[6-[3-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-8-yl]-3,4,5-trihydroxyoxan-2-yl]methyl acetate

Details

• Internal ID: c5aa545a-ff3c-4439-963c-b6a392a4baeb
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid C-glycosides
• IUPAC Name: [6-[3-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-8-yl]-3,4,5-trihydroxyoxan-2-yl]methyl acetate
• InChI: InChI=1S/C23H22O12/c1-8(24)33-7-15-19(30)20(31)21(32)23(35-15)17-14(28)5-13(27)16-18(29)10(6-34-22(16)17)9-2-3-11(25)12(26)4-9/h2-6,15,19-21,23,25-28,30-32H,7H2,1H3
• InChI Key: PPCJHDPUVJLYLC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₂O₁₂
• Molecular Weight: 490.40 g/mol
• Exact Mass: 490.11112613 g/mol
• Topological Polar Surface Area (TPSA): 203.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.37
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5759	57.59%
Caco-2	-	0.9240	92.40%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6926	69.26%
OATP2B1 inhibitior	-	0.5452	54.52%
OATP1B1 inhibitior	+	0.8871	88.71%
OATP1B3 inhibitior	+	0.9515	95.15%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7785	77.85%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.8112	81.12%
CYP3A4 substrate	+	0.6334	63.34%
CYP2C9 substrate	+	0.5872	58.72%
CYP2D6 substrate	-	0.8695	86.95%
CYP3A4 inhibition	-	0.9505	95.05%
CYP2C9 inhibition	-	0.9129	91.29%
CYP2C19 inhibition	-	0.9233	92.33%
CYP2D6 inhibition	-	0.9603	96.03%
CYP1A2 inhibition	-	0.8935	89.35%
CYP2C8 inhibition	+	0.6953	69.53%
CYP inhibitory promiscuity	-	0.8491	84.91%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7134	71.34%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.8644	86.44%
Skin irritation	-	0.8133	81.33%
Skin corrosion	-	0.9497	94.97%
Ames mutagenesis	+	0.5371	53.71%
Human Ether-a-go-go-Related Gene inhibition	+	0.6579	65.79%
Micronuclear	+	0.5892	58.92%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.9339	93.39%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6387	63.87%
Acute Oral Toxicity (c)	III	0.5815	58.15%
Estrogen receptor binding	+	0.7914	79.14%
Androgen receptor binding	+	0.7035	70.35%
Thyroid receptor binding	-	0.4911	49.11%
Glucocorticoid receptor binding	+	0.6593	65.93%
Aromatase binding	-	0.5839	58.39%
PPAR gamma	+	0.5858	58.58%
Honey bee toxicity	-	0.8057	80.57%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9613	96.13%

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	99.38%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.98%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.92%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.18%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.74%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	90.98%	83.82%
CHEMBL3401	O75469	Pregnane X receptor	90.39%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	89.96%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.51%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.41%	99.15%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.92%	83.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.51%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.02%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.38%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14332010
• LOTUS: LTS0049075
• wikiData: Q105212816