3,4,2',4',alpha-Pentahydroxychalcone

Details

• Internal ID: 7a4179e1-7a6d-450c-ac74-40012ac8cc85
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxychalcones
• IUPAC Name: (Z)-1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)-2-hydroxyprop-2-en-1-one
• SMILES (Canonical): C1=CC(=C(C=C1C=C(C(=O)C2=C(C=C(C=C2)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1/C=C(/C(=O)C2=C(C=C(C=C2)O)O)\O)O)O
• InChI: InChI=1S/C15H12O6/c16-9-2-3-10(12(18)7-9)15(21)14(20)6-8-1-4-11(17)13(19)5-8/h1-7,16-20H/b14-6-
• InChI Key: XYPWLRSMRXLPRF-NSIKDUERSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₆
• Molecular Weight: 288.25 g/mol
• Exact Mass: 288.06338810 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.29
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

• LMPK12120367

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9704	97.04%
Caco-2	-	0.5161	51.61%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6358	63.58%
OATP2B1 inhibitior	+	0.5899	58.99%
OATP1B1 inhibitior	+	0.9499	94.99%
OATP1B3 inhibitior	+	0.9694	96.94%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9588	95.88%
BSEP inhibitior	-	0.5678	56.78%
P-glycoprotein inhibitior	-	0.9466	94.66%
P-glycoprotein substrate	-	0.9505	95.05%
CYP3A4 substrate	-	0.6636	66.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	+	0.5439	54.39%
CYP2C9 inhibition	+	0.5464	54.64%
CYP2C19 inhibition	-	0.8462	84.62%
CYP2D6 inhibition	-	0.9230	92.30%
CYP1A2 inhibition	+	0.9204	92.04%
CYP2C8 inhibition	-	0.5599	55.99%
CYP inhibitory promiscuity	+	0.7690	76.90%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7823	78.23%
Carcinogenicity (trinary)	Non-required	0.6200	62.00%
Eye corrosion	-	0.9833	98.33%
Eye irritation	+	0.9774	97.74%
Skin irritation	+	0.5958	59.58%
Skin corrosion	-	0.8544	85.44%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8253	82.53%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	+	0.9201	92.01%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.7513	75.13%
Acute Oral Toxicity (c)	III	0.6067	60.67%
Estrogen receptor binding	+	0.8984	89.84%
Androgen receptor binding	+	0.8820	88.20%
Thyroid receptor binding	+	0.7046	70.46%
Glucocorticoid receptor binding	+	0.8680	86.80%
Aromatase binding	+	0.8076	80.76%
PPAR gamma	+	0.7894	78.94%
Honey bee toxicity	-	0.8898	88.98%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9916	99.16%

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	97.62%	91.11%
CHEMBL3194	P02766	Transthyretin	93.60%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.97%	95.56%
CHEMBL1929	P47989	Xanthine dehydrogenase	88.49%	96.12%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.56%	99.15%
CHEMBL2581	P07339	Cathepsin D	85.82%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.86%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.68%	94.62%
CHEMBL4208	P20618	Proteasome component C5	84.34%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.55%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.48%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.56%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	80.55%	91.49%

Plants that contains it

• Peltogyne paniculata

Cross-Links

• PubChem: 42607636
• LOTUS: LTS0197599
• wikiData: Q76535063