(4S,5R)-5-(2,3-dihydroxyphenyl)-4-methyloxolan-2-one

Details

• Internal ID: 722572d8-04ca-4bc7-82e6-390119d31bdf
• Taxonomy: Benzenoids > Phenols > Benzenediols > Catechols
• IUPAC Name: (4S,5R)-5-(2,3-dihydroxyphenyl)-4-methyloxolan-2-one
• InChI: InChI=1S/C11H12O4/c1-6-5-9(13)15-11(6)7-3-2-4-8(12)10(7)14/h2-4,6,11-12,14H,5H2,1H3/t6-,11+/m0/s1
• InChI Key: CJKVFSFPOCGPBQ-UPONEAKYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂O₄
• Molecular Weight: 208.21 g/mol
• Exact Mass: 208.07355886 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.72
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9529	95.29%
Caco-2	-	0.7791	77.91%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8056	80.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8992	89.92%
OATP1B3 inhibitior	+	0.9509	95.09%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9544	95.44%
P-glycoprotein inhibitior	-	0.9797	97.97%
P-glycoprotein substrate	-	0.9008	90.08%
CYP3A4 substrate	-	0.5136	51.36%
CYP2C9 substrate	+	0.6061	60.61%
CYP2D6 substrate	-	0.8218	82.18%
CYP3A4 inhibition	-	0.9366	93.66%
CYP2C9 inhibition	-	0.7810	78.10%
CYP2C19 inhibition	-	0.7890	78.90%
CYP2D6 inhibition	-	0.9554	95.54%
CYP1A2 inhibition	-	0.5646	56.46%
CYP2C8 inhibition	-	0.8442	84.42%
CYP inhibitory promiscuity	-	0.8129	81.29%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.8811	88.11%
Carcinogenicity (trinary)	Non-required	0.5390	53.90%
Eye corrosion	-	0.9450	94.50%
Eye irritation	+	0.6849	68.49%
Skin irritation	-	0.5754	57.54%
Skin corrosion	-	0.8671	86.71%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7253	72.53%
Micronuclear	+	0.7259	72.59%
Hepatotoxicity	+	0.6541	65.41%
skin sensitisation	-	0.6564	65.64%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.5815	58.15%
Acute Oral Toxicity (c)	III	0.5174	51.74%
Estrogen receptor binding	-	0.7691	76.91%
Androgen receptor binding	-	0.6040	60.40%
Thyroid receptor binding	-	0.6865	68.65%
Glucocorticoid receptor binding	-	0.5781	57.81%
Aromatase binding	-	0.9048	90.48%
PPAR gamma	-	0.7184	71.84%
Honey bee toxicity	-	0.9701	97.01%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9297	92.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.49%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.35%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	94.86%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.46%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.02%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.64%	93.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.31%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.74%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.79%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.31%	95.89%

Plants that contains it

• Ceratostigma willmottianum

Cross-Links

• PubChem: 10488568
• LOTUS: LTS0037379
• wikiData: Q104961314