Violapyrone E

Details

• Internal ID: a99807b6-649a-4ba9-a225-222d05dc06c3
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: 4-hydroxy-6-[(6S)-6-hydroxy-5-methylheptyl]-3-methylpyran-2-one
• SMILES (Canonical): CC1=C(C=C(OC1=O)CCCCC(C)C(C)O)O
• SMILES (Isomeric): CC1=C(C=C(OC1=O)CCCCC(C)[C@H](C)O)O
• InChI: InChI=1S/C14H22O4/c1-9(11(3)15)6-4-5-7-12-8-13(16)10(2)14(17)18-12/h8-9,11,15-16H,4-7H2,1-3H3/t9?,11-/m0/s1
• InChI Key: LJJULVAJFMKOPA-UMJHXOGRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₂O₄
• Molecular Weight: 254.32 g/mol
• Exact Mass: 254.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.38
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• CHEMBL3087385

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8957	89.57%
Caco-2	+	0.8840	88.40%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8637	86.37%
OATP2B1 inhibitior	-	0.8529	85.29%
OATP1B1 inhibitior	+	0.9059	90.59%
OATP1B3 inhibitior	+	0.9106	91.06%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7170	71.70%
P-glycoprotein inhibitior	-	0.9303	93.03%
P-glycoprotein substrate	-	0.8148	81.48%
CYP3A4 substrate	-	0.5227	52.27%
CYP2C9 substrate	+	0.6881	68.81%
CYP2D6 substrate	-	0.8543	85.43%
CYP3A4 inhibition	-	0.6477	64.77%
CYP2C9 inhibition	-	0.7180	71.80%
CYP2C19 inhibition	-	0.7002	70.02%
CYP2D6 inhibition	-	0.8941	89.41%
CYP1A2 inhibition	-	0.5214	52.14%
CYP2C8 inhibition	-	0.9181	91.81%
CYP inhibitory promiscuity	-	0.8701	87.01%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8715	87.15%
Carcinogenicity (trinary)	Non-required	0.7318	73.18%
Eye corrosion	-	0.9808	98.08%
Eye irritation	-	0.7378	73.78%
Skin irritation	-	0.6845	68.45%
Skin corrosion	-	0.8959	89.59%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6477	64.77%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5342	53.42%
skin sensitisation	-	0.7576	75.76%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6200	62.00%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6704	67.04%
Acute Oral Toxicity (c)	III	0.5945	59.45%
Estrogen receptor binding	+	0.5558	55.58%
Androgen receptor binding	-	0.5144	51.44%
Thyroid receptor binding	+	0.5154	51.54%
Glucocorticoid receptor binding	+	0.7022	70.22%
Aromatase binding	+	0.5551	55.51%
PPAR gamma	+	0.7275	72.75%
Honey bee toxicity	-	0.9532	95.32%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.9620	96.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.82%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.92%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.05%	91.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.28%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.34%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.56%	95.56%
CHEMBL4581	P52732	Kinesin-like protein 1	85.51%	93.18%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.94%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.63%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.20%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.15%	93.56%

Plants that contains it

• Senecio colaminus

Cross-Links

• PubChem: 72947854
• LOTUS: LTS0030021
• wikiData: Q105156796