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Columbin

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Columbin Basic information

Product Name:
Columbin
Synonyms:
  • (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[10.2.2.02,11.03,8]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)-
CAS:
546-97-4
MF:
C20H22O6
MW:
358.39
Product Categories:
  • Miscellaneous Natural Products
Mol File:
546-97-4.mol
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Columbin Chemical Properties

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 Information

WGK Germany 
3
HS Code 
29322090
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Columbin Usage And Synthesis

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)

ColumbinSupplier

Cheng Du Pufeide Biotechnology Co., Ltd. Gold
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028-82610909 13388174823
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scglp@glp-china.com
Chembest Research Laboratories Limited
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+86-21-20908456
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Dalian Meilun Biotech Co., Ltd.
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0411-62910999 13889544652
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sales@meilune.com
Chengdu Biopurify Phytochemicals Ltd.
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+86-028-82633397 18982077548
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cwb1@biopurify.cn
Chengdu Climax Biotech Co., Ltd.
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028-83311324 1278112614
Email
climaxbiotech@gmail.com
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