(3,4a,5-Trimethyl-9-oxo-4,5,6,7,8,8a-hexahydrobenzo[f][1]benzofuran-6-yl) 5-methyldodeca-2,4,6-trienoate

Details

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Internal ID 6599d8d9-38f3-420d-93b8-af1cd931e02f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
IUPAC Name (3,4a,5-trimethyl-9-oxo-4,5,6,7,8,8a-hexahydrobenzo[f][1]benzofuran-6-yl) 5-methyldodeca-2,4,6-trienoate
SMILES (Canonical) CCCCCC=CC(=CC=CC(=O)OC1CCC2C(=O)C3=C(CC2(C1C)C)C(=CO3)C)C
SMILES (Isomeric) CCCCCC=CC(=CC=CC(=O)OC1CCC2C(=O)C3=C(CC2(C1C)C)C(=CO3)C)C
InChI InChI=1S/C28H38O4/c1-6-7-8-9-10-12-19(2)13-11-14-25(29)32-24-16-15-23-26(30)27-22(20(3)18-31-27)17-28(23,5)21(24)4/h10-14,18,21,23-24H,6-9,15-17H2,1-5H3
InChI Key JWWIVKTYYNHIMX-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H38O4
Molecular Weight 438.60 g/mol
Exact Mass 438.27700969 g/mol
Topological Polar Surface Area (TPSA) 56.50 Ų
XlogP 8.10
Atomic LogP (AlogP) 6.93
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3,4a,5-Trimethyl-9-oxo-4,5,6,7,8,8a-hexahydrobenzo[f][1]benzofuran-6-yl) 5-methyldodeca-2,4,6-trienoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9968 99.68%
Caco-2 - 0.5211 52.11%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7330 73.30%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7851 78.51%
OATP1B3 inhibitior + 0.8877 88.77%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9570 95.70%
P-glycoprotein inhibitior + 0.8871 88.71%
P-glycoprotein substrate - 0.5309 53.09%
CYP3A4 substrate + 0.7139 71.39%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8947 89.47%
CYP3A4 inhibition + 0.6669 66.69%
CYP2C9 inhibition - 0.7188 71.88%
CYP2C19 inhibition + 0.5983 59.83%
CYP2D6 inhibition - 0.8802 88.02%
CYP1A2 inhibition - 0.5769 57.69%
CYP2C8 inhibition + 0.5918 59.18%
CYP inhibitory promiscuity + 0.6521 65.21%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5936 59.36%
Eye corrosion - 0.9933 99.33%
Eye irritation - 0.9488 94.88%
Skin irritation - 0.6154 61.54%
Skin corrosion - 0.9497 94.97%
Ames mutagenesis - 0.7237 72.37%
Human Ether-a-go-go-Related Gene inhibition + 0.9056 90.56%
Micronuclear - 0.7500 75.00%
Hepatotoxicity + 0.5345 53.45%
skin sensitisation - 0.8270 82.70%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.6447 64.47%
Acute Oral Toxicity (c) IV 0.5800 58.00%
Estrogen receptor binding + 0.7245 72.45%
Androgen receptor binding + 0.6411 64.11%
Thyroid receptor binding + 0.5163 51.63%
Glucocorticoid receptor binding + 0.7954 79.54%
Aromatase binding + 0.5710 57.10%
PPAR gamma - 0.5574 55.74%
Honey bee toxicity - 0.8860 88.60%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.7400 74.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.37% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.08% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.81% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.40% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 91.13% 90.17%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 90.91% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.78% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.86% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.94% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.92% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.90% 96.09%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.61% 93.56%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 85.17% 85.94%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 83.32% 94.80%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.84% 95.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.97% 94.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.46% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 80.69% 92.50%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.27% 97.28%
CHEMBL2996 Q05655 Protein kinase C delta 80.25% 97.79%

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.
Senecio glanduloso-pilosus

Cross-Links

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PubChem 162970425
LOTUS LTS0140015
wikiData Q105136419