Methyl 4-[3-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,5-dimethoxybenzoate

Details

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Internal ID 3c8c7ce4-e70d-4258-8060-bf76bdf8bbee
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name methyl 4-[3-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,5-dimethoxybenzoate
SMILES (Canonical) COC1=CC(=CC(=C1OC2C(C(C(C(O2)CO)O)O)OC3C(C(CO3)(CO)O)O)OC)C(=O)OC
SMILES (Isomeric) COC1=CC(=CC(=C1OC2C(C(C(C(O2)CO)O)O)OC3C(C(CO3)(CO)O)O)OC)C(=O)OC
InChI InChI=1S/C21H30O14/c1-29-10-4-9(18(27)31-3)5-11(30-2)15(10)34-19-16(14(25)13(24)12(6-22)33-19)35-20-17(26)21(28,7-23)8-32-20/h4-5,12-14,16-17,19-20,22-26,28H,6-8H2,1-3H3
InChI Key VJJIKWUIJVQWMQ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H30O14
Molecular Weight 506.50 g/mol
Exact Mass 506.16355563 g/mol
Topological Polar Surface Area (TPSA) 203.00 Ų
XlogP -1.70
Atomic LogP (AlogP) -2.87
H-Bond Acceptor 14
H-Bond Donor 6
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Methyl 4-[3-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,5-dimethoxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6516 65.16%
Caco-2 - 0.8311 83.11%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.6548 65.48%
OATP2B1 inhibitior - 0.8620 86.20%
OATP1B1 inhibitior + 0.8738 87.38%
OATP1B3 inhibitior + 0.9516 95.16%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.6768 67.68%
P-glycoprotein inhibitior - 0.5799 57.99%
P-glycoprotein substrate - 0.7024 70.24%
CYP3A4 substrate + 0.6489 64.89%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8496 84.96%
CYP3A4 inhibition - 0.8686 86.86%
CYP2C9 inhibition - 0.8950 89.50%
CYP2C19 inhibition - 0.8881 88.81%
CYP2D6 inhibition - 0.9231 92.31%
CYP1A2 inhibition - 0.8683 86.83%
CYP2C8 inhibition + 0.5116 51.16%
CYP inhibitory promiscuity - 0.7716 77.16%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5945 59.45%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9249 92.49%
Skin irritation - 0.8254 82.54%
Skin corrosion - 0.9509 95.09%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3717 37.17%
Micronuclear - 0.5667 56.67%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.8424 84.24%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.7644 76.44%
Acute Oral Toxicity (c) III 0.7175 71.75%
Estrogen receptor binding + 0.7503 75.03%
Androgen receptor binding - 0.5286 52.86%
Thyroid receptor binding + 0.5966 59.66%
Glucocorticoid receptor binding + 0.6047 60.47%
Aromatase binding + 0.6455 64.55%
PPAR gamma + 0.6664 66.64%
Honey bee toxicity - 0.8120 81.20%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity - 0.5628 56.28%

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 98.11% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.27% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.62% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.57% 96.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.61% 94.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 89.15% 94.33%
CHEMBL4208 P20618 Proteasome component C5 88.70% 90.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.89% 91.07%
CHEMBL226 P30542 Adenosine A1 receptor 86.98% 95.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.81% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.65% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.14% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.66% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.24% 97.14%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.55% 95.83%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.11% 95.89%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.75% 86.92%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.02% 96.90%

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.
Albizia julibrissin

Cross-Links

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PubChem 163012132
LOTUS LTS0025520
wikiData Q105287286