3-(3,4-Dihydroxyphenyl)-5,7-dihydroxychromen-2-one

Details

• Internal ID: ef346258-e4a7-4f0a-b750-aa45f3a8446d
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Hydroxyisoflavonoids
• IUPAC Name: 3-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-2-one
• InChI: InChI=1S/C15H10O6/c16-8-4-12(18)10-6-9(15(20)21-14(10)5-8)7-1-2-11(17)13(19)3-7/h1-6,16-19H
• InChI Key: UGXNCLFMWOIXDZ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₆
• Molecular Weight: 286.24 g/mol
• Exact Mass: 286.04773803 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.28
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8557	85.57%
Caco-2	+	0.7797	77.97%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6019	60.19%
OATP2B1 inhibitior	+	0.5721	57.21%
OATP1B1 inhibitior	+	0.9407	94.07%
OATP1B3 inhibitior	+	0.8342	83.42%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7909	79.09%
P-glycoprotein inhibitior	-	0.9196	91.96%
P-glycoprotein substrate	-	0.9055	90.55%
CYP3A4 substrate	-	0.5184	51.84%
CYP2C9 substrate	-	0.8157	81.57%
CYP2D6 substrate	-	0.8422	84.22%
CYP3A4 inhibition	-	0.5718	57.18%
CYP2C9 inhibition	-	0.7973	79.73%
CYP2C19 inhibition	-	0.9536	95.36%
CYP2D6 inhibition	-	0.9627	96.27%
CYP1A2 inhibition	-	0.5126	51.26%
CYP2C8 inhibition	+	0.6705	67.05%
CYP inhibitory promiscuity	-	0.6979	69.79%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6968	69.68%
Eye corrosion	-	0.9922	99.22%
Eye irritation	+	0.8890	88.90%
Skin irritation	+	0.5636	56.36%
Skin corrosion	-	0.9545	95.45%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9057	90.57%
Micronuclear	+	0.9400	94.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.7980	79.80%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6915	69.15%
Acute Oral Toxicity (c)	II	0.6966	69.66%
Estrogen receptor binding	+	0.9213	92.13%
Androgen receptor binding	+	0.8916	89.16%
Thyroid receptor binding	+	0.6925	69.25%
Glucocorticoid receptor binding	+	0.9513	95.13%
Aromatase binding	+	0.8598	85.98%
PPAR gamma	+	0.8510	85.10%
Honey bee toxicity	-	0.7902	79.02%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9488	94.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.08%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.84%	91.11%
CHEMBL2039	P27338	Monoamine oxidase B	95.68%	92.51%
CHEMBL2581	P07339	Cathepsin D	95.61%	98.95%
CHEMBL1929	P47989	Xanthine dehydrogenase	94.78%	96.12%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.70%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.98%	99.15%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	90.41%	80.78%
CHEMBL3194	P02766	Transthyretin	90.29%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.45%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.58%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.72%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.34%	99.23%
CHEMBL242	Q92731	Estrogen receptor beta	84.27%	98.35%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.45%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	82.32%	94.73%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	80.70%	98.11%

Plants that contains it

• Smilax corbularia

Cross-Links

• PubChem: 52937587
• LOTUS: LTS0213426
• wikiData: Q105272630