5-(1,2-Dihydroxy-2-phenylethyl)benzene-1,3-diol

Details

• Internal ID: 62a7506c-2447-4876-a80f-236921275540
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 5-(1,2-dihydroxy-2-phenylethyl)benzene-1,3-diol
• SMILES (Canonical): C1=CC=C(C=C1)C(C(C2=CC(=CC(=C2)O)O)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)C(C(C2=CC(=CC(=C2)O)O)O)O
• InChI: InChI=1S/C14H14O4/c15-11-6-10(7-12(16)8-11)14(18)13(17)9-4-2-1-3-5-9/h1-8,13-18H
• InChI Key: DMNNAYJVXUCAQS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₄
• Molecular Weight: 246.26 g/mol
• Exact Mass: 246.08920892 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.86
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9030	90.30%
Caco-2	-	0.8267	82.67%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6496	64.96%
OATP2B1 inhibitior	-	0.7225	72.25%
OATP1B1 inhibitior	+	0.9432	94.32%
OATP1B3 inhibitior	+	0.9674	96.74%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8895	88.95%
P-glycoprotein inhibitior	-	0.9407	94.07%
P-glycoprotein substrate	-	0.9723	97.23%
CYP3A4 substrate	-	0.7741	77.41%
CYP2C9 substrate	-	0.7949	79.49%
CYP2D6 substrate	+	0.3445	34.45%
CYP3A4 inhibition	+	0.5822	58.22%
CYP2C9 inhibition	-	0.6687	66.87%
CYP2C19 inhibition	-	0.9040	90.40%
CYP2D6 inhibition	-	0.9274	92.74%
CYP1A2 inhibition	+	0.7670	76.70%
CYP2C8 inhibition	-	0.8962	89.62%
CYP inhibitory promiscuity	-	0.5452	54.52%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7023	70.23%
Carcinogenicity (trinary)	Non-required	0.5692	56.92%
Eye corrosion	-	0.9819	98.19%
Eye irritation	+	0.8852	88.52%
Skin irritation	+	0.5301	53.01%
Skin corrosion	-	0.8263	82.63%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8005	80.05%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	-	0.5198	51.98%
skin sensitisation	+	0.7317	73.17%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	-	0.7002	70.02%
Acute Oral Toxicity (c)	III	0.8893	88.93%
Estrogen receptor binding	+	0.6594	65.94%
Androgen receptor binding	-	0.7249	72.49%
Thyroid receptor binding	+	0.7188	71.88%
Glucocorticoid receptor binding	+	0.7783	77.83%
Aromatase binding	+	0.7594	75.94%
PPAR gamma	+	0.8915	89.15%
Honey bee toxicity	-	0.9039	90.39%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9083	90.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	96.89%	94.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.18%	91.11%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	91.77%	94.08%
CHEMBL2581	P07339	Cathepsin D	90.59%	98.95%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	87.51%	94.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.22%	95.56%
CHEMBL4208	P20618	Proteasome component C5	85.38%	90.00%
CHEMBL240	Q12809	HERG	85.31%	89.76%
CHEMBL3902	P09211	Glutathione S-transferase Pi	85.06%	93.81%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.42%	99.15%
CHEMBL2535	P11166	Glucose transporter	83.52%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.28%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.10%	86.33%

Plants that contains it

• Gnetum klossii

Cross-Links

• PubChem: 10933778
• LOTUS: LTS0236143
• wikiData: Q104985224