[(1S,3aR,5R,6S,8R,9aR)-8-hydroxy-1,5,8-trimethyl-2-oxo-1,3a,4,5,6,7,9,9a-octahydroazuleno[6,5-b]furan-6-yl] (2R)-2-methylbutanoate

Details

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Internal ID 55b5bb6b-2cef-4a66-900d-0c8c4a6235e6
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
IUPAC Name [(1S,3aR,5R,6S,8R,9aR)-8-hydroxy-1,5,8-trimethyl-2-oxo-1,3a,4,5,6,7,9,9a-octahydroazuleno[6,5-b]furan-6-yl] (2R)-2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC1CC(C2=C1C(CC3C(C2)C(C(=O)O3)C)C)(C)O
SMILES (Isomeric) CC[C@@H](C)C(=O)O[C@H]1C[C@@](C2=C1[C@@H](C[C@@H]3[C@H](C2)[C@@H](C(=O)O3)C)C)(C)O
InChI InChI=1S/C20H30O5/c1-6-10(2)18(21)25-16-9-20(5,23)14-8-13-12(4)19(22)24-15(13)7-11(3)17(14)16/h10-13,15-16,23H,6-9H2,1-5H3/t10-,11-,12+,13-,15-,16+,20-/m1/s1
InChI Key GDSQXEJVFDDBEU-VUDFEGNTSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C20H30O5
Molecular Weight 350.40 g/mol
Exact Mass 350.20932405 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 2.30
Atomic LogP (AlogP) 3.00
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,3aR,5R,6S,8R,9aR)-8-hydroxy-1,5,8-trimethyl-2-oxo-1,3a,4,5,6,7,9,9a-octahydroazuleno[6,5-b]furan-6-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 + 0.9960 99.60%
Caco-2 + 0.7401 74.01%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6138 61.38%
OATP2B1 inhibitior - 0.8597 85.97%
OATP1B1 inhibitior + 0.8454 84.54%
OATP1B3 inhibitior + 0.9329 93.29%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.7402 74.02%
P-glycoprotein inhibitior - 0.6557 65.57%
P-glycoprotein substrate - 0.5835 58.35%
CYP3A4 substrate + 0.6274 62.74%
CYP2C9 substrate - 0.8262 82.62%
CYP2D6 substrate - 0.8723 87.23%
CYP3A4 inhibition + 0.5768 57.68%
CYP2C9 inhibition - 0.6512 65.12%
CYP2C19 inhibition - 0.7241 72.41%
CYP2D6 inhibition - 0.9612 96.12%
CYP1A2 inhibition - 0.6437 64.37%
CYP2C8 inhibition - 0.7535 75.35%
CYP inhibitory promiscuity - 0.9135 91.35%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5627 56.27%
Eye corrosion - 0.9832 98.32%
Eye irritation - 0.8955 89.55%
Skin irritation + 0.5051 50.51%
Skin corrosion - 0.9236 92.36%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5671 56.71%
Micronuclear - 0.6800 68.00%
Hepatotoxicity + 0.7755 77.55%
skin sensitisation - 0.7894 78.94%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.5923 59.23%
Acute Oral Toxicity (c) II 0.4166 41.66%
Estrogen receptor binding + 0.7636 76.36%
Androgen receptor binding + 0.5878 58.78%
Thyroid receptor binding + 0.6589 65.89%
Glucocorticoid receptor binding + 0.7805 78.05%
Aromatase binding - 0.5142 51.42%
PPAR gamma - 0.5203 52.03%
Honey bee toxicity - 0.7347 73.47%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9920 99.20%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.29% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.52% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.52% 94.45%
CHEMBL299 P17252 Protein kinase C alpha 94.83% 98.03%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.01% 91.11%
CHEMBL2996 Q05655 Protein kinase C delta 91.22% 97.79%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.51% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.02% 97.09%
CHEMBL2581 P07339 Cathepsin D 88.81% 98.95%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 87.13% 96.47%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.11% 96.95%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.47% 95.71%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.96% 89.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.65% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 81.59% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.16% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.40% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.17% 89.00%

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.
Hymenoxys richardsonii

Cross-Links

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PubChem 162913905
LOTUS LTS0124620
wikiData Q105006936