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

Details

• Internal ID: 042fd224-76a2-4a4b-bea4-39d15c532a91
• 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,6S)-2-carboxy-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-hydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxan-4-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(=C5C(=C4)OC(=CC5=O)C6=CC=C(C=C6)O)O)C(=O)O)O)OC7C(C(C(C(O7)C(=O)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)O)C(=O)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C(=O)O)O)O)O)C(=O)O)O)O)O
• InChI: InChI=1S/C43H42O26/c1-61-22-10-14(2-8-18(22)45)3-9-24(48)64-36-29(52)28(51)34(39(57)58)67-42(36)69-37-32(65-41-30(53)26(49)27(50)33(66-41)38(55)56)31(54)35(40(59)60)68-43(37)62-17-11-19(46)25-20(47)13-21(63-23(25)12-17)15-4-6-16(44)7-5-15/h2-13,26-37,41-46,49-54H,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+/m0/s1
• InChI Key: SLKNXCNRPFOTBR-RQWSXKJNSA-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: 0.70
• Atomic LogP (AlogP): -2.05
• 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	-	0.8785	87.85%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5789	57.89%
OATP2B1 inhibitior	+	0.5719	57.19%
OATP1B1 inhibitior	+	0.8993	89.93%
OATP1B3 inhibitior	+	0.9872	98.72%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.5508	55.08%
P-glycoprotein inhibitior	+	0.7126	71.26%
P-glycoprotein substrate	+	0.5120	51.20%
CYP3A4 substrate	+	0.6890	68.90%
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	+	0.8974	89.74%
CYP inhibitory promiscuity	-	0.6003	60.03%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4368	43.68%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.8991	89.91%
Skin irritation	-	0.6784	67.84%
Skin corrosion	-	0.9212	92.12%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7001	70.01%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.8032	80.32%
skin sensitisation	-	0.8817	88.17%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.9647	96.47%
Acute Oral Toxicity (c)	III	0.5021	50.21%
Estrogen receptor binding	+	0.7598	75.98%
Androgen receptor binding	+	0.7244	72.44%
Thyroid receptor binding	+	0.5405	54.05%
Glucocorticoid receptor binding	+	0.6081	60.81%
Aromatase binding	+	0.5367	53.67%
PPAR gamma	+	0.6999	69.99%
Honey bee toxicity	-	0.6503	65.03%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
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	99.43%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.27%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.23%	89.00%
CHEMBL3194	P02766	Transthyretin	97.97%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.62%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.87%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.79%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.15%	99.15%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.08%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.55%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.91%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.17%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.61%	99.17%
CHEMBL2581	P07339	Cathepsin D	88.23%	98.95%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	87.53%	91.71%
CHEMBL242	Q92731	Estrogen receptor beta	86.23%	98.35%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.11%	95.78%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.07%	90.71%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.00%	94.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.00%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.70%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.49%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	81.44%	94.73%
CHEMBL4208	P20618	Proteasome component C5	80.92%	90.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.80%	97.36%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.60%	97.14%
CHEMBL1287628	Q9Y5S8	NADPH oxidase 1	80.01%	95.48%

Plants that contains it

• Medicago sativa

Cross-Links

• PubChem: 163188532
• LOTUS: LTS0015188
• wikiData: Q105255385