(3S,5R)-5-(3-acetyl-2,6-dihydroxy-5-methylphenyl)-3-methoxyoxolan-2-one

Details

• Internal ID: a9eca1a2-c7ee-4431-b883-999a91955b1c
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: (3S,5R)-5-(3-acetyl-2,6-dihydroxy-5-methylphenyl)-3-methoxyoxolan-2-one
• InChI: InChI=1S/C14H16O6/c1-6-4-8(7(2)15)13(17)11(12(6)16)9-5-10(19-3)14(18)20-9/h4,9-10,16-17H,5H2,1-3H3/t9-,10+/m1/s1
• InChI Key: VPCAYKHOZBAJPB-ZJUUUORDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₆
• Molecular Weight: 280.27 g/mol
• Exact Mass: 280.09468823 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.61
• 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	+	0.8467	84.67%
Caco-2	-	0.5802	58.02%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7080	70.80%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.9016	90.16%
OATP1B3 inhibitior	+	0.8729	87.29%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8805	88.05%
P-glycoprotein inhibitior	-	0.8763	87.63%
P-glycoprotein substrate	-	0.7849	78.49%
CYP3A4 substrate	+	0.5357	53.57%
CYP2C9 substrate	+	0.6087	60.87%
CYP2D6 substrate	-	0.8668	86.68%
CYP3A4 inhibition	-	0.7989	79.89%
CYP2C9 inhibition	-	0.7611	76.11%
CYP2C19 inhibition	-	0.7020	70.20%
CYP2D6 inhibition	-	0.8422	84.22%
CYP1A2 inhibition	-	0.6818	68.18%
CYP2C8 inhibition	-	0.7653	76.53%
CYP inhibitory promiscuity	-	0.5851	58.51%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9011	90.11%
Carcinogenicity (trinary)	Non-required	0.6001	60.01%
Eye corrosion	-	0.9737	97.37%
Eye irritation	+	0.6486	64.86%
Skin irritation	-	0.7862	78.62%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6649	66.49%
Micronuclear	+	0.5159	51.59%
Hepatotoxicity	+	0.5927	59.27%
skin sensitisation	-	0.8874	88.74%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7105	71.05%
Acute Oral Toxicity (c)	III	0.4360	43.60%
Estrogen receptor binding	+	0.6143	61.43%
Androgen receptor binding	+	0.6016	60.16%
Thyroid receptor binding	-	0.6273	62.73%
Glucocorticoid receptor binding	+	0.5421	54.21%
Aromatase binding	-	0.7614	76.14%
PPAR gamma	-	0.5057	50.57%
Honey bee toxicity	-	0.8621	86.21%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9016	90.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.61%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.81%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.75%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.02%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.40%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	85.37%	91.19%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.98%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.59%	92.94%
CHEMBL3401	O75469	Pregnane X receptor	84.37%	94.73%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.99%	94.42%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.86%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.34%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.04%	94.45%
CHEMBL4208	P20618	Proteasome component C5	80.57%	90.00%
CHEMBL2581	P07339	Cathepsin D	80.55%	98.95%

Plants that contains it

• Thomsonaria globosa

Cross-Links

• PubChem: 162995427
• LOTUS: LTS0020383
• wikiData: Q105290638