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

Details

• Internal ID: d4f65f3a-4c2e-4e4f-9ee8-549b1fdf8c81
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-7-O-glucuronides
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[(2S,3S,4S,5R,6R)-2-carboxy-6-[(2S,3R,4S,5S,6S)-6-carboxy-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxan-3-yl]oxy-3,5-dihydroxyoxan-4-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)OC6C(C(C(C(O6)C(=O)O)O)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[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O)O)O)O)O
• InChI: InChI=1S/C33H34O23/c34-9-3-1-8(2-4-9)13-7-12(36)15-11(35)5-10(6-14(15)51-13)50-33-27(19(40)18(39)25(55-33)29(46)47)56-32-22(43)23(21(42)26(54-32)30(48)49)52-31-20(41)16(37)17(38)24(53-31)28(44)45/h1-7,16-27,31-35,37-43H,(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: VBGVAYOUVPCTIL-RICDGMCLSA-N
• Popularity: 0 references 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: -1.60
• Atomic LogP (AlogP): -4.02
• 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	-	0.8837	88.37%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6448	64.48%
OATP2B1 inhibitior	-	0.5595	55.95%
OATP1B1 inhibitior	+	0.9451	94.51%
OATP1B3 inhibitior	+	0.9710	97.10%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7652	76.52%
P-glycoprotein inhibitior	+	0.6548	65.48%
P-glycoprotein substrate	-	0.7958	79.58%
CYP3A4 substrate	+	0.6232	62.32%
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	+	0.8328	83.28%
CYP inhibitory promiscuity	-	0.8219	82.19%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6094	60.94%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.8975	89.75%
Skin irritation	-	0.6406	64.06%
Skin corrosion	-	0.9548	95.48%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6484	64.84%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.7407	74.07%
skin sensitisation	-	0.9042	90.42%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8993	89.93%
Acute Oral Toxicity (c)	III	0.4015	40.15%
Estrogen receptor binding	+	0.7386	73.86%
Androgen receptor binding	+	0.7213	72.13%
Thyroid receptor binding	+	0.5451	54.51%
Glucocorticoid receptor binding	+	0.5932	59.32%
Aromatase binding	-	0.4825	48.25%
PPAR gamma	+	0.6967	69.67%
Honey bee toxicity	-	0.6918	69.18%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
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	99.13%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.10%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.57%	89.00%
CHEMBL3194	P02766	Transthyretin	96.17%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.88%	99.15%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	92.44%	83.57%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.89%	86.33%
CHEMBL2581	P07339	Cathepsin D	91.83%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.97%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.49%	94.45%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	88.01%	95.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.99%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.65%	94.62%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.76%	95.78%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.48%	90.71%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.18%	91.71%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	84.79%	89.23%
CHEMBL3401	O75469	Pregnane X receptor	84.63%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.13%	99.17%
CHEMBL4530	P00488	Coagulation factor XIII	82.61%	96.00%
CHEMBL4531	P17931	Galectin-3	81.96%	96.90%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.54%	99.23%

Plants that contains it

• Medicago truncatula

Cross-Links

• PubChem: 162950196
• LOTUS: LTS0132521
• wikiData: Q105283225