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methyl 1-[[2-[[3-ethenyl-5-methoxycarbonyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]methyl]-7,8-dihydroxy-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]-6-hydroxy-7-methyl-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 5939c790-17c1-4bbc-a582-5187d12b5462
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name methyl 1-[[2-[[3-ethenyl-5-methoxycarbonyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]methyl]-7,8-dihydroxy-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]-6-hydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate
SMILES (Canonical) CC1C(CC2C1C(OC=C2C(=O)OC)OC3C(C(C4C(O3)COC(O4)CC5C(C(OC=C5C(=O)OC)OC6C(C(C(C(O6)CO)O)O)O)C=C)O)O)O
SMILES (Isomeric) CC1C(CC2C1C(OC=C2C(=O)OC)OC3C(C(C4C(O3)COC(O4)CC5C(C(OC=C5C(=O)OC)OC6C(C(C(C(O6)CO)O)O)O)C=C)O)O)O
InChI InChI=1S/C34H48O19/c1-5-13-14(16(29(42)44-3)9-47-31(13)52-33-26(40)24(38)23(37)19(8-35)49-33)7-21-46-11-20-28(51-21)25(39)27(41)34(50-20)53-32-22-12(2)18(36)6-15(22)17(10-48-32)30(43)45-4/h5,9-10,12-15,18-28,31-41H,1,6-8,11H2,2-4H3
InChI Key NQBFKEUBLNKXCW-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H48O19
Molecular Weight 760.70 g/mol
Exact Mass 760.27897930 g/mol
Topological Polar Surface Area (TPSA) 268.00 Ų
XlogP -1.80
Atomic LogP (AlogP) -2.72
H-Bond Acceptor 19
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 methyl 1-[[2-[[3-ethenyl-5-methoxycarbonyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]methyl]-7,8-dihydroxy-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]-6-hydroxy-7-methyl-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 + 0.5541 55.41%
Caco-2 - 0.8750 87.50%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6118 61.18%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3603 36.03%
OATP1B3 inhibitior + 0.9500 95.00%
MATE1 inhibitior - 0.9412 94.12%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.5563 55.63%
P-glycoprotein inhibitior + 0.6748 67.48%
P-glycoprotein substrate + 0.6456 64.56%
CYP3A4 substrate + 0.7086 70.86%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8693 86.93%
CYP3A4 inhibition - 0.7724 77.24%
CYP2C9 inhibition - 0.9218 92.18%
CYP2C19 inhibition - 0.8860 88.60%
CYP2D6 inhibition - 0.9288 92.88%
CYP1A2 inhibition - 0.9004 90.04%
CYP2C8 inhibition + 0.6683 66.83%
CYP inhibitory promiscuity - 0.9477 94.77%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7036 70.36%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.9135 91.35%
Skin irritation - 0.7013 70.13%
Skin corrosion - 0.9400 94.00%
Ames mutagenesis + 0.6046 60.46%
Human Ether-a-go-go-Related Gene inhibition + 0.6490 64.90%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.6716 67.16%
skin sensitisation - 0.8668 86.68%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.7261 72.61%
Acute Oral Toxicity (c) III 0.5594 55.94%
Estrogen receptor binding + 0.8010 80.10%
Androgen receptor binding + 0.6167 61.67%
Thyroid receptor binding - 0.5352 53.52%
Glucocorticoid receptor binding + 0.6499 64.99%
Aromatase binding + 0.6068 60.68%
PPAR gamma + 0.6894 68.94%
Honey bee toxicity - 0.6620 66.20%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.7200 72.00%
Fish aquatic toxicity + 0.8786 87.86%

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 97.15% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.68% 96.09%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 95.16% 86.92%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.58% 96.61%
CHEMBL3401 O75469 Pregnane X receptor 92.21% 94.73%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 90.39% 91.24%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.70% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.33% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.10% 96.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.66% 90.71%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 86.29% 95.83%
CHEMBL4208 P20618 Proteasome component C5 85.87% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.08% 99.17%
CHEMBL2243 O00519 Anandamide amidohydrolase 82.01% 97.53%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.87% 94.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.78% 91.07%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.72% 85.14%
CHEMBL2581 P07339 Cathepsin D 80.35% 98.95%
CHEMBL220 P22303 Acetylcholinesterase 80.19% 94.45%

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.
Lonicera caerulea

Cross-Links

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PubChem 163060932
LOTUS LTS0032015
wikiData Q105183677