3-Demethylthiocolchicine
Basic information
- CAS
87424-25-7- Standard SMILES
COc1c(O)cc2c(c1OC)-c1ccc(SC)c(=O)cc1[C@@H](NC(C)=O)CC2- InChIKey
PKYOHQGXPPVIGD-HNNXBMFYSA-N- Molecular formula
- C21H23NO5S
- Average molar mass
- 401.5 g/mol
- Monoisotopic mass
- 401.12969401
Overview
RN & structure given in first source; RN not in Chemline 10/85
Names & identifiers
- Preferred name
- 3-Demethylthiocolchicine
- IUPAC
- N-[(7S)-3-hydroxy-1,2-dimethoxy-10-methylsulfanyl-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide
- English name
- 3-demethylthiocolchicine
- Molecular formula
- C21H23NO5S
- Molecular weight
- 401.48
Names & synonyms
3-Demethylthiocolchicine87424-25-73-Desmethylthiocolchicine18LC87Z10LDTXSID80236340NSC-361792Acetamide, N-((7S)-5,6,7,9-tetrahydro-3-hydroxy-1,2-dimethoxy-10-(methylthio)-9-oxobenzo(a)heptalen-7-yl)-RefChem:93659DTXCID80158831630-564-93-Demethyl Thiocolchicine3-O-Demethyl Thiocolchicine
Show more names
NSC 3617923-DemthylthiocolchicineDesmethyl thiocolchicineThiocolchicoside Impurity B3-O-Desmethyl ThiocolchicineThiocolchicoside EP Impurity C (3-O-Demethyl Thiocolchicine)
3-O-DemethylthiocolchicineCHEMBL277998N-[(7S)-3-hydroxy-1,2-dimethoxy-10-methylsulfanyl-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamideO(sup 3)-Demethyl-10-thiocolchicineBRN 3176383Colchicine, O(sup 3)-demethyl-10-thio-UNII-18LC87Z10LThiocolchicoside EP Impurity C
Database identifiers
- CAS
Properties
Computed structural properties
- XLogP
- 1.4
- Topological polar surface area
- 110 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 4
- Heavy atoms
- 28
- Formal charge
- 0
- Complexity
- 728
Experimental & physicochemical properties
LogP1.43
Physicochemical properties
- Melting point
- 240 C · >240C (dec.)
- Boiling point
- 769 · 769.0±60.0 °C(Predicted)
- Density
- 1.33 · 1.33±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C Freezer
- solubility
- Chloroform: soluble
- form
- A solid
- pka
- 9.48 · 9.48±0.40(Predicted)
- Stability
- Hygroscopic
- FDA UNII
- 18 LC87Z10L · 18LC87Z10L
- Symbol(GHS)
- 5 · GHS05,GHS06
- Signal word
- Danger
- Hazard statements
- 300 · H300-H318-H330
- Precautionary statements
- 264 · P264-P270-P301+P310-P321-P330-P405-P501-P260-P271-P284-P304+P340-P310-P320-P403+P233-P405-P501-P280-P305+P351+P338-P310
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]
P260, P264, P264+P265, P270, P271, P280, P284, P301+P316, P304+P340, P305+P354+P338, P316, P317, P320, P321, P330, P403+P233, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesAcute Tox. 2 (100%)
Safety data
- hs_code
- 9999999999
- Signal word
- Danger
- Symbol(GHS)
- GHS05,GHS06
- Hazard statements
- H300-H318-H330
- Precautionary statements
- P264-P270-P301+P310-P321-P330-P405-P501-P260-P271-P284-P304+P340-P310-P320-P403+P233-P405-P501-P280-P305+P351+P338-P310
Chemistry & industry
Applications
Uses3-demethylthiocolchicine is a Thiocolchicine metabolite, used in therapy as an antitunor, antiinflammatory and immunosuppressive agent.
Related reactions
2 records
Compound notes
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