Violapyrone C

Details

• Internal ID: 598009c6-b4f6-47e0-aafa-2557bde5a77b
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 4-hydroxy-3-methyl-6-[(5S)-5-methylheptyl]pyran-2-one
• SMILES (Canonical): CCC(C)CCCCC1=CC(=C(C(=O)O1)C)O
• SMILES (Isomeric): CC[C@H](C)CCCCC1=CC(=C(C(=O)O1)C)O
• InChI: InChI=1S/C14H22O3/c1-4-10(2)7-5-6-8-12-9-13(15)11(3)14(16)17-12/h9-10,15H,4-8H2,1-3H3/t10-/m0/s1
• InChI Key: CWVDWOPGUAUQDD-JTQLQIEISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₂O₃
• Molecular Weight: 238.32 g/mol
• Exact Mass: 238.15689456 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.41
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9797	97.97%
Caco-2	+	0.9594	95.94%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6818	68.18%
OATP2B1 inhibitior	-	0.8491	84.91%
OATP1B1 inhibitior	+	0.8846	88.46%
OATP1B3 inhibitior	+	0.9420	94.20%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.6444	64.44%
P-glycoprotein inhibitior	-	0.9436	94.36%
P-glycoprotein substrate	-	0.7898	78.98%
CYP3A4 substrate	-	0.5419	54.19%
CYP2C9 substrate	+	0.7396	73.96%
CYP2D6 substrate	-	0.8707	87.07%
CYP3A4 inhibition	-	0.6884	68.84%
CYP2C9 inhibition	-	0.7359	73.59%
CYP2C19 inhibition	+	0.5218	52.18%
CYP2D6 inhibition	-	0.9129	91.29%
CYP1A2 inhibition	-	0.6367	63.67%
CYP2C8 inhibition	-	0.8812	88.12%
CYP inhibitory promiscuity	-	0.8466	84.66%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8715	87.15%
Carcinogenicity (trinary)	Non-required	0.7313	73.13%
Eye corrosion	-	0.9705	97.05%
Eye irritation	+	0.7032	70.32%
Skin irritation	-	0.6621	66.21%
Skin corrosion	-	0.8569	85.69%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3820	38.20%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.6627	66.27%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7906	79.06%
Acute Oral Toxicity (c)	III	0.5266	52.66%
Estrogen receptor binding	+	0.5818	58.18%
Androgen receptor binding	-	0.5579	55.79%
Thyroid receptor binding	-	0.5766	57.66%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.5518	55.18%
PPAR gamma	+	0.8348	83.48%
Honey bee toxicity	-	0.9764	97.64%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9807	98.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.50%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.19%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	94.95%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	93.87%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.02%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.34%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.33%	93.56%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.31%	93.65%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.14%	86.33%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.99%	83.57%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.81%	99.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.13%	97.21%
CHEMBL4581	P52732	Kinesin-like protein 1	80.06%	93.18%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101911211
• LOTUS: LTS0049768
• wikiData: Q104971536