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546-97-4

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546-97-4 Usage

Uses

Columbin is a furanolactone diterpene isolated from the roots of Jateorhiza and Tinospora species and is used in Asian and African folk medicine for analgesic and antipyretic properties.

Check Digit Verification of cas no

The CAS Registry Mumber 546-97-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,4 and 6 respectively; the second part has 2 digits, 9 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 546-97:
(5*5)+(4*4)+(3*6)+(2*9)+(1*7)=84
84 % 10 = 4
So 546-97-4 is a valid CAS Registry Number.
InChI:InChI=1/C20H22O6/c1-18-9-14(11-5-8-24-10-11)25-16(21)12(18)3-6-19(2)15(18)13-4-7-20(19,23)17(22)26-13/h4-5,7-8,10,12-15,23H,3,6,9H2,1-2H3/t12-,13+,14-,15-,18+,19+,20-/m0/s1

546-97-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name (1R,2S,3S,5S,8R,11R,12R)-5-(3-Furyl)-12-hydroxy-3,11-dimethyl-6,14-dioxatetracyclo[10.2.2.0<sup>2,11</sup>.0<sup>3,8</sup>]hexadec-15-ene-7,13-dione

1.2 Other means of identification

Product number -
Other names 1,4-Etheno-3H,7H-benzo[1,2-c:3,4-c‘]dipyran-3,7-dione, 9-(3-furanyl)-1,4,4a,5,6,6a,9,10,10a,10b-decahydro-4-hydroxy-4a,10a-dimethyl-, [1R-(1α,4β,4aα,6aβ,9β,10aα,10b)]-

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:546-97-4 SDS

546-97-4Synthetic route

columbin glucoside
105597-94-2

columbin glucoside

columbin
546-97-4

columbin

Conditions
ConditionsYield
With AcONa buffer; acetic acid at 36.5℃; for 720h; hesperidinase;11.5 mg
columbin glucoside
105597-94-2

columbin glucoside

A

12-epi-columbin

12-epi-columbin

B

columbin
546-97-4

columbin

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane; water at 80℃; for 3h;A 1.2 mg
B 0.5 mg
acetic anhydride
108-24-7

acetic anhydride

columbin
546-97-4

columbin

(12S)-4-acetoxy-15,16-epoxy-1β,12-dihydroxy-5,9-dimethyl-17,18-dinor-9βH,10α-labda-2,13(16),14-triene-19,20-dioic acid-19=>1;20=>12-dilactone
100899-59-0, 100938-02-1

(12S)-4-acetoxy-15,16-epoxy-1β,12-dihydroxy-5,9-dimethyl-17,18-dinor-9βH,10α-labda-2,13(16),14-triene-19,20-dioic acid-19=>1;20=>12-dilactone

Conditions
ConditionsYield
With sodium acetate
dimethyl sulfate
77-78-1

dimethyl sulfate

columbin
546-97-4

columbin

(12S)-15,16-epoxy-1β,12-dihydroxy-4-methoxy-5,9-dimethyl-17,18-dinor-9βH,10α-labda-2,13(16),14-triene-19,20-dioic acid-19=>1;20=>12-dilactone
98891-86-2, 106247-94-3

(12S)-15,16-epoxy-1β,12-dihydroxy-4-methoxy-5,9-dimethyl-17,18-dinor-9βH,10α-labda-2,13(16),14-triene-19,20-dioic acid-19=>1;20=>12-dilactone

Conditions
ConditionsYield
With sodium hydroxide
columbin
546-97-4

columbin

Dihydrocolumbin
10413-81-7

Dihydrocolumbin

Conditions
ConditionsYield
With palladium on activated charcoal; Lindlar's catalyst; ethyl acetate Hydrogenation;
With palladium on activated charcoal; acetone Hydrogenation;
columbin
546-97-4

columbin

isocolumbin
471-54-5

isocolumbin

Conditions
ConditionsYield
With sodium hydroxide
acetic anhydride
108-24-7

acetic anhydride

columbin
546-97-4

columbin

C22H24O7
100899-59-0

C22H24O7

Conditions
ConditionsYield
With sodium acetate for 0.5h; Heating;81 mg
acetic anhydride
108-24-7

acetic anhydride

columbin
546-97-4

columbin

C22H24O7
100938-02-1

C22H24O7

Conditions
ConditionsYield
With sodium acetate for 5h; Heating;76 mg
columbin
546-97-4

columbin

(12S)-15,16-epoxy-1β,12-dihydroxy-4-methoxy-5,9-dimethyl-17,18-dinor-9βH,10α-labda-2,13(16),14-triene-19,20-dioic acid-19=>1;20=>12-dilactone
98891-86-2, 106247-94-3

(12S)-15,16-epoxy-1β,12-dihydroxy-4-methoxy-5,9-dimethyl-17,18-dinor-9βH,10α-labda-2,13(16),14-triene-19,20-dioic acid-19=>1;20=>12-dilactone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aq.-ethanolic NaOH-solution
2: aq.-ethanolic NaOH-solution
View Scheme
columbin
546-97-4

columbin

(12S)-15,16-epoxy-1β,12-dihydroxy-4-methoxy-5,9-dimethyl-17,18-dinor-9βH,10α-labda-13(16),14-diene-19,20-dioic acid-19=>1;20=>12-dilactone

(12S)-15,16-epoxy-1β,12-dihydroxy-4-methoxy-5,9-dimethyl-17,18-dinor-9βH,10α-labda-13(16),14-diene-19,20-dioic acid-19=>1;20=>12-dilactone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: palladium/calcium carbonate; ethyl acetate / Hydrogenation
2: aq.-ethanolic NaOH-solution
View Scheme
columbin
546-97-4

columbin

(12S)-4-acetoxy-15,16-epoxy-1β,12-dihydroxy-5,9-dimethyl-17,18-dinor-9βH,10α-labda-13(16),14-diene-19,20-dioic acid-19=>1;20=>12-dilactone
114536-67-3

(12S)-4-acetoxy-15,16-epoxy-1β,12-dihydroxy-5,9-dimethyl-17,18-dinor-9βH,10α-labda-13(16),14-diene-19,20-dioic acid-19=>1;20=>12-dilactone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: palladium/charcoal; acetone / Hydrogenation
2: sodium acetate
View Scheme
columbin
546-97-4

columbin

(12S)-4-acetoxy-15,16-epoxy-1β,12-dihydroxy-5,9-dimethyl-17,18-dinor-9βH,10α-labda-2,13(16),14-triene-19,20-dioic acid-19=>1;20=>12-dilactone
100899-59-0, 100938-02-1

(12S)-4-acetoxy-15,16-epoxy-1β,12-dihydroxy-5,9-dimethyl-17,18-dinor-9βH,10α-labda-2,13(16),14-triene-19,20-dioic acid-19=>1;20=>12-dilactone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aq.-ethanolic NaOH-solution
2: sodium acetate
View Scheme
columbin
546-97-4

columbin

Dihydroisocolumbin
10207-58-6

Dihydroisocolumbin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aq.-ethanolic NaOH-solution
2: palladium/charcoal; ethyl acetate / Hydrogenation
View Scheme
Multi-step reaction with 2 steps
1: palladium/calcium carbonate; ethyl acetate / Hydrogenation
2: aq.-ethanolic KOH-solution
View Scheme

546-97-4Upstream product

546-97-4Relevant articles and documents

Tinospinosides D, E, and Tinospin E, further clerodane diterpenoids from Tinospora sagittata

Huang, Chao,Li, Wei,Ma, Fenghua,Koike, Kazuo,Li, Qin,Asada, Yoshihisa

, p. 1324 - 1328,5 (2020/09/09)

Chemical investigation on the roots of Tinospora sagittata resulted in the isolation of three novel cis-clerodane diterpenoids, tinospinosides D, E, and tinospin E, together with two known compounds, columbin and columbin glucoside, and their structures w

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