Gentianal

Details

• Internal ID: 2148f36a-3aea-455d-989f-3c2fadc217c3
• Taxonomy: Organoheterocyclic compounds > Pyranopyridines
• IUPAC Name: 1-methyl-6-oxo-1,3,4,7-tetrahydropyrano[3,4-c]pyridine-5-carbaldehyde
• SMILES (Canonical): CC1C2=CNC(=O)C(=C2CCO1)C=O
• SMILES (Isomeric): CC1C2=CNC(=O)C(=C2CCO1)C=O
• InChI: InChI=1S/C10H11NO3/c1-6-8-4-11-10(13)9(5-12)7(8)2-3-14-6/h4-6H,2-3H2,1H3,(H,11,13)
• InChI Key: SPQNWNGKRKIZFD-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₁NO₃
• Molecular Weight: 193.20 g/mol
• Exact Mass: 193.07389321 g/mol
• Topological Polar Surface Area (TPSA): 55.40 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): 0.82
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 53848-05-8
• 1-methyl-6-oxo-1,3,4,7-tetrahydropyrano[3,4-c]pyridine-5-carbaldehyde
• 3,4,6,7-Tetrahydro-1-methyl-6-oxo-1H-pyrano(3,4-c)pyridine-5-carboxaldehyde
• DTXSID10968622
• 6-Hydroxy-1-methyl-3,4-dihydro-1H-pyrano[3,4-c]pyridine-5-carbaldehyde
• 1H-Pyrano(3,4-c)pyridine-5-carboxaldehyde, 3,4,6,7-tetrahydro-1-methyl-6-oxo-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9933	99.33%
Caco-2	-	0.6972	69.72%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8251	82.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8949	89.49%
OATP1B3 inhibitior	+	0.9590	95.90%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.9316	93.16%
P-glycoprotein inhibitior	-	0.9794	97.94%
P-glycoprotein substrate	-	0.8718	87.18%
CYP3A4 substrate	-	0.5164	51.64%
CYP2C9 substrate	-	0.5528	55.28%
CYP2D6 substrate	-	0.8705	87.05%
CYP3A4 inhibition	-	0.9216	92.16%
CYP2C9 inhibition	-	0.8579	85.79%
CYP2C19 inhibition	-	0.5380	53.80%
CYP2D6 inhibition	-	0.9480	94.80%
CYP1A2 inhibition	+	0.8617	86.17%
CYP2C8 inhibition	-	0.9468	94.68%
CYP inhibitory promiscuity	-	0.8333	83.33%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5895	58.95%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.7169	71.69%
Skin irritation	-	0.8251	82.51%
Skin corrosion	-	0.9487	94.87%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5349	53.49%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.8348	83.48%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6806	68.06%
Acute Oral Toxicity (c)	III	0.6206	62.06%
Estrogen receptor binding	-	0.7114	71.14%
Androgen receptor binding	-	0.8490	84.90%
Thyroid receptor binding	-	0.6365	63.65%
Glucocorticoid receptor binding	-	0.7623	76.23%
Aromatase binding	-	0.8285	82.85%
PPAR gamma	-	0.7401	74.01%
Honey bee toxicity	-	0.7672	76.72%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	-	0.6585	65.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.61%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	96.52%	93.40%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.92%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.53%	100.00%
CHEMBL2581	P07339	Cathepsin D	85.30%	98.95%
CHEMBL255	P29275	Adenosine A2b receptor	84.75%	98.59%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.34%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.09%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.92%	96.09%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	83.35%	80.96%
CHEMBL3038469	P24941	CDK2/Cyclin A	82.97%	91.38%

Plants that contains it

• Gentiana crassa subsp. rigescens

Cross-Links

• PubChem: 171304
• NPASS: NPC210744
• LOTUS: LTS0003118
• wikiData: Q82951478