5,8-Dihydroxy-6,7-dimethoxy-3-phenylchromen-4-one

Details

• Internal ID: fc62e2c6-ce57-42c7-93e8-fb82ac81d0fa
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 7-O-methylated isoflavonoids > 7-O-methylisoflavones
• IUPAC Name: 5,8-dihydroxy-6,7-dimethoxy-3-phenylchromen-4-one
• SMILES (Canonical): COC1=C(C(=C2C(=C1O)C(=O)C(=CO2)C3=CC=CC=C3)O)OC
• SMILES (Isomeric): COC1=C(C(=C2C(=C1O)C(=O)C(=CO2)C3=CC=CC=C3)O)OC
• InChI: InChI=1S/C17H14O6/c1-21-16-13(19)11-12(18)10(9-6-4-3-5-7-9)8-23-15(11)14(20)17(16)22-2/h3-8,19-20H,1-2H3
• InChI Key: UVXOGFPTDCVNDC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₆
• Molecular Weight: 314.29 g/mol
• Exact Mass: 314.07903816 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9730	97.30%
Caco-2	+	0.5809	58.09%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8156	81.56%
OATP2B1 inhibitior	-	0.7133	71.33%
OATP1B1 inhibitior	+	0.9298	92.98%
OATP1B3 inhibitior	+	0.9738	97.38%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7400	74.00%
P-glycoprotein inhibitior	+	0.8199	81.99%
P-glycoprotein substrate	-	0.9638	96.38%
CYP3A4 substrate	-	0.5210	52.10%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	-	0.5571	55.71%
CYP2C9 inhibition	+	0.7766	77.66%
CYP2C19 inhibition	+	0.8962	89.62%
CYP2D6 inhibition	-	0.7334	73.34%
CYP1A2 inhibition	+	0.8679	86.79%
CYP2C8 inhibition	+	0.4784	47.84%
CYP inhibitory promiscuity	+	0.7750	77.50%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6135	61.35%
Eye corrosion	-	0.9782	97.82%
Eye irritation	+	0.8803	88.03%
Skin irritation	-	0.6511	65.11%
Skin corrosion	-	0.9662	96.62%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6639	66.39%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.9410	94.10%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5368	53.68%
Acute Oral Toxicity (c)	III	0.5602	56.02%
Estrogen receptor binding	+	0.7184	71.84%
Androgen receptor binding	+	0.6071	60.71%
Thyroid receptor binding	+	0.6978	69.78%
Glucocorticoid receptor binding	+	0.7940	79.40%
Aromatase binding	+	0.7147	71.47%
PPAR gamma	+	0.7785	77.85%
Honey bee toxicity	-	0.9227	92.27%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8898	88.98%

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	97.74%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.03%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.03%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.54%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.25%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.89%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.49%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.83%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.74%	93.99%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	82.26%	98.21%

Plants that contains it

• Didymocarpus albicalyx

Cross-Links

• PubChem: 10781526
• LOTUS: LTS0210267
• wikiData: Q105280176