gelsemine
gelsemine free base
CAS: 509-15-9
Molecular Formula: C20H22N2O2
gelsemine - Names and Identifiers
| Name | gelsemine free base |
| Synonyms | Gelsemin gelsemine gelsemine free base 3h)indol)-2'(1',h)-one 8abeta,9s*,10s*))-8alph ne,5-ethenyl-3,4,4a,5,6,7,8,8a-octahydro-7-methyl-,(3r-(3alpha,4abeta,5alpha, (3r-(3alpha,4abeta,5alpha,8alpha,8abeta,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'-( spiro(3,5,8-ethanylylidene-1h-pyrano(3,4-c)pyridine-10,3'-(3h)indol)-2'(1'h)-o 3-ethenyl-1-methyl-2,3,3a,7,8,8a-hexahydro-1H,5H-spiro[3,8,5-(ethane[1,1,2]triyl)oxepino[4,5-b]pyrrole-4,3'-indol]-2'(1'H)-one (3S,3aR,4S)-3-ethenyl-1-methyl-2,3,3a,7,8,8a-hexahydro-1H,5H-spiro[3,8,5-(ethane[1,1,2]triyl)oxepino[4,5-b]pyrrole-4,3'-indol]-2'(1'H)-one (3S,3aS,4S,5R,8S,8aS)-3-ethenyl-1-methyl-2,3,3a,7,8,8a-hexahydro-1H,5H-spiro[3,8,5-(ethane[1,1,2]triyl)oxepino[4,5-b]pyrrole-4,3'-indol]-2'(1'H)-one (3S,3aS,4S,5R,8S,8aS,9R)-3-ethenyl-1-methyl-2,3,3a,7,8,8a-hexahydro-1H,5H-spiro[3,8,5-(ethane[1,1,2]triyl)oxepino[4,5-b]pyrrole-4,3'-indol]-2'(1'H)-one [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 |
| CAS | 509-15-9 |
| EINECS | 208-095-2 |
| InChI | InChI=1/C20H22N2O2/c1-3-19-10-22(2)16-11-9-24-15(8-13(11)19)20(17(16)19)12-6-4-5-7-14(12)21-18(20)23/h3-7,11,13,15-17H,1,8-10H2,2H3,(H,21,23)/t11?,13?,15?,16?,17-,19+,20+/m1/s1 |
gelsemine - Physico-chemical Properties
| Molecular Formula | C20H22N2O2 |
| Molar Mass | 322.4 |
| Density | 1.1478 (rough estimate) |
| Melting Point | 181-183°C |
| Boling Point | 461.02°C (rough estimate) |
| Specific Rotation(α) | D20 +13° (c = 1.2 in chloroform) |
| Flash Point | 252.2°C |
| Solubility | Soluble in benzene, chloroform, ether, ethanol and acetone, hardly soluble in water. |
| Vapor Presure | 7.08E-10mmHg at 25°C |
| Appearance | White crystal |
| pKa | 7.75 in 80% methylcellosolve |
| Storage Condition | 2-8°C |
| Refractive Index | 1.5700 (estimate) |
| MDL | MFCD00082347 |
| Physical and Chemical Properties | White Crystal, soluble in methanol, ethanol, DMSO and other organic solvents, derived from the plant of the plant, the plant of the root of the root, the root of the root. |
| In vivo study | 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. 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%. |
gelsemine - Risk and Safety
| Hazard Symbols | T+ - Very toxic |
| Risk Codes | R23/24/25 - Toxic by inhalation, in contact with skin and if swallowed. R26/27/28 - Very toxic by inhalation, in contact with skin and if swallowed. |
| Safety Description | S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S28 - After contact with skin, wash immediately with plenty of soap-suds. |
| UN IDs | UN 1544 6.1/PG 2 |
| WGK Germany | 3 |
| RTECS | LX9100000 |
| Hazard Class | 6.1(a) |
| Packing Group | I |
gelsemine - Reference
| Reference Show more | 1. Mai Peiming, Wu Zhenghua, Yu Shengbing, etc. Determination of gelacine in tea herb by gas chromatography-mass spectrometry [J]. South China Preventive Medicine, 2016, 3 (4):383-385. 2. Fan Sufang, Ma Junmei, Liu Min, et al. Determination of 15 toxic alkaloids in foods by high performance liquid chromatography-tandem mass spectrometry [J]. Food Science, 2018, 39(22):290-295. 3. [IF = 5.81] Rongcai Yue et al."Sempervirine inhibitors." Front Pharmacol. 2021 Dec 7;12:806091 |
gelsemine - Reference Information
| biological activity | Gelsemine is an alkaloid from Chinese herbal medicine Gelsemium elegans, which can effectively reduce chronic pain. It has anti-injury and hypnotic effects. |
| Uses | Gelsemine has anti-cancer and analgesic effects. used for content determination/identification/pharmacological experiment, etc. Pharmacological effects: It has the effect of stimulating the central nervous system, but it is very toxic. |
| category | toxic substances |
| toxicity classification | highly toxic |
| acute toxicity | abdominal cavity-mouse LD50: 49 mg/kg |
| flammability hazard characteristics | flammability; fire scene decomposition toxic nitrogen oxide smoke |
| storage and transportation characteristics | warehouse is low temperature, ventilated and dry; Store separately from food raw materials |
| fire extinguishing agent | water, carbon dioxide, dry powder, sand |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 21:11:58
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