[(1S,2R,5S,6S,7R,8S,9S)-5,8-diacetyloxy-6-(acetyloxymethyl)-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] furan-3-carboxylate

Details

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Internal ID 8771e38d-ef60-401c-a581-ec3fe20e4021
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
IUPAC Name [(1S,2R,5S,6S,7R,8S,9S)-5,8-diacetyloxy-6-(acetyloxymethyl)-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] furan-3-carboxylate
SMILES (Canonical) CC1CCC(C2(C13CC(C(C2OC(=O)C4=COC=C4)OC(=O)C)C(O3)(C)C)COC(=O)C)OC(=O)C
SMILES (Isomeric) C[C@@H]1CC[C@@H]([C@@]2([C@]13C[C@@H]([C@@H]([C@@H]2OC(=O)C4=COC=C4)OC(=O)C)C(O3)(C)C)COC(=O)C)OC(=O)C
InChI InChI=1S/C26H34O10/c1-14-7-8-20(33-16(3)28)25(13-32-15(2)27)22(35-23(30)18-9-10-31-12-18)21(34-17(4)29)19-11-26(14,25)36-24(19,5)6/h9-10,12,14,19-22H,7-8,11,13H2,1-6H3/t14-,19+,20+,21+,22+,25+,26+/m1/s1
InChI Key ZAZPJAYBEMRQJL-HOHGWDEHSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C26H34O10
Molecular Weight 506.50 g/mol
Exact Mass 506.21519728 g/mol
Topological Polar Surface Area (TPSA) 128.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 3.22
H-Bond Acceptor 10
H-Bond Donor 0
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,5S,6S,7R,8S,9S)-5,8-diacetyloxy-6-(acetyloxymethyl)-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] furan-3-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9849 98.49%
Caco-2 - 0.5866 58.66%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7991 79.91%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7927 79.27%
OATP1B3 inhibitior + 0.9232 92.32%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.8176 81.76%
P-glycoprotein inhibitior + 0.8363 83.63%
P-glycoprotein substrate - 0.5558 55.58%
CYP3A4 substrate + 0.6914 69.14%
CYP2C9 substrate + 0.5924 59.24%
CYP2D6 substrate - 0.8561 85.61%
CYP3A4 inhibition - 0.6943 69.43%
CYP2C9 inhibition - 0.6398 63.98%
CYP2C19 inhibition - 0.6593 65.93%
CYP2D6 inhibition - 0.9429 94.29%
CYP1A2 inhibition - 0.8497 84.97%
CYP2C8 inhibition + 0.7028 70.28%
CYP inhibitory promiscuity - 0.8367 83.67%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5720 57.20%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.8925 89.25%
Skin irritation - 0.7715 77.15%
Skin corrosion - 0.9392 93.92%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8661 86.61%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.5784 57.84%
skin sensitisation - 0.8871 88.71%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.7236 72.36%
Acute Oral Toxicity (c) III 0.5493 54.93%
Estrogen receptor binding + 0.8407 84.07%
Androgen receptor binding + 0.6270 62.70%
Thyroid receptor binding + 0.6143 61.43%
Glucocorticoid receptor binding + 0.7127 71.27%
Aromatase binding + 0.6190 61.90%
PPAR gamma + 0.7218 72.18%
Honey bee toxicity - 0.8227 82.27%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5605 56.05%
Fish aquatic toxicity + 0.9949 99.49%

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 98.58% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 96.60% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.71% 86.33%
CHEMBL4040 P28482 MAP kinase ERK2 89.87% 83.82%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.29% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.18% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.55% 97.09%
CHEMBL2581 P07339 Cathepsin D 88.35% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.92% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.95% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.44% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 85.73% 91.19%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.62% 97.25%
CHEMBL2996 Q05655 Protein kinase C delta 82.47% 97.79%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.61% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.28% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.04% 96.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.54% 91.07%

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.
Celastrus paniculatus

Cross-Links

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PubChem 156009979
LOTUS LTS0034823
wikiData Q105370379