6-[4-[7-[6-Carboxy-3-[6-carboxy-4,5-dihydroxy-3-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]oxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-5-hydroxy-4-oxochromen-2-yl]-2-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

Details

• Internal ID: ac8bb84c-a8ae-4059-a5d3-022e0e4394db
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-7-O-glucuronides
• IUPAC Name: 6-[4-[7-[6-carboxy-3-[6-carboxy-4,5-dihydroxy-3-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]oxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-5-hydroxy-4-oxochromen-2-yl]-2-hydroxyphenoxy]-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(=C5C(=C4)OC(=CC5=O)C6=CC(=C(C=C6)OC7C(C(C(C(O7)C(=O)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=CC(=O)OC2C(C(C(OC2OC3C(C(C(OC3OC4=CC(=C5C(=C4)OC(=CC5=O)C6=CC(=C(C=C6)OC7C(C(C(C(O7)C(=O)O)O)O)O)O)O)C(=O)O)O)O)C(=O)O)O)O)O
• InChI: InChI=1S/C43H42O27/c1-62-22-8-13(2-5-16(22)44)3-7-24(48)66-36-30(53)28(51)35(40(60)61)69-43(36)70-37-31(54)29(52)34(39(58)59)68-42(37)63-15-10-18(46)25-19(47)12-21(64-23(25)11-15)14-4-6-20(17(45)9-14)65-41-32(55)26(49)27(50)33(67-41)38(56)57/h2-12,26-37,41-46,49-55H,1H3,(H,56,57)(H,58,59)(H,60,61)
• InChI Key: SPAFPIYZLSWKDV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₄₂O₂₇
• Molecular Weight: 990.80 g/mol
• Exact Mass: 990.19134606 g/mol
• Topological Polar Surface Area (TPSA): 431.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -2.69
• H-Bond Acceptor: 24
• H-Bond Donor: 13
• Rotatable Bonds: 14

Synonyms

• 6-[4-[7-[6-carboxy-3-[6-carboxy-4,5-dihydroxy-3-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]oxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-5-hydroxy-4-oxochromen-2-yl]-2-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• 6-{4-[7-({6-carboxy-3-[(6-carboxy-4,5-dihydroxy-3-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}oxan-2-yl)oxy]-4,5-dihydroxyoxan-2-yl}oxy)-5-hydroxy-4-oxo-4H-chromen-2-yl]-2-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8378	83.78%
Caco-2	-	0.8660	86.60%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5789	57.89%
OATP2B1 inhibitior	-	0.5688	56.88%
OATP1B1 inhibitior	+	0.9078	90.78%
OATP1B3 inhibitior	+	0.9872	98.72%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7551	75.51%
P-glycoprotein inhibitior	+	0.7343	73.43%
P-glycoprotein substrate	+	0.5542	55.42%
CYP3A4 substrate	+	0.6786	67.86%
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	+	0.8943	89.43%
CYP inhibitory promiscuity	-	0.6003	60.03%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4368	43.68%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.8987	89.87%
Skin irritation	-	0.6784	67.84%
Skin corrosion	-	0.9212	92.12%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8093	80.93%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.7907	79.07%
skin sensitisation	-	0.8817	88.17%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.9590	95.90%
Acute Oral Toxicity (c)	III	0.5021	50.21%
Estrogen receptor binding	+	0.7595	75.95%
Androgen receptor binding	+	0.7190	71.90%
Thyroid receptor binding	+	0.5757	57.57%
Glucocorticoid receptor binding	+	0.6377	63.77%
Aromatase binding	+	0.5578	55.78%
PPAR gamma	+	0.7520	75.20%
Honey bee toxicity	-	0.6562	65.62%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
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
CHEMBL1951	P21397	Monoamine oxidase A	99.59%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.93%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.43%	89.00%
CHEMBL3194	P02766	Transthyretin	98.09%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.97%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.02%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.83%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.81%	99.15%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.41%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.26%	94.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	89.59%	95.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.43%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.34%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.88%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.82%	97.36%
CHEMBL2581	P07339	Cathepsin D	88.53%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.10%	96.09%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	86.22%	81.11%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.69%	91.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.56%	95.89%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.67%	83.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	81.96%	80.78%
CHEMBL3401	O75469	Pregnane X receptor	81.50%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.88%	99.23%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	80.52%	87.67%
CHEMBL340	P08684	Cytochrome P450 3A4	80.36%	91.19%

Plants that contains it

• Medicago sativa

Cross-Links

• PubChem: 74977681
• LOTUS: LTS0269888
• wikiData: Q105257314