(2S)-2-(3,5-dihydroxyphenyl)-2-hydroxy-1-(4-hydroxyphenyl)ethanone

Details

• Internal ID: a4e5094a-ff9c-4f17-8b9d-c8ca50c359f6
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes > Benzoins
• IUPAC Name: (2S)-2-(3,5-dihydroxyphenyl)-2-hydroxy-1-(4-hydroxyphenyl)ethanone
• SMILES (Canonical): C1=CC(=CC=C1C(=O)C(C2=CC(=CC(=C2)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C(=O)[C@H](C2=CC(=CC(=C2)O)O)O)O
• InChI: InChI=1S/C14H12O5/c15-10-3-1-8(2-4-10)13(18)14(19)9-5-11(16)7-12(17)6-9/h1-7,14-17,19H/t14-/m0/s1
• InChI Key: AJICPQQNFIUMRS-AWEZNQCLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂O₅
• Molecular Weight: 260.24 g/mol
• Exact Mass: 260.06847348 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.72
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9627	96.27%
Caco-2	-	0.6931	69.31%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7431	74.31%
OATP2B1 inhibitior	-	0.6896	68.96%
OATP1B1 inhibitior	+	0.8983	89.83%
OATP1B3 inhibitior	+	0.9033	90.33%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8629	86.29%
P-glycoprotein inhibitior	-	0.9443	94.43%
P-glycoprotein substrate	-	0.9377	93.77%
CYP3A4 substrate	-	0.6862	68.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7457	74.57%
CYP3A4 inhibition	+	0.7021	70.21%
CYP2C9 inhibition	+	0.5051	50.51%
CYP2C19 inhibition	-	0.6800	68.00%
CYP2D6 inhibition	-	0.9219	92.19%
CYP1A2 inhibition	+	0.7210	72.10%
CYP2C8 inhibition	-	0.6345	63.45%
CYP inhibitory promiscuity	+	0.5198	51.98%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7423	74.23%
Carcinogenicity (trinary)	Non-required	0.6662	66.62%
Eye corrosion	-	0.9796	97.96%
Eye irritation	+	0.9387	93.87%
Skin irritation	+	0.6451	64.51%
Skin corrosion	-	0.9440	94.40%
Ames mutagenesis	-	0.9100	91.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9038	90.38%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.5007	50.07%
skin sensitisation	+	0.6450	64.50%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.6513	65.13%
Acute Oral Toxicity (c)	III	0.8434	84.34%
Estrogen receptor binding	+	0.8038	80.38%
Androgen receptor binding	+	0.6468	64.68%
Thyroid receptor binding	+	0.6818	68.18%
Glucocorticoid receptor binding	+	0.8762	87.62%
Aromatase binding	+	0.9271	92.71%
PPAR gamma	+	0.8102	81.02%
Honey bee toxicity	-	0.9400	94.00%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.8400	84.00%
Fish aquatic toxicity	+	0.9188	91.88%

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	92.52%	91.11%
CHEMBL4208	P20618	Proteasome component C5	90.00%	90.00%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	88.46%	100.00%
CHEMBL2535	P11166	Glucose transporter	87.73%	98.75%
CHEMBL3194	P02766	Transthyretin	87.08%	90.71%
CHEMBL2581	P07339	Cathepsin D	86.48%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.44%	99.17%
CHEMBL1907588	P02708	Acetylcholine receptor; alpha1/beta1/delta/gamma	83.41%	98.33%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	83.18%	97.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.92%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.87%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.40%	86.33%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.25%	93.10%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.12%	96.09%

Plants that contains it

• Phedimus kamtschaticus

Cross-Links

• PubChem: 162900028
• LOTUS: LTS0010841
• wikiData: Q104913200