5-Hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxo-4H-1-benzopyran-7-yl 2-O-[2-O-[(2E)-3-(4-hydroxy-3-methoxyphenyl)-1-oxo-2-propen-1-yl]-beta-D-glucopyranuronosyl]-beta-D-glucopyranosiduronic acid

Details

• Internal ID: 2abcfc3b-9595-44b3-93b2-d5fde3632d4f
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-7-O-glucuronides
• IUPAC Name: (2S,3S,4S,5R,6S)-5-[(2R,3R,4S,5S,6S)-6-carboxy-4,5-dihydroxy-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-[5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)OC2C(C(C(OC2OC3C(C(C(OC3OC4=CC(=C5C(=C4)OC(=CC5=O)C6=CC(=C(C=C6)O)OC)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(=C5C(=C4)OC(=CC5=O)C6=CC(=C(C=C6)O)OC)O)C(=O)O)O)O)C(=O)O)O)O)O
• InChI: InChI=1S/C38H36O21/c1-52-22-9-14(3-6-17(22)39)4-8-25(43)56-33-29(46)27(44)32(36(50)51)58-38(33)59-34-30(47)28(45)31(35(48)49)57-37(34)54-16-11-19(41)26-20(42)13-21(55-24(26)12-16)15-5-7-18(40)23(10-15)53-2/h3-13,27-34,37-41,44-47H,1-2H3,(H,48,49)(H,50,51)/b8-4+/t27-,28-,29-,30-,31-,32-,33+,34+,37+,38-/m0/s1
• InChI Key: CQSOKHCNRZFEOH-BWRVQHKVSA-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

• 380468-53-1
• 5-Hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxo-4H-1-benzopyran-7-yl 2-O-[2-O-[(2E)-3-(4-hydroxy-3-methoxyphenyl)-1-oxo-2-propen-1-yl]-beta-D-glucopyranuronosyl]-beta-D-glucopyranosiduronic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8106	81.06%
Caco-2	-	0.8834	88.34%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5840	58.40%
OATP2B1 inhibitior	+	0.5742	57.42%
OATP1B1 inhibitior	+	0.9115	91.15%
OATP1B3 inhibitior	+	0.9668	96.68%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6533	65.33%
P-glycoprotein inhibitior	+	0.7174	71.74%
P-glycoprotein substrate	-	0.5483	54.83%
CYP3A4 substrate	+	0.6694	66.94%
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	+	0.8842	88.42%
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	-	0.9022	90.22%
Skin irritation	-	0.7170	71.70%
Skin corrosion	-	0.9313	93.13%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7252	72.52%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.7407	74.07%
skin sensitisation	-	0.8836	88.36%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.9688	96.88%
Acute Oral Toxicity (c)	III	0.4448	44.48%
Estrogen receptor binding	+	0.7775	77.75%
Androgen receptor binding	+	0.7319	73.19%
Thyroid receptor binding	+	0.5547	55.47%
Glucocorticoid receptor binding	+	0.6437	64.37%
Aromatase binding	+	0.5431	54.31%
PPAR gamma	+	0.6922	69.22%
Honey bee toxicity	-	0.6623	66.23%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
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
CHEMBL1951	P21397	Monoamine oxidase A	99.62%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.18%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.22%	89.00%
CHEMBL3194	P02766	Transthyretin	97.96%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.20%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.67%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.12%	99.15%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.57%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.79%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.76%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.75%	94.00%
CHEMBL2581	P07339	Cathepsin D	88.60%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.45%	85.14%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.41%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.86%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.91%	96.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.45%	95.78%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.68%	91.71%
CHEMBL3401	O75469	Pregnane X receptor	84.29%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.85%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	82.02%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.57%	99.23%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	81.45%	81.11%
CHEMBL1287628	Q9Y5S8	NADPH oxidase 1	81.38%	95.48%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.22%	90.71%
CHEMBL3438	Q05513	Protein kinase C zeta	80.87%	88.48%
CHEMBL4208	P20618	Proteasome component C5	80.61%	90.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.28%	97.28%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.25%	80.78%
CHEMBL1907	P15144	Aminopeptidase N	80.00%	93.31%

Plants that contains it

• Medicago sativa

Cross-Links

• PubChem: 53493979
• LOTUS: LTS0039896
• wikiData: Q104968228