Gelsemium alkaloids

Description:

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.

Ancestors:

Organic compounds ⮕ Alkaloids and derivatives ⮕ Gelsemium alkaloids

Popular Products

rankinidine
CAS: 106466-66-4 PubChem CID: 6439112

≥98%

Out of Stock Item #: R664567

View Product
Pricing & Pack Sizes
Technical Identifiers

IUPAC Name

(7Z)-7-ethylidene-1'-methoxyspiro[11-oxa-5-azatricyclo[6.3.1.04,9]dodecane-2,3'-indole]-2'-one

SMILES

CC=C1CNC2CC3(C4CC1C2CO4)C5=CC=CC=C5N(C3=O)OC

InChIKey
ZXRGGMATGWCUBP-KGVSQERTSA-N

InChI

1S/C20H24N2O3/c1-3-12-10-21-16-9-20(18-8-13(12)14(16)11-25-18)15-6-4-5-7-17(15)22(24-2)19(20)23/h3-7,13-14,16,18,21H,8-11H2,1-2H3/b12-3+
Anaplastic lymphoma kinase (ALK)
CAS: 82375-29-9 Formula: C₂₁H₂₆N₂O₃ Molecular Weight: 354.44

Moligand™ ? ≥90%

Out of Stock Item #: H664373

View Product
Pricing & Pack Sizes
Technical Identifiers

IUPAC Name

(1R,2S,4S,7Z,8R,9S)-7-ethylidene-1'-methoxy-5-methylspiro[11-oxa-5-azatricyclo[6.3.1.04,9]dodecane-2,3'-indole]-2'-one

SMILES

CC=C1CN(C2CC3(C4CC1C2CO4)C5=CC=CC=C5N(C3=O)OC)C

InChIKey
SJKRPUOXUNOPOP-YDAOCWKESA-N

InChI

1S/C21H26N2O3/c1-4-13-11-22(2)18-10-21(19-9-14(13)15(18)12-26-19)16-7-5-6-8-17(16)23(25-3)20(21)24/h4-8,14-15,18-19H,9-12H2,1-3H3/b13-4+/t14-,15-,18-,show more
Gelsemine
CAS: 509-15-9 EC Number: 208-095-2 Formula: C₂₀H₂₂N₂O₂ Molecular Weight: 322.4

10mM in DMSO

In Stock Item #: G424380

View Product
Pricing & Pack Sizes
Technical Identifiers

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

SMILES

CN1CC2(C3CC4C5(C2C1C3CO4)C6=CC=CC=C6NC5=O)C=C

InChIKey
NFYYATWFXNPTRM-QJICHLCESA-N

InChI

1S/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+,show more

Synonyms
GELSEMINE|509-15-9|Gelsemin|5Y13A78Z72|NSC-21729|UNII-5Y13A78Z72|HSDB 3488|gelsemine free base|(+)-Gelsemine|EINECS 2...
Gelsemine
CAS: 509-15-9 EC Number: 208-095-2 Formula: C₂₀H₂₂N₂O₂ Molecular Weight: 322.4

Solid Analytical standard ?

In Stock Item #: G343887

View Product
Pricing & Pack Sizes
Technical Identifiers

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

SMILES

CN1CC2(C3CC4C5(C2C1C3CO4)C6=CC=CC=C6NC5=O)C=C

InChIKey
NFYYATWFXNPTRM-QJICHLCESA-N

InChI

1S/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+,show more

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...

🚚

Fast Shipping Same-day shipping on in-stock items

📋

Technical Details Quality & specification info on every product page

📦

Pack Size Options Multiple packaging sizes with pricing access from listing

🔬

R&D Use Only Products supplied for research and development use