[4-[[3-(5-Acetyloxy-3,4-dihydroxy-6-methyloxan-2-yl)oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-7-(acetyloxymethyl)-6-hydroxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-yl] 3-methylbutanoate

Details

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Internal ID a1dbccac-a6b0-426a-987b-ef87cf21c8fb
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name [4-[[3-(5-acetyloxy-3,4-dihydroxy-6-methyloxan-2-yl)oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-7-(acetyloxymethyl)-6-hydroxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-yl] 3-methylbutanoate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OCC3=COC(C4C3CC(C4COC(=O)C)O)OC(=O)CC(C)C)CO)O)O)O)O)OC(=O)C
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(C(C(OC2OCC3=COC(C4C3CC(C4COC(=O)C)O)OC(=O)CC(C)C)CO)O)O)O)O)OC(=O)C
InChI InChI=1S/C31H48O17/c1-12(2)6-21(36)47-29-22-17(7-19(35)18(22)11-41-14(4)33)16(9-42-29)10-43-31-28(24(38)23(37)20(8-32)46-31)48-30-26(40)25(39)27(13(3)44-30)45-15(5)34/h9,12-13,17-20,22-32,35,37-40H,6-8,10-11H2,1-5H3
InChI Key BIOXUJWLMWJZBZ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H48O17
Molecular Weight 692.70 g/mol
Exact Mass 692.28915006 g/mol
Topological Polar Surface Area (TPSA) 246.00 Ų
XlogP -1.60
Atomic LogP (AlogP) -1.77
H-Bond Acceptor 17
H-Bond Donor 6
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [4-[[3-(5-Acetyloxy-3,4-dihydroxy-6-methyloxan-2-yl)oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-7-(acetyloxymethyl)-6-hydroxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-yl] 3-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7617 76.17%
Caco-2 - 0.8756 87.56%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.7761 77.61%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7835 78.35%
OATP1B3 inhibitior + 0.9216 92.16%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.7438 74.38%
P-glycoprotein inhibitior + 0.6232 62.32%
P-glycoprotein substrate + 0.5305 53.05%
CYP3A4 substrate + 0.6853 68.53%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8741 87.41%
CYP3A4 inhibition - 0.8744 87.44%
CYP2C9 inhibition - 0.8910 89.10%
CYP2C19 inhibition - 0.8842 88.42%
CYP2D6 inhibition - 0.9076 90.76%
CYP1A2 inhibition - 0.8735 87.35%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.9487 94.87%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7078 70.78%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9255 92.55%
Skin irritation - 0.7139 71.39%
Skin corrosion - 0.9518 95.18%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6915 69.15%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.5641 56.41%
skin sensitisation - 0.8873 88.73%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.6623 66.23%
Acute Oral Toxicity (c) III 0.5479 54.79%
Estrogen receptor binding + 0.7434 74.34%
Androgen receptor binding + 0.6454 64.54%
Thyroid receptor binding - 0.5683 56.83%
Glucocorticoid receptor binding + 0.6477 64.77%
Aromatase binding + 0.5587 55.87%
PPAR gamma + 0.6522 65.22%
Honey bee toxicity - 0.6871 68.71%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9701 97.01%

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
CHEMBL226 P30542 Adenosine A1 receptor 97.59% 95.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.55% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.12% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.75% 98.95%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 92.59% 97.21%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.88% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.29% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.97% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 88.83% 94.73%
CHEMBL340 P08684 Cytochrome P450 3A4 88.62% 91.19%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.83% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.37% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.01% 96.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.66% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.32% 97.25%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.12% 86.92%
CHEMBL5255 O00206 Toll-like receptor 4 85.10% 92.50%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 82.98% 94.80%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.62% 93.56%
CHEMBL2996 Q05655 Protein kinase C delta 80.44% 97.79%

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.
Sambucus ebulus

Cross-Links

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PubChem 75068787
LOTUS LTS0021356
wikiData Q104936664