(2S,3R)-2,3-dihydroxy-1,3-diphenylpropan-1-one

Details

• Internal ID: 4fb78157-be27-489b-8b6b-edd4b87868ab
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > Retro-dihydrochalcones
• IUPAC Name: (2S,3R)-2,3-dihydroxy-1,3-diphenylpropan-1-one
• SMILES (Canonical): C1=CC=C(C=C1)C(C(C(=O)C2=CC=CC=C2)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)[C@H]([C@@H](C(=O)C2=CC=CC=C2)O)O
• InChI: InChI=1S/C15H14O3/c16-13(11-7-3-1-4-8-11)15(18)14(17)12-9-5-2-6-10-12/h1-10,13,15-16,18H/t13-,15+/m1/s1
• InChI Key: QOFVVEZPQRISRL-HIFRSBDPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₃
• Molecular Weight: 242.27 g/mol
• Exact Mass: 242.094294304 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.96
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9770	97.70%
Caco-2	+	0.7436	74.36%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7992	79.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9632	96.32%
OATP1B3 inhibitior	+	0.9543	95.43%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6563	65.63%
P-glycoprotein inhibitior	-	0.8995	89.95%
P-glycoprotein substrate	-	0.9773	97.73%
CYP3A4 substrate	-	0.7720	77.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7599	75.99%
CYP3A4 inhibition	-	0.8987	89.87%
CYP2C9 inhibition	-	0.6353	63.53%
CYP2C19 inhibition	-	0.8387	83.87%
CYP2D6 inhibition	-	0.9501	95.01%
CYP1A2 inhibition	+	0.6287	62.87%
CYP2C8 inhibition	-	0.9736	97.36%
CYP inhibitory promiscuity	-	0.7198	71.98%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.5623	56.23%
Carcinogenicity (trinary)	Non-required	0.6334	63.34%
Eye corrosion	-	0.9597	95.97%
Eye irritation	+	0.9517	95.17%
Skin irritation	+	0.6367	63.67%
Skin corrosion	-	0.9460	94.60%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8080	80.80%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.5076	50.76%
skin sensitisation	+	0.6131	61.31%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.8333	83.33%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.7155	71.55%
Acute Oral Toxicity (c)	III	0.5852	58.52%
Estrogen receptor binding	-	0.6421	64.21%
Androgen receptor binding	-	0.6951	69.51%
Thyroid receptor binding	-	0.6220	62.20%
Glucocorticoid receptor binding	-	0.6327	63.27%
Aromatase binding	+	0.7217	72.17%
PPAR gamma	+	0.6424	64.24%
Honey bee toxicity	-	0.9338	93.38%
Biodegradation	+	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.8967	89.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	92.34%	90.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.73%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.21%	95.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.93%	94.08%
CHEMBL3902	P09211	Glutathione S-transferase Pi	87.34%	93.81%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	86.83%	100.00%
CHEMBL4267	P37173	TGF-beta receptor type II	86.54%	88.18%
CHEMBL2535	P11166	Glucose transporter	86.31%	98.75%
CHEMBL1907588	P02708	Acetylcholine receptor; alpha1/beta1/delta/gamma	85.16%	98.33%
CHEMBL2581	P07339	Cathepsin D	85.02%	98.95%
CHEMBL1255126	O15151	Protein Mdm4	84.42%	90.20%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.50%	86.33%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.18%	94.23%

Plants that contains it

• Alpinia officinarum
• Arachis hypogaea

Cross-Links

• PubChem: 11413813
• NPASS: NPC144469