2-Demethylcolchicine

Details

• Internal ID: c873d16d-645d-4741-9631-e68311c3c038
• Taxonomy: Hydrocarbon derivatives > Tropones
• IUPAC Name: N-[(7S)-2-hydroxy-1,3,10-trimethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide
• SMILES (Canonical): CC(=O)NC1CCC2=CC(=C(C(=C2C3=CC=C(C(=O)C=C13)OC)OC)O)OC
• SMILES (Isomeric): CC(=O)N[C@H]1CCC2=CC(=C(C(=C2C3=CC=C(C(=O)C=C13)OC)OC)O)OC
• 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: DPOVAJCRYIUTBD-HNNXBMFYSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₃NO₆
• Molecular Weight: 385.40 g/mol
• Exact Mass: 385.15253745 g/mol
• Topological Polar Surface Area (TPSA): 94.10 Ų
• XlogP: 0.50

Synonyms

• 2-Demethyl Colchicine
• 102491-80-5
• O2-Demethylcolchicine
• 7336-36-9
• Colchicine, O(2)-demethyl-
• 2-O-demethyl colchicine
• Alkaloid CC 6, from Colchicum cornigerum
• 2-DESMETHYLCOLCHICIN
• CHEMBL1080
• N-[(7S)-2-hydroxy-1,3,10-trimethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide
• V9U19L3N0J
• O(sup 2)-Demethylcolchicine
• NSC-180533
• COLCHICINE, O(sup 2)-DEMETHYL-
• NSC 180533
• (-)-2-Demethylcolchicine
• UNII-V9U19L3N0J
• Colchicine, 3-demethyl- (7CI)
• 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)-
• Acetamide, N-[(7S)-5,6,7,9-tetrahydro-2-hydroxy-1,3,10-trimethoxy-9-oxobenzo[a]heptalen-7-yl]-
• 2-dimethylcolchicine
• Acetamide, N-(5,6,7,9-tetrahydro-2-hydroxy-1,3,10-trimethoxy-9-oxobenzo(a)heptalen-7-yl)-, (S)
• SCHEMBL2007529
• DTXSID90223605
• BDBM50157479
• NSC180533
• AKOS030254275
• J-000700
• Q27291711
• N-(2-Hydroxy-1,3,10-trimethoxy-9-oxo-5,6,7,9-tetrahydro-benzo[a]heptalen-7-yl)-acetamide
• Acetamide,6,7,9-tetrahydro-2-hydroxy-1,3,10-trimethoxy-9-oxobenzo[a]heptalen-7-yl)-, (S)-
• N-((S)-2-Hydroxy-1,3,10-trimethoxy-9-oxo-5,6,7,9-tetrahydro-benzo[a]heptalen-7-yl)-acetamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.45%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.76%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.75%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.16%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.67%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.64%	90.71%
CHEMBL217	P14416	Dopamine D2 receptor	90.45%	95.62%
CHEMBL2056	P21728	Dopamine D1 receptor	89.78%	91.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.43%	99.17%
CHEMBL2535	P11166	Glucose transporter	89.30%	98.75%
CHEMBL340	P08684	Cytochrome P450 3A4	88.00%	91.19%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.83%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.02%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.15%	95.89%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.73%	93.03%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.84%	92.62%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.68%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.36%	95.89%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.30%	96.38%
CHEMBL4208	P20618	Proteasome component C5	83.44%	90.00%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	82.29%	91.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.25%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.76%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.10%	99.23%

Plants that contains it

• Colchicum arenarium
• Colchicum bivonae
• Colchicum kesselringii
• Colchicum kotschyi
• Colchicum laetum
• Colchicum manissadjianii
• Colchicum raddeanum
• Colchicum robustum
• Colchicum schimperi
• Colchicum szovitsii
• Gloriosa superba
• Sandersonia aurantiaca
• Wurmbea dioica

Cross-Links

• PubChem: 23757
• LOTUS: LTS0218018
• wikiData: Q27291711