3,3',5-Trihydroxy-2'-methoxybibenzyl

Details

• Internal ID: 5f144e54-bd51-45bf-9bef-a7cc58636798
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 5-[2-(3-hydroxy-2-methoxyphenyl)ethyl]benzene-1,3-diol
• SMILES (Canonical): COC1=C(C=CC=C1O)CCC2=CC(=CC(=C2)O)O
• SMILES (Isomeric): COC1=C(C=CC=C1O)CCC2=CC(=CC(=C2)O)O
• InChI: InChI=1S/C15H16O4/c1-19-15-11(3-2-4-14(15)18)6-5-10-7-12(16)9-13(17)8-10/h2-4,7-9,16-18H,5-6H2,1H3
• InChI Key: FNNQAZPVTHKZOI-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₄
• Molecular Weight: 260.28 g/mol
• Exact Mass: 260.10485899 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.60
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• BDBM246486
• 3,3',5-trihydroxy-2'-methoxybibenzyl
• 3,3',5-Trihydroxy-2'-methoxybibenzyl (3)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8366	83.66%
Caco-2	+	0.9500	95.00%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7978	79.78%
OATP2B1 inhibitior	-	0.7100	71.00%
OATP1B1 inhibitior	+	0.9423	94.23%
OATP1B3 inhibitior	+	0.9453	94.53%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8020	80.20%
P-glycoprotein inhibitior	-	0.9557	95.57%
P-glycoprotein substrate	-	0.6968	69.68%
CYP3A4 substrate	-	0.5359	53.59%
CYP2C9 substrate	-	0.6120	61.20%
CYP2D6 substrate	+	0.5079	50.79%
CYP3A4 inhibition	-	0.6721	67.21%
CYP2C9 inhibition	+	0.7596	75.96%
CYP2C19 inhibition	+	0.7639	76.39%
CYP2D6 inhibition	-	0.7950	79.50%
CYP1A2 inhibition	+	0.7882	78.82%
CYP2C8 inhibition	+	0.6449	64.49%
CYP inhibitory promiscuity	+	0.8456	84.56%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7623	76.23%
Carcinogenicity (trinary)	Non-required	0.6487	64.87%
Eye corrosion	-	0.9638	96.38%
Eye irritation	+	0.8956	89.56%
Skin irritation	-	0.6111	61.11%
Skin corrosion	-	0.7292	72.92%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8621	86.21%
Micronuclear	-	0.6741	67.41%
Hepatotoxicity	-	0.5709	57.09%
skin sensitisation	-	0.7265	72.65%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7167	71.67%
Acute Oral Toxicity (c)	III	0.7616	76.16%
Estrogen receptor binding	+	0.8587	85.87%
Androgen receptor binding	-	0.5270	52.70%
Thyroid receptor binding	+	0.6630	66.30%
Glucocorticoid receptor binding	-	0.5185	51.85%
Aromatase binding	+	0.7113	71.13%
PPAR gamma	+	0.8005	80.05%
Honey bee toxicity	-	0.9347	93.47%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.8783	87.83%

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	97.20%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.69%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.80%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.80%	86.33%
CHEMBL2535	P11166	Glucose transporter	90.39%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.23%	99.17%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.18%	93.99%
CHEMBL3401	O75469	Pregnane X receptor	87.49%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.06%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.61%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.35%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.80%	92.62%
CHEMBL4208	P20618	Proteasome component C5	80.13%	90.00%

Plants that contains it

• Dioscorea oppositifolia

Cross-Links

• PubChem: 44156958
• NPASS: NPC121115
• LOTUS: LTS0024301
• wikiData: Q104998400