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

Details

• Internal ID: 437fc907-4ab9-45a8-b98a-b86bd0d74a43
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-7-O-glucuronides
• IUPAC Name: (2R,3S,4R,5S,6R)-6-[2-[4-[(2S,3S,4R,5R,6S)-6-carboxy-3-[(2S,3R,4R,5R,6R)-6-carboxy-4,5-dihydroxy-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxyphenyl]-5-hydroxy-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)OC2C(C(C(OC2OC3C(C(C(OC3OC4=CC=C(C=C4)C5=CC(=O)C6=C(C=C(C=C6O5)OC7C(C(C(C(O7)C(=O)O)O)O)O)O)C(=O)O)O)O)C(=O)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C/C(=O)O[C@@H]2[C@@H]([C@H]([C@@H](O[C@@H]2O[C@H]3[C@@H]([C@H]([C@H](O[C@H]3OC4=CC=C(C=C4)C5=CC(=O)C6=C(C=C(C=C6O5)O[C@@H]7[C@H]([C@@H]([C@@H]([C@@H](O7)C(=O)O)O)O)O)O)C(=O)O)O)O)C(=O)O)O)O)O
• InChI: InChI=1S/C43H42O26/c1-61-22-10-14(2-8-18(22)44)3-9-24(47)65-36-30(52)28(50)35(40(59)60)68-43(36)69-37-31(53)29(51)34(39(57)58)67-42(37)62-16-6-4-15(5-7-16)21-13-20(46)25-19(45)11-17(12-23(25)64-21)63-41-32(54)26(48)27(49)33(66-41)38(55)56/h2-13,26-37,41-45,48-54H,1H3,(H,55,56)(H,57,58)(H,59,60)/b9-3+/t26-,27+,28-,29-,30-,31-,32+,33-,34+,35-,36-,37+,41+,42-,43-/m1/s1
• InChI Key: JLNNCTXIJCCWSU-YHSLXLODSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₄₂O₂₆
• Molecular Weight: 974.80 g/mol
• Exact Mass: 974.19643144 g/mol
• Topological Polar Surface Area (TPSA): 411.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -2.40
• H-Bond Acceptor: 23
• H-Bond Donor: 12
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8378	83.78%
Caco-2	-	0.8645	86.45%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5789	57.89%
OATP2B1 inhibitior	-	0.5668	56.68%
OATP1B1 inhibitior	+	0.9096	90.96%
OATP1B3 inhibitior	+	0.9872	98.72%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7671	76.71%
P-glycoprotein inhibitior	+	0.7323	73.23%
P-glycoprotein substrate	-	0.5476	54.76%
CYP3A4 substrate	+	0.6828	68.28%
CYP2C9 substrate	-	0.8144	81.44%
CYP2D6 substrate	-	0.8689	86.89%
CYP3A4 inhibition	-	0.6452	64.52%
CYP2C9 inhibition	-	0.6901	69.01%
CYP2C19 inhibition	-	0.6970	69.70%
CYP2D6 inhibition	-	0.9350	93.50%
CYP1A2 inhibition	-	0.7411	74.11%
CYP2C8 inhibition	+	0.8896	88.96%
CYP inhibitory promiscuity	-	0.6003	60.03%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4368	43.68%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.8982	89.82%
Skin irritation	-	0.6784	67.84%
Skin corrosion	-	0.9212	92.12%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8040	80.40%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.8032	80.32%
skin sensitisation	-	0.8817	88.17%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.9676	96.76%
Acute Oral Toxicity (c)	III	0.5021	50.21%
Estrogen receptor binding	+	0.7603	76.03%
Androgen receptor binding	+	0.7273	72.73%
Thyroid receptor binding	+	0.5745	57.45%
Glucocorticoid receptor binding	+	0.6297	62.97%
Aromatase binding	+	0.5561	55.61%
PPAR gamma	+	0.7475	74.75%
Honey bee toxicity	-	0.6607	66.07%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9682	96.82%

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	99.53%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.34%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.26%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.80%	86.33%
CHEMBL3194	P02766	Transthyretin	97.63%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.28%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.48%	99.15%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	92.19%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.85%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.50%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.93%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.72%	99.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.30%	97.36%
CHEMBL2581	P07339	Cathepsin D	87.30%	98.95%
CHEMBL2179	P04062	Beta-glucocerebrosidase	85.98%	85.31%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.15%	95.78%
CHEMBL1907	P15144	Aminopeptidase N	85.07%	93.31%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.86%	91.71%
CHEMBL4208	P20618	Proteasome component C5	84.65%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.46%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.12%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.97%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	82.42%	94.73%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.29%	80.78%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.08%	99.23%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	81.84%	81.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.85%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	80.84%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.57%	97.09%
CHEMBL1287628	Q9Y5S8	NADPH oxidase 1	80.01%	95.48%

Plants that contains it

• Medicago sativa

Cross-Links

• PubChem: 163189754
• LOTUS: LTS0037882
• wikiData: Q105130936