Venoterpine

Details

• Internal ID: 339596f2-9337-43e6-986f-8d76e6b7fb21
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives
• IUPAC Name: 7-methyl-6,7-dihydro-5H-cyclopenta[c]pyridin-6-ol
• SMILES (Canonical): CC1C(CC2=C1C=NC=C2)O
• SMILES (Isomeric): CC1C(CC2=C1C=NC=C2)O
• InChI: InChI=1S/C9H11NO/c1-6-8-5-10-3-2-7(8)4-9(6)11/h2-3,5-6,9,11H,4H2,1H3
• InChI Key: IOIGOIPHPUCFOB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₁NO
• Molecular Weight: 149.19 g/mol
• Exact Mass: 149.084063974 g/mol
• Topological Polar Surface Area (TPSA): 33.10 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.10
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 7-methyl-6,7-dihydro-5H-cyclopenta[c]pyridin-6-ol
• 17948-42-4
• Gentialutine
• Isogentialutine
• Alkaloid RW47
• CHEBI:172412
• 7-methyl-5H,6H,7H-cyclopenta[c]pyridin-6-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7810	78.10%
Blood Brain Barrier	+	0.7629	76.29%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Lysosomes	0.5137	51.37%
OATP2B1 inhibitior	-	0.8695	86.95%
OATP1B1 inhibitior	+	0.9455	94.55%
OATP1B3 inhibitior	+	0.9666	96.66%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9233	92.33%
P-glycoprotein inhibitior	-	0.9901	99.01%
P-glycoprotein substrate	-	0.8102	81.02%
CYP3A4 substrate	-	0.6516	65.16%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	-	0.7264	72.64%
CYP3A4 inhibition	-	0.7908	79.08%
CYP2C9 inhibition	-	0.8988	89.88%
CYP2C19 inhibition	-	0.6067	60.67%
CYP2D6 inhibition	-	0.8346	83.46%
CYP1A2 inhibition	+	0.6026	60.26%
CYP2C8 inhibition	-	0.7878	78.78%
CYP inhibitory promiscuity	-	0.9160	91.60%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6310	63.10%
Eye corrosion	-	0.9558	95.58%
Eye irritation	-	0.6707	67.07%
Skin irritation	+	0.6418	64.18%
Skin corrosion	-	0.8642	86.42%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5621	56.21%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.5880	58.80%
skin sensitisation	-	0.5519	55.19%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8875	88.75%
Acute Oral Toxicity (c)	III	0.5215	52.15%
Estrogen receptor binding	-	0.9771	97.71%
Androgen receptor binding	-	0.8788	87.88%
Thyroid receptor binding	-	0.8643	86.43%
Glucocorticoid receptor binding	-	0.9062	90.62%
Aromatase binding	-	0.8561	85.61%
PPAR gamma	-	0.8820	88.20%
Honey bee toxicity	-	0.9583	95.83%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	-	0.9049	90.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.58%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.30%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	89.59%	91.49%
CHEMBL2581	P07339	Cathepsin D	89.06%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.19%	91.11%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	84.40%	85.30%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.19%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.73%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.07%	95.89%

Plants that contains it

• Alstonia angustiloba
• Ananas comosus
• Camptotheca acuminata
• Dipsacus asperoides
• Gentiana lutea
• Gentiana tibetica
• Rauvolfia verticillata
• Strychnos pungens
• Vinca major

Cross-Links

• PubChem: 5315179
• NPASS: NPC31662
• LOTUS: LTS0229645
• wikiData: Q104950585