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

Details

• Internal ID: 0ef252c7-07f9-44bd-bf6f-8af06b46923d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-7-O-glucuronides
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[(2S,3R,4S,5S,6S)-6-carboxy-2-[2-[4-[(2S,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]oxyphenyl]-5-hydroxy-4-oxochromen-7-yl]oxy-4,5-dihydroxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): C1=CC(=CC=C1C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)C(=O)O)O)O)OC5C(C(C(C(O5)C(=O)O)O)O)O)O)OC6C(C(C(C(O6)C(=O)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C2=CC(=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[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)C(=O)O)O)O)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O)O
• InChI: InChI=1S/C33H34O23/c34-11-5-10(51-33-27(21(41)20(40)26(55-33)30(48)49)56-32-23(43)17(37)19(39)25(54-32)29(46)47)6-14-15(11)12(35)7-13(52-14)8-1-3-9(4-2-8)50-31-22(42)16(36)18(38)24(53-31)28(44)45/h1-7,16-27,31-34,36-43H,(H,44,45)(H,46,47)(H,48,49)/t16-,17-,18-,19-,20-,21-,22+,23+,24-,25-,26-,27+,31+,32-,33+/m0/s1
• InChI Key: ZXGPWPMIUHWEOJ-OFFAAIFBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₃₄O₂₃
• Molecular Weight: 798.60 g/mol
• Exact Mass: 798.14908733 g/mol
• Topological Polar Surface Area (TPSA): 376.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -4.38
• H-Bond Acceptor: 20
• H-Bond Donor: 12
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6796	67.96%
Caco-2	-	0.8802	88.02%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6448	64.48%
OATP2B1 inhibitior	-	0.5582	55.82%
OATP1B1 inhibitior	+	0.9577	95.77%
OATP1B3 inhibitior	+	0.9710	97.10%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7979	79.79%
P-glycoprotein inhibitior	+	0.6801	68.01%
P-glycoprotein substrate	-	0.8578	85.78%
CYP3A4 substrate	+	0.6133	61.33%
CYP2C9 substrate	-	0.8160	81.60%
CYP2D6 substrate	-	0.8805	88.05%
CYP3A4 inhibition	-	0.6463	64.63%
CYP2C9 inhibition	-	0.7998	79.98%
CYP2C19 inhibition	-	0.8841	88.41%
CYP2D6 inhibition	-	0.9593	95.93%
CYP1A2 inhibition	-	0.8637	86.37%
CYP2C8 inhibition	+	0.8037	80.37%
CYP inhibitory promiscuity	-	0.8219	82.19%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6094	60.94%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.8947	89.47%
Skin irritation	-	0.6406	64.06%
Skin corrosion	-	0.9548	95.48%
Ames mutagenesis	-	0.5864	58.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7503	75.03%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.8032	80.32%
skin sensitisation	-	0.9042	90.42%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8961	89.61%
Acute Oral Toxicity (c)	III	0.4015	40.15%
Estrogen receptor binding	+	0.7436	74.36%
Androgen receptor binding	+	0.7059	70.59%
Thyroid receptor binding	-	0.4911	49.11%
Glucocorticoid receptor binding	+	0.5700	57.00%
Aromatase binding	-	0.4941	49.41%
PPAR gamma	+	0.6987	69.87%
Honey bee toxicity	-	0.6877	68.77%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9464	94.64%

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	99.16%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.86%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.50%	89.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	96.45%	83.57%
CHEMBL3194	P02766	Transthyretin	95.53%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.23%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.90%	94.00%
CHEMBL2581	P07339	Cathepsin D	91.97%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.11%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.98%	86.33%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	87.81%	89.23%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.80%	95.78%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.40%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.04%	99.17%
CHEMBL4531	P17931	Galectin-3	85.17%	96.90%
CHEMBL3401	O75469	Pregnane X receptor	84.06%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.60%	94.45%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.78%	94.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.12%	95.89%
CHEMBL4530	P00488	Coagulation factor XIII	81.94%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.91%	99.23%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.60%	91.71%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.53%	97.36%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	81.10%	81.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.68%	95.50%

Plants that contains it

• Medicago sativa

Cross-Links

• PubChem: 15478938
• LOTUS: LTS0222369
• wikiData: Q105385526