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[(2R,3S,4R,5R,6S)-6-[4-[3-(3,4-dihydroxyphenyl)propanoyl]-3,5-dihydroxyphenoxy]-4,5-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID f50db3b5-3750-4d66-8988-91183959ad02
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
IUPAC Name [(2R,3S,4R,5R,6S)-6-[4-[3-(3,4-dihydroxyphenyl)propanoyl]-3,5-dihydroxyphenoxy]-4,5-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate
SMILES (Canonical) C1=CC(=C(C=C1CCC(=O)C2=C(C=C(C=C2O)OC3C(C(C(C(O3)COC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)O)O)O)O)O
SMILES (Isomeric) C1=CC(=C(C=C1CCC(=O)C2=C(C=C(C=C2O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)COC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)O)O)O)O)O
InChI InChI=1S/C35H32O19/c36-17-3-1-13(5-19(17)38)2-4-18(37)27-20(39)10-16(11-21(27)40)52-35-31(48)30(47)32(54-34(50)15-8-24(43)29(46)25(44)9-15)26(53-35)12-51-33(49)14-6-22(41)28(45)23(42)7-14/h1,3,5-11,26,30-32,35-36,38-48H,2,4,12H2/t26-,30-,31-,32-,35-/m1/s1
InChI Key GNGVEAGYCJFAPZ-RTWGPQAPSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C35H32O19
Molecular Weight 756.60 g/mol
Exact Mass 756.15377879 g/mol
Topological Polar Surface Area (TPSA) 331.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 1.47
H-Bond Acceptor 19
H-Bond Donor 12
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4R,5R,6S)-6-[4-[3-(3,4-dihydroxyphenyl)propanoyl]-3,5-dihydroxyphenoxy]-4,5-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8380 83.80%
Caco-2 - 0.8813 88.13%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7978 79.78%
OATP2B1 inhibitior - 0.7092 70.92%
OATP1B1 inhibitior + 0.7694 76.94%
OATP1B3 inhibitior + 0.7958 79.58%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior - 0.5084 50.84%
P-glycoprotein inhibitior + 0.7060 70.60%
P-glycoprotein substrate - 0.7017 70.17%
CYP3A4 substrate + 0.6483 64.83%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8658 86.58%
CYP3A4 inhibition - 0.8020 80.20%
CYP2C9 inhibition + 0.6680 66.80%
CYP2C19 inhibition - 0.7389 73.89%
CYP2D6 inhibition - 0.9083 90.83%
CYP1A2 inhibition - 0.8441 84.41%
CYP2C8 inhibition + 0.8039 80.39%
CYP inhibitory promiscuity - 0.8071 80.71%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.7430 74.30%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.8840 88.40%
Skin irritation - 0.8396 83.96%
Skin corrosion - 0.9527 95.27%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4314 43.14%
Micronuclear - 0.5408 54.08%
Hepatotoxicity - 0.8625 86.25%
skin sensitisation - 0.8576 85.76%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.6000 60.00%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity - 0.9507 95.07%
Acute Oral Toxicity (c) III 0.7963 79.63%
Estrogen receptor binding + 0.7617 76.17%
Androgen receptor binding + 0.6322 63.22%
Thyroid receptor binding - 0.5076 50.76%
Glucocorticoid receptor binding - 0.4769 47.69%
Aromatase binding + 0.5784 57.84%
PPAR gamma + 0.6747 67.47%
Honey bee toxicity - 0.7174 71.74%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.8486 84.86%

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 99.14% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 97.59% 91.49%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 97.31% 95.17%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 94.72% 83.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.51% 96.09%
CHEMBL3194 P02766 Transthyretin 94.23% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.51% 99.17%
CHEMBL4208 P20618 Proteasome component C5 92.98% 90.00%
CHEMBL3401 O75469 Pregnane X receptor 90.66% 94.73%
CHEMBL3437 Q16853 Amine oxidase, copper containing 90.63% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.51% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.19% 94.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 88.58% 96.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 88.58% 99.15%
CHEMBL2581 P07339 Cathepsin D 87.68% 98.95%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 86.46% 96.37%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.45% 95.89%
CHEMBL2179 P04062 Beta-glucocerebrosidase 86.21% 85.31%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.12% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.34% 89.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.81% 95.50%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 84.26% 95.64%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 83.58% 97.21%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 83.20% 85.00%
CHEMBL5255 O00206 Toll-like receptor 4 82.70% 92.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.61% 92.62%
CHEMBL226 P30542 Adenosine A1 receptor 82.26% 95.93%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 81.78% 95.78%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.20% 90.71%

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.
Balanophora tobiracola

Cross-Links

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PubChem 11354689
LOTUS LTS0008443
wikiData Q105012477