Basic information
- CAS
7336-33-6- Standard SMILES
COc1c(O)cc2c(c1OC)-c1ccc(OC)c(=O)cc1C(NC(C)=O)CC2- InChIKey
JRRUSQGIRBEMRN-UHFFFAOYSA-N- Molecular formula
- C21H23NO6
- Average molar mass
- 385.4 g/mol
- Monoisotopic mass
- 385.15253745
Overview
N-(3-hydroxy-1,2,10-trimethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl)acetamide has been reported in Colchicum autumnale, Colchicum manissadjianii, and other organisms with data available.
Names & identifiers
- Preferred name
- N-(3-hydroxy-1,2,10-trimethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl)acetamide
- IUPAC
- N-(3-hydroxy-1,2,10-trimethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl)acetamide
- English name
- (-)-3-Demethylcolchicine
- Molecular formula
- C21H23NO6
- Molecular weight
- 385.41
Names & synonyms
DesmethylcolchicineMLS002703022COLCHICINE,3-DESMETHYLdylchicine, 3-demethyl-Neuro_000098CHEMBL1707904JRRUSQGIRBEMRN-UHFFFAOYSA-NCCG-102468N-(3-hydroxy-1,2,10-trimethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl)acetamideSMR001566830NS00116202N-(3-Hydroxy-1,2,10-trimethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl)acetamide
Show more names
3-DemethylcolchicineO3-Demethylcolchicine3-DesMethylcolchicine3-O-Demethylcolchicine(-)-3-DemethylcolchicineColchicine EP Impurity EColchicine 3-Demethyl Impurity3-demethylcolchicine, 10 mM in DMSOColchicine Impurity 5（Colchicine EP Impurity E）
N-(3-Hydroxy-1,2,10-trimethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl)acetamide #Acetamide, N-(5,6,7,9-tetrahydro-3-hydroxy-1,2, {10-trimethoxy-9-oxobenzo[a]heptalen-7-yl)-,} (S)-
Properties
Computed structural properties
- XLogP
- 0.7
- Topological polar surface area
- 94.1 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 4
- Heavy atoms
- 28
- Formal charge
- 0
- Complexity
- 724
Physicochemical properties
- Melting point
- 163 · 163-166°C
- Boiling point
- 768.3 · 768.3±60.0 °C(Predicted)
- Density
- 1.31 · 1.31±0.1 g/cm3(Predicted)
- storage temp.
- Refrigerator
- solubility
- 100 mg/mL · DMSO : 100 mg/mL (259.46 mM; Need ultrasonic)
- form
- A solid
- pka
- 9.53 · 9.53±0.40(Predicted)
- color
- White to yellow
- InChI
- InChI=1S/C21H23NO6/c1-11(23)22-15-7-5-12-9-17(25)20(27-3)21(28-4)19(12)13-6-8-18(26-2)16(24)10-14(13)15/h6,8-10,15,25H,5,7H2,1-4H3,(H,22,23)/t15-/m0/s1
- InChIKey
- JRRUSQGIRBEMRN-HNNXBMFYSA-N
- SMILES
- C(N[C@@H]1C2C(C3=C(OC)C(OC)=C(O)C=C3CC1)=CC=C(OC)C(=O)C=2)(=O)C
- FDA UNII
- 939 KS8QEL · C939KS8QEL
- Symbol(GHS)
- 8 · GHS08,GHS05,GHS06
- Signal word
- Danger
- Hazard statements
- 318 · H318-H330-H300-H340
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Toxicity
- LD50 intraperitoneal in mouse: 570ug/kg
- Signal word
- Danger
- Symbol(GHS)
- GHS08,GHS05,GHS06
- Hazard statements
- H318-H330-H300-H340
- Precautionary statements
- P280-P305+P351+P338-P310-P264-P270-P301+P310-P321-P330-P405-P501-P260-P271-P284-P304+P340-P310-P320-P403+P233-P405-P501
Chemistry & industry
Pharmacology
Metabolism/Metabolites3-demethylcolchicine is a known human metabolite of (R)-colchicine.
Applications
UsesA metabolite of Colchicine (C640000). Has shown anti-tumor activity.
Suppliers77 total
南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]
成都乐美天医药科技有限公司17308096051 17308096051 · [email protected]
艾吉析科技（上海）有限公司17717235263 · [email protected]
郑州汇聚化工有限公司0371-53399770 18037166334 · [email protected]
上海纯优生物科技有限公司15921393123 18302135232 · [email protected]
云南苏理生物医药科技有限公司0871-68355600 18787766125 · [email protected]
咸宁深蓝生物医药研发有限公司18171815831 · [email protected]
杭州品高化工有限公司0571-87658025 · [email protected]
杭州摩库生物医药科技有限公司+86-057181025280; +8617767106207 · [email protected]
成都普睿法药物研发有限公司82633860 18982077548 · [email protected]
广州隽唐科技有限公司
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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