4-[(1S)-1-phenylethyl]-2-[(1R)-1-phenylethyl]phenol

Details

• Internal ID: 06a1b58c-34d4-44f4-b06a-3a5643990eec
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: 4-[(1S)-1-phenylethyl]-2-[(1R)-1-phenylethyl]phenol
• SMILES (Canonical): CC(C1=CC=CC=C1)C2=CC(=C(C=C2)O)C(C)C3=CC=CC=C3
• SMILES (Isomeric): C[C@@H](C1=CC=CC=C1)C2=CC(=C(C=C2)O)[C@H](C)C3=CC=CC=C3
• InChI: InChI=1S/C22H22O/c1-16(18-9-5-3-6-10-18)20-13-14-22(23)21(15-20)17(2)19-11-7-4-8-12-19/h3-17,23H,1-2H3/t16-,17+/m0/s1
• InChI Key: RCFAHSGZAAFQJH-DLBZAZTESA-N
• Popularity: 0 references 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: 6.10
• 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	+	0.7992	79.92%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8696	86.96%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.9317	93.17%
OATP1B3 inhibitior	+	0.9614	96.14%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6675	66.75%
P-glycoprotein inhibitior	-	0.6216	62.16%
P-glycoprotein substrate	-	0.9472	94.72%
CYP3A4 substrate	-	0.7290	72.90%
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	-	0.9704	97.04%
CYP inhibitory promiscuity	+	0.5998	59.98%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.6229	62.29%
Carcinogenicity (trinary)	Non-required	0.6298	62.98%
Eye corrosion	-	0.6528	65.28%
Eye irritation	+	0.8062	80.62%
Skin irritation	-	0.5484	54.84%
Skin corrosion	-	0.6217	62.17%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7896	78.96%
Micronuclear	-	0.8041	80.41%
Hepatotoxicity	+	0.6691	66.91%
skin sensitisation	+	0.9208	92.08%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.7619	76.19%
Acute Oral Toxicity (c)	III	0.8439	84.39%
Estrogen receptor binding	+	0.9204	92.04%
Androgen receptor binding	+	0.6450	64.50%
Thyroid receptor binding	+	0.8406	84.06%
Glucocorticoid receptor binding	+	0.7487	74.87%
Aromatase binding	+	0.8761	87.61%
PPAR gamma	+	0.6978	69.78%
Honey bee toxicity	-	0.8964	89.64%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.17%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.07%	99.15%
CHEMBL2581	P07339	Cathepsin D	94.37%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.49%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.16%	94.62%
CHEMBL4040	P28482	MAP kinase ERK2	87.66%	83.82%
CHEMBL1951	P21397	Monoamine oxidase A	86.23%	91.49%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.65%	94.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.30%	86.33%
CHEMBL4208	P20618	Proteasome component C5	83.03%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	82.99%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.50%	96.09%
CHEMBL2535	P11166	Glucose transporter	80.20%	98.75%

Plants that contains it

• Zanthoxylum integrifoliolum

Cross-Links

• PubChem: 92287490
• LOTUS: LTS0065836
• wikiData: Q105233603