(2S,3R,4S,5R,6S)-6-[3-[(2R,3S,4R,5S,6R)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid

Details

• Internal ID: 81509e0e-52a2-4828-9149-1c90f37bfd7d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-7-O-glucuronides
• IUPAC Name: (2S,3R,4S,5R,6S)-6-[3-[(2R,3S,4R,5S,6R)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)C(=O)O)O)O)O)O)OC5C(C(C(C(O5)C(=O)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O[C@H]4[C@@H]([C@H]([C@H]([C@H](O4)C(=O)O)O)O)O)O)O[C@@H]5[C@H]([C@@H]([C@@H]([C@@H](O5)C(=O)O)O)O)O)O)O
• InChI: InChI=1S/C27H26O19/c28-8-2-1-6(3-9(8)29)20-21(44-27-19(37)15(33)17(35)23(46-27)25(40)41)13(31)12-10(30)4-7(5-11(12)43-20)42-26-18(36)14(32)16(34)22(45-26)24(38)39/h1-5,14-19,22-23,26-30,32-37H,(H,38,39)(H,40,41)/t14-,15+,16+,17-,18+,19-,22-,23+,26+,27-/m0/s1
• InChI Key: RJXRCQLCSPIUMK-BGBSTFELSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₆O₁₉
• Molecular Weight: 654.50 g/mol
• Exact Mass: 654.10682860 g/mol
• Topological Polar Surface Area (TPSA): 320.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -2.88
• H-Bond Acceptor: 17
• H-Bond Donor: 11
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7086	70.86%
Caco-2	-	0.9156	91.56%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6482	64.82%
OATP2B1 inhibitior	+	0.5880	58.80%
OATP1B1 inhibitior	+	0.9559	95.59%
OATP1B3 inhibitior	+	0.9610	96.10%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.4941	49.41%
P-glycoprotein inhibitior	+	0.5948	59.48%
P-glycoprotein substrate	-	0.8713	87.13%
CYP3A4 substrate	+	0.6107	61.07%
CYP2C9 substrate	-	0.8166	81.66%
CYP2D6 substrate	-	0.8783	87.83%
CYP3A4 inhibition	-	0.7354	73.54%
CYP2C9 inhibition	-	0.7205	72.05%
CYP2C19 inhibition	-	0.8328	83.28%
CYP2D6 inhibition	-	0.9625	96.25%
CYP1A2 inhibition	-	0.7704	77.04%
CYP2C8 inhibition	+	0.9160	91.60%
CYP inhibitory promiscuity	-	0.8051	80.51%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6914	69.14%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.8731	87.31%
Skin irritation	-	0.6185	61.85%
Skin corrosion	-	0.9479	94.79%
Ames mutagenesis	+	0.5836	58.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7262	72.62%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.6032	60.32%
skin sensitisation	-	0.8803	88.03%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8626	86.26%
Acute Oral Toxicity (c)	II	0.4816	48.16%
Estrogen receptor binding	+	0.6727	67.27%
Androgen receptor binding	+	0.6889	68.89%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5591	55.91%
Aromatase binding	-	0.5811	58.11%
PPAR gamma	+	0.6455	64.55%
Honey bee toxicity	-	0.7668	76.68%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9599	95.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.40%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.23%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.84%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.63%	99.15%
CHEMBL3194	P02766	Transthyretin	92.95%	90.71%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	92.58%	95.64%
CHEMBL2581	P07339	Cathepsin D	92.31%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.66%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.67%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.53%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.66%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	86.52%	94.73%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.39%	95.78%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.58%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.98%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.56%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.14%	90.71%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	80.51%	83.00%

Plants that contains it

• Allium cepa

Cross-Links

• PubChem: 11972442
• NPASS: NPC92966