(+)-Gelsemine
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(+)-Gelsemine
structure -
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CAS No:
509-15-9
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Formula:
C20H22N2O2
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Chemical Name:
(+)-Gelsemine
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Synonyms:
Spiro[3,5,8-ethanylylidene-1H-pyrano[3,4-c]pyridine-10,3′-[3H]indol]-2′(1′H)-one,5-ethenyl-3,4,4a,5,6,7,8,8a-octahydro-7-methyl-,(3R,3′S,4aR,5S,8S,8aS,9S)-;Gelsemine;(3R,3′S,4aR,5S,8S,8aS,9S)-5-Ethenyl-3,4,4a,5,6,7,8,8a-octahydro-7-methylspiro[3,5,8-ethanylylidene-1H-pyrano[3,4-c]pyridine-10,3′-[3H]indol]-2′(1′H)-one;[3R-(3α,4aβ,5α,8α,8aβ,9S*,10S*)]-5-Ethenyl-3,4,4a,5,6,7,8,8a-octahydro-7-methylspiro[3,5,8-ethanylylidene-1H-pyrano[3,4-c]pyridine-10,3′-[3H]indol]-2′(1′H)-one;(+)-Gelsemine;NSC 21729;1413-63-4;791726-87-9
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CAS No:
Description
Gelsemine, an alkaloid from the Chinese herb Gelsemium elegans, is effective in mitigating chronic pain. Antinociceptive and hypnotic effects.
Characteristics
41.6
2.10350
White powder
1.3±0.1 g/cm3
178 °C
493.4°C at 760 mmHg
252.2±28.7 °C
1.673
SLIGHTLY SOL IN WATER; SOL IN ALCOHOL, BENZENE, CHLOROFORM, ETHER, ACETONE, DILUTE ACIDS
Peritoneal-mouse LD50: 49 mg/kg
Combustible; Fire breaks down toxic nitrogen oxide fumes
D20 +13° (c = 1.2 in chloroform)
Safety Information
I
6.1(a)
UN 1544 6.1/PG 2
3
23/24/25-26/27/28
36/37/39-45-28
LX9100000
T+
Treasury is low temperature, ventilated, dry; stored separately from food raw materials
Toxicity
highly
FROM ROOTS & RHIZOME OF GELSEMIUM SEMPERVIRENS (L) AIT, LOGANIACEAE. ISOLATION: GERRARD, PHARM J 13, 641 (1883); MOORE, J CHEM SOC 97, 2223 (1910); 99, 1231 (1911); SAYRE, WATSON, J AM PHARM ASSOC 8, 708 (1919); CHOU, CHINESE J PHYSIOL 5, 131 (1931), CA 25, 4085 (1931); SCHWARZ, MARION, CAN J CHEM 31, 958 (1953).
Drug Information
GELSEMINE ANTAGONIZED THE INHIBITORY EFFECTS OF GLYCINE, BETA-ALANINE, L-ALPHA-ALANINE, TAURINE & NORADRENALINE ON SPINAL NEURONS OF CATS.
gelsemin
(+)-Gelsemine Use and Manufacturing
Medicine, as a CNS stimulant Gelsine has anti-cancer and analgesic effects.
GELSEMIUM SEMPERVIRENS (CAROLINA YELLOW JESSAMINE, YELLOW JASMINE, WILD WOODBINE) YIELDS A MIXT OF ALKALOIDS WHICH FORMERLY HAD SOME USE IN TREATMENT OF NEURALGIA. /GELSEMIUM SEMPERVIRENS/
Computed Properties
Molecular Weight:322.4
XLogP3:1.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:322.168127949
Monoisotopic Mass:322.168127949
Topological Polar Surface Area:41.6
Heavy Atom Count:24
Complexity:635
Defined Atom Stereocenter Count:2
Undefined Atom Stereocenter Count:5
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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