3-Hydroxy-5-(4-hydroxy-3-methoxyphenyl)-3,4-dimethyloxolan-2-one

Details

• Internal ID: 9db6e578-95f6-4996-808d-878c3dffe227
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 3-hydroxy-5-(4-hydroxy-3-methoxyphenyl)-3,4-dimethyloxolan-2-one
• SMILES (Canonical): CC1C(OC(=O)C1(C)O)C2=CC(=C(C=C2)O)OC
• SMILES (Isomeric): CC1C(OC(=O)C1(C)O)C2=CC(=C(C=C2)O)OC
• InChI: InChI=1S/C13H16O5/c1-7-11(18-12(15)13(7,2)16)8-4-5-9(14)10(6-8)17-3/h4-7,11,14,16H,1-3H3
• InChI Key: VSQHXMKOOPLZBW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₅
• Molecular Weight: 252.26 g/mol
• Exact Mass: 252.09977361 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.39
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9584	95.84%
Caco-2	-	0.5624	56.24%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8467	84.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9106	91.06%
OATP1B3 inhibitior	+	0.8805	88.05%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9001	90.01%
P-glycoprotein inhibitior	-	0.9320	93.20%
P-glycoprotein substrate	-	0.9383	93.83%
CYP3A4 substrate	+	0.5188	51.88%
CYP2C9 substrate	-	0.5844	58.44%
CYP2D6 substrate	-	0.7939	79.39%
CYP3A4 inhibition	-	0.7355	73.55%
CYP2C9 inhibition	-	0.8379	83.79%
CYP2C19 inhibition	-	0.6878	68.78%
CYP2D6 inhibition	-	0.9397	93.97%
CYP1A2 inhibition	-	0.8821	88.21%
CYP2C8 inhibition	-	0.7741	77.41%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8811	88.11%
Carcinogenicity (trinary)	Non-required	0.4310	43.10%
Eye corrosion	-	0.9505	95.05%
Eye irritation	-	0.9260	92.60%
Skin irritation	-	0.7385	73.85%
Skin corrosion	-	0.9527	95.27%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5495	54.95%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8951	89.51%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.4701	47.01%
Acute Oral Toxicity (c)	III	0.4949	49.49%
Estrogen receptor binding	+	0.6280	62.80%
Androgen receptor binding	-	0.6689	66.89%
Thyroid receptor binding	-	0.5320	53.20%
Glucocorticoid receptor binding	-	0.5094	50.94%
Aromatase binding	-	0.6984	69.84%
PPAR gamma	-	0.5368	53.68%
Honey bee toxicity	-	0.8942	89.42%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5696	56.96%
Fish aquatic toxicity	+	0.8912	89.12%

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	98.97%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.74%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.70%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.90%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.16%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.15%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.63%	97.14%
CHEMBL1951	P21397	Monoamine oxidase A	85.77%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.03%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.46%	92.94%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.98%	99.15%
CHEMBL2535	P11166	Glucose transporter	82.50%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.03%	99.23%
CHEMBL2581	P07339	Cathepsin D	80.79%	98.95%

Plants that contains it

• Machilus wangchiana

Cross-Links

• PubChem: 75082424
• LOTUS: LTS0236980
• wikiData: Q105292442