4-[2-(3,4-Dihydroxyphenyl)-5-(hydroxymethyl)oxolan-2-yl]benzene-1,2-diol

Details

• Internal ID: 55fe1b4d-ca78-4464-b054-4459e0d72b5f
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylmethanes
• IUPAC Name: 4-[2-(3,4-dihydroxyphenyl)-5-(hydroxymethyl)oxolan-2-yl]benzene-1,2-diol
• SMILES (Canonical): C1CC(OC1CO)(C2=CC(=C(C=C2)O)O)C3=CC(=C(C=C3)O)O
• SMILES (Isomeric): C1CC(OC1CO)(C2=CC(=C(C=C2)O)O)C3=CC(=C(C=C3)O)O
• InChI: InChI=1S/C17H18O6/c18-9-12-5-6-17(23-12,10-1-3-13(19)15(21)7-10)11-2-4-14(20)16(22)8-11/h1-4,7-8,12,18-22H,5-6,9H2
• InChI Key: NTAPQRWCFBKFBN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₆
• Molecular Weight: 318.32 g/mol
• Exact Mass: 318.11033829 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.92
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9186	91.86%
Caco-2	-	0.6328	63.28%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.9276	92.76%
OATP2B1 inhibitior	-	0.5723	57.23%
OATP1B1 inhibitior	+	0.9425	94.25%
OATP1B3 inhibitior	+	0.9406	94.06%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8327	83.27%
P-glycoprotein inhibitior	-	0.8334	83.34%
P-glycoprotein substrate	-	0.9235	92.35%
CYP3A4 substrate	-	0.6232	62.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6641	66.41%
CYP3A4 inhibition	-	0.6960	69.60%
CYP2C9 inhibition	-	0.6112	61.12%
CYP2C19 inhibition	-	0.5846	58.46%
CYP2D6 inhibition	-	0.9276	92.76%
CYP1A2 inhibition	-	0.7323	73.23%
CYP2C8 inhibition	-	0.6809	68.09%
CYP inhibitory promiscuity	-	0.5489	54.89%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5355	53.55%
Eye corrosion	-	0.9889	98.89%
Eye irritation	+	0.9138	91.38%
Skin irritation	-	0.7823	78.23%
Skin corrosion	-	0.9428	94.28%
Ames mutagenesis	-	0.5895	58.95%
Human Ether-a-go-go-Related Gene inhibition	+	0.7050	70.50%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.5923	59.23%
skin sensitisation	-	0.8401	84.01%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6581	65.81%
Acute Oral Toxicity (c)	III	0.6384	63.84%
Estrogen receptor binding	+	0.8524	85.24%
Androgen receptor binding	+	0.7629	76.29%
Thyroid receptor binding	+	0.7502	75.02%
Glucocorticoid receptor binding	+	0.7058	70.58%
Aromatase binding	+	0.8651	86.51%
PPAR gamma	+	0.8456	84.56%
Honey bee toxicity	-	0.8383	83.83%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9408	94.08%

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	99.42%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	94.43%	94.75%
CHEMBL1951	P21397	Monoamine oxidase A	92.71%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.12%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.69%	93.99%
CHEMBL233	P35372	Mu opioid receptor	88.56%	97.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.89%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.88%	95.89%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.55%	93.40%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.14%	92.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.28%	99.15%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.32%	100.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.81%	94.62%

Plants that contains it

• Curculigo breviscapa

Cross-Links

• PubChem: 163017763
• LOTUS: LTS0254702
• wikiData: Q105185342