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[(3R,4S)-5-[(3S,4S,5R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[2-(4-hydroxyphenyl)ethoxy]oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl 4-hydroxybenzoate

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 92356f64-c91e-4e41-939c-9f34f920bfb6
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
IUPAC Name [(3R,4S)-5-[(3S,4S,5R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[2-(4-hydroxyphenyl)ethoxy]oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl 4-hydroxybenzoate
SMILES (Canonical) C1C(C(C(O1)OC2C(C(C(OC2OCCC3=CC=C(C=C3)O)CO)O)O)O)(COC(=O)C4=CC=C(C=C4)O)O
SMILES (Isomeric) C1[C@]([C@@H](C(O1)O[C@H]2[C@H]([C@H](C(OC2OCCC3=CC=C(C=C3)O)CO)O)O)O)(COC(=O)C4=CC=C(C=C4)O)O
InChI InChI=1S/C26H32O13/c27-11-18-19(30)20(31)21(24(38-18)35-10-9-14-1-5-16(28)6-2-14)39-25-22(32)26(34,13-37-25)12-36-23(33)15-3-7-17(29)8-4-15/h1-8,18-22,24-25,27-32,34H,9-13H2/t18?,19-,20-,21-,22+,24?,25?,26-/m0/s1
InChI Key MWVDTRFZEALNIG-YNQRFIRFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H32O13
Molecular Weight 552.50 g/mol
Exact Mass 552.18429107 g/mol
Topological Polar Surface Area (TPSA) 205.00 Ų
XlogP -0.30
Atomic LogP (AlogP) -1.21
H-Bond Acceptor 13
H-Bond Donor 7
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3R,4S)-5-[(3S,4S,5R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[2-(4-hydroxyphenyl)ethoxy]oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl 4-hydroxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7337 73.37%
Caco-2 - 0.8996 89.96%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7885 78.85%
OATP2B1 inhibitior - 0.8529 85.29%
OATP1B1 inhibitior + 0.8654 86.54%
OATP1B3 inhibitior + 0.9437 94.37%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.5925 59.25%
P-glycoprotein inhibitior - 0.5571 55.71%
P-glycoprotein substrate - 0.6207 62.07%
CYP3A4 substrate + 0.6595 65.95%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8486 84.86%
CYP3A4 inhibition - 0.8661 86.61%
CYP2C9 inhibition - 0.8372 83.72%
CYP2C19 inhibition - 0.8671 86.71%
CYP2D6 inhibition - 0.8981 89.81%
CYP1A2 inhibition - 0.9136 91.36%
CYP2C8 inhibition + 0.7594 75.94%
CYP inhibitory promiscuity - 0.8475 84.75%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5542 55.42%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.9178 91.78%
Skin irritation - 0.8163 81.63%
Skin corrosion - 0.9483 94.83%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4540 45.40%
Micronuclear - 0.6767 67.67%
Hepatotoxicity - 0.7070 70.70%
skin sensitisation - 0.8726 87.26%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.7918 79.18%
Acute Oral Toxicity (c) III 0.6551 65.51%
Estrogen receptor binding + 0.8082 80.82%
Androgen receptor binding + 0.7174 71.74%
Thyroid receptor binding + 0.5455 54.55%
Glucocorticoid receptor binding + 0.5790 57.90%
Aromatase binding + 0.7134 71.34%
PPAR gamma + 0.7257 72.57%
Honey bee toxicity - 0.7307 73.07%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.6750 67.50%
Fish aquatic toxicity - 0.4860 48.60%

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 96.75% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 95.45% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.80% 94.45%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 94.45% 94.62%
CHEMBL3437 Q16853 Amine oxidase, copper containing 92.80% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.23% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.17% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.84% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.38% 99.17%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 87.27% 85.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.63% 94.00%
CHEMBL2581 P07339 Cathepsin D 86.40% 98.95%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 85.66% 94.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.91% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.26% 95.89%
CHEMBL4208 P20618 Proteasome component C5 83.51% 90.00%
CHEMBL2514 O95665 Neurotensin receptor 2 82.58% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.24% 94.33%
CHEMBL3891 P07384 Calpain 1 81.84% 93.04%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 81.78% 94.97%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.01% 86.92%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.49% 97.25%

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.
Catalpa ovata

Cross-Links

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PubChem 162996857
LOTUS LTS0206297
wikiData Q105173815