3,3',4-Trihydroxybibenzyl

Details

• Internal ID: 4f81a358-4829-4e88-b791-2c1a3742cdda
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 4-[2-(3-hydroxyphenyl)ethyl]benzene-1,2-diol
• SMILES (Canonical): C1=CC(=CC(=C1)O)CCC2=CC(=C(C=C2)O)O
• SMILES (Isomeric): C1=CC(=CC(=C1)O)CCC2=CC(=C(C=C2)O)O
• InChI: InChI=1S/C14H14O3/c15-12-3-1-2-10(8-12)4-5-11-6-7-13(16)14(17)9-11/h1-3,6-9,15-17H,4-5H2
• InChI Key: MQQDBIDWEUBGQA-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₃
• Molecular Weight: 230.26 g/mol
• Exact Mass: 230.094294304 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.59
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9498	94.98%
Caco-2	+	0.6542	65.42%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8898	88.98%
OATP2B1 inhibitior	-	0.5746	57.46%
OATP1B1 inhibitior	+	0.9610	96.10%
OATP1B3 inhibitior	+	0.9447	94.47%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7338	73.38%
P-glycoprotein inhibitior	-	0.9724	97.24%
P-glycoprotein substrate	-	0.8656	86.56%
CYP3A4 substrate	-	0.6513	65.13%
CYP2C9 substrate	-	0.8019	80.19%
CYP2D6 substrate	+	0.4041	40.41%
CYP3A4 inhibition	-	0.8411	84.11%
CYP2C9 inhibition	+	0.7768	77.68%
CYP2C19 inhibition	+	0.6466	64.66%
CYP2D6 inhibition	-	0.8690	86.90%
CYP1A2 inhibition	+	0.5412	54.12%
CYP2C8 inhibition	+	0.4852	48.52%
CYP inhibitory promiscuity	+	0.6137	61.37%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6923	69.23%
Carcinogenicity (trinary)	Non-required	0.4987	49.87%
Eye corrosion	-	0.9098	90.98%
Eye irritation	+	0.9837	98.37%
Skin irritation	+	0.5988	59.88%
Skin corrosion	-	0.7563	75.63%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7449	74.49%
Micronuclear	-	0.6141	61.41%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	+	0.8214	82.14%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	-	0.5581	55.81%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.7802	78.02%
Acute Oral Toxicity (c)	III	0.7883	78.83%
Estrogen receptor binding	+	0.9070	90.70%
Androgen receptor binding	+	0.8288	82.88%
Thyroid receptor binding	+	0.6563	65.63%
Glucocorticoid receptor binding	+	0.7713	77.13%
Aromatase binding	+	0.8487	84.87%
PPAR gamma	+	0.8930	89.30%
Honey bee toxicity	-	0.8624	86.24%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9414	94.14%

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	96.35%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.28%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.49%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.11%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.63%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	85.44%	94.73%
CHEMBL2535	P11166	Glucose transporter	85.10%	98.75%
CHEMBL1951	P21397	Monoamine oxidase A	85.05%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.94%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.57%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.18%	96.95%

Plants that contains it

• Parthenocissus tricuspidata
• Senna garrettiana

Cross-Links

• PubChem: 85975989
• LOTUS: LTS0111248
• wikiData: Q105159622