GELSEMINE CAS 509-15-9

Introduction：Basic information about GELSEMINE CAS 509-15-9, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

GELSEMINE Basic information

• Product Name: GELSEMINE
• Synonyms: (3r-(3alpha,4abeta,5alpha,8alpha,8abeta,9s*,10s*))-5-ethenyl-3,4,4a,5,6,7,8,8a;[3R-(3alpha,4abeta,5alpha,8alpha,8abeta,9S*,10S*)]-5-Etheny l-3,4,4a,5,6,7,8,8a-octahydro-7-methylspiro[3,5,8-ethanylylidene-1H-p yrano[3,4-c]pyridine-10,3'-[3H]indol]-2'(1'H)-one;3h)indol)-2’(1’,h)-one;8abeta,9s*,10s*))-8alph;Gelsemin;ne,5-ethenyl-3,4,4a,5,6,7,8,8a-octahydro-7-methyl-,(3r-(3alpha,4abeta,5alpha,;-octahydro-7-methylspiro(3,5,8-ethanylylidene-1h-pyrano(3,4-c)pyridine-10,3’-(;spiro(3,5,8-ethanylylidene-1h-pyrano(3,4-c)pyridine-10,3’-(3h)indol)-2’(1’h)-o
• CAS: 509-15-9
• MF: C20H22N2O2
• MW: 322.4
• EINECS: 208-095-2
• Product Categories: chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Alkaloids
• Mol File: 509-15-9.mol

GELSEMINE Chemical Properties

• Melting point: 181-183°C
• alpha: D20 +13° (c = 1.2 in chloroform)
• Boiling point: 461.02°C (rough estimate)
• density: 1.1478 (rough estimate)
• refractive index: 1.5700 (estimate)
• storage temp.: 2-8°C
• solubility: Chloroform (Slightly), Methanol (Slightly)
• form: powder
• pka: 7.75 in 80% methylcellosolve
• color: White
• InChIKey: NFYYATWFXNPTRM-ZFBNGESUNA-N
• SMILES: [C@]12(C(=O)NC3C=CC=CC1=3)[C@]1([H])OC[C@@]3([H])[C@@]([H])(C1)[C@]1(C=C)CN(C)[C@@]3([H])[C@]21[H] |&1:0,10,14,16,19,25,27,r|
• LogP: 3.080 (est)

Safety Information

• Hazard Codes: T+
• Risk Statements: 23/24/25-26/27/28
• Safety Statements: 36/37/39-45-28
• RIDADR: UN 1544 6.1/PG 2
• WGK Germany: 3
• RTECS: LX9100000
• HazardClass: 6.1(a)
• PackingGroup: I
• Hazardous Substances Data: 509-15-9(Hazardous Substances Data)

GELSEMINE Usage And Synthesis

Chemical Properties

It is a white crystal, soluble in organic solvents such as methanol, ethanol, and DMSO. It comes from Gelsemium elegans and Gelsemium elegans of the Cucurbitaceae family.

Uses

Medicine, as a CNS stimulant

Hazard

A toxic plant alkaloid

in vivo

Gelsemine is an effective agent for treatment of both neuropathic pain and sleep disturbance in partial sciatic nerve ligation (PSNL) mice. Gelsemine (4 mg/kg) exerts analgesic effects on PSNL-induced mechanical allodynia and thermal hyperalgesia. In PSNL mice, Gelsemine (2 and 4 mg/kg) increases the mechanical threshold for 4 h and prolonged the thermal latencies for 3 h. Furthermore, Gelsemine (4 mg/kg, administered at 6:30 AM) increases non-rapid eye movement (non-REM, NREM) sleep, decreases wakefulness, but does not affect rapid eye movement (REM) sleep during the first 3 h in PSNL mice^[1].
Immunohistochemical study shows that PSNL increases c-Fos expression in the neurons of the anterior cingulate cortex, and Gelsemine (4 mg/kg) decreases c-Fos expression by 58%^[1].