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

Details

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Internal ID 391ae29a-3691-4817-af79-9019860d13d6
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-7-O-glucuronides
IUPAC Name 6-[2-carboxy-6-[6-carboxy-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxochromen-7-yl]oxyoxan-3-yl]oxy-3-hydroxy-5-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]oxan-4-yl]oxy-3,4,5-trihydroxyoxane-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)OC6C(C(C(C(O6)C(=O)O)O)O)O)OC(=O)C=CC7=CC(=C(C=C7)O)OC)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)OC6C(C(C(C(O6)C(=O)O)O)O)O)OC(=O)C=CC7=CC(=C(C=C7)O)OC)O
InChI InChI=1S/C45H46O28/c1-63-21-8-14(4-6-17(21)46)5-7-25(49)68-39-34(69-43-32(55)28(51)29(52)35(70-43)40(57)58)33(56)37(42(61)62)72-45(39)73-38-31(54)30(53)36(41(59)60)71-44(38)66-16-11-18(47)26-19(48)13-20(67-22(26)12-16)15-9-23(64-2)27(50)24(10-15)65-3/h4-13,28-39,43-47,50-56H,1-3H3,(H,57,58)(H,59,60)(H,61,62)
InChI Key ATFAQESQTCJAOU-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C45H46O28
Molecular Weight 1034.80 g/mol
Exact Mass 1034.21756081 g/mol
Topological Polar Surface Area (TPSA) 430.00 Ų
XlogP 0.60
Atomic LogP (AlogP) -2.03
H-Bond Acceptor 25
H-Bond Donor 12
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-[2-Carboxy-6-[6-carboxy-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxochromen-7-yl]oxyoxan-3-yl]oxy-3-hydroxy-5-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8075 80.75%
Caco-2 - 0.8672 86.72%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.5484 54.84%
OATP2B1 inhibitior - 0.7117 71.17%
OATP1B1 inhibitior + 0.8953 89.53%
OATP1B3 inhibitior + 0.9303 93.03%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.7816 78.16%
P-glycoprotein inhibitior + 0.7377 73.77%
P-glycoprotein substrate + 0.5537 55.37%
CYP3A4 substrate + 0.6917 69.17%
CYP2C9 substrate - 0.8144 81.44%
CYP2D6 substrate - 0.8689 86.89%
CYP3A4 inhibition - 0.7189 71.89%
CYP2C9 inhibition - 0.9229 92.29%
CYP2C19 inhibition - 0.9071 90.71%
CYP2D6 inhibition - 0.9364 93.64%
CYP1A2 inhibition - 0.8990 89.90%
CYP2C8 inhibition + 0.8900 89.00%
CYP inhibitory promiscuity - 0.6554 65.54%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Danger 0.5260 52.60%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.8991 89.91%
Skin irritation - 0.7473 74.73%
Skin corrosion - 0.9434 94.34%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6951 69.51%
Micronuclear + 0.8700 87.00%
Hepatotoxicity - 0.7875 78.75%
skin sensitisation - 0.9001 90.01%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.9669 96.69%
Acute Oral Toxicity (c) II 0.4407 44.07%
Estrogen receptor binding + 0.7643 76.43%
Androgen receptor binding + 0.7057 70.57%
Thyroid receptor binding + 0.5846 58.46%
Glucocorticoid receptor binding + 0.6411 64.11%
Aromatase binding + 0.5621 56.21%
PPAR gamma + 0.7389 73.89%
Honey bee toxicity - 0.6584 65.84%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9763 97.63%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 99.73% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.67% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 98.30% 89.00%
CHEMBL3194 P02766 Transthyretin 97.93% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.34% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.78% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.38% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 94.88% 99.15%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 93.91% 96.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.22% 97.36%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.97% 95.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.55% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.27% 99.17%
CHEMBL2581 P07339 Cathepsin D 86.37% 98.95%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.18% 90.71%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 84.56% 94.08%
CHEMBL3401 O75469 Pregnane X receptor 83.93% 94.73%
CHEMBL4208 P20618 Proteasome component C5 82.79% 90.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 81.76% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.54% 99.23%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.97% 92.62%
CHEMBL1287628 Q9Y5S8 NADPH oxidase 1 80.94% 95.48%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Medicago sativa
Medicago truncatula

Cross-Links

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PubChem 162926764
LOTUS LTS0155978
wikiData Q104918366