Demecolcine

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	6247a8c2-d391-413e-a389-827715610c85
Taxonomy	Hydrocarbon derivatives > Tropones
IUPAC Name	(7S)-1,2,3,10-tetramethoxy-7-(methylamino)-6,7-dihydro-5H-benzo[a]heptalen-9-one
SMILES (Canonical)	CNC1CCC2=CC(=C(C(=C2C3=CC=C(C(=O)C=C13)OC)OC)OC)OC
SMILES (Isomeric)	CN[C@H]1CCC2=CC(=C(C(=C2C3=CC=C(C(=O)C=C13)OC)OC)OC)OC
InChI	InChI=1S/C21H25NO5/c1-22-15-8-6-12-10-18(25-3)20(26-4)21(27-5)19(12)13-7-9-17(24-2)16(23)11-14(13)15/h7,9-11,15,22H,6,8H2,1-5H3/t15-/m0/s1
InChI Key	NNJPGOLRFBJNIW-HNNXBMFYSA-N
Popularity	2,078 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₁H₂₅NO₅
Molecular Weight	371.40 g/mol
Exact Mass	371.17327290 g/mol
Topological Polar Surface Area (TPSA)	66.00 Å²
XlogP	1.40
Atomic LogP (AlogP)	2.95
H-Bond Acceptor	6
H-Bond Donor	1
Rotatable Bonds	5

Synonyms

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colcemid

477-30-5

Colchamine

(-)-Demecolcine

Demecolcin

Reichstein's F

Colcemide

Desmecolcine

Substance F

N-Deacetyl-N-methylcolchicine

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9966	99.66%
Caco-2	+	0.9125	91.25%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Nucleus	0.5081	50.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9352	93.52%
OATP1B3 inhibitior	+	0.9572	95.72%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8553	85.53%
P-glycoprotein inhibitior	-	0.6553	65.53%
P-glycoprotein substrate	+	0.9344	93.44%
CYP3A4 substrate	+	0.7177	71.77%
CYP2C9 substrate	-	0.6048	60.48%
CYP2D6 substrate	+	0.5080	50.80%
CYP3A4 inhibition	-	0.5093	50.93%
CYP2C9 inhibition	-	0.9385	93.85%
CYP2C19 inhibition	-	0.8396	83.96%
CYP2D6 inhibition	-	0.8911	89.11%
CYP1A2 inhibition	-	0.8260	82.60%
CYP2C8 inhibition	+	0.9409	94.09%
CYP inhibitory promiscuity	-	0.7928	79.28%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6931	69.31%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.8981	89.81%
Skin irritation	-	0.7134	71.34%
Skin corrosion	-	0.9277	92.77%
Ames mutagenesis	-	0.9600	96.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7107	71.07%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.5948	59.48%
skin sensitisation	-	0.9064	90.64%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.7809	78.09%
Acute Oral Toxicity (c)	III	0.4887	48.87%
Estrogen receptor binding	+	0.9102	91.02%
Androgen receptor binding	+	0.8697	86.97%
Thyroid receptor binding	+	0.8479	84.79%
Glucocorticoid receptor binding	+	0.8970	89.70%
Aromatase binding	+	0.5460	54.60%
PPAR gamma	+	0.6869	68.69%
Honey bee toxicity	-	0.8585	85.85%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.8694	86.94%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2362980	Q06710	Paired box protein Pax-8	< 260 nM	AC50	via CMAUP
CHEMBL3401	O75469	Pregnane X receptor	12600 nM 14100 nM	EC50 EC50	PMID: 20966043 PMID: 20966043

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.11%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.70%	96.09%
CHEMBL2535	P11166	Glucose transporter	91.40%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.02%	91.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.69%	90.71%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	90.02%	93.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.49%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.44%	95.89%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.17%	96.38%
CHEMBL4040	P28482	MAP kinase ERK2	87.56%	83.82%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	86.17%	96.86%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	85.76%	96.09%
CHEMBL4302	P08183	P-glycoprotein 1	85.64%	92.98%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.42%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	83.77%	91.49%
CHEMBL2803	P43403	Tyrosine-protein kinase ZAP-70	83.68%	82.50%
CHEMBL2056	P21728	Dopamine D1 receptor	83.47%	91.00%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	83.37%	91.79%
CHEMBL217	P14416	Dopamine D2 receptor	83.24%	95.62%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	83.24%	92.38%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.23%	97.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.94%	99.17%
CHEMBL1075317	P61964	WD repeat-containing protein 5	82.32%	96.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.99%	95.89%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.49%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.79%	92.62%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.70%	96.21%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.58%	96.67%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Colchicum alpinum

Colchicum arenarium

Colchicum autumnale

Colchicum crocifolium

Colchicum soboliferum

Colchicum speciosum

Colchicum szovitsii subsp. brachyphyllum