(1R)-1-(4-hydroxy-3,5-dimethoxyphenyl)ethane-1,2-diol

Details

• Internal ID: 38c30f45-2f42-4e75-8b8f-41fc4a21876e
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: (1R)-1-(4-hydroxy-3,5-dimethoxyphenyl)ethane-1,2-diol
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C(CO)O
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)[C@H](CO)O
• InChI: InChI=1S/C10H14O5/c1-14-8-3-6(7(12)5-11)4-9(15-2)10(8)13/h3-4,7,11-13H,5H2,1-2H3/t7-/m0/s1
• InChI Key: XXYZFESYWANMJI-ZETCQYMHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₅
• Molecular Weight: 214.21 g/mol
• Exact Mass: 214.08412354 g/mol
• Topological Polar Surface Area (TPSA): 79.20 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.44
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9606	96.06%
Caco-2	-	0.8132	81.32%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8219	82.19%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.8397	83.97%
OATP1B3 inhibitior	+	0.9636	96.36%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9629	96.29%
P-glycoprotein inhibitior	-	0.9485	94.85%
P-glycoprotein substrate	-	0.8446	84.46%
CYP3A4 substrate	-	0.6664	66.64%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	-	0.6586	65.86%
CYP3A4 inhibition	-	0.8720	87.20%
CYP2C9 inhibition	-	0.9585	95.85%
CYP2C19 inhibition	-	0.8688	86.88%
CYP2D6 inhibition	-	0.9317	93.17%
CYP1A2 inhibition	-	0.6401	64.01%
CYP2C8 inhibition	-	0.8875	88.75%
CYP inhibitory promiscuity	-	0.9200	92.00%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8508	85.08%
Carcinogenicity (trinary)	Non-required	0.7083	70.83%
Eye corrosion	-	0.9598	95.98%
Eye irritation	-	0.4844	48.44%
Skin irritation	-	0.6441	64.41%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6951	69.51%
Micronuclear	-	0.6627	66.27%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	+	0.6653	66.53%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.8935	89.35%
Acute Oral Toxicity (c)	III	0.8079	80.79%
Estrogen receptor binding	-	0.8063	80.63%
Androgen receptor binding	-	0.7778	77.78%
Thyroid receptor binding	+	0.6140	61.40%
Glucocorticoid receptor binding	-	0.7203	72.03%
Aromatase binding	-	0.8546	85.46%
PPAR gamma	-	0.6848	68.48%
Honey bee toxicity	-	0.9390	93.90%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	-	0.6309	63.09%

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	97.10%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.05%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.75%	85.14%
CHEMBL2581	P07339	Cathepsin D	90.37%	98.95%
CHEMBL1255126	O15151	Protein Mdm4	89.93%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.44%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.12%	96.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.99%	89.62%
CHEMBL4208	P20618	Proteasome component C5	84.61%	90.00%

Plants that contains it

• Medicosma fareana

Cross-Links

• PubChem: 163195559
• LOTUS: LTS0126312
• wikiData: Q105344347