2-[(1S)-1-phenylethyl]-6-[(1R)-1-phenylethyl]phenol

Details

• Internal ID: 28ad6356-8315-4eee-b7d6-767fe8a09cf9
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: 2-[(1S)-1-phenylethyl]-6-[(1R)-1-phenylethyl]phenol
• SMILES (Canonical): CC(C1=CC=CC=C1)C2=C(C(=CC=C2)C(C)C3=CC=CC=C3)O
• SMILES (Isomeric): C[C@@H](C1=CC=CC=C1)C2=C(C(=CC=C2)[C@H](C)C3=CC=CC=C3)O
• InChI: InChI=1S/C22H22O/c1-16(18-10-5-3-6-11-18)20-14-9-15-21(22(20)23)17(2)19-12-7-4-8-13-19/h3-17,23H,1-2H3/t16-,17+
• InChI Key: NYPMHOYLEBBBGY-CALCHBBNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₂O
• Molecular Weight: 302.40 g/mol
• Exact Mass: 302.167065321 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 5.70
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	+	0.8344	83.44%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8696	86.96%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.9102	91.02%
OATP1B3 inhibitior	+	0.9614	96.14%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7571	75.71%
P-glycoprotein inhibitior	-	0.5582	55.82%
P-glycoprotein substrate	-	0.9491	94.91%
CYP3A4 substrate	-	0.6889	68.89%
CYP2C9 substrate	+	1.0000	100.00%
CYP2D6 substrate	+	0.3457	34.57%
CYP3A4 inhibition	-	0.8683	86.83%
CYP2C9 inhibition	-	0.6196	61.96%
CYP2C19 inhibition	+	0.7329	73.29%
CYP2D6 inhibition	-	0.9181	91.81%
CYP1A2 inhibition	+	0.9581	95.81%
CYP2C8 inhibition	-	0.9785	97.85%
CYP inhibitory promiscuity	+	0.5998	59.98%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6229	62.29%
Carcinogenicity (trinary)	Non-required	0.6298	62.98%
Eye corrosion	-	0.6528	65.28%
Eye irritation	+	0.6946	69.46%
Skin irritation	-	0.5484	54.84%
Skin corrosion	-	0.6217	62.17%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7692	76.92%
Micronuclear	-	0.8041	80.41%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	+	0.9208	92.08%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.8302	83.02%
Acute Oral Toxicity (c)	III	0.8439	84.39%
Estrogen receptor binding	+	0.9165	91.65%
Androgen receptor binding	-	0.6142	61.42%
Thyroid receptor binding	+	0.8325	83.25%
Glucocorticoid receptor binding	+	0.7013	70.13%
Aromatase binding	+	0.8776	87.76%
PPAR gamma	+	0.6758	67.58%
Honey bee toxicity	-	0.9415	94.15%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9738	97.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.31%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.27%	91.11%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	90.72%	94.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.91%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.79%	94.62%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.63%	93.56%
CHEMBL4422	O14842	Free fatty acid receptor 1	84.73%	93.33%
CHEMBL221	P23219	Cyclooxygenase-1	84.72%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.59%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	83.04%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.19%	99.15%

Plants that contains it

• Zanthoxylum integrifoliolum

Cross-Links

• PubChem: 44445793
• NPASS: NPC51015
• LOTUS: LTS0059484
• wikiData: Q105187618