Molecule

2-Demethylcolchicine

AlkaPlorer ID: AK024252

Synonym: '(-)-2-Demethylcolchicine'

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

Structure

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

InChI: InChI=1S/C21H23NO6/c1-11(23)22-15-7-5-12-9-18(27-3)20(25)21(28-4)19(12)13-6-8-17(26-2)16(24)10-14(13)15/h6,8-10,15,25H,5,7H2,1-4H3,(H,22,23)/t15-/m0/s1

InChIKey: DPOVAJCRYIUTBD-HNNXBMFYSA-N

Reference

N-oxides of homoaporphine alkaloids from Merendera raddeana

PubChem CID: 23757

CAS: 102491-80-5

LOTUS: LTS0218018

SuperNatural Ⅲ: SN0072061-01

NPASS: NPC202839

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Cneorum tricoccon	Cneorum	Rutaceae	Sapindales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Alangium villosum	Alangium	Cornaceae	Cornales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Gloriosa superba	Gloriosa	Colchicaceae	Liliales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Centaurea behen	Centaurea	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Chamaecytisus prolifer	Chamaecytisus	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Coscoroba coscoroba	Coscoroba	Anatidae	Anseriformes	Aves	Chordata	Metazoa	Eukaryota
Mycena pura	Mycena	Mycenaceae	Agaricales	Agaricomycetes	Basidiomycota	Fungi	Eukaryota
Pinus roxburghii	Pinus	Pinaceae	Pinales	Pinopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 385.4160000000001

TPSA？: 97.58

MolLogP？: 3.408900000000002

Number of H-Donors: 2

Number of H-Acceptors: 6

RingCount: 3

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Bos taurus	Tubulin beta chain	Tubulin binding	50.0	%	10.1021/jm00387a028
Homo sapiens	1A9	ED50	183.7	nM	10.1016/j.bmcl.2007.02.051
Homo sapiens	A549	ED50	950.6	nM	10.1016/j.bmcl.2007.02.051
Homo sapiens	DU-145	ED50	611.9	nM	10.1016/j.bmcl.2007.02.051
Homo sapiens	H9	EC50	260.0	nM	10.1021/np50074a052
Homo sapiens	KB	ED50	146.1	nM	10.1016/j.bmcl.2007.02.051
Homo sapiens	KB 3-1	Inhibition	24.0	%	10.1016/j.bmcl.2004.07.098
Homo sapiens	LNCaP	ED50	324.7	nM	10.1016/j.bmcl.2007.02.051
Homo sapiens	MCF7	ED50	361.0	nM	10.1016/j.bmcl.2007.02.051
Homo sapiens	MRC5	ED50	nan	None	10.1016/j.bmcl.2007.02.051
Homo sapiens	PC-3	ED50	475.3	nM	10.1016/j.bmcl.2007.02.051
Homo sapiens	Tubulin	Tubulin binding	50.0	%	10.1021/jm00135a005
Homo sapiens	Tubulin beta-1 chain	IC50	4800.0	nM	10.1016/j.bmcl.2004.07.098
Human immunodeficiency virus 1	Human immunodeficiency virus 1	IC50	260.0	nM	10.1021/np50074a052
Mus musculus	Mus musculus	Toxicity	42.9	uM kg-1	10.1021/jm00135a005
Mus musculus	Mus musculus	Toxicity	51.9	uM kg-1	10.1021/jm00135a005
Mus musculus	P388	Potency	13.8	uM kg-1	10.1021/jm00135a005
None	ADMET	IC50	0.1	ug.mL-1	10.1016/j.bmcl.2004.07.098
None	NON-PROTEIN TARGET	ED50	28977.0	nM	10.1016/j.bmcl.2007.02.051
None	Unchecked	Activity	nan	None	10.1021/acs.jnatprod.9b00880
None	Unchecked	IC50	3700.0	nM	10.1021/np50070a044