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[(1S,4aS,6S,7R,7aS)-6-acetyloxy-4-[[(2R,3R,4S,5S,6R)-3-acetyloxy-6-(acetyloxymethyl)-4,5-dihydroxyoxan-2-yl]oxymethyl]-7-(acetyloxymethyl)-7-hydroxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-1-yl] (2R)-2-methylbutanoate

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 757c6056-a4a9-49f9-8fbb-b98ac1ba7715
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name [(1S,4aS,6S,7R,7aS)-6-acetyloxy-4-[[(2R,3R,4S,5S,6R)-3-acetyloxy-6-(acetyloxymethyl)-4,5-dihydroxyoxan-2-yl]oxymethyl]-7-(acetyloxymethyl)-7-hydroxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-1-yl] (2R)-2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC1C2C(CC(C2(COC(=O)C)O)OC(=O)C)C(=CO1)COC3C(C(C(C(O3)COC(=O)C)O)O)OC(=O)C
SMILES (Isomeric) CC[C@@H](C)C(=O)O[C@H]1[C@H]2[C@H](C[C@@H]([C@@]2(COC(=O)C)O)OC(=O)C)C(=CO1)CO[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)COC(=O)C)O)O)OC(=O)C
InChI InChI=1S/C29H42O16/c1-7-13(2)26(36)45-27-22-19(8-21(42-16(5)32)29(22,37)12-41-15(4)31)18(9-39-27)10-40-28-25(43-17(6)33)24(35)23(34)20(44-28)11-38-14(3)30/h9,13,19-25,27-28,34-35,37H,7-8,10-12H2,1-6H3/t13-,19-,20-,21+,22-,23-,24+,25-,27+,28-,29-/m1/s1
InChI Key HNZOKVUPPGNXLR-ZFZWLTHKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H42O16
Molecular Weight 646.60 g/mol
Exact Mass 646.24728525 g/mol
Topological Polar Surface Area (TPSA) 220.00 Ų
XlogP -0.90
Atomic LogP (AlogP) -0.36
H-Bond Acceptor 16
H-Bond Donor 3
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,4aS,6S,7R,7aS)-6-acetyloxy-4-[[(2R,3R,4S,5S,6R)-3-acetyloxy-6-(acetyloxymethyl)-4,5-dihydroxyoxan-2-yl]oxymethyl]-7-(acetyloxymethyl)-7-hydroxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-1-yl] (2R)-2-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9328 93.28%
Caco-2 - 0.8446 84.46%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.7661 76.61%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8045 80.45%
OATP1B3 inhibitior + 0.9298 92.98%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.6715 67.15%
P-glycoprotein inhibitior + 0.7159 71.59%
P-glycoprotein substrate - 0.5391 53.91%
CYP3A4 substrate + 0.6654 66.54%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8800 88.00%
CYP3A4 inhibition - 0.7568 75.68%
CYP2C9 inhibition - 0.9023 90.23%
CYP2C19 inhibition - 0.8865 88.65%
CYP2D6 inhibition - 0.9553 95.53%
CYP1A2 inhibition - 0.9051 90.51%
CYP2C8 inhibition + 0.5183 51.83%
CYP inhibitory promiscuity - 0.9394 93.94%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5949 59.49%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.9201 92.01%
Skin irritation + 0.5057 50.57%
Skin corrosion - 0.9442 94.42%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5063 50.63%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.5495 54.95%
skin sensitisation - 0.8984 89.84%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.8149 81.49%
Acute Oral Toxicity (c) III 0.4968 49.68%
Estrogen receptor binding + 0.7558 75.58%
Androgen receptor binding + 0.6517 65.17%
Thyroid receptor binding - 0.5934 59.34%
Glucocorticoid receptor binding + 0.7210 72.10%
Aromatase binding + 0.6291 62.91%
PPAR gamma + 0.6777 67.77%
Honey bee toxicity - 0.7590 75.90%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9875 98.75%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.38% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 99.19% 95.93%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 97.41% 97.21%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.85% 97.25%
CHEMBL4040 P28482 MAP kinase ERK2 96.22% 83.82%
CHEMBL2581 P07339 Cathepsin D 95.02% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.51% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.35% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.17% 91.11%
CHEMBL5255 O00206 Toll-like receptor 4 88.97% 92.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.25% 89.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.95% 96.95%
CHEMBL4208 P20618 Proteasome component C5 86.41% 90.00%
CHEMBL2996 Q05655 Protein kinase C delta 84.94% 97.79%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.95% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.12% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.38% 100.00%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 81.93% 82.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.71% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.41% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 81.25% 91.19%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.63% 93.56%

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.
Viburnum ayavacense

Cross-Links

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PubChem 162998662
LOTUS LTS0127939
wikiData Q105031139