5-[3-[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-2-hydroxybenzoic acid

Details

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Internal ID 28fce6c0-5372-47b2-af38-cf990ec9541c
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name 5-[3-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-2-hydroxybenzoic acid
SMILES (Canonical) C1C(C(C(C(O1)OC2=CC(=C(C=C2)O)C(=O)O)OC3C(C(CO3)(CO)O)O)O)O
SMILES (Isomeric) C1C(C(C(C(O1)OC2=CC(=C(C=C2)O)C(=O)O)OC3C(C(CO3)(CO)O)O)O)O
InChI InChI=1S/C17H22O12/c18-5-17(25)6-27-16(13(17)22)29-12-11(21)10(20)4-26-15(12)28-7-1-2-9(19)8(3-7)14(23)24/h1-3,10-13,15-16,18-22,25H,4-6H2,(H,23,24)
InChI Key MPMGCDBPHYSKLY-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C17H22O12
Molecular Weight 418.30 g/mol
Exact Mass 418.11112613 g/mol
Topological Polar Surface Area (TPSA) 196.00 Ų
XlogP -1.70
Atomic LogP (AlogP) -2.63
H-Bond Acceptor 11
H-Bond Donor 7
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-[3-[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-2-hydroxybenzoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6852 68.52%
Caco-2 - 0.8713 87.13%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6835 68.35%
OATP2B1 inhibitior - 0.7156 71.56%
OATP1B1 inhibitior + 0.9382 93.82%
OATP1B3 inhibitior + 0.9432 94.32%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.6818 68.18%
P-glycoprotein inhibitior - 0.8041 80.41%
P-glycoprotein substrate - 0.7693 76.93%
CYP3A4 substrate + 0.5531 55.31%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8833 88.33%
CYP3A4 inhibition - 0.8386 83.86%
CYP2C9 inhibition - 0.8959 89.59%
CYP2C19 inhibition - 0.8795 87.95%
CYP2D6 inhibition - 0.8977 89.77%
CYP1A2 inhibition - 0.9045 90.45%
CYP2C8 inhibition - 0.6080 60.80%
CYP inhibitory promiscuity - 0.7943 79.43%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5827 58.27%
Eye corrosion - 0.9928 99.28%
Eye irritation - 0.8951 89.51%
Skin irritation - 0.8185 81.85%
Skin corrosion - 0.9527 95.27%
Ames mutagenesis + 0.5677 56.77%
Human Ether-a-go-go-Related Gene inhibition - 0.4894 48.94%
Micronuclear - 0.5608 56.08%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.8154 81.54%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity - 0.6375 63.75%
Nephrotoxicity - 0.7699 76.99%
Acute Oral Toxicity (c) III 0.6630 66.30%
Estrogen receptor binding + 0.6498 64.98%
Androgen receptor binding - 0.5768 57.68%
Thyroid receptor binding + 0.6216 62.16%
Glucocorticoid receptor binding + 0.5808 58.08%
Aromatase binding + 0.6876 68.76%
PPAR gamma + 0.6847 68.47%
Honey bee toxicity - 0.7901 79.01%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.7850 78.50%
Fish aquatic toxicity - 0.4805 48.05%

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 99.34% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.39% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.13% 95.56%
CHEMBL226 P30542 Adenosine A1 receptor 91.91% 95.93%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.65% 99.15%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 88.55% 94.42%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.82% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.78% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.67% 91.07%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.43% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.77% 94.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.57% 92.94%
CHEMBL340 P08684 Cytochrome P450 3A4 84.14% 91.19%
CHEMBL4208 P20618 Proteasome component C5 84.07% 90.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.59% 94.33%
CHEMBL2581 P07339 Cathepsin D 82.92% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.86% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.59% 89.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.40% 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.
Spatholobus suberectus

Cross-Links

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PubChem 162880080
LOTUS LTS0015197
wikiData Q105169594