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[(2R,3S,4S,5R,6S)-4-[(2S,3R,4S,5S,6R)-3,5-dihydroxy-6-methyl-4-[(Z)-2-methylbut-2-enoyl]oxyoxan-2-yl]oxy-6-(2-hydroxy-3-methyl-6-propan-2-ylphenoxy)-2-methyl-5-[(Z)-2-methylbut-2-enoyl]oxyoxan-3-yl] (Z)-2-methylbut-2-enoate

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 fa60006d-62ba-43d2-b906-d77751884325
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name [(2R,3S,4S,5R,6S)-4-[(2S,3R,4S,5S,6R)-3,5-dihydroxy-6-methyl-4-[(Z)-2-methylbut-2-enoyl]oxyoxan-2-yl]oxy-6-(2-hydroxy-3-methyl-6-propan-2-ylphenoxy)-2-methyl-5-[(Z)-2-methylbut-2-enoyl]oxyoxan-3-yl] (Z)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1C(OC(C(C1OC2C(C(C(C(O2)C)O)OC(=O)C(=CC)C)O)OC(=O)C(=CC)C)OC3=C(C=CC(=C3O)C)C(C)C)C
SMILES (Isomeric) C/C=C(/C)\C(=O)O[C@H]1[C@H](O[C@H]([C@@H]([C@H]1O[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)C)O)OC(=O)/C(=C\C)/C)O)OC(=O)/C(=C\C)/C)OC3=C(C=CC(=C3O)C)C(C)C)C
InChI InChI=1S/C37H52O13/c1-12-18(6)33(41)46-28-23(11)45-37(49-29-24(17(4)5)16-15-21(9)25(29)38)32(48-35(43)20(8)14-3)31(28)50-36-27(40)30(26(39)22(10)44-36)47-34(42)19(7)13-2/h12-17,22-23,26-28,30-32,36-40H,1-11H3/b18-12-,19-13-,20-14-/t22-,23-,26+,27-,28+,30+,31+,32-,36+,37+/m1/s1
InChI Key JKJMPJKKSPPZTJ-WMKZZDTLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H52O13
Molecular Weight 704.80 g/mol
Exact Mass 704.34079171 g/mol
Topological Polar Surface Area (TPSA) 177.00 Ų
XlogP 5.60
Atomic LogP (AlogP) 4.43
H-Bond Acceptor 13
H-Bond Donor 3
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,6S)-4-[(2S,3R,4S,5S,6R)-3,5-dihydroxy-6-methyl-4-[(Z)-2-methylbut-2-enoyl]oxyoxan-2-yl]oxy-6-(2-hydroxy-3-methyl-6-propan-2-ylphenoxy)-2-methyl-5-[(Z)-2-methylbut-2-enoyl]oxyoxan-3-yl] (Z)-2-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8864 88.64%
Caco-2 - 0.8232 82.32%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.6879 68.79%
OATP2B1 inhibitior - 0.5628 56.28%
OATP1B1 inhibitior + 0.8414 84.14%
OATP1B3 inhibitior + 0.8674 86.74%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9024 90.24%
P-glycoprotein inhibitior + 0.7486 74.86%
P-glycoprotein substrate - 0.6027 60.27%
CYP3A4 substrate + 0.6323 63.23%
CYP2C9 substrate - 0.8015 80.15%
CYP2D6 substrate - 0.8799 87.99%
CYP3A4 inhibition - 0.7232 72.32%
CYP2C9 inhibition + 0.6311 63.11%
CYP2C19 inhibition + 0.6727 67.27%
CYP2D6 inhibition - 0.8553 85.53%
CYP1A2 inhibition - 0.7840 78.40%
CYP2C8 inhibition - 0.5995 59.95%
CYP inhibitory promiscuity + 0.6812 68.12%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.8956 89.56%
Carcinogenicity (trinary) Danger 0.5245 52.45%
Eye corrosion - 0.9836 98.36%
Eye irritation - 0.9071 90.71%
Skin irritation - 0.7121 71.21%
Skin corrosion - 0.9434 94.34%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4085 40.85%
Micronuclear + 0.6700 67.00%
Hepatotoxicity - 0.5072 50.72%
skin sensitisation - 0.7235 72.35%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.7396 73.96%
Acute Oral Toxicity (c) III 0.6555 65.55%
Estrogen receptor binding + 0.7871 78.71%
Androgen receptor binding - 0.5000 50.00%
Thyroid receptor binding + 0.5993 59.93%
Glucocorticoid receptor binding + 0.7169 71.69%
Aromatase binding + 0.5271 52.71%
PPAR gamma + 0.6748 67.48%
Honey bee toxicity - 0.7503 75.03%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9807 98.07%

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 98.89% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.59% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 95.23% 94.73%
CHEMBL2581 P07339 Cathepsin D 94.25% 98.95%
CHEMBL3359 P21462 Formyl peptide receptor 1 92.03% 93.56%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.03% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.12% 96.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.32% 99.15%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 88.43% 95.64%
CHEMBL1951 P21397 Monoamine oxidase A 86.99% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.88% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.44% 94.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.62% 90.71%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 84.13% 97.21%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 82.91% 89.67%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.82% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.65% 99.23%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.66% 99.17%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 80.01% 97.53%

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.
Melampodium divaricatum

Cross-Links

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PubChem 100938427
LOTUS LTS0044771
wikiData Q105130277