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SMB00086

Sigma-Aldrich

Columbin

≥95% (LC/MS-ELSD)

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Synonym(s):
Isocolumbin
Empirical Formula (Hill Notation):
C20H22O6
CAS Number:
546-97-4
Molecular Weight:
358.39
UNSPSC Code:
12352205
PubChem Substance ID:
329824764
NACRES:
NA.25

Assay

≥95% (LC/MS-ELSD)

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

SMILES string

C[C@@]12C[C@H](OC(=O)[C@@H]1CC[C@]3(C)[C@H]2[C@@H]4OC(=O)[C@@]3(O)C=C4)c5ccoc5

InChI

1S/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

InChI key

AALLCALQGXXWNA-QJNFORGASA-N

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General description

Natural product derived from plant source.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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A J Nok et al.
Journal of enzyme inhibition and medicinal chemistry, 17(1), 55-59 (2002-10-09)
The inhibitory effects of a naturally occurring diterpenoid furanolactone, columbin, on partially purified acidic phospholipase A2 (PLA2) from Naja nigricolis was investigated. Columbin inhibited the N. nigricolis PLA2 in a dose related pattern with an IC50 value of 2.5 microM.
K Wada et al.
Biological & pharmaceutical bulletin, 18(4), 634-636 (1995-04-01)
In a screening series of bioactive components in edible and medicinal plants, we found that Calumbae Radix (Colombo root, 1% powdered feed, for 5 d) and its component, columbin (20-40 mg/kg/d, for 5 d, orally), shortened the sleeping time induced
K Swaminathan et al.
Acta crystallographica. Section C, Crystal structure communications, 45 ( Pt 2), 300-303 (1989-02-15)
(1S,4R,5R,8S,10R,12S)-4-Hydroxy-15,16-epoxycleroda-2,12(16),14- trieno-17,12: 18,1-biscarbolactone, C20H22O6, Mr = 358.2, m.p. = 453-454 K, orthorhombic, P2(1)2(1)2(1), a = 7.3869 (6), b = 11.986 (1), c = 19.896 (2) A, V = 1761.65 A3, Z = 4, Dx = 1.351, Dm(by flotation) = 1.349
Hiroyuki Kohno et al.
Cancer letters, 183(2), 131-139 (2002-06-18)
The modifying effect of dietary administration of a diterpenoid furanolactone columbin isolated from the crude drug Calumbae Radix (the root of Jateorhiza columba MIERS, Menispermacea) on azoxymethane (AOM)-induced was investigated in male F344 rats. Animals were initiated with AOM (three
Siddig Ibrahim Abdelwahab et al.
European journal of pharmacology, 678(1-3), 61-70 (2012-01-10)
Columbin, a diterpenoid furanolactone, was isolated purely for the first time from the plant species Tinspora bakis. The anti-inflammatory effects of columbin were studied in vitro, in silico and in vivo. The effect of columbin on nitric oxide was examined
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