5-[6-Carboxy-4,5-dihydroxy-3-[3-(4-hydroxyphenyl)prop-2-enoyloxy]oxan-2-yl]oxy-3,4-dihydroxy-6-[5-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid

Details

• Internal ID: 855d3221-2580-4f35-aa80-5785d43e3f61
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-7-O-glucuronides
• IUPAC Name: 5-[6-carboxy-4,5-dihydroxy-3-[3-(4-hydroxyphenyl)prop-2-enoyloxy]oxan-2-yl]oxy-3,4-dihydroxy-6-[5-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C2=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)OC(=O)C=CC6=CC=C(C=C6)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)C2=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)OC(=O)C=CC6=CC=C(C=C6)O)O
• InChI: InChI=1S/C38H36O21/c1-52-22-9-15(10-23(53-2)26(22)43)20-13-19(41)25-18(40)11-17(12-21(25)55-20)54-37-34(30(47)28(45)31(57-37)35(48)49)59-38-33(29(46)27(44)32(58-38)36(50)51)56-24(42)8-5-14-3-6-16(39)7-4-14/h3-13,27-34,37-40,43-47H,1-2H3,(H,48,49)(H,50,51)
• InChI Key: NBUOZEVVFWDVHF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₃₆O₂₁
• Molecular Weight: 828.70 g/mol
• Exact Mass: 828.17490815 g/mol
• Topological Polar Surface Area (TPSA): 324.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 0.05
• H-Bond Acceptor: 19
• H-Bond Donor: 9
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8106	81.06%
Caco-2	-	0.8831	88.31%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5840	58.40%
OATP2B1 inhibitior	+	0.5737	57.37%
OATP1B1 inhibitior	+	0.8907	89.07%
OATP1B3 inhibitior	+	0.9668	96.68%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7428	74.28%
P-glycoprotein inhibitior	+	0.7166	71.66%
P-glycoprotein substrate	+	0.5410	54.10%
CYP3A4 substrate	+	0.6783	67.83%
CYP2C9 substrate	-	0.8144	81.44%
CYP2D6 substrate	-	0.8689	86.89%
CYP3A4 inhibition	-	0.6028	60.28%
CYP2C9 inhibition	-	0.7718	77.18%
CYP2C19 inhibition	-	0.7734	77.34%
CYP2D6 inhibition	-	0.9142	91.42%
CYP1A2 inhibition	-	0.8686	86.86%
CYP2C8 inhibition	+	0.8776	87.76%
CYP inhibitory promiscuity	-	0.5946	59.46%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4625	46.25%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.8999	89.99%
Skin irritation	-	0.7170	71.70%
Skin corrosion	-	0.9313	93.13%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7396	73.96%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.7194	71.94%
skin sensitisation	-	0.8836	88.36%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.9635	96.35%
Acute Oral Toxicity (c)	III	0.4448	44.48%
Estrogen receptor binding	+	0.7799	77.99%
Androgen receptor binding	+	0.7206	72.06%
Thyroid receptor binding	+	0.5507	55.07%
Glucocorticoid receptor binding	+	0.6397	63.97%
Aromatase binding	+	0.5186	51.86%
PPAR gamma	+	0.6902	69.02%
Honey bee toxicity	-	0.6668	66.68%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9746	97.46%

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	99.31%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.19%	91.49%
CHEMBL3194	P02766	Transthyretin	98.14%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.04%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.34%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.63%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.78%	96.00%
CHEMBL2581	P07339	Cathepsin D	89.81%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.32%	85.14%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.25%	97.36%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.56%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.42%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.55%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.37%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.93%	95.50%
CHEMBL4208	P20618	Proteasome component C5	83.92%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	83.75%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.05%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.48%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.98%	90.71%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.17%	91.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.94%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.07%	93.99%

Plants that contains it

• Medicago sativa
• Medicago truncatula

Cross-Links

• PubChem: 74977756
• LOTUS: LTS0188788
• wikiData: Q105177002