Vincamine

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	9c653428-d1eb-4eb0-a2b7-134a2c089c84
Taxonomy	Alkaloids and derivatives > Eburnan-type alkaloids
IUPAC Name	methyl (15S,17S,19S)-15-ethyl-17-hydroxy-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate
SMILES (Canonical)	CCC12CCCN3C1C4=C(CC3)C5=CC=CC=C5N4C(C2)(C(=O)OC)O
SMILES (Isomeric)	CC[C@@]12CCCN3[C@@H]1C4=C(CC3)C5=CC=CC=C5N4[C@](C2)(C(=O)OC)O
InChI	InChI=1S/C21H26N2O3/c1-3-20-10-6-11-22-12-9-15-14-7-4-5-8-16(14)23(17(15)18(20)22)21(25,13-20)19(24)26-2/h4-5,7-8,18,25H,3,6,9-13H2,1-2H3/t18-,20+,21+/m1/s1
InChI Key	RXPRRQLKFXBCSJ-GIVPXCGWSA-N
Popularity	373 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₁H₂₆N₂O₃
Molecular Weight	354.40 g/mol
Exact Mass	354.19434270 g/mol
Topological Polar Surface Area (TPSA)	54.70 Å²
XlogP	2.90
Atomic LogP (AlogP)	2.95
H-Bond Acceptor	5
H-Bond Donor	1
Rotatable Bonds	2

Synonyms

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1617-90-9

Pervincamine

Devincan

Angiopac

Arteriovinca

Minorine

Vincamidol

Vincimax

Novicet

Equipur

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	+	0.9504	95.04%
Caco-2	+	0.7827	78.27%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5069	50.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9413	94.13%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.6792	67.92%
P-glycoprotein inhibitior	-	0.9166	91.66%
P-glycoprotein substrate	+	0.6474	64.74%
CYP3A4 substrate	+	0.6715	67.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4396	43.96%
CYP3A4 inhibition	-	0.5805	58.05%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9026	90.26%
CYP2D6 inhibition	+	0.8931	89.31%
CYP1A2 inhibition	-	0.9046	90.46%
CYP2C8 inhibition	+	0.4877	48.77%
CYP inhibitory promiscuity	-	0.5338	53.38%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6823	68.23%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9840	98.40%
Skin irritation	-	0.7992	79.92%
Skin corrosion	-	0.9389	93.89%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6801	68.01%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.5318	53.18%
skin sensitisation	-	0.8767	87.67%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.8876	88.76%
Acute Oral Toxicity (c)	III	0.8101	81.01%
Estrogen receptor binding	-	0.6328	63.28%
Androgen receptor binding	-	0.8511	85.11%
Thyroid receptor binding	-	0.5149	51.49%
Glucocorticoid receptor binding	+	0.7494	74.94%
Aromatase binding	-	0.5237	52.37%
PPAR gamma	-	0.4886	48.86%
Honey bee toxicity	-	0.8666	86.66%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	-	0.5285	52.85%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.26%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.89%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.56%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.44%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.51%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.38%	92.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.83%	85.14%
CHEMBL5028	O14672	ADAM10	88.51%	97.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.75%	94.45%
CHEMBL255	P29275	Adenosine A2b receptor	85.97%	98.59%
CHEMBL4208	P20618	Proteasome component C5	85.53%	90.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.91%	95.83%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.76%	86.33%
CHEMBL2535	P11166	Glucose transporter	84.06%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.36%	99.23%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.09%	97.50%

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.