Natural Product (NP) Details

General Information of the NP (ID: NP4406)
Name
Colchicine
Synonyms
colchicine; 64-86-8; Colchicin; Colchicina; Colchisol; Condylon; Colcin; Colsaloid; Colchicinum; Colchineos; Colcrys; 7alphaH-Colchicine; Kolkicin; Goutnil; (S)-colchicine; Mitigare; spindle poison; NSC 757; UNII-SML2Y3J35T; (S)-N-(5,6,7,9-Tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[a]heptalen-7-yl)acetamide; N-[(7S)-1,2,3,10-tetramethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]acetamide; N-Acetyl trimethylcolchicinic acid methylether; NSC757; N-[(7S)-1,2,3,10-tetramethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide; CHEMBL107; SML2Y3J35T; MFCD00078484; CHEBI:27882; NSC-757; Colchicin [German]; NCGC00025125-07; Colchysat; Colchicina [Italian]; 7-alpha-H-Colchicine; DSSTox_CID_4845; DSSTox_RID_77551; DSSTox_GSID_24845; Colstat; Acetamide, N-((7S)-5,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo(a)heptalen-7-yl)-; Acetamide, N-[(7S)-5,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[a]heptalen-7-yl]-; Colchicine (TN); N-[(7s)-1,2,3,10-Tetramethoxy-9-Oxo-6,7-Dihydro-5h-Benzo[d]heptalen-7-Yl]ethanamide; 30512-31-3; LOC; SMR000058323; CCRIS 691; Colchicine, Colchicum autumnale; 7.alpha.H-Colchicine; HSDB 3044; Acetamide, N-(5,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo(a)heptalen-7-yl)-, (S)-; Colchicine [USP:JAN]; SR-01000075794; SR-01000597576; EINECS 200-598-5; AI3-31149; (S)-colchicina; 4lzr; (S)-colchicin; Acetamide,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo(.alpha.)heptalen-7-yl)-; Acetamide,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[.alpha.]heptalen-7-yl)-; MPC-004; N-((7S)-5,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo(a)heptalen-7-yl)- acetamide; CAS-64-86-8; (-)-colchicine; Prestwick_695; N-(5,6,7,9-Tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo(a)heptalen-7-yl)acetamide; Spectrum_000842; Tocris-1364; 4o2b; Prestwick0_000363; Prestwick1_000363; Prestwick2_000363; Prestwick3_000363; Spectrum2_000075; Spectrum3_000362; Spectrum4_000298; Spectrum5_000787; Colchicine (JP17/USP); UPCMLD-DP065; Benzo(a)heptalen-9(5H)-one, 7-acetamido-6,7-dihydro-1,2,3,10-tetramethoxy-; C 9754; EC 200-598-5; SCHEMBL8469; N-[(7S)-5,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[a]heptalen-7-yl]acetamide; Lopac0_000310; methoxylated analogue of XD1; BSPBio_000485; BSPBio_002083; KBioGR_000856; KBioSS_001322; MLS001055448; MLS001304089; MLS002153786; DivK1c_000753; SPECTRUM1500205; SPBio_000289; SPBio_002406; BPBio1_000535; GTPL2367; MEGxp0_001879; DTXSID5024845; UPCMLD-DP065:001; ACon1_000353; HMS502F15; KBio1_000753; KBio2_001322; KBio2_003890; KBio2_006458; KBio3_001303; NINDS_000753; HMS1569I07; HMS1920A08; HMS2091G16; HMS2096I07; HMS2231C05; HMS3260N22; HMS3713I07; Pharmakon1600-01500205; ZINC621853; Colchicine, >=96.0% (HPLC); Tox21_110947; Tox21_201547; Tox21_300582; Tox21_500310; BDBM50014846; CCG-39910; KM0881; NSC756702; s2284; AKOS001582887; Colchicine, >=95% (HPLC), powder; Tox21_110947_1; CS-1141; DB08117; EBD2156734; LP00310; MCULE-1568647156; MCULE-7858118731; NSC-756702; SDCCGMLS-0066633.P001; SDCCGSBI-0050298.P006; IDI1_000753; N-(5,6,7,9-Tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[.alpha.]heptalen-7-yl)-acetamide; NCGC00025125-01; NCGC00025125-02; NCGC00025125-03; NCGC00025125-04; NCGC00025125-05; NCGC00025125-06; NCGC00025125-08; NCGC00025125-09; NCGC00025125-10; NCGC00025125-11; NCGC00025125-12; NCGC00025125-13; NCGC00025125-14; NCGC00025125-15; NCGC00025125-18; NCGC00025125-20; NCGC00025125-33; NCGC00169157-01; NCGC00169157-02; NCGC00169157-03; NCGC00254359-01; NCGC00259096-01; NCGC00260995-01; AK167930; AS-13686; HY-16569; NCI60_041659; SBI-0050298.P004; A3324; EU-0100310; FT-0603187; MLS001055448-02; N1721; C-7100; C07592; D00570; J10109; M01514; 24218-EP2275412A1; 24218-EP2277865A1; 24218-EP2281815A1; 24218-EP2301933A1; 24218-EP2301940A1; 24218-EP2305219A1; 24218-EP2305640A2; 24218-EP2311827A1; 24218-EP2314590A1; binds to tubulin; inhibits microtubular assembly; 078C484; Colchicine (contains 5% Ethyl Acetate at maximum); SR-01000075794-1; SR-01000075794-3; SR-01000075794-6; SR-01000075794-7; SR-01000597576-1; SR-01000597576-3; BRD-K00259736-001-06-5; BRD-K00259736-001-10-7; WLN: L B677 MV&T&J CO1 DO1 EO1 JMV1 NO1; Benzo[a]heptalen-9(5H)-one,7-dihydro-1,2,3,10-tetramethoxy-; Colchicine, (European Pharmacopoeia (EP) Reference Standard); Colchicine, United States Pharmacopeia (USP) Reference Standard; Colchicine, BioReagent, plant cell culture tested, >=95% (HPLC); Colchicine, Pharmaceutical Secondary Standard; Certified Reference Material; (S)-N-(5,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[a]heptalen-7-yl) acetamide; Colchicine for system suitability, European Pharmacopoeia (EP) Reference Standard; N-(5,6,7,9-Tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[a]-heptalen-7-yl)-acetamid; N-[(7S)-1,2,3,10-tetramethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]acetamide;; N-[(7S)-1,2,3,10-tetramethoxy-9-oxo-6,7-dihydro-5H-benzo[d]heptalen-7-yl]acetamide
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Species Origin Colchicum autumnale ...     Click to Show/Hide
Colchicum autumnale
Kingdom: Viridiplantae
Phylum: Streptophyta
Class: Magnoliopsida
Order: Liliales
Family: Colchicaceae
Genus: Colchicum
Species: Colchicum autumnale
Disease Gout [ICD-11: FA25] Approved [1]
Structure
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2D MOL

3D MOL

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Formula
C22H25NO6
PubChem CID
6167
Canonical SMILES
CC(=O)NC1CCC2=CC(=C(C(=C2C3=CC=C(C(=O)C=C13)OC)OC)OC)OC
InChI
1S/C22H25NO6/c1-12(24)23-16-8-6-13-10-19(27-3)21(28-4)22(29-5)20(13)14-7-9-18(26-2)17(25)11-15(14)16/h7,9-11,16H,6,8H2,1-5H3,(H,23,24)/t16-/m0/s1
InChIKey
IAKHMKGGTNLKSZ-INIZCTEOSA-N
CAS Number
CAS 64-86-8
ChEBI ID
CHEBI:27882
Herb ID
HBIN021260
SymMap ID
SMIT01348
TTD Drug ID
D09DHY
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Drug(s) Whose Efficacy can be Enhanced by This NP
          Dapsone      Pneumonia     Click to Show/Hide the Molecular Data of This Drug
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    In-vivo Model Male Sprague-Dawley (SD) rats weighing 200-220 g were used in this study.
                    Experimental
                    Result(s)		 Colchicine combined with atorvastatin may have stronger protective effects on improving endothelial function and ameliorating inflammation in rats with hyperlipidemia.
Target and Pathway
Target(s) Tubulin (TUB)  Molecule Info  [3]
References
Reference 1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 7526).
Reference 2 Synergistic effects of colchicine combined with atorvastatin in rats with hyperlipidemia. Lipids Health Dis. 2014 Apr 17;13:67.
Reference 3 Vitamin K3 disrupts the microtubule networks by binding to tubulin: a novel mechanism of its antiproliferative activity. Biochemistry. 2009 Jul 28;48(29):6963-74.
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