[(4S,4aR,5S,8aR)-3,4a,5-trimethyl-9-oxo-4,5,6,7,8,8a-hexahydrobenzo[f][1]benzofuran-4-yl] (2S)-2-methylbut-3-enoate

Details

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Internal ID 86a8b006-2b40-4c76-b3e3-66168d1334ca
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
IUPAC Name [(4S,4aR,5S,8aR)-3,4a,5-trimethyl-9-oxo-4,5,6,7,8,8a-hexahydrobenzo[f][1]benzofuran-4-yl] (2S)-2-methylbut-3-enoate
SMILES (Canonical) CC1CCCC2C1(C(C3=C(C2=O)OC=C3C)OC(=O)C(C)C=C)C
SMILES (Isomeric) C[C@H]1CCC[C@@H]2[C@@]1([C@@H](C3=C(C2=O)OC=C3C)OC(=O)[C@@H](C)C=C)C
InChI InChI=1S/C20H26O4/c1-6-11(2)19(22)24-18-15-12(3)10-23-17(15)16(21)14-9-7-8-13(4)20(14,18)5/h6,10-11,13-14,18H,1,7-9H2,2-5H3/t11-,13-,14-,18+,20+/m0/s1
InChI Key BTOWBGAONBSYQM-FXZWHMERSA-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 4.90
Atomic LogP (AlogP) 4.63
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,8aR)-3,4a,5-trimethyl-9-oxo-4,5,6,7,8,8a-hexahydrobenzo[f][1]benzofuran-4-yl] (2S)-2-methylbut-3-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9914 99.14%
Caco-2 + 0.6898 68.98%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.5921 59.21%
OATP2B1 inhibitior - 0.8593 85.93%
OATP1B1 inhibitior + 0.8785 87.85%
OATP1B3 inhibitior - 0.2540 25.40%
MATE1 inhibitior - 0.6000 60.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.6318 63.18%
P-glycoprotein inhibitior - 0.6215 62.15%
P-glycoprotein substrate - 0.8431 84.31%
CYP3A4 substrate + 0.6291 62.91%
CYP2C9 substrate - 0.8000 80.00%
CYP2D6 substrate - 0.8792 87.92%
CYP3A4 inhibition - 0.6192 61.92%
CYP2C9 inhibition - 0.7901 79.01%
CYP2C19 inhibition - 0.6713 67.13%
CYP2D6 inhibition - 0.9416 94.16%
CYP1A2 inhibition + 0.6349 63.49%
CYP2C8 inhibition - 0.7020 70.20%
CYP inhibitory promiscuity - 0.7323 73.23%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5302 53.02%
Eye corrosion - 0.9854 98.54%
Eye irritation - 0.9747 97.47%
Skin irritation - 0.6200 62.00%
Skin corrosion - 0.8816 88.16%
Ames mutagenesis - 0.6518 65.18%
Human Ether-a-go-go-Related Gene inhibition - 0.3665 36.65%
Micronuclear - 0.7600 76.00%
Hepatotoxicity + 0.5677 56.77%
skin sensitisation - 0.7522 75.22%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.8753 87.53%
Acute Oral Toxicity (c) III 0.5010 50.10%
Estrogen receptor binding + 0.7285 72.85%
Androgen receptor binding + 0.6906 69.06%
Thyroid receptor binding + 0.5261 52.61%
Glucocorticoid receptor binding + 0.6354 63.54%
Aromatase binding + 0.6632 66.32%
PPAR gamma + 0.7052 70.52%
Honey bee toxicity - 0.8177 81.77%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5200 52.00%
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 97.28% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.12% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.43% 95.56%
CHEMBL4040 P28482 MAP kinase ERK2 91.10% 83.82%
CHEMBL2581 P07339 Cathepsin D 90.65% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 89.42% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.14% 97.09%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 87.98% 96.47%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 87.89% 96.21%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.08% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.66% 86.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.58% 91.07%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.85% 99.23%
CHEMBL5255 O00206 Toll-like receptor 4 84.72% 92.50%
CHEMBL221 P23219 Cyclooxygenase-1 82.53% 90.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.43% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.04% 95.89%
CHEMBL1951 P21397 Monoamine oxidase A 81.48% 91.49%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.37% 90.24%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.32% 89.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.07% 95.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.44% 96.77%

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.
Roldana aschenborniana

Cross-Links

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PubChem 163021251
LOTUS LTS0228908
wikiData Q104945782