Molecule

(S)-colchicine

AlkaPlorer ID: AK000058

Synonym: 'Colchineos', '7alphaH-colchicine', 'Colchicin', 'Condylon', 'MLS001181527', 'colchicinum', 'COLCHICINE natural\n64-86-8', 'Colchisol', 'Colcin', '7.alpha.H-Colchicine', 'NSC 757', '(S)-N-(5,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzoaheptalen-7-yl)acetamide', 'SMR000567246', 'COLCHICINE', 'colchicina', 'component of ColBenemid', 'MLSMR', 'Colchicine', 'Colsaloid'

IUPAC Name: N-[(7R)-1,2,3,10-tetramethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide

Structure

SMILES: COC1=C(OC)C(OC)=C2C(=C1)CC[C@@H](N=C(C)O)C1=CC(=O)C(OC)=CC=C12

InChI: 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-/m1/s1

InChIKey: IAKHMKGGTNLKSZ-MRXNPFEDSA-N

Reference

Alkaloids of Merendera caucasica

PubChem CID: 53278

CAS: 75520-89-7

LOTUS: LTS0257848

SuperNatural Ⅲ: SN0140378-02

NPASS: NPC108957

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Protium opacum	Protium	Burseraceae	Sapindales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Actinoplanes regularis	Actinoplanes	Micromonosporaceae	Micromonosporales	Actinomycetes	Actinomycetota	None	Bacteria
Pinus palustris	Pinus	Pinaceae	Pinales	Pinopsida	Streptophyta	Viridiplantae	Eukaryota
Lycopodiella alopecuroides	Lycopodiella	Lycopodiaceae	Lycopodiales	Lycopodiopsida	Streptophyta	Viridiplantae	Eukaryota
Dalbergia melanoxylon	Dalbergia	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 399.4430000000001

TPSA？: 86.58

MolLogP？: 3.7119000000000018

Number of H-Donors: 1

Number of H-Acceptors: 6

RingCount: 3

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Bacillus anthracis	Anthrax lethal factor	Potency	63.1	nM	None
Bacillus anthracis	Anthrax lethal factor	Potency	125.9	nM	None
Bacillus anthracis	Anthrax lethal factor	Potency	199.5	nM	None
Homo sapiens	Ataxin-2	Potency	10000.0	nM	None
Homo sapiens	Cytochrome P450 1A2	AC50	nan	None	None
Homo sapiens	Cytochrome P450 2C19	AC50	nan	None	None
Homo sapiens	Cytochrome P450 2C9	AC50	nan	None	None
Homo sapiens	Cytochrome P450 2C9	Potency	39810.7	nM	None
Homo sapiens	Cytochrome P450 2D6	AC50	nan	None	None
Homo sapiens	Cytochrome P450 3A4	AC50	nan	None	None
Homo sapiens	Hypoxia-inducible factor 1 alpha	Potency	199.5	nM	None
Homo sapiens	Prelamin-A/C	Potency	79.4	nM	None
Homo sapiens	Thyroid stimulating hormone receptor	Potency	125.9	nM	None
Homo sapiens	Tubulin	Tubulin binding	32.0	%	10.1021/jm00135a005
Homo sapiens	Tyrosyl-DNA phosphodiesterase 1	Potency	59.6	nM	None
Homo sapiens	Tyrosyl-DNA phosphodiesterase 1	Potency	94.4	nM	None
Mus musculus	Mus musculus	Toxicity	122.6	uM kg-1	10.1021/jm00135a005
None	Unchecked	Potency	1000.0	nM	None
None	Unchecked	Potency	1412.5	nM	None
None	Unchecked	Potency	22387.2	nM	None
None	Unchecked	Potency	28183.8	nM	None