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

Details

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Internal ID 9e3bfafb-26e1-46ed-b4e2-c8de28e3d3ed
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name [4-[[3-acetyloxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-7-(hydroxymethyl)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-yl] 3-methylbutanoate
SMILES (Canonical) CC(C)CC(=O)OC1C2C(CCC2C(=CO1)COC3C(C(C(C(O3)CO)O)O)OC(=O)C)CO
SMILES (Isomeric) CC(C)CC(=O)OC1C2C(CCC2C(=CO1)COC3C(C(C(C(O3)CO)O)O)OC(=O)C)CO
InChI InChI=1S/C23H36O11/c1-11(2)6-17(27)34-22-18-13(7-24)4-5-15(18)14(9-30-22)10-31-23-21(32-12(3)26)20(29)19(28)16(8-25)33-23/h9,11,13,15-16,18-25,28-29H,4-8,10H2,1-3H3
InChI Key SCXWDHJIINFXNY-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C23H36O11
Molecular Weight 488.50 g/mol
Exact Mass 488.22576196 g/mol
Topological Polar Surface Area (TPSA) 161.00 Ų
XlogP 0.10
Atomic LogP (AlogP) -0.16
H-Bond Acceptor 11
H-Bond Donor 4
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [4-[[3-Acetyloxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-7-(hydroxymethyl)-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 + 0.5579 55.79%
Caco-2 - 0.7964 79.64%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.8594 85.94%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8043 80.43%
OATP1B3 inhibitior + 0.8888 88.88%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.6244 62.44%
P-glycoprotein inhibitior - 0.5899 58.99%
P-glycoprotein substrate - 0.6576 65.76%
CYP3A4 substrate + 0.6301 63.01%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8741 87.41%
CYP3A4 inhibition - 0.9177 91.77%
CYP2C9 inhibition - 0.8606 86.06%
CYP2C19 inhibition - 0.8663 86.63%
CYP2D6 inhibition - 0.9077 90.77%
CYP1A2 inhibition - 0.8292 82.92%
CYP2C8 inhibition - 0.7000 70.00%
CYP inhibitory promiscuity - 0.9144 91.44%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6640 66.40%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.9433 94.33%
Skin irritation - 0.7360 73.60%
Skin corrosion - 0.9551 95.51%
Ames mutagenesis + 0.5160 51.60%
Human Ether-a-go-go-Related Gene inhibition - 0.4770 47.70%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.6018 60.18%
skin sensitisation - 0.8950 89.50%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.6455 64.55%
Acute Oral Toxicity (c) III 0.6099 60.99%
Estrogen receptor binding + 0.6357 63.57%
Androgen receptor binding + 0.6807 68.07%
Thyroid receptor binding - 0.6720 67.20%
Glucocorticoid receptor binding + 0.5553 55.53%
Aromatase binding - 0.5926 59.26%
PPAR gamma - 0.5320 53.20%
Honey bee toxicity - 0.8074 80.74%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.6750 67.50%
Fish aquatic toxicity + 0.9444 94.44%

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 97.91% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 96.78% 95.93%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.53% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 95.12% 83.82%
CHEMBL2581 P07339 Cathepsin D 94.06% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.87% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.11% 97.09%
CHEMBL5255 O00206 Toll-like receptor 4 89.57% 92.50%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 88.99% 86.92%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.07% 99.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.04% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.14% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 85.48% 94.73%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.79% 97.25%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 82.13% 94.80%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.58% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.26% 96.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.40% 100.00%

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 lantana
Viburnum prunifolium

Cross-Links

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PubChem 14109592
LOTUS LTS0028009
wikiData Q105250492