CAS 7336-36-9
:(-)-2-Demethylcolchicine
Description:
(-)-2-Demethylcolchicine, with the CAS number 7336-36-9, is a naturally occurring alkaloid derived from the plant Colchicum autumnale, commonly known as the autumn crocus. This compound is a structural derivative of colchicine, characterized by the absence of a methyl group at the C-2 position. It exhibits potent biological activity, primarily as an inhibitor of microtubule polymerization, which makes it significant in the study of cell division and cancer research. The compound has a complex polycyclic structure, contributing to its ability to interact with tubulin, the protein that forms microtubules. In addition to its antitumor properties, (-)-2-Demethylcolchicine has been investigated for its potential effects on inflammatory diseases and gout due to its ability to disrupt cellular processes. Its pharmacological profile, including its solubility and stability, is influenced by its chemical structure, which also affects its bioavailability and therapeutic applications. As with many alkaloids, safety and toxicity profiles are critical considerations in its use and research.
Formula:C21H23NO6
InChI:InChI=1S/C21H23NO6/c1-11(23)22-15-7-5-12-9-18(27-3)20(25)21(28-4)19(12)13-6-8-17(26-2)16(24)10-14(13)15/h6,8-10,15,25H,5,7H2,1-4H3,(H,22,23)/t15-/m0/s1
InChI key:InChIKey=DPOVAJCRYIUTBD-HNNXBMFYSA-N
SMILES:O(C)C1=C2C=3C([C@@H](NC(C)=O)CCC2=CC(OC)=C1O)=CC(=O)C(OC)=CC3
Synonyms:- Colchicine, O2-demethyl-
- Colchicine, 3-demethyl-
- Acetamide, N-[(7S)-5,6,7,9-tetrahydro-2-hydroxy-1,3,10-trimethoxy-9-oxobenzo[a]heptalen-7-yl]-
- Acetamide, N-(5,6,7,9-tetrahydro-2-hydroxy-1,3,10-trimethoxy-9-oxobenzo[a]heptalen-7-yl)-, (S)-
- Benzo[a]heptalene, acetamide deriv.
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