4-[(1S)-1-phenylprop-2-enyl]benzene-1,3-diol

Details

• Internal ID: f191dbc7-7a5e-4b03-b4d3-a75bdab16b69
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylmethanes
• IUPAC Name: 4-[(1S)-1-phenylprop-2-enyl]benzene-1,3-diol
• SMILES (Canonical): C=CC(C1=CC=CC=C1)C2=C(C=C(C=C2)O)O
• SMILES (Isomeric): C=C[C@@H](C1=CC=CC=C1)C2=C(C=C(C=C2)O)O
• InChI: InChI=1S/C15H14O2/c1-2-13(11-6-4-3-5-7-11)14-9-8-12(16)10-15(14)17/h2-10,13,16-17H,1H2/t13-/m0/s1
• InChI Key: UNABYKBYLJJXQE-ZDUSSCGKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₂
• Molecular Weight: 226.27 g/mol
• Exact Mass: 226.099379685 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.42
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• SCHEMBL13730991

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9914	99.14%
Caco-2	+	0.6812	68.12%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6439	64.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9114	91.14%
OATP1B3 inhibitior	+	0.9487	94.87%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8588	85.88%
BSEP inhibitior	-	0.6780	67.80%
P-glycoprotein inhibitior	-	0.9174	91.74%
P-glycoprotein substrate	-	0.9454	94.54%
CYP3A4 substrate	-	0.6563	65.63%
CYP2C9 substrate	-	0.7411	74.11%
CYP2D6 substrate	+	0.3502	35.02%
CYP3A4 inhibition	+	0.5306	53.06%
CYP2C9 inhibition	+	0.7832	78.32%
CYP2C19 inhibition	+	0.8876	88.76%
CYP2D6 inhibition	-	0.8873	88.73%
CYP1A2 inhibition	+	0.8931	89.31%
CYP2C8 inhibition	-	0.7437	74.37%
CYP inhibitory promiscuity	+	0.9037	90.37%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.6850	68.50%
Carcinogenicity (trinary)	Non-required	0.6894	68.94%
Eye corrosion	-	0.8765	87.65%
Eye irritation	+	0.9727	97.27%
Skin irritation	+	0.6470	64.70%
Skin corrosion	+	0.7304	73.04%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6909	69.09%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.6555	65.55%
skin sensitisation	+	0.9692	96.92%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	-	0.7245	72.45%
Acute Oral Toxicity (c)	III	0.5154	51.54%
Estrogen receptor binding	+	0.8524	85.24%
Androgen receptor binding	+	0.6465	64.65%
Thyroid receptor binding	+	0.6612	66.12%
Glucocorticoid receptor binding	+	0.7260	72.60%
Aromatase binding	+	0.7611	76.11%
PPAR gamma	+	0.9050	90.50%
Honey bee toxicity	-	0.5896	58.96%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9885	98.85%

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	97.76%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	95.54%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.97%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.63%	98.95%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.77%	94.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.03%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	82.47%	91.49%
CHEMBL3902	P09211	Glutathione S-transferase Pi	81.85%	93.81%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.71%	99.15%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	81.11%	97.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.19%	99.17%

Plants that contains it

• Dalbergia sissoo
• Gochnatia vernonioides

Cross-Links

• PubChem: 11447476
• LOTUS: LTS0011480
• wikiData: Q105277083