methyl 3-ethenyl-4-[2-[2-hydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoyl]oxyethyl]-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate

Details

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Internal ID e2bb7645-86ad-42a8-bbf5-e53ae33038bc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name methyl 3-ethenyl-4-[2-[2-hydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoyl]oxyethyl]-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate
SMILES (Canonical) COC(=O)C1=COC(C(C1CCOC(=O)C2=C(C(=CC=C2)OC3C(C(C(C(O3)CO)O)O)O)O)C=C)OC4C(C(C(C(O4)CO)O)O)O
SMILES (Isomeric) COC(=O)C1=COC(C(C1CCOC(=O)C2=C(C(=CC=C2)OC3C(C(C(C(O3)CO)O)O)O)O)C=C)OC4C(C(C(C(O4)CO)O)O)O
InChI InChI=1S/C30H40O18/c1-3-12-13(15(26(40)42-2)11-44-28(12)48-30-25(39)23(37)21(35)18(10-32)47-30)7-8-43-27(41)14-5-4-6-16(19(14)33)45-29-24(38)22(36)20(34)17(9-31)46-29/h3-6,11-13,17-18,20-25,28-39H,1,7-10H2,2H3
InChI Key ODVCSBYBNISFOU-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H40O18
Molecular Weight 688.60 g/mol
Exact Mass 688.22146442 g/mol
Topological Polar Surface Area (TPSA) 281.00 Ų
XlogP -1.10
Atomic LogP (AlogP) -3.23
H-Bond Acceptor 18
H-Bond Donor 9
Rotatable Bonds 12

Synonyms

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FT-0775474
B0005-053807

2D Structure

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2D Structure of methyl 3-ethenyl-4-[2-[2-hydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoyl]oxyethyl]-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7394 73.94%
Caco-2 - 0.8982 89.82%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7150 71.50%
OATP2B1 inhibitior - 0.8577 85.77%
OATP1B1 inhibitior + 0.8050 80.50%
OATP1B3 inhibitior + 0.9552 95.52%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.6125 61.25%
P-glycoprotein inhibitior + 0.5996 59.96%
P-glycoprotein substrate + 0.5358 53.58%
CYP3A4 substrate + 0.6875 68.75%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8647 86.47%
CYP3A4 inhibition - 0.8723 87.23%
CYP2C9 inhibition - 0.6654 66.54%
CYP2C19 inhibition - 0.7182 71.82%
CYP2D6 inhibition - 0.8951 89.51%
CYP1A2 inhibition - 0.8105 81.05%
CYP2C8 inhibition + 0.8033 80.33%
CYP inhibitory promiscuity - 0.8096 80.96%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.7090 70.90%
Eye corrosion - 0.9853 98.53%
Eye irritation - 0.9097 90.97%
Skin irritation - 0.8121 81.21%
Skin corrosion - 0.9406 94.06%
Ames mutagenesis - 0.5078 50.78%
Human Ether-a-go-go-Related Gene inhibition - 0.3791 37.91%
Micronuclear - 0.6667 66.67%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.7897 78.97%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity + 0.6980 69.80%
Acute Oral Toxicity (c) III 0.6675 66.75%
Estrogen receptor binding + 0.8168 81.68%
Androgen receptor binding + 0.5958 59.58%
Thyroid receptor binding - 0.4902 49.02%
Glucocorticoid receptor binding + 0.5819 58.19%
Aromatase binding + 0.5380 53.80%
PPAR gamma + 0.6793 67.93%
Honey bee toxicity - 0.7587 75.87%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.7900 79.00%
Fish aquatic toxicity + 0.8104 81.04%

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
CHEMBL220 P22303 Acetylcholinesterase 98.99% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.84% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.90% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.72% 86.33%
CHEMBL2581 P07339 Cathepsin D 92.05% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 90.68% 94.73%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 90.07% 91.24%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.63% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.79% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.62% 99.17%
CHEMBL3891 P07384 Calpain 1 84.15% 93.04%
CHEMBL1951 P21397 Monoamine oxidase A 82.17% 91.49%
CHEMBL5028 O14672 ADAM10 81.25% 97.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.17% 95.56%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.06% 94.33%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.01% 82.50%

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 146160886
LOTUS LTS0137645
wikiData Q105190060