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30636-90-9

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30636-90-9 Usage

Uses

(20S)-Protopanaxadiol is used in the treatment of cerebral ischemic injury and the reversal of oxidative stress. A novel class of AMP-activated protein kinase (AMPK) inhibitors affecting glucose and lipid metabolism.

Definition

ChEBI: A diastereomer of protopanaxadiol in which the 20-hydroxy substituent has been introduced at the pro-S position.

Check Digit Verification of cas no

The CAS Registry Mumber 30636-90-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,0,6,3 and 6 respectively; the second part has 2 digits, 9 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 30636-90:
(7*3)+(6*0)+(5*6)+(4*3)+(3*6)+(2*9)+(1*0)=99
99 % 10 = 9
So 30636-90-9 is a valid CAS Registry Number.
InChI:InChI=1/C30H52O3/c1-19(2)10-9-14-30(8,33)20-11-16-29(7)25(20)21(31)18-23-27(5)15-13-24(32)26(3,4)22(27)12-17-28(23,29)6/h10,20-25,31-33H,9,11-18H2,1-8H3/t20-,21+,22-,23+,24-,25-,27-,28+,29+,30-/m0/s1

30636-90-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name (20S)-protopanaxadiol

1.2 Other means of identification

Product number -
Other names Protopanaxtriol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:30636-90-9 SDS

30636-90-9Downstream Products

30636-90-9Relevant articles and documents

Isolation and characterization of a new ginsenoside from the fresh root of panax ginseng

Ruan, Chang-Chun,Liu, Zhi,Li, Xiang,Liu, Xia,Wang, Li-Juan,Pan, Hong-Yu,Zheng, Yi-Nan,Sun, Guang-Zhi,Zhang, Yan-Sheng,Zhang, Lian-Xue

experimental part, p. 2319 - 2325 (2010/07/15)

A new saponin, malonylginsenoside Ra3, was isolated from the fresh root of Panax ginseng, along with four known ginsenosides. The new compound was identified as (20S)-protopanaxadiol-3-O-(6-O-malonyl-ss-D-glucopyranosyl(1- 2)-ss-D-glucopyranoside -20-O-ss-D-xylopyranosyl(1?3)-ss-D- glucopyranosyl(1?6)-ss-D-glucopyranoside on the basis of extensive 1D and 2D NMR as well as HRESI-MS spectroscopic data analysis. Copyright

Synthesis of 3β,20S-dihydroxydammar-24-en-12-one 3,20-DI-O-β-D- glucopyranoside (chikusetsusaponin-LT8), a glycoside from Panax japonicus

Atopkina,Denisenko

, p. 55 - 60 (2008/02/01)

A method for preparative production of 3β,20S-dihydroxydammar-24-en- 12-one 3,20-di-O-β-D-glucopyranoside (1), a glycoside from Panax japonicus, chikusetsusaponin-LT8 was developed. Chemical transformation of betulafolientriol, a component of Betula leaves extract, produced the 12-keto-20S-protopanaxadiol (3β,20S-dihydroxydammar-24-en-12-one) (2), exhaustive glycosylation of which by 2,3,4,6-tetra-O-acetyl-α-D- glucopyranosylbromide (3) under Koenigs - Knorr reaction conditions with subsequent removal of protecting groups formed 3β,20S-dihydroxydammar-24- en-12-one3,20-di-Q-β-D-glucopyranoside (1). The principal glycosylation product was 3β,20S-dihydroxydammar-24-en-12-one 3-O-β-D- glucopyranoside if equimolar amounts of (2) and (3) were used. 2006 Springer Science+Business Media, Inc.

SEMISYNTHETIC ANALOGUES OF GINSENOSIDES, GLYCOSIDES FROM GINSENG

Atopkina, Lyubov N.,Denisenko, Vladimir A.,Uvarova, Nina I.,Elyakov, Georgi B.

, p. 101 - 110 (2007/10/02)

Glycosylation of the dammar-24-ene-3,12β,20(S)-triols with 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (A) in the presence of silver oxide in dichloromethane gives a mixture of the acetylated 3-, 12-, 20-, 3,12-di-, and 3,20-di-O-β-D-glucopyranosyl derivatives in a total yield of 83-84.5percent.Under similar conditions, the 3-O-acetyl derivatives of dammar-24-ene-3,12β,20(S)-triols give a mixture of 12- and 20-O-β-D-glucopyranosyl derivatives.Condensation of betulafolienetriol both with the glycosyl bromide A in the presence of mercuric cyanide in nitromethane and with 3,4,6,-tri-O-acetyl-β-D-glucopyranose 1,2-(tert-butyl ortoacetate) in the presence of 2,4,6-trimethyl-pyridinium perchlorate in chlorobenzene under azeotropic distillation results in dehydration and 20-dehydroxyglucosides are formed.

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