[(4S,4aR,5S)-3,4a,5-trimethyl-9-oxo-4,5,6,7-tetrahydrobenzo[f][1]benzofuran-4-yl] 3-methylbutanoate

Details

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Internal ID a3a9c89a-26ea-4245-b1ce-365072f77512
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
IUPAC Name [(4S,4aR,5S)-3,4a,5-trimethyl-9-oxo-4,5,6,7-tetrahydrobenzo[f][1]benzofuran-4-yl] 3-methylbutanoate
SMILES (Canonical) CC1CCC=C2C1(C(C3=C(C2=O)OC=C3C)OC(=O)CC(C)C)C
SMILES (Isomeric) C[C@H]1CCC=C2[C@@]1([C@@H](C3=C(C2=O)OC=C3C)OC(=O)CC(C)C)C
InChI InChI=1S/C20H26O4/c1-11(2)9-15(21)24-19-16-12(3)10-23-18(16)17(22)14-8-6-7-13(4)20(14,19)5/h8,10-11,13,19H,6-7,9H2,1-5H3/t13-,19+,20+/m0/s1
InChI Key FWENKENVKHNNFP-CJMONDIMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H26O4
Molecular Weight 330.40 g/mol
Exact Mass 330.18310931 g/mol
Topological Polar Surface Area (TPSA) 56.50 Ų
XlogP 4.70
Atomic LogP (AlogP) 4.78
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(4S,4aR,5S)-3,4a,5-trimethyl-9-oxo-4,5,6,7-tetrahydrobenzo[f][1]benzofuran-4-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 + 0.9955 99.55%
Caco-2 + 0.8457 84.57%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.7534 75.34%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8860 88.60%
OATP1B3 inhibitior - 0.3223 32.23%
MATE1 inhibitior - 0.6200 62.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior - 0.5000 50.00%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate - 0.6683 66.83%
CYP3A4 substrate + 0.6177 61.77%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8906 89.06%
CYP3A4 inhibition + 0.5863 58.63%
CYP2C9 inhibition + 0.5458 54.58%
CYP2C19 inhibition - 0.5313 53.13%
CYP2D6 inhibition - 0.8264 82.64%
CYP1A2 inhibition + 0.6352 63.52%
CYP2C8 inhibition - 0.6660 66.60%
CYP inhibitory promiscuity + 0.6338 63.38%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5020 50.20%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9583 95.83%
Skin irritation - 0.6345 63.45%
Skin corrosion - 0.8998 89.98%
Ames mutagenesis - 0.5207 52.07%
Human Ether-a-go-go-Related Gene inhibition + 0.7596 75.96%
Micronuclear - 0.6700 67.00%
Hepatotoxicity + 0.5214 52.14%
skin sensitisation - 0.7212 72.12%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.7363 73.63%
Acute Oral Toxicity (c) III 0.5173 51.73%
Estrogen receptor binding + 0.5633 56.33%
Androgen receptor binding + 0.6474 64.74%
Thyroid receptor binding + 0.5256 52.56%
Glucocorticoid receptor binding + 0.6971 69.71%
Aromatase binding - 0.5295 52.95%
PPAR gamma + 0.6355 63.55%
Honey bee toxicity - 0.8776 87.76%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9958 99.58%

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
CHEMBL2581 P07339 Cathepsin D 94.72% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.47% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.53% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.98% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.05% 89.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 87.53% 96.47%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.59% 96.09%
CHEMBL5255 O00206 Toll-like receptor 4 84.08% 92.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.83% 86.33%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.17% 96.21%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.07% 99.23%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.91% 96.38%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.40% 95.89%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 82.03% 94.80%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.30% 90.08%
CHEMBL2996 Q05655 Protein kinase C delta 81.19% 97.79%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.01% 93.56%

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.
Dendrophorbium balsapampae
Roldana aschenborniana
Senecio macrotis

Cross-Links

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PubChem 14287053
LOTUS LTS0175554
wikiData Q105003195