Vincinine

Details

• Internal ID: ea0a3d43-b20d-4640-a876-ce0ed118f967
• Taxonomy: Alkaloids and derivatives > Eburnan-type alkaloids
• IUPAC Name: methyl (15R,17S,19S)-15-acetyl-17-hydroxy-4-methoxy-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2(7),3,5,8(18)-tetraene-17-carboxylate
• InChI: InChI=1S/C22H26N2O5/c1-13(25)21-8-4-9-23-10-7-16-15-6-5-14(28-2)11-17(15)24(18(16)19(21)23)22(27,12-21)20(26)29-3/h5-6,11,19,27H,4,7-10,12H2,1-3H3/t19-,21+,22+/m1/s1
• InChI Key: JSPRBHQBWMFUOZ-HJNYFJLDSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆N₂O₅
• Molecular Weight: 398.50 g/mol
• Exact Mass: 398.18417193 g/mol
• Topological Polar Surface Area (TPSA): 81.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.14
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8006	80.06%
Caco-2	+	0.6589	65.89%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5441	54.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9295	92.95%
OATP1B3 inhibitior	+	0.9133	91.33%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8600	86.00%
P-glycoprotein inhibitior	-	0.6837	68.37%
P-glycoprotein substrate	+	0.6114	61.14%
CYP3A4 substrate	+	0.6644	66.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3860	38.60%
CYP3A4 inhibition	-	0.8107	81.07%
CYP2C9 inhibition	-	0.8229	82.29%
CYP2C19 inhibition	-	0.7440	74.40%
CYP2D6 inhibition	-	0.7003	70.03%
CYP1A2 inhibition	-	0.8333	83.33%
CYP2C8 inhibition	+	0.4717	47.17%
CYP inhibitory promiscuity	-	0.7031	70.31%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6143	61.43%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9814	98.14%
Skin irritation	-	0.8014	80.14%
Skin corrosion	-	0.9466	94.66%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6589	65.89%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.5200	52.00%
skin sensitisation	-	0.8929	89.29%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8246	82.46%
Acute Oral Toxicity (c)	III	0.6533	65.33%
Estrogen receptor binding	+	0.6480	64.80%
Androgen receptor binding	+	0.5437	54.37%
Thyroid receptor binding	+	0.5481	54.81%
Glucocorticoid receptor binding	+	0.7861	78.61%
Aromatase binding	+	0.6770	67.70%
PPAR gamma	+	0.5686	56.86%
Honey bee toxicity	-	0.8393	83.93%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	-	0.4021	40.21%

Targets

Proven Targets:

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	98.58%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.73%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.79%	94.45%
CHEMBL4208	P20618	Proteasome component C5	94.73%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.66%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.65%	92.62%
CHEMBL2535	P11166	Glucose transporter	87.00%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.44%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	85.80%	91.19%
CHEMBL2581	P07339	Cathepsin D	84.87%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.82%	94.00%
CHEMBL5028	O14672	ADAM10	83.11%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.51%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.65%	97.09%

Plants that contains it

• Vinca minor

Cross-Links

• PubChem: 139595637
• LOTUS: LTS0035047
• wikiData: Q104252023