Gentiatibetine

Details

• Internal ID: 80eb7b4c-36e0-4d8d-ba69-b39f825a046c
• Taxonomy: Organoheterocyclic compounds > Pyranopyridines
• IUPAC Name: 8-methyl-3,4-dihydro-1H-pyrano[3,4-c]pyridin-1-ol
• SMILES (Canonical): CC1=NC=CC2=C1C(OCC2)O
• SMILES (Isomeric): CC1=NC=CC2=C1C(OCC2)O
• InChI: InChI=1S/C9H11NO2/c1-6-8-7(2-4-10-6)3-5-12-9(8)11/h2,4,9,11H,3,5H2,1H3
• InChI Key: HCBOYQSYWSEVID-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₁NO₂
• Molecular Weight: 165.19 g/mol
• Exact Mass: 165.078978594 g/mol
• Topological Polar Surface Area (TPSA): 42.40 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.95
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 26005-36-7
• Gentiotibetine
• Alkaloid GT-A
• 8-methyl-3,4-dihydro-1H-pyrano[3,4-c]pyridin-1-ol
• CHEBI:173740
• DTXSID601225617
• 8-methyl-1H,3H,4H-pyrano[3,4-c]pyridin-1-ol
• 1H-Pyrano[3,4-c]pyridin-1-ol, 3,4-dihydro-8-methyl-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9893	98.93%
Caco-2	+	0.5669	56.69%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7057	70.57%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.9738	97.38%
OATP1B3 inhibitior	+	0.9443	94.43%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9375	93.75%
P-glycoprotein inhibitior	-	0.9834	98.34%
P-glycoprotein substrate	-	0.9003	90.03%
CYP3A4 substrate	-	0.5405	54.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7912	79.12%
CYP3A4 inhibition	-	0.9746	97.46%
CYP2C9 inhibition	-	0.8042	80.42%
CYP2C19 inhibition	-	0.6022	60.22%
CYP2D6 inhibition	-	0.9222	92.22%
CYP1A2 inhibition	+	0.6075	60.75%
CYP2C8 inhibition	-	0.8901	89.01%
CYP inhibitory promiscuity	-	0.9642	96.42%
UGT catelyzed	-	0.5841	58.41%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5959	59.59%
Eye corrosion	-	0.9827	98.27%
Eye irritation	-	0.6547	65.47%
Skin irritation	-	0.7200	72.00%
Skin corrosion	-	0.9362	93.62%
Ames mutagenesis	+	0.5763	57.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.3980	39.80%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.7409	74.09%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8850	88.50%
Acute Oral Toxicity (c)	III	0.7148	71.48%
Estrogen receptor binding	-	0.9296	92.96%
Androgen receptor binding	-	0.8520	85.20%
Thyroid receptor binding	-	0.8372	83.72%
Glucocorticoid receptor binding	-	0.9029	90.29%
Aromatase binding	-	0.8293	82.93%
PPAR gamma	-	0.7497	74.97%
Honey bee toxicity	-	0.9628	96.28%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	-	0.9070	90.70%

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	94.11%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	94.02%	91.49%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	89.48%	93.65%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	85.52%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.46%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.84%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	83.67%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.85%	94.00%
CHEMBL3038469	P24941	CDK2/Cyclin A	82.50%	91.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.38%	89.00%
CHEMBL2581	P07339	Cathepsin D	81.82%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.65%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.14%	100.00%

Plants that contains it

• Gentiana scabra

Cross-Links

• PubChem: 5317559
• NPASS: NPC59056