yoshiaki,Masamune, Tadashi
, p. 1259 - 1262 (2007/10/02)
The structure of new bromoditerpenes named pinnatols A, B, C, and D, isolated from the title alga, was determined on the basis of the chemical and spectral data.
