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koumine

Product Name
koumine
CAS No.
1358-76-5
Chemical Name
koumine
Synonyms
koumine;Koumine-RM;Koumine, 10 mM in DMSO;(3R,7alpha,20alpha)-1,2,18,19-Tetradehydro-3,17-epoxy-7,20(2H,19H)cyclovobasan;7,20(2H,19H)-Cyclovobasan, 1,2,18,19-tetradehydro-3,17-epoxy-, (3R,7alpha,20alpha)-;(3S,4S,4aR,6R,11bS,11cS)-2-Methyl-11c-vinyl-1,2,3,4,4a,5,6,11c-octahydro-6,4-(epoxymethano)-3,11b-methanopyrido[4,3-c]carbazole;6,4-(Epoxymethano)-3,11b-methano-11bH-pyrido[4,3-c]carbazole, 11c-ethenyl-1,2,3,4,4a,5,6,11c-octahydro-2-methyl-, (3S,4S,4aR,6R,11bS,11cS)-
CBNumber
CB31480541
Molecular Formula
C20H22N2O
Formula Weight
306.4
MOL File
1358-76-5.mol
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koumine Property

Melting point:
168℃
Boiling point:
436.5±45.0 °C(Predicted)
Density 
1.42
storage temp. 
2-8°C
solubility 
DMSO : 31.25 mg/mL (101.99 mM; Need ultrasonic)
form 
powder
pka
8.67±0.40(Predicted)
color 
Yellow-brown
optical activity
[α]/D 295 to 245°
InChI
InChI=1/C20H22N2O/c1-3-19-11-22(2)16-9-20(19)13-6-4-5-7-15(13)21-18(20)17-8-14(19)12(16)10-23-17/h3-7,12,14,16-17H,1,8-11H2,2H3/t12-,14+,16-,17+,19-,20+/s3
InChIKey
VTLYEMHGPMGUOT-KWZROIJWNA-N
SMILES
C1C=CC2N=C3[C@]4([H])OC[C@@]5([H])[C@]([H])([C@]6(C=C)CN(C)[C@]5(C[C@@]36C=2C=1)[H])C4 |&1:6,10,12,14,20,22,r|
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHL84231
Product name
Koumine
Purity
phyproof<SUP>&#174;</SUP> Reference Substance
Packaging
10 mg
Price
$549
Updated
2025/07/31
Usbiological
Product number
300533
Product name
Koumine
Packaging
10mg
Price
$439
Updated
2021/12/16
TRC
Product number
K655750
Product name
Koumine
Packaging
100mg
Price
$2310
Updated
2021/12/16
ApexBio Technology
Product number
N2312
Product name
Koumine
Packaging
20mg
Price
$450
Updated
2021/12/16
Biosynth Carbosynth
Product number
FK73903
Product name
Koumine
Packaging
100mg
Price
$867
Updated
2021/12/16
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koumine Chemical Properties,Usage,Production

Description

The Chinese drug 'Kou-wen', said to be derived from Gelsemium elegans Benth., is stated to contain this alkaloid which forms rhombic prisms from Me2 CO. It has [α]23D - 265° (EtOH) and forms a crystalline hydrochloride, m.p. 255°C (dec.) and a hydrobromide, m.p. 269°C (dec.).

Chemical Properties

Soluble in acetone, chloroform, ether, benzene and other organic solvents, insoluble in water. Sourced from Gelsemium elegans (Gardn. et Champ.) Benth.

Occurrence

Koumine is an alkaloid isolated from Gelsemium elegans Benth.

Uses

Koumine is known to attenuate the lipopolysaccharide-stimulated inflammation in RAW264.7 macrophages.

in vivo

Koumine is less toxic, with the median lethal dose (LD50) of 300.0 mg/kg on Wistar rats. Koumine (0.6, 3, or 15 mg/kg/per, p.o.) exhibits antirheumatic properties in rats with adjuvant-induced arthritis (AIA) and collagen-induced arthritis (CIA)[2].
Koumine inhibits the increase in cytokines in joint tissue and TNF-α level in serum at 15 mg/kg, and suppresses the increase in the serum level of IL-1β at 3 and 15 mg/kg[2].
Koumine (0.28, 7 mg/kg, s.c.) significantly reduces neuropathic pain after nerve injury. Koumine suppresses the increased Iba-1 protein level[3].

References

Chou, Pak, Hou., Chin. 1. Physiol., 5, 345 (1931)
Chou, Wang, Chen., ibid, 8,40 (1934)
Chi, Kao, Huang., 1. Amer. Chem. Soc., 60, 1723 (1938)

koumine Preparation Products And Raw materials

Raw materials

Preparation Products

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koumine Suppliers

China 180 India 1 United Kingdom 1 United States 13 Global 195
Huzhou ZhanShu Biotechnology Co.,Ltd
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View Lastest Price from koumine manufacturers

Shanghai Standard Technology Co., Ltd.
Product
Koumine 1358-76-5
Price
US $0.00/mg
Min. Order
5mg
Purity
≥98%(HPLC)
Supply Ability
10 g
Release date
2020-01-02
Zhuozhou Wenxi import and Export Co., Ltd
Product
koumine 1358-76-5
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-06-27
Career Henan Chemical Co
Product
koumine 1358-76-5
Price
US $1.00/KG
Min. Order
1g
Purity
99%
Supply Ability
100KG
Release date
2018-12-24

1358-76-5, koumineRelated Search:

HuMantenidine VERATRIDINE daurisoline humantenine SENNIDINE A dihydrolycorine HISPIDULIN Pachymic acid Catharanthine LICOCHALCONE-A Vincristine Dihydrokawain Chenodeoxycholic acid Diammonium glycyrrhizinate DihydrocurcuMin Cianidanol koumine 3-SPIRAL INDOLE-4-PIPERIDINE

  • koumine
  • (3R,7alpha,20alpha)-1,2,18,19-Tetradehydro-3,17-epoxy-7,20(2H,19H)cyclovobasan
  • 7,20(2H,19H)-Cyclovobasan, 1,2,18,19-tetradehydro-3,17-epoxy-, (3R,7alpha,20alpha)-
  • 6,4-(Epoxymethano)-3,11b-methano-11bH-pyrido[4,3-c]carbazole, 11c-ethenyl-1,2,3,4,4a,5,6,11c-octahydro-2-methyl-, (3S,4S,4aR,6R,11bS,11cS)-
  • (3S,4S,4aR,6R,11bS,11cS)-2-Methyl-11c-vinyl-1,2,3,4,4a,5,6,11c-octahydro-6,4-(epoxymethano)-3,11b-methanopyrido[4,3-c]carbazole
  • Koumine-RM
  • Koumine, 10 mM in DMSO
  • 1358-76-5
  • 58-76-5
  • Alkaloids
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract