5-[(2S,4R)-4-methyloxolan-2-yl]-2-[(2R,4R)-4-methyloxolan-2-yl]benzene-1,4-diol

Details

• Internal ID: 74f794d3-930d-4bbb-8ea4-f912e1263e11
• Taxonomy: Benzenoids > Phenols > Benzenediols > Hydroquinones
• IUPAC Name: 5-[(2S,4R)-4-methyloxolan-2-yl]-2-[(2R,4R)-4-methyloxolan-2-yl]benzene-1,4-diol
• SMILES (Canonical): CC1CC(OC1)C2=CC(=C(C=C2O)C3CC(CO3)C)O
• SMILES (Isomeric): C[C@@H]1C[C@@H](OC1)C2=CC(=C(C=C2O)[C@@H]3C[C@H](CO3)C)O
• InChI: InChI=1S/C16H22O4/c1-9-3-15(19-7-9)11-5-14(18)12(6-13(11)17)16-4-10(2)8-20-16/h5-6,9-10,15-18H,3-4,7-8H2,1-2H3/t9-,10-,15-,16+/m1/s1
• InChI Key: VWWSDOAXICNGRC-HKBFDHSMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₄
• Molecular Weight: 278.34 g/mol
• Exact Mass: 278.15180918 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.29
• H-Bond Acceptor: 4
• 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	+	0.9526	95.26%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8808	88.08%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.9074	90.74%
OATP1B3 inhibitior	+	0.9576	95.76%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8796	87.96%
P-glycoprotein inhibitior	-	0.8567	85.67%
P-glycoprotein substrate	-	0.8682	86.82%
CYP3A4 substrate	-	0.5876	58.76%
CYP2C9 substrate	-	0.5859	58.59%
CYP2D6 substrate	+	0.3774	37.74%
CYP3A4 inhibition	-	0.7560	75.60%
CYP2C9 inhibition	-	0.5995	59.95%
CYP2C19 inhibition	-	0.5963	59.63%
CYP2D6 inhibition	-	0.8976	89.76%
CYP1A2 inhibition	+	0.5599	55.99%
CYP2C8 inhibition	-	0.9179	91.79%
CYP inhibitory promiscuity	+	0.6186	61.86%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8308	83.08%
Carcinogenicity (trinary)	Non-required	0.4650	46.50%
Eye corrosion	-	0.9715	97.15%
Eye irritation	-	0.5944	59.44%
Skin irritation	-	0.7927	79.27%
Skin corrosion	-	0.9336	93.36%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4502	45.02%
Micronuclear	-	0.6641	66.41%
Hepatotoxicity	+	0.6552	65.52%
skin sensitisation	-	0.7353	73.53%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8401	84.01%
Acute Oral Toxicity (c)	III	0.7041	70.41%
Estrogen receptor binding	+	0.8124	81.24%
Androgen receptor binding	-	0.4889	48.89%
Thyroid receptor binding	+	0.7002	70.02%
Glucocorticoid receptor binding	+	0.6184	61.84%
Aromatase binding	+	0.6297	62.97%
PPAR gamma	+	0.6409	64.09%
Honey bee toxicity	-	0.9121	91.21%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9113	91.13%

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	96.61%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.84%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.13%	96.09%
CHEMBL2581	P07339	Cathepsin D	85.77%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.37%	92.94%
CHEMBL1951	P21397	Monoamine oxidase A	84.06%	91.49%
CHEMBL4208	P20618	Proteasome component C5	83.73%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.53%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.69%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.65%	90.71%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.32%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.24%	86.33%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.94%	93.40%
CHEMBL226	P30542	Adenosine A1 receptor	80.67%	95.93%

Plants that contains it

• Heliotropium sarmentosum

Cross-Links

• PubChem: 10492852
• LOTUS: LTS0012915
• wikiData: Q105298314