2'-beta-Dihydroxychalcone

Details

• Internal ID: 5259ac41-0b2d-4ca8-be6a-30b52dc68aa4
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxychalcones
• IUPAC Name: (Z)-3-hydroxy-1-(2-hydroxyphenyl)-3-phenylprop-2-en-1-one
• InChI: InChI=1S/C15H12O3/c16-13-9-5-4-8-12(13)15(18)10-14(17)11-6-2-1-3-7-11/h1-10,16-17H/b14-10-
• InChI Key: AOJIJXJCNKMEET-UVTDQMKNSA-N
• Popularity: 14 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₃
• Molecular Weight: 240.25 g/mol
• Exact Mass: 240.078644241 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.17
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 2'-beta-Dihydroxychalcone
• 2-Propen-1-one, 3-hydroxy-1-(2-hydroxyphenyl)-3-phenyl-, (2Z)-
• 155733-52-1
• Spectrum5_000194
• BSPBio_001635
• SPECTRUM200123
• SCHEMBL4276129
• CHEMBL1451434
• CCG-38355
• LMPK12120395
• SDCCGMLS-0066402.P001
• NCGC00095470-01
• NCGC00095470-02
• z-1-hydroxy-1-phenyl-3-(2-hydroxyphenyl)propen-3-one
• (2Z)-1-(2-hydroxyphenyl)-3-phenyl-1,3-propanedione enol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6671	66.71%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8811	88.11%
OATP2B1 inhibitior	-	0.7206	72.06%
OATP1B1 inhibitior	+	0.9527	95.27%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6522	65.22%
P-glycoprotein inhibitior	-	0.9113	91.13%
P-glycoprotein substrate	-	0.9836	98.36%
CYP3A4 substrate	-	0.7334	73.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8565	85.65%
CYP3A4 inhibition	-	0.7702	77.02%
CYP2C9 inhibition	+	0.7147	71.47%
CYP2C19 inhibition	+	0.9212	92.12%
CYP2D6 inhibition	-	0.8996	89.96%
CYP1A2 inhibition	+	0.9024	90.24%
CYP2C8 inhibition	-	0.6956	69.56%
CYP inhibitory promiscuity	+	0.8734	87.34%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.6485	64.85%
Carcinogenicity (trinary)	Non-required	0.5767	57.67%
Eye corrosion	-	0.9710	97.10%
Eye irritation	+	0.9920	99.20%
Skin irritation	+	0.7431	74.31%
Skin corrosion	-	0.9771	97.71%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8660	86.60%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	+	0.8951	89.51%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	-	0.5819	58.19%
Acute Oral Toxicity (c)	III	0.5068	50.68%
Estrogen receptor binding	+	0.8859	88.59%
Androgen receptor binding	+	0.6875	68.75%
Thyroid receptor binding	+	0.7057	70.57%
Glucocorticoid receptor binding	+	0.8403	84.03%
Aromatase binding	+	0.9270	92.70%
PPAR gamma	+	0.8899	88.99%
Honey bee toxicity	-	0.9594	95.94%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	+	0.9931	99.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.75%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.69%	94.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.38%	91.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.28%	95.50%
CHEMBL2535	P11166	Glucose transporter	84.14%	98.75%
CHEMBL2581	P07339	Cathepsin D	84.04%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.97%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.26%	86.33%

Plants that contains it

• Primula pulverulenta

Cross-Links

• PubChem: 6022229
• LOTUS: LTS0145217
• wikiData: Q76313874