4-hydroxy-3,5-dimethyl-6-[(2S,4R)-4-methyl-3-oxohexan-2-yl]pyran-2-one

Details

• Internal ID: e8c75230-c84f-45bf-bd24-7a2c7d2aeedc
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 4-hydroxy-3,5-dimethyl-6-[(2S,4R)-4-methyl-3-oxohexan-2-yl]pyran-2-one
• SMILES (Canonical): CCC(C)C(=O)C(C)C1=C(C(=C(C(=O)O1)C)O)C
• SMILES (Isomeric): CC[C@@H](C)C(=O)[C@@H](C)C1=C(C(=C(C(=O)O1)C)O)C
• InChI: InChI=1S/C14H20O4/c1-6-7(2)11(15)8(3)13-9(4)12(16)10(5)14(17)18-13/h7-8,16H,6H2,1-5H3/t7-,8-/m1/s1
• InChI Key: IJPRHCNTDLDONG-HTQZYQBOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₄
• Molecular Weight: 252.31 g/mol
• Exact Mass: 252.13615911 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.68
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9406	94.06%
Caco-2	+	0.8597	85.97%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7902	79.02%
OATP2B1 inhibitior	-	0.8535	85.35%
OATP1B1 inhibitior	+	0.7220	72.20%
OATP1B3 inhibitior	+	0.9461	94.61%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7862	78.62%
P-glycoprotein inhibitior	-	0.8422	84.22%
P-glycoprotein substrate	-	0.8753	87.53%
CYP3A4 substrate	-	0.6013	60.13%
CYP2C9 substrate	+	0.8742	87.42%
CYP2D6 substrate	-	0.8675	86.75%
CYP3A4 inhibition	-	0.9192	91.92%
CYP2C9 inhibition	-	0.6586	65.86%
CYP2C19 inhibition	-	0.8187	81.87%
CYP2D6 inhibition	-	0.9534	95.34%
CYP1A2 inhibition	-	0.7638	76.38%
CYP2C8 inhibition	-	0.8820	88.20%
CYP inhibitory promiscuity	-	0.9178	91.78%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8028	80.28%
Carcinogenicity (trinary)	Non-required	0.7004	70.04%
Eye corrosion	-	0.9387	93.87%
Eye irritation	-	0.6718	67.18%
Skin irritation	-	0.7089	70.89%
Skin corrosion	-	0.8911	89.11%
Ames mutagenesis	-	0.7154	71.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6016	60.16%
Micronuclear	-	0.5541	55.41%
Hepatotoxicity	+	0.6908	69.08%
skin sensitisation	-	0.6841	68.41%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8089	80.89%
Acute Oral Toxicity (c)	II	0.4534	45.34%
Estrogen receptor binding	-	0.4767	47.67%
Androgen receptor binding	+	0.5885	58.85%
Thyroid receptor binding	+	0.5430	54.30%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.5739	57.39%
PPAR gamma	+	0.6144	61.44%
Honey bee toxicity	-	0.9649	96.49%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.9621	96.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.42%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.43%	91.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.84%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.46%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.55%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	84.33%	94.73%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.49%	93.56%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.14%	93.65%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.56%	99.23%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	81.23%	83.57%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.52%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.51%	96.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.47%	94.00%

Plants that contains it

• Helichrysum italicum
• Hunteria zeylanica

Cross-Links

• PubChem: 163024447
• LOTUS: LTS0002243
• wikiData: Q104997309