Xylaropyrone

Details

• Internal ID: eaf03efa-7733-4791-815c-449ece064987
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 5-(hydroxymethyl)-2-[(3R)-3-methylpentyl]pyran-4-one
• SMILES (Canonical): CCC(C)CCC1=CC(=O)C(=CO1)CO
• SMILES (Isomeric): CC[C@@H](C)CCC1=CC(=O)C(=CO1)CO
• InChI: InChI=1S/C12H18O3/c1-3-9(2)4-5-11-6-12(14)10(7-13)8-15-11/h6,8-9,13H,3-5,7H2,1-2H3/t9-/m1/s1
• InChI Key: INEAKDRHDBRKJD-SECBINFHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₃
• Molecular Weight: 210.27 g/mol
• Exact Mass: 210.125594432 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.11
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• 5-(hydroxymethyl)-2-[(3R)-3-methylpentyl]pyran-4-one
• 5-(hydroxymethyl)-2-((3R)-3-methylpentyl)pyran-4-one
• RefChem:195487
• CHEBI:213111

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9924	99.24%
Caco-2	+	0.8699	86.99%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8425	84.25%
OATP2B1 inhibitior	-	0.8542	85.42%
OATP1B1 inhibitior	+	0.8942	89.42%
OATP1B3 inhibitior	+	0.9486	94.86%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.7775	77.75%
P-glycoprotein inhibitior	-	0.9435	94.35%
P-glycoprotein substrate	-	0.8738	87.38%
CYP3A4 substrate	-	0.5906	59.06%
CYP2C9 substrate	-	0.5995	59.95%
CYP2D6 substrate	-	0.8312	83.12%
CYP3A4 inhibition	-	0.6535	65.35%
CYP2C9 inhibition	-	0.8524	85.24%
CYP2C19 inhibition	+	0.5326	53.26%
CYP2D6 inhibition	-	0.8906	89.06%
CYP1A2 inhibition	+	0.6767	67.67%
CYP2C8 inhibition	-	0.9670	96.70%
CYP inhibitory promiscuity	-	0.7985	79.85%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6991	69.91%
Eye corrosion	-	0.9575	95.75%
Eye irritation	-	0.4947	49.47%
Skin irritation	-	0.6602	66.02%
Skin corrosion	-	0.9447	94.47%
Ames mutagenesis	-	0.5774	57.74%
Human Ether-a-go-go-Related Gene inhibition	-	0.5531	55.31%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.5819	58.19%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	-	0.7175	71.75%
Acute Oral Toxicity (c)	III	0.7751	77.51%
Estrogen receptor binding	-	0.7449	74.49%
Androgen receptor binding	+	0.5378	53.78%
Thyroid receptor binding	-	0.5779	57.79%
Glucocorticoid receptor binding	-	0.7202	72.02%
Aromatase binding	-	0.4887	48.87%
PPAR gamma	+	0.6670	66.70%
Honey bee toxicity	-	0.9401	94.01%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	+	0.8433	84.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.69%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.86%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.35%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.23%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.73%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.20%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.97%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.11%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.47%	89.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	81.27%	83.57%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.30%	99.17%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.13%	89.34%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 51350338
• LOTUS: LTS0184092
• wikiData: Q105116168