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[3,5-dihydroxy-4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl 2-[4-[[3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methoxycarbonyl]-2,6-dihydroxyphenoxy]-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 1a50c003-9b1e-4ac0-9fba-753f7026ac57
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name [3,5-dihydroxy-4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl 2-[4-[[3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methoxycarbonyl]-2,6-dihydroxyphenoxy]-3,4,5-trihydroxybenzoate
SMILES (Canonical) C1=C(C=C(C(=C1O)OC2C(C(C(C(O2)CO)O)O)O)O)COC(=O)C3=CC(=C(C(=C3)O)OC4=C(C(=C(C=C4C(=O)OCC5=CC(=C(C(=C5)O)OC6C(C(C(C(O6)CO)O)O)O)O)O)O)O)O
SMILES (Isomeric) C1=C(C=C(C(=C1O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)COC(=O)C3=CC(=C(C(=C3)O)OC4=C(C(=C(C=C4C(=O)OCC5=CC(=C(C(=C5)O)O[C@@H]6[C@H]([C@@H]([C@H]([C@@H](O6)CO)O)O)O)O)O)O)O)O
InChI InChI=1S/C40H42O26/c41-8-23-26(51)28(53)31(56)39(62-23)65-35-17(44)1-12(2-18(35)45)10-60-37(58)14-5-21(48)34(22(49)6-14)64-33-15(7-16(43)25(50)30(33)55)38(59)61-11-13-3-19(46)36(20(47)4-13)66-40-32(57)29(54)27(52)24(9-42)63-40/h1-7,23-24,26-29,31-32,39-57H,8-11H2/t23-,24+,26-,27+,28+,29-,31-,32+,39+,40-/m1/s1
InChI Key UJJJMPAJSVUXAT-HBNIISPBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H42O26
Molecular Weight 938.70 g/mol
Exact Mass 938.19643144 g/mol
Topological Polar Surface Area (TPSA) 443.00 Ų
XlogP -1.40
Atomic LogP (AlogP) -2.10
H-Bond Acceptor 26
H-Bond Donor 17
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [3,5-dihydroxy-4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl 2-[4-[[3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methoxycarbonyl]-2,6-dihydroxyphenoxy]-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 - 0.8901 89.01%
Caco-2 - 0.8660 86.60%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.5779 57.79%
OATP2B1 inhibitior - 0.8570 85.70%
OATP1B1 inhibitior + 0.7644 76.44%
OATP1B3 inhibitior + 0.9383 93.83%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.8402 84.02%
P-glycoprotein inhibitior + 0.7311 73.11%
P-glycoprotein substrate - 0.8651 86.51%
CYP3A4 substrate + 0.5861 58.61%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8570 85.70%
CYP3A4 inhibition - 0.9046 90.46%
CYP2C9 inhibition - 0.8905 89.05%
CYP2C19 inhibition - 0.9261 92.61%
CYP2D6 inhibition - 0.9485 94.85%
CYP1A2 inhibition - 0.9536 95.36%
CYP2C8 inhibition + 0.7023 70.23%
CYP inhibitory promiscuity - 0.8920 89.20%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.7117 71.17%
Eye corrosion - 0.9936 99.36%
Eye irritation - 0.8978 89.78%
Skin irritation - 0.8751 87.51%
Skin corrosion - 0.9659 96.59%
Ames mutagenesis - 0.8000 80.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6908 69.08%
Micronuclear + 0.5133 51.33%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.8826 88.26%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.5111 51.11%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.7781 77.81%
Acute Oral Toxicity (c) III 0.5227 52.27%
Estrogen receptor binding + 0.7329 73.29%
Androgen receptor binding + 0.6579 65.79%
Thyroid receptor binding + 0.5367 53.67%
Glucocorticoid receptor binding + 0.6077 60.77%
Aromatase binding + 0.6256 62.56%
PPAR gamma + 0.7424 74.24%
Honey bee toxicity - 0.8065 80.65%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6450 64.50%
Fish aquatic toxicity + 0.7901 79.01%

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 98.53% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.25% 99.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.70% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 91.30% 94.73%
CHEMBL3194 P02766 Transthyretin 91.27% 90.71%
CHEMBL220 P22303 Acetylcholinesterase 87.30% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.10% 95.89%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 85.11% 95.64%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.97% 86.33%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 83.88% 94.42%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 83.16% 97.21%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 82.97% 85.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 82.93% 85.31%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.77% 97.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.10% 95.50%

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.
Castanea mollissima

Cross-Links

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PubChem 163187060
LOTUS LTS0065761
wikiData Q105273980