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Columbin

Product Name
Columbin
CAS No.
546-97-4
Chemical Name
Columbin
Synonyms
Tinosporin;Columbin USP/EP/BP;Columbin, 10 mM in DMSO;Columbin >=95% (LC/MS-ELSD);Columbin, 98%, from limacia sagittata;(1R,2S,3S,5S,8R,11R,12R)-5-(3-Furyl)-12-hydroxy-3,11-dimethyl-6,14-dioxatetracyclo[10.2.2.02,11.03,8]hexadec-15-ene-7,13-dione;(1s,2s,3s,5s,8r,11r,12s)-5-(3-furyl)-12-hydroxy-3,11-dimethyl-6,14-dioxatetracyclo[10.2.2.02,11.03,8]hexadec-15-ene-7,13-dione;(1R,4R,4aR,6aR,9S,10aS,10bS)-9-(3-Furanyl)decahydro-4-hydroxy-4a,10a-dimethyl-1,4-etheno-3H,7H-benzo[1,2-c:3,4-c']dipyran-3,7-dione;diterpenoid,Cyclooxygenase,anti-inflammatory,COX-1,Inhibitor,Trypanosoma brucei,Columbin,furanolactone,COX,anti-trypanosomal,Parasite,inhibit;(1R,2S,3S,5S,8R,11R,12R)-5-(3-Furyl)-12-hydroxy-3,11-dimethyl-6,14-dioxatetracyclo[10.2.2.02,11.03,8]hexadec-15-ene-7,13-dione
CBNumber
CB71246910
Molecular Formula
C20H22O6
Formula Weight
358.39
MOL File
546-97-4.mol
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Columbin Property

Melting point:
190-191℃
alpha 
D +52.5° (pyridine)
Boiling point:
410.82°C (rough estimate)
Density 
1.36
refractive index 
1.4450 (estimate)
storage temp. 
-20°C
solubility 
DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 0.03 mg/ml
pka
12.14±0.70(Predicted)
form 
Cryst.
color 
White to off-white
InChIKey
AALLCALQGXXWNA-QJNFORGASA-N
SMILES
C1(=O)O[C@H](C2C=COC=2)C[C@@]2(C)[C@@]3([H])[C@@](C)(CC[C@@]12[H])[C@]1(O)C=C[C@@]3([H])OC1=O
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Safety

WGK Germany 
3
HS Code 
29322090
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SMB00086
Product name
Columbin
Purity
≥95% (LC/MS-ELSD)
Packaging
1mg
Price
$321
Updated
2025/07/31
Sigma-Aldrich
Product number
PHL83311
Product name
Columbin
Purity
phyproof<SUP>&#174;</SUP> Reference Substance
Packaging
10 mg
Price
$440
Updated
2025/07/31
Cayman Chemical
Product number
24105
Product name
Columbin
Purity
≥98%
Packaging
1mg
Price
$44
Updated
2024/03/01
Cayman Chemical
Product number
24105
Product name
Columbin
Purity
≥98%
Packaging
5mg
Price
$140
Updated
2024/03/01
Cayman Chemical
Product number
24105
Product name
Columbin
Purity
≥98%
Packaging
10mg
Price
$235
Updated
2024/03/01
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Columbin Chemical Properties,Usage,Production

Chemical Properties

White needle-shaped crystals, easily soluble in methanol and ethyl acetate, almost insoluble in water, derived from Jin Guolan.

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.

Definition

ChEBI: Columbin is an organic heterotricyclic compound and an organooxygen compound.

in vivo

Columbin inhibits oedema formation in mice paw. At doses of 300 mg/kg and 700 mg/kg, columbin inhibits inflammation from 0 to 5 h and the results are comparable to that of aspirin as a standard anti-inflammatory drug. The inhibitory effect of columbin on carrageenan induced paw oedema in mice may be due to the suppression of the release of mediators responsible for inflammation including prostaglandin[1]. Columbin is poorly bioavailable (2.8% p.o. and 14% i.p.) in rats, but its transport is rapid across the Caco-2 cell monolayers, suggesting that extensive first-pass metabolism in the liver is the likely reason for its poor bioavailability[2].

IC 50

Trypanosoma; COX-2: 53.1 μM (EC50); COX-1: 327 μM (EC50)

Columbin Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Columbin manufacturers

Shanghai Standard Technology Co., Ltd.
Product
Columbin 546-97-4
Price
US $0.00/mg
Min. Order
5mg
Purity
≥98%(HPLC)
Supply Ability
10 g
Release date
2019-11-22
Career Henan Chemical Co
Product
(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 546-97-4
Price
US $9.80/KG
Min. Order
1KG
Purity
≥98%
Supply Ability
20 tons
Release date
2020-01-09

546-97-4, ColumbinRelated Search:


  • (1s,2s,3s,5s,8r,11r,12s)-5-(3-furyl)-12-hydroxy-3,11-dimethyl-6,14-dioxatetracyclo[10.2.2.02,11.03,8]hexadec-15-ene-7,13-dione
  • Columbin, 98%, from limacia sagittata
  • (1R,4R,4aR,6aR,9S,10aS,10bS)-9-(3-Furanyl)-1,4,4a,5,6,6a,9,10,10a,10b-decahydro-4-hydroxy-4a,10a-dimethyl-1,4-etheno-3H,7H-benzo[1,2-c:3,4-c']dipyran-3,7-dione
  • (1R,4R,4aR,6aR,9S,10aS,10bS)-9-(3-Furanyl)decahydro-4-hydroxy-4a,10a-dimethyl-1,4-etheno-3H,7H-benzo[1,2-c:3,4-c']dipyran-3,7-dione
  • Tinosporin
  • (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
  • (1R,2S,3S,5S,8R,11R,12R)-5-(3-Furyl)-12-hydroxy-3,11-dimethyl-6,14-dioxatetracyclo[10.2.2.02,11.03,8]hexadec-15-ene-7,13-dione
  • 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,4R,4aR,6aR,9S,10aS,10bS)-
  • Columbin >=95% (LC/MS-ELSD)
  • Columbin USP/EP/BP
  • (2S,4AR,6aR,7R,10R,10aS,10bS)-2-(furan-3-yl)-7-hydroxy-6a,10b-dimethyl-4a,5,6,6a,7,10,10a,10b-octahydro-1H-10,7-(epoxymethano)benzo[f]isochromene-4,12(2H)-dione
  • diterpenoid,Cyclooxygenase,anti-inflammatory,COX-1,Inhibitor,Trypanosoma brucei,Columbin,furanolactone,COX,anti-trypanosomal,Parasite,inhibit
  • Columbin, 10 mM in DMSO
  • 546-97-4
  • Miscellaneous Natural Products