[2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-6-methoxy-4-oxo-2,3-dihydrochromen-3-yl] acetate

Details

• Internal ID: afc55b5c-9d52-4b4b-ab4d-608da2834914
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 6-O-methylated flavonoids
• IUPAC Name: [2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-methoxy-4-oxo-2,3-dihydrochromen-3-yl] acetate
• InChI: InChI=1S/C18H16O9/c1-7(19)26-18-15(24)13-12(6-11(22)17(25-2)14(13)23)27-16(18)8-3-4-9(20)10(21)5-8/h3-6,16,18,20-23H,1-2H3
• InChI Key: BZLUYDYXYGZUHE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₉
• Molecular Weight: 376.30 g/mol
• Exact Mass: 376.07943208 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.77
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7572	75.72%
Caco-2	-	0.6343	63.43%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6390	63.90%
OATP2B1 inhibitior	-	0.7114	71.14%
OATP1B1 inhibitior	+	0.8967	89.67%
OATP1B3 inhibitior	+	0.9619	96.19%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6479	64.79%
P-glycoprotein inhibitior	-	0.6795	67.95%
P-glycoprotein substrate	-	0.9182	91.82%
CYP3A4 substrate	+	0.5748	57.48%
CYP2C9 substrate	-	0.5916	59.16%
CYP2D6 substrate	-	0.8613	86.13%
CYP3A4 inhibition	-	0.7680	76.80%
CYP2C9 inhibition	-	0.8808	88.08%
CYP2C19 inhibition	-	0.9170	91.70%
CYP2D6 inhibition	-	0.9290	92.90%
CYP1A2 inhibition	-	0.6073	60.73%
CYP2C8 inhibition	-	0.5753	57.53%
CYP inhibitory promiscuity	-	0.7218	72.18%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6625	66.25%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.5337	53.37%
Skin irritation	-	0.7243	72.43%
Skin corrosion	-	0.9321	93.21%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5856	58.56%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9386	93.86%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6597	65.97%
Acute Oral Toxicity (c)	III	0.4564	45.64%
Estrogen receptor binding	+	0.7854	78.54%
Androgen receptor binding	+	0.6718	67.18%
Thyroid receptor binding	-	0.5788	57.88%
Glucocorticoid receptor binding	+	0.6910	69.10%
Aromatase binding	-	0.7902	79.02%
PPAR gamma	+	0.6080	60.80%
Honey bee toxicity	-	0.8526	85.26%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9514	95.14%

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	99.71%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.15%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.12%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.06%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.55%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.44%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.20%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.07%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.87%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.05%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.45%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.63%	91.19%
CHEMBL2581	P07339	Cathepsin D	85.00%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.04%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	80.01%	94.73%

Plants that contains it

• Tetraneuris turneri

Cross-Links

• PubChem: 14886050
• LOTUS: LTS0200003
• wikiData: Q104950566