3-[(6-Ethyl-4-hydroxy-5-methyl-2-oxopyran-3-yl)methyl]-4-hydroxy-5,6-dimethylpyran-2-one

Details

• Internal ID: 20a9cd44-e329-40fe-8651-3ec2829e5653
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 3-[(6-ethyl-4-hydroxy-5-methyl-2-oxopyran-3-yl)methyl]-4-hydroxy-5,6-dimethylpyran-2-one
• SMILES (Canonical): CCC1=C(C(=C(C(=O)O1)CC2=C(C(=C(OC2=O)C)C)O)O)C
• SMILES (Isomeric): CCC1=C(C(=C(C(=O)O1)CC2=C(C(=C(OC2=O)C)C)O)O)C
• InChI: InChI=1S/C16H18O6/c1-5-12-8(3)14(18)11(16(20)22-12)6-10-13(17)7(2)9(4)21-15(10)19/h17-18H,5-6H2,1-4H3
• InChI Key: JUTROBICIJOVBP-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₆
• Molecular Weight: 306.31 g/mol
• Exact Mass: 306.11033829 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.08
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8886	88.86%
Caco-2	+	0.6944	69.44%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8480	84.80%
OATP2B1 inhibitior	-	0.5701	57.01%
OATP1B1 inhibitior	-	0.4450	44.50%
OATP1B3 inhibitior	+	0.8370	83.70%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8159	81.59%
P-glycoprotein inhibitior	-	0.8590	85.90%
P-glycoprotein substrate	-	0.9428	94.28%
CYP3A4 substrate	-	0.5512	55.12%
CYP2C9 substrate	+	0.7031	70.31%
CYP2D6 substrate	-	0.8744	87.44%
CYP3A4 inhibition	-	0.8620	86.20%
CYP2C9 inhibition	-	0.5094	50.94%
CYP2C19 inhibition	-	0.7470	74.70%
CYP2D6 inhibition	-	0.9337	93.37%
CYP1A2 inhibition	-	0.8600	86.00%
CYP2C8 inhibition	-	0.8216	82.16%
CYP inhibitory promiscuity	-	0.8157	81.57%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8613	86.13%
Carcinogenicity (trinary)	Non-required	0.6755	67.55%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.5108	51.08%
Skin irritation	-	0.7999	79.99%
Skin corrosion	-	0.9270	92.70%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5263	52.63%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.6033	60.33%
skin sensitisation	-	0.8971	89.71%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7344	73.44%
Acute Oral Toxicity (c)	III	0.4759	47.59%
Estrogen receptor binding	+	0.6434	64.34%
Androgen receptor binding	+	0.6278	62.78%
Thyroid receptor binding	-	0.6015	60.15%
Glucocorticoid receptor binding	+	0.6425	64.25%
Aromatase binding	-	0.6174	61.74%
PPAR gamma	+	0.7085	70.85%
Honey bee toxicity	-	0.9449	94.49%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9814	98.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	97.17%	89.34%
CHEMBL2581	P07339	Cathepsin D	91.72%	98.95%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	90.03%	83.57%
CHEMBL3401	O75469	Pregnane X receptor	88.85%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.85%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.46%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.34%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.17%	95.56%

Plants that contains it

• Helichrysum arenarium
• Helichrysum stoechas

Cross-Links

• PubChem: 155556471
• LOTUS: LTS0140300
• wikiData: Q105135402