Gentianaine

Details

• Internal ID: dd80740c-dfd8-488e-99b7-2284744240b3
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: 4-hydroxy-5-methanimidoyl-2,3-dihydropyran-6-one
• SMILES (Canonical): C1COC(=O)C(=C1O)C=N
• SMILES (Isomeric): C1COC(=O)C(=C1O)C=N
• InChI: InChI=1S/C6H7NO3/c7-3-4-5(8)1-2-10-6(4)9/h3,7-8H,1-2H2
• InChI Key: WWQPRLOVRQRACU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₇NO₃
• Molecular Weight: 141.12 g/mol
• Exact Mass: 141.042593085 g/mol
• Topological Polar Surface Area (TPSA): 70.40 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 0.39
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 22108-77-6
• AKOS005395139
• 2H-Pyran-2,4(3H)-dione, 3-(aminomethylene)dihydro-
• AC1NQYN7
• 3-(aminomethylidene)oxane-2,4-dione
• STK092746
• CHEBI:5315
• DTXSID80944751
• MolPort-002-944-725
• 58213-76-6
• C09960
• (3E)-3-(aminomethylene)tetrahydropyran-2,4-dione
• Q27106714

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8267	82.67%
Caco-2	-	0.6119	61.19%
Blood Brain Barrier	-	0.6322	63.22%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8067	80.67%
OATP2B1 inhibitior	-	0.8539	85.39%
OATP1B1 inhibitior	+	0.9360	93.60%
OATP1B3 inhibitior	+	0.9510	95.10%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9372	93.72%
P-glycoprotein inhibitior	-	0.9767	97.67%
P-glycoprotein substrate	-	0.9791	97.91%
CYP3A4 substrate	-	0.6537	65.37%
CYP2C9 substrate	-	0.8063	80.63%
CYP2D6 substrate	-	0.8874	88.74%
CYP3A4 inhibition	-	0.9176	91.76%
CYP2C9 inhibition	-	0.9116	91.16%
CYP2C19 inhibition	-	0.7740	77.40%
CYP2D6 inhibition	-	0.9021	90.21%
CYP1A2 inhibition	-	0.8330	83.30%
CYP2C8 inhibition	-	0.9714	97.14%
CYP inhibitory promiscuity	-	0.9335	93.35%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6598	65.98%
Eye corrosion	-	0.9626	96.26%
Eye irritation	+	0.9841	98.41%
Skin irritation	-	0.6680	66.80%
Skin corrosion	-	0.9057	90.57%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7631	76.31%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.8018	80.18%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.7492	74.92%
Acute Oral Toxicity (c)	III	0.5208	52.08%
Estrogen receptor binding	-	0.7864	78.64%
Androgen receptor binding	-	0.7828	78.28%
Thyroid receptor binding	-	0.7711	77.11%
Glucocorticoid receptor binding	-	0.8168	81.68%
Aromatase binding	-	0.7640	76.40%
PPAR gamma	-	0.6470	64.70%
Honey bee toxicity	-	0.9254	92.54%
Biodegradation	+	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	-	0.8533	85.33%

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	96.22%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.19%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.68%	94.45%

Plants that contains it

• Cephalaria procera

Cross-Links

• PubChem: 135438604
• LOTUS: LTS0248192
• wikiData: Q105314219