Gelsemine - analytical standard , CAS No.509-15-9

CAS: 509-15-9 Cat. No.: G343887 Peso molecular: 322.4 Número EC: 208-095-2
Disponible para pedir
GRADE & PURITY Analytical standard ? Analytical standard — certified-purity material for quantitative calibration. Use to prepare calibration standards and validate analytical methods.
Synonyms
s9294 | GELSEMINE [MI] | NSC 21729 | 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)- | Gelsemin | 4-27-00-07526 (Beilstein Handbook Reference) |
Storage
Store at -20°C
Shipped In
Ice chest + Ice pads
 ·  off list, applied to all prices below.
Size
Estado
Price
Qty
5mg
G343887-5mg
8-12 wks(?) Production requires sourcing of materials. We appreciate your patience and understanding.
449,90US$
10mg
G343887-10mg
2
690,90US$
25mg
G343887-25mg
2
1.631,90US$
Enter a quantity for the sizes you want to add.
🧪

Why this grade

analytical standard Analytical standard for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

🌡

Storage & shipping

Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.

📋

Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

📚

Literature proof

Cited in 1 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Descripción general

Gelsemine is a CNS stimulant derived from the roots and rhizome of Gelsemium sempervirens.

Specifications

Sinónimos
s9294 | GELSEMINE [MI] | NSC 21729 | 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)- | Gelsemin | 4-27-00-07526 (Beilstein Handbook Reference) |
Especificaciones y pureza
analytical standard
Condiciones de almacenamiento de almacenamiento
Store at -20°C
Enviado en
Ice chest + Ice pads
Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.
Grado
Analytical standard
Nombres e identificadores
Sonrisas canónicasCN1CC2(C3CC4C5(C2C1C3CO4)C6=CC=CC=C6NC5=O)C=C
IUPAC Name(1'R,2'S,3S,5'S,6'S,8'R,11'S)-2'-ethenyl-4'-methylspiro[1H-indole-3,7'-9-oxa-4-azatetracyclo[6.3.1.02,6.05,11]dodecane]-2-one
InChIKeyNFYYATWFXNPTRM-QJICHLCESA-N
INCHI1S/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-/m0/s1
Isómeros SMILES CN1C[C@]2([C@@H]3C[C@@H]4[C@]5([C@H]2[C@H]1[C@H]3CO4)C6=CC=CC=C6NC5=O)C=C
Peso molecular 322.4
Reaxy-Rn 102312
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=102312&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassAlkaloids and derivatives
ClaseGelsemium alkaloids
SubclassNot available
Intermediate Tree Nodes Not available
Direct ParentGelsemium alkaloids
Alternative Parents Indolines  Isoindolines  Aralkylamines  Oxepanes  Benzenoids  Piperidines  Oxanes  N-alkylpyrrolidines  Amino acids and derivatives  Trialkylamines  Secondary carboxylic acid amides  Lactams  Dialkyl ethers  Oxacyclic compounds  Azacyclic compounds  Carbonyl compounds  Hydrocarbon derivatives  Organic oxides  
Molecular FrameworkAromatic heteropolycyclic compounds
Substituents Gelsemium skeleton - Indole or derivatives - Dihydroindole - Isoindoline - Isoindole or derivatives - Aralkylamine - Oxepane - Benzenoid - N-alkylpyrrolidine - Piperidine - Oxane - Pyrrolidine - Carboxamide group - Amino acid or derivatives - Lactam - Tertiary aliphatic amine - Tertiary amine - Secondary carboxylic acid amide - Oxacycle - Azacycle - Carboxylic acid derivative - Dialkyl ether - Ether - Organoheterocyclic compound - Amine - Organic oxide - Organic oxygen compound - Hydrocarbon derivative - Carbonyl group - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Aromatic heteropolycyclic compound
DescripciónThis compound belongs to the class of organic compounds known as gelsemium alkaloids. These are alkaloids with a structure that is based on the tetracyclic gelsemium skeleton. These alkaloids contain an oxindole function and a cage-like, hydroaromatic residue which is believed to arise from an intermediate related to anhydrovobasinediol by formation of a 6,20 bond and rearrangement to an oxindole. The major alkaloids in this group are related to Gelsemine; however, a smaller group, characterized by Gelsedine, lack the 6,20 bond, and have also lost C-21.
External Descriptors Indole alkaloids
Estructura 3D
Modelo de Estructura Química Interactiva





Objetivos asociados (humanos)
GLRA1 Tclin Glycine receptor subunit alpha-1 (1 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
A-431 (6446 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KB (17409 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GLRA1 Tclin Glycine receptor (alpha-1/beta) (119 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GLRA3 Tchem Glycine receptor alpha-3/beta (286 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GLRA2 Tchem Glycine receptor subunit alpha-2/beta (1 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Objetivos asociados (no humanos)
Glra1 Glycine receptor subunit alpha-1 (65 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
P388 (20296 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mecanismos de acción
Certificados (CoA, COO, BSE/TSE y tabla de análisis)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

2 results found

Lot NumberCertificate TypeFechaArticulo
F2229340Certificate of AnalysisApr 03, 2025 G343887
F2229341Certificate of AnalysisApr 03, 2025 G343887
Propiedades químicas y físicas
Punto de fusión (°C)180-181° C
Peso molecular322.400 g/mol
XLogP31.800
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count1
Exact Mass322.168 Da
Monoisotopic Mass322.168 Da
Topological Polar Surface Area41.600 Ų
Heavy Atom Count24
Formal Charge0
Complexity635.000
Isotope Atom Count0
Defined Atom Stereocenter Count7
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Citations of This Product
Referencias
1. Xinghua Liu, Lingpeng Yan, Jingxia Zheng, Yongzhen Yang, Xuguang Liu, Bingshe Xu.  (2023)  Highly optically and thermally stable carbon dots enabled by thermal annealing for laser illumination.  Journal of Materials Chemistry C,  11  (10): (3562-3570).  [PMID:] [10.1039/D2TC05359D]
Calculadoras de soluciones
Reseñas

Reseñas de cliente

Need help choosing the grade?

Our grade selection guide covers purity, stabilizer status, and application suitability for all variants in our catalog.

View Analytical standard grade guide →

Shall we send you a message when we have discounts available?

Remind me later

Thank you! Please check your email inbox to confirm.

Oops! Notifications are disabled.