(2R,3S,4S,5S,6S)-3,4,5-trihydroxy-6-[3-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-5-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-7-yl]oxyoxane-2-carboxylic acid

Details

• Internal ID: 7e8e487b-760a-40f1-90aa-63bf44fb1989
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-7-O-glucuronides
• IUPAC Name: (2R,3S,4S,5S,6S)-3,4,5-trihydroxy-6-[3-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-5-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-7-yl]oxyoxane-2-carboxylic acid
• InChI: InChI=1S/C28H30O18/c1-41-11-3-2-8(4-10(11)30)24-20(35)17(32)15-12(43-24)5-9(42-27-23(38)19(34)21(36)25(46-27)26(39)40)6-13(15)44-28-22(37)18(33)16(31)14(7-29)45-28/h2-6,14,16,18-19,21-23,25,27-31,33-38H,7H2,1H3,(H,39,40)/t14-,16+,18-,19-,21-,22+,23-,25+,27+,28+/m0/s1
• InChI Key: JQPZSQYKXDAZDQ-FUCWOQKUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₀O₁₈
• Molecular Weight: 654.50 g/mol
• Exact Mass: 654.14321410 g/mol
• Topological Polar Surface Area (TPSA): 292.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -2.67
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5915	59.15%
Caco-2	-	0.9124	91.24%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5769	57.69%
OATP2B1 inhibitior	-	0.6986	69.86%
OATP1B1 inhibitior	+	0.9268	92.68%
OATP1B3 inhibitior	+	0.9835	98.35%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.5948	59.48%
P-glycoprotein inhibitior	-	0.4742	47.42%
P-glycoprotein substrate	-	0.6344	63.44%
CYP3A4 substrate	+	0.6405	64.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8655	86.55%
CYP3A4 inhibition	-	0.9170	91.70%
CYP2C9 inhibition	-	0.8902	89.02%
CYP2C19 inhibition	-	0.9278	92.78%
CYP2D6 inhibition	-	0.9639	96.39%
CYP1A2 inhibition	-	0.9238	92.38%
CYP2C8 inhibition	+	0.8565	85.65%
CYP inhibitory promiscuity	-	0.8531	85.31%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6954	69.54%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9064	90.64%
Skin irritation	-	0.8345	83.45%
Skin corrosion	-	0.9551	95.51%
Ames mutagenesis	-	0.5064	50.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7834	78.34%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.7823	78.23%
skin sensitisation	-	0.9384	93.84%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.9518	95.18%
Acute Oral Toxicity (c)	III	0.6154	61.54%
Estrogen receptor binding	+	0.7854	78.54%
Androgen receptor binding	+	0.5388	53.88%
Thyroid receptor binding	-	0.5406	54.06%
Glucocorticoid receptor binding	-	0.4867	48.67%
Aromatase binding	-	0.5333	53.33%
PPAR gamma	+	0.6309	63.09%
Honey bee toxicity	-	0.7677	76.77%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.7782	77.82%

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	99.11%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.25%	89.00%
CHEMBL2581	P07339	Cathepsin D	96.02%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.52%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	95.38%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.59%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.21%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.20%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.41%	95.56%
CHEMBL3194	P02766	Transthyretin	90.11%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.96%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.69%	96.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.43%	86.92%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.43%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.42%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	86.47%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.21%	95.89%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.21%	95.64%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.87%	95.50%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.98%	95.78%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.69%	90.71%

Plants that contains it

• Alyssum turkestanicum

Cross-Links

• PubChem: 163104607
• LOTUS: LTS0143469
• wikiData: Q105133596