methyl (2S,3S,4S,5R,6S)-6-(5,7-dihydroxy-4-oxo-2-phenylchromen-8-yl)oxy-3,4,5-trihydroxyoxane-2-carboxylate

Details

• Internal ID: 2a27c0c6-0034-4a5c-96d5-9c0fee9b80d4
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-8-O-glucuronides
• IUPAC Name: methyl (2S,3S,4S,5R,6S)-6-(5,7-dihydroxy-4-oxo-2-phenylchromen-8-yl)oxy-3,4,5-trihydroxyoxane-2-carboxylate
• InChI: InChI=1S/C22H20O11/c1-30-21(29)20-16(27)15(26)17(28)22(33-20)32-18-12(25)7-10(23)14-11(24)8-13(31-19(14)18)9-5-3-2-4-6-9/h2-8,15-17,20,22-23,25-28H,1H3/t15-,16-,17+,20-,22+/m0/s1
• InChI Key: ZJRFPRYGQKEZIP-NTKSAMNMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₀O₁₁
• Molecular Weight: 460.40 g/mol
• Exact Mass: 460.10056145 g/mol
• Topological Polar Surface Area (TPSA): 172.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 0.23
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7483	74.83%
Caco-2	-	0.8940	89.40%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6619	66.19%
OATP2B1 inhibitior	+	0.5930	59.30%
OATP1B1 inhibitior	+	0.9130	91.30%
OATP1B3 inhibitior	+	0.9857	98.57%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5115	51.15%
P-glycoprotein inhibitior	-	0.5756	57.56%
P-glycoprotein substrate	-	0.7645	76.45%
CYP3A4 substrate	+	0.5999	59.99%
CYP2C9 substrate	-	0.6434	64.34%
CYP2D6 substrate	-	0.8755	87.55%
CYP3A4 inhibition	-	0.7674	76.74%
CYP2C9 inhibition	-	0.8642	86.42%
CYP2C19 inhibition	-	0.8511	85.11%
CYP2D6 inhibition	-	0.9471	94.71%
CYP1A2 inhibition	-	0.6411	64.11%
CYP2C8 inhibition	+	0.7118	71.18%
CYP inhibitory promiscuity	-	0.7677	76.77%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5903	59.03%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.8971	89.71%
Skin irritation	-	0.6835	68.35%
Skin corrosion	-	0.9231	92.31%
Ames mutagenesis	-	0.5064	50.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.6488	64.88%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.7447	74.47%
skin sensitisation	-	0.9291	92.91%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6812	68.12%
Acute Oral Toxicity (c)	III	0.5786	57.86%
Estrogen receptor binding	+	0.7309	73.09%
Androgen receptor binding	+	0.7734	77.34%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7032	70.32%
Aromatase binding	-	0.5529	55.29%
PPAR gamma	+	0.6979	69.79%
Honey bee toxicity	-	0.7551	75.51%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9235	92.35%

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	99.15%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.60%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	92.34%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.20%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.09%	89.00%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	90.51%	89.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.71%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.01%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	88.70%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.66%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.58%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.61%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.29%	95.50%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.20%	99.15%

Plants that contains it

• Scutellaria indica

Cross-Links

• PubChem: 118727143
• LOTUS: LTS0014239
• wikiData: Q105378082