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methyl 1-[3,5-dihydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4a-hydroxy-7-(hydroxymethyl)-5,7a-dihydro-1H-cyclopenta[c]pyran-4-carboxylate

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 c1cdb55d-39b2-44a0-866f-e6e6436fa23e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
IUPAC Name methyl 1-[3,5-dihydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4a-hydroxy-7-(hydroxymethyl)-5,7a-dihydro-1H-cyclopenta[c]pyran-4-carboxylate
SMILES (Canonical) COC(=O)C1=COC(C2C1(CC=C2CO)O)OC3C(C(C(C(O3)CO)O)OC4C(C(C(C(O4)CO)O)O)O)O
SMILES (Isomeric) COC(=O)C1=COC(C2C1(CC=C2CO)O)OC3C(C(C(C(O3)CO)O)OC4C(C(C(C(O4)CO)O)O)O)O
InChI InChI=1S/C23H34O16/c1-34-19(32)9-7-35-20(12-8(4-24)2-3-23(9,12)33)39-22-17(31)18(14(28)11(6-26)37-22)38-21-16(30)15(29)13(27)10(5-25)36-21/h2,7,10-18,20-22,24-31,33H,3-6H2,1H3
InChI Key CPSQDIZWPULUOC-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H34O16
Molecular Weight 566.50 g/mol
Exact Mass 566.18468499 g/mol
Topological Polar Surface Area (TPSA) 255.00 Ų
XlogP -4.50
Atomic LogP (AlogP) -5.29
H-Bond Acceptor 16
H-Bond Donor 9
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 1-[3,5-dihydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4a-hydroxy-7-(hydroxymethyl)-5,7a-dihydro-1H-cyclopenta[c]pyran-4-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5830 58.30%
Caco-2 - 0.8921 89.21%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.7181 71.81%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8271 82.71%
OATP1B3 inhibitior + 0.9561 95.61%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.7558 75.58%
P-glycoprotein inhibitior - 0.6661 66.61%
P-glycoprotein substrate - 0.7007 70.07%
CYP3A4 substrate + 0.6557 65.57%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8627 86.27%
CYP3A4 inhibition - 0.9781 97.81%
CYP2C9 inhibition - 0.9398 93.98%
CYP2C19 inhibition - 0.8545 85.45%
CYP2D6 inhibition - 0.9105 91.05%
CYP1A2 inhibition - 0.9150 91.50%
CYP2C8 inhibition - 0.6353 63.53%
CYP inhibitory promiscuity - 0.9294 92.94%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6510 65.10%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.9387 93.87%
Skin irritation - 0.7602 76.02%
Skin corrosion - 0.9511 95.11%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6413 64.13%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.8663 86.63%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.5674 56.74%
Acute Oral Toxicity (c) III 0.3747 37.47%
Estrogen receptor binding + 0.7180 71.80%
Androgen receptor binding + 0.6388 63.88%
Thyroid receptor binding - 0.5654 56.54%
Glucocorticoid receptor binding - 0.5362 53.62%
Aromatase binding + 0.7071 70.71%
PPAR gamma + 0.5679 56.79%
Honey bee toxicity - 0.7644 76.44%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity - 0.3706 37.06%

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 99.04% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.00% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.65% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.96% 96.61%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 88.45% 91.24%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.52% 96.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.52% 94.33%
CHEMBL2581 P07339 Cathepsin D 85.65% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 84.29% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.65% 86.33%
CHEMBL226 P30542 Adenosine A1 receptor 83.05% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.11% 97.25%
CHEMBL4208 P20618 Proteasome component C5 81.19% 90.00%
CHEMBL5255 O00206 Toll-like receptor 4 80.88% 92.50%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 80.86% 89.67%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.63% 94.00%
CHEMBL5028 O14672 ADAM10 80.38% 97.50%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.16% 86.92%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.13% 89.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162864511
LOTUS LTS0263600
wikiData Q104967730