COLCHICOSIDE | CAS No. 477-29-2

COLCHICOSIDE

Basic Information

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CAS Number

477-29-2

Molecular Formula

C27H33NO11

Molecular Weight

547.5 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Melting Point

194-197°C

Boiling Point

620.17°C (rough estimate)

Flash Point

515.6°C

Refractive Index

1.6400 (estimate)

SMILES

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CC(=O)NC1CCC2=CC(=C(C(=C2C3=CC=C(C(=O)C=C13)OC)OC)OC)OC4C(C(C(C(O4)CO)O)O)O

InChI

InChI=1S/C27H33NO11/c1-12(30)28-16-7-5-13-9-19(38-27-24(34)23(33)22(32)20(11-29)39-27)25(36-3)26(37-4)21(13)14-6-8-18(35-2)17(31)10-15(14)16/h6,8-10,16,20,22-24,27,29,32-34H,5,7,11H2,1-4H3,(H,28,30)/t16-,20+,22+,23-,24+,27+/m0/s1

InChIKey

UXAFRQPVHYZDED-ZZEDUEFDSA-N

LogP

0.0417000000000004

Topological Polar Surface Area

173.24 Å²

Hydrogen Bond Donor/Acceptor

5 / 12

Complexity

1010

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

BRN 0072204
DYD0I854K7
AT23954
477-29-2
COLCHICINE IMPURITY D [EP IMPURITY]
ACETAMIDE, N-(3-(.BETA.-D-GLUCOPYRANOSYLOXY)-5,6,7,9-TETRAHYDRO-1,2,10-TRIMETHOXY-9-OXOBENZO(A)HEPTALEN-7-YL)-, (S)-
C17963
HY-131300
N-((7S)-3-(.BETA.-D-GLUCOPYRANOSYLOXY)-5,6,7,9-TETRAHYDRO-1,2,10-TRIMETHOXY-9-OXOBENZO(A)HEPTALEN-7-YL)ACETAMIDE
N-[(7S,12aRa)-3-(beta-D-Glucopyranosyloxy)-1,2,10-trimethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]acetamide (Colchicoside)
N-[(10S)-3,4,14-trimethoxy-13-oxo-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tricyclo[9.5.0.0(2),?]hexadeca-1(16),2(7),3,5,11,14-hexaen-10-yl]acetamide
ACETAMIDE, N-((7S)-3-(.BETA.-D-GLUCOPYRANOSYLOXY)-5,6,7,9-TETRAHYDRO-1,2,10-TRIMETHOXY-9-OXOBENZO(A)HEPTALEN-7-YL)-
EC 207-513-0
DTXSID301010233
CHEBI:81415
Q11740975
CS-0132732
Colchicoside
N-[(7S,12aRa)-3-(beta-D-Glucopyranosyloxy)-1,2,10-trimethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]acetamide; Colchicine Imp. D (EP); Colchicoside; Colchicine Impurity D; Thiocolchicoside Impurity D
1329-53-9
NSC-624672
SCHEMBL13673737
Colchicoside 100 microg/mL in Acetonitrile
NSC-32992
3-Demethylcolchicine glucoside
NSC 32992
BS-42418
NSC 624672
AKOS040755056
N-[(7S)-1,2,10-trimethoxy-9-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide
EINECS 207-513-0

MDL Number

MFCD01736974

FAQ

What are the physical and chemical properties of Colchicoside (CAS: 477-29-2)?

Colchicoside (CAS: 477-29-2) is a white to off-white crystalline powder. It has a molecular weight of approximately 644.49 g/mol. Colchicoside is slightly soluble in water and ethanol but insoluble in acetone and ether. It is stable in dry conditions but decomposes in the presence of moisture and heat. It is not reactive under normal conditions but can undergo hydrolysis under acidic or basic conditions.

How is Colchicoside (CAS: 477-29-2) typically synthesized?

Colchicoside (CAS: 477-29-2) is typically synthesized through the hydrolysis of colchicine, which is derived from Colchicum plants. The synthesis involves treating colchicine with a strong acid, such as hydrochloric acid, followed by recrystallization. This process provides a yield of around 80-90%. The reaction is highly selective and specific, ensuring the formation of the desired product.

What industries use Colchicoside (CAS: 477-29-2)?

Colchicoside (CAS: 477-29-2) is primarily used in the pharmaceutical industry for the treatment of gout and familial Mediterranean fever. It is also explored for its potential applications in oncology and neurodegenerative diseases. Additionally, it may have future uses in the development of new drug delivery systems and as a component in biosensors.

What precautions should be taken when handling Colchicoside (CAS: 477-29-2)?

When handling Colchicoside (CAS: 477-29-2), it is important to wear appropriate personal protective equipment (PPE), including gloves, safety goggles, and a lab coat. It should be stored in a cool, dry place away from heat and moisture. In case of a spill, it should be immediately cleaned up using appropriate absorbent materials. Always refer to the Material Safety Data Sheet (MSDS) for detailed safety information and procedures.