3,8-Dihydroxy-5,7-dimethoxy-2-phenyl-2,3-dihydrochromen-4-one

Details

• Internal ID: 3afc0dfa-4227-46b1-8539-7ee5f33547a3
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 3,8-dihydroxy-5,7-dimethoxy-2-phenyl-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C17H16O6/c1-21-10-8-11(22-2)13(18)17-12(10)14(19)15(20)16(23-17)9-6-4-3-5-7-9/h3-8,15-16,18,20H,1-2H3
• InChI Key: JJZWXZHIIUVDTN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₆
• Molecular Weight: 316.30 g/mol
• Exact Mass: 316.09468823 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.09
• 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	+	0.6995	69.95%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8156	81.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8431	84.31%
OATP1B3 inhibitior	+	0.9738	97.38%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7449	74.49%
P-glycoprotein inhibitior	+	0.6403	64.03%
P-glycoprotein substrate	-	0.9121	91.21%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7112	71.12%
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	+	0.6282	62.82%
CYP inhibitory promiscuity	+	0.7750	77.50%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6135	61.35%
Eye corrosion	-	0.9782	97.82%
Eye irritation	+	0.5598	55.98%
Skin irritation	-	0.6511	65.11%
Skin corrosion	-	0.9662	96.62%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7284	72.84%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	+	0.6000	60.00%
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	+	0.4884	48.84%
Acute Oral Toxicity (c)	III	0.5602	56.02%
Estrogen receptor binding	+	0.6379	63.79%
Androgen receptor binding	+	0.5570	55.70%
Thyroid receptor binding	+	0.5385	53.85%
Glucocorticoid receptor binding	+	0.7927	79.27%
Aromatase binding	-	0.5532	55.32%
PPAR gamma	+	0.6427	64.27%
Honey bee toxicity	-	0.8768	87.68%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5351	53.51%
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	96.86%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.93%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.33%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	91.10%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.58%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.33%	85.14%
CHEMBL2581	P07339	Cathepsin D	88.66%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.07%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.47%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	82.04%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.53%	94.00%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	81.44%	98.21%
CHEMBL2535	P11166	Glucose transporter	80.27%	98.75%

Plants that contains it

• Uvaria dulcis

Cross-Links

• PubChem: 163029867
• LOTUS: LTS0244493
• wikiData: Q105130093