5,7-Dihydroxy-4-oxo-2-phenylchromen-3-olate

Details

• Internal ID: 9b116cf8-aa81-4d01-8a56-8e72977809b2
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > Flavonols
• IUPAC Name: 5,7-dihydroxy-4-oxo-2-phenylchromen-3-olate
• SMILES (Canonical): C1=CC=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)[O-]
• SMILES (Isomeric): C1=CC=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)[O-]
• InChI: InChI=1S/C15H10O5/c16-9-6-10(17)12-11(7-9)20-15(14(19)13(12)18)8-4-2-1-3-5-8/h1-7,16-17,19H/p-1
• InChI Key: VCCRNZQBSJXYJD-UHFFFAOYSA-M
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₉O₅-
• Molecular Weight: 269.23 g/mol
• Exact Mass: 269.04499838 g/mol
• Topological Polar Surface Area (TPSA): 89.80 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 1.94
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8545	85.45%
Caco-2	-	0.9372	93.72%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4993	49.93%
OATP2B1 inhibitior	-	0.6673	66.73%
OATP1B1 inhibitior	+	0.8865	88.65%
OATP1B3 inhibitior	-	0.5584	55.84%
MATE1 inhibitior	-	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7046	70.46%
P-glycoprotein inhibitior	-	0.7356	73.56%
P-glycoprotein substrate	-	0.9143	91.43%
CYP3A4 substrate	-	0.5530	55.30%
CYP2C9 substrate	-	0.6091	60.91%
CYP2D6 substrate	-	0.8633	86.33%
CYP3A4 inhibition	+	0.6685	66.85%
CYP2C9 inhibition	+	0.8385	83.85%
CYP2C19 inhibition	+	0.5928	59.28%
CYP2D6 inhibition	-	0.8937	89.37%
CYP1A2 inhibition	+	0.8760	87.60%
CYP2C8 inhibition	+	0.8035	80.35%
CYP inhibitory promiscuity	+	0.6876	68.76%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6872	68.72%
Eye corrosion	-	0.9892	98.92%
Eye irritation	+	0.9645	96.45%
Skin irritation	+	0.5779	57.79%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8713	87.13%
Micronuclear	+	0.9500	95.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8042	80.42%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.5659	56.59%
Acute Oral Toxicity (c)	II	0.5783	57.83%
Estrogen receptor binding	+	0.9183	91.83%
Androgen receptor binding	+	0.8207	82.07%
Thyroid receptor binding	+	0.7095	70.95%
Glucocorticoid receptor binding	+	0.9156	91.56%
Aromatase binding	+	0.8891	88.91%
PPAR gamma	+	0.9367	93.67%
Honey bee toxicity	-	0.8965	89.65%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8965	89.65%

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	97.80%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.17%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.97%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.62%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.67%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.21%	99.23%
CHEMBL262	P49841	Glycogen synthase kinase-3 beta	87.32%	95.72%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.80%	99.15%
CHEMBL3194	P02766	Transthyretin	84.69%	90.71%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.67%	93.99%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.24%	94.62%
CHEMBL1929	P47989	Xanthine dehydrogenase	82.04%	96.12%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.19%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	80.92%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.33%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	80.32%	94.73%

Plants that contains it

• Alpinia galanga
• Alpinia officinarum
• Plantago major

Cross-Links

• PubChem: 54758662
• NPASS: NPC187338