[(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-2-carboxylate

Details

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Internal ID 8d9f458c-b702-4303-854d-2e37db4e8fae
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-2-carboxylate
SMILES (Canonical) CC1CCC(C2(C13CC(C(C2OC(=O)C4=CC=CO4)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=CC=CO4)OC(=O)C)C(O3)(C)C)COC(=O)C)OC(=O)C
InChI InChI=1S/C26H34O10/c1-14-9-10-20(33-16(3)28)25(13-32-15(2)27)22(35-23(30)19-8-7-11-31-19)21(34-17(4)29)18-12-26(14,25)36-24(18,5)6/h7-8,11,14,18,20-22H,9-10,12-13H2,1-6H3/t14-,18+,20+,21+,22+,25+,26+/m1/s1
InChI Key WULVSWIOMDKFKA-URFXSQLSSA-N
Popularity 0 references 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 3.00
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-2-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 - 0.5933 59.33%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7991 79.91%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8546 85.46%
OATP1B3 inhibitior + 0.9232 92.32%
MATE1 inhibitior - 0.7000 70.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.8031 80.31%
P-glycoprotein inhibitior + 0.8437 84.37%
P-glycoprotein substrate - 0.5942 59.42%
CYP3A4 substrate + 0.6875 68.75%
CYP2C9 substrate - 0.8116 81.16%
CYP2D6 substrate - 0.8521 85.21%
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 + 0.6654 66.54%
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 - 0.8860 88.60%
Skin irritation - 0.7715 77.15%
Skin corrosion - 0.9392 93.92%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8220 82.20%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.6823 68.23%
skin sensitisation - 0.8871 88.71%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.6101 61.01%
Acute Oral Toxicity (c) III 0.5493 54.93%
Estrogen receptor binding + 0.8707 87.07%
Androgen receptor binding + 0.6224 62.24%
Thyroid receptor binding + 0.6385 63.85%
Glucocorticoid receptor binding + 0.7177 71.77%
Aromatase binding + 0.5769 57.69%
PPAR gamma + 0.7387 73.87%
Honey bee toxicity - 0.8266 82.66%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5150 51.50%
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 99.24% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 94.31% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.07% 91.11%
CHEMBL2581 P07339 Cathepsin D 91.40% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.11% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.31% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.41% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.53% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.13% 95.56%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.75% 95.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.36% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.17% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.97% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.81% 99.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.31% 92.62%

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 10051917
LOTUS LTS0113920
wikiData Q105313130