3-Demethylcolchicine

CAT: 0804-HY-W021267-01Size: 5 mgDry Ice: NoHazardous: No

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CAT#:0804-HY-W021267-01Size:5 mg

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Description

3-Demethylcolchicine, a colchicine metabolite, possesses a hydroxy-group on its carbon ring that could participate in radical scavenging and markedly inhibits the carrageenin edema[1][2].

CAS Number

7336-33-6

UNSPSC

12352005

Hazard Statement

H302, H315, H319

Target

Reactive Oxygen Species (ROS)

Type

Natural Products

Related Pathways

Immunology/Inflammation; Metabolic Enzyme/Protease; NF-κB

Applications

COVID-19-immunoregulation

Field of Research

Inflammation/Immunology

Assay Protocol

https://www.medchemexpress.com/3-demethylcolchicine.html

Purity

99.03

Solubility

DMSO : 100 mg/mL (ultrasonic)

Smiles

CC(N[C@H](C1=C2)CCC3=CC(O)=C(OC)C(OC)=C3C1=CC=C(OC)C2=O)=O

Molecular Formula

C21H23NO6

Molecular Weight

385.41

Precautions

H302, H315, H319

References & Citations

[1]Modriansky M, et al. Anti-/pro-oxidant effects of phenolic compounds in cells: are colchicine metabolites chain-breaking antioxidants?. Toxicology. 2002;177 (1) :105-117.|[2]Sugio K, et al. Separation of tubulin-binding and anti-inflammatory activity in colchicine analogs and congeners. Life Sci. 1987;40 (1) :35-39.

Shipping Conditions

Room Temperature

Storage Conditions

4°C (Powder, protect from light)

Scientific Category

Natural Products

Clinical Information

No Development Reported

Chemical Information

3-Demethylcolchicine

3-desmethylcolchicine has been reported in Colchicum arenarium, Colchicum autumnale, and other organisms with data available.

CAS Number	7336-33-6
PubChem CID	299664
IUPAC Name	N-[(7S)-3-hydroxy-1,2,10-trimethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide
Molecular Formula	C21H23NO6
Molecular Weight	385.4
XLogP	0.7
Topological Polar Surface Area	94.1
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	4
Heavy Atom Count	28
Formal Charge	0
Complexity	724

SMILES

CC(=O)N[C@H]1CCC2=CC(=C(C(=C2C3=CC=C(C(=O)C=C13)OC)OC)OC)O

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

Chemical Structure

2D Structure

CAS: 7336-33-6

CID: 299664

Formula: C21H23NO6

MW: 385.4

Interactive 3D Structure

Loading 3D structure...

View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	385.4
XLogP3	0.7
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	4
Exact Mass	385.15253745
Monoisotopic Mass	385.15253745
Topological Polar Surface Area	94.1 Å²
Heavy Atom Count	28
Formal Charge	0
Complexity	724
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

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Alternative Products

Catalog	Name
BA6210-25	3-Demethylcolchicine
FD20991-01	(-) -3-Demethylcolchicine
DAA46468-01	1-Demethylcolchicine
MBS6095002-01	2-Demethylcolchicine
D2741-06-01	2-Demethylcolchicine-d3
PC6825	3,3,3-Trifluoropropyl 3,3,3-trifluoropropanoate
NU-456L	3',3',3'-cAAG
JMB17199-01	3,3,3-Trifluoropropanehydrazide
sc-261129	3,3,3-Trifluoropropionitrile
OR1043029-01	3,3',3''-Nitrilotripropanamide

3-Demethylcolchicine

Chemical Information

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