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2-[3-ethenyl-5-methoxycarbonyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]ethyl 6-(2,3-dihydroxybenzoyl)oxy-7-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[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 a7a2168a-5143-4c05-9e53-be85ba1fbdde
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
IUPAC Name 2-[3-ethenyl-5-methoxycarbonyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]ethyl 6-(2,3-dihydroxybenzoyl)oxy-7-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate
SMILES (Canonical) CC1C(CC2C1C(OC=C2C(=O)OCCC3C(C(OC=C3C(=O)OC)OC4C(C(C(C(O4)CO)O)O)O)C=C)OC5C(C(C(C(O5)CO)O)O)O)OC(=O)C6=C(C(=CC=C6)O)O
SMILES (Isomeric) CC1C(CC2C1C(OC=C2C(=O)OCCC3C(C(OC=C3C(=O)OC)OC4C(C(C(C(O4)CO)O)O)O)C=C)OC5C(C(C(C(O5)CO)O)O)O)OC(=O)C6=C(C(=CC=C6)O)O
InChI InChI=1S/C40H52O22/c1-4-16-17(20(34(51)54-3)13-56-37(16)61-39-32(49)30(47)28(45)24(11-41)59-39)8-9-55-35(52)21-14-57-38(62-40-33(50)31(48)29(46)25(12-42)60-40)26-15(2)23(10-19(21)26)58-36(53)18-6-5-7-22(43)27(18)44/h4-7,13-17,19,23-26,28-33,37-50H,1,8-12H2,2-3H3
InChI Key GOEVPRKRDIYZPG-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H52O22
Molecular Weight 884.80 g/mol
Exact Mass 884.29502328 g/mol
Topological Polar Surface Area (TPSA) 337.00 Ų
XlogP -0.20
Atomic LogP (AlogP) -2.47
H-Bond Acceptor 22
H-Bond Donor 10
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[3-ethenyl-5-methoxycarbonyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]ethyl 6-(2,3-dihydroxybenzoyl)oxy-7-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[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 + 0.6234 62.34%
Caco-2 - 0.8756 87.56%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.6525 65.25%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7231 72.31%
OATP1B3 inhibitior + 0.9340 93.40%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8424 84.24%
P-glycoprotein inhibitior + 0.7144 71.44%
P-glycoprotein substrate + 0.6745 67.45%
CYP3A4 substrate + 0.7216 72.16%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8685 86.85%
CYP3A4 inhibition - 0.8875 88.75%
CYP2C9 inhibition - 0.7809 78.09%
CYP2C19 inhibition - 0.7188 71.88%
CYP2D6 inhibition - 0.8881 88.81%
CYP1A2 inhibition - 0.7177 71.77%
CYP2C8 inhibition + 0.7937 79.37%
CYP inhibitory promiscuity - 0.7629 76.29%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7354 73.54%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.9064 90.64%
Skin irritation - 0.7659 76.59%
Skin corrosion - 0.9349 93.49%
Ames mutagenesis + 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7067 70.67%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.7216 72.16%
skin sensitisation - 0.8166 81.66%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.5890 58.90%
Acute Oral Toxicity (c) III 0.4961 49.61%
Estrogen receptor binding + 0.8262 82.62%
Androgen receptor binding + 0.7064 70.64%
Thyroid receptor binding + 0.5443 54.43%
Glucocorticoid receptor binding + 0.6760 67.60%
Aromatase binding - 0.4891 48.91%
PPAR gamma + 0.7518 75.18%
Honey bee toxicity - 0.7154 71.54%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.7600 76.00%
Fish aquatic toxicity + 0.9340 93.40%

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 99.27% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.76% 96.09%
CHEMBL220 P22303 Acetylcholinesterase 97.17% 94.45%
CHEMBL2581 P07339 Cathepsin D 94.98% 98.95%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 93.66% 91.24%
CHEMBL3401 O75469 Pregnane X receptor 92.84% 94.73%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.96% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 89.78% 97.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.65% 86.33%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 86.47% 95.83%
CHEMBL340 P08684 Cytochrome P450 3A4 85.22% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.92% 95.89%
CHEMBL5028 O14672 ADAM10 84.15% 97.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.39% 96.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.02% 86.92%
CHEMBL4530 P00488 Coagulation factor XIII 82.76% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.60% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.19% 99.23%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.10% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.08% 89.00%

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.
Gentiana depressa

Cross-Links

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PubChem 163076464
LOTUS LTS0057098
wikiData Q105013818