[4a,5-Dimethyl-1-(3-methylbut-2-enoyloxy)-7-oxo-3-prop-1-en-2-yl-1,2,3,4,5,6,8,8a-octahydronaphthalen-2-yl] 2-methylbut-2-enoate

Details

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Internal ID 95e5c42a-4a79-4f92-a130-259ac22a1be2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
IUPAC Name [4a,5-dimethyl-1-(3-methylbut-2-enoyloxy)-7-oxo-3-prop-1-en-2-yl-1,2,3,4,5,6,8,8a-octahydronaphthalen-2-yl] 2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1C(CC2(C(CC(=O)CC2C1OC(=O)C=C(C)C)C)C)C(=C)C
SMILES (Isomeric) CC=C(C)C(=O)OC1C(CC2(C(CC(=O)CC2C1OC(=O)C=C(C)C)C)C)C(=C)C
InChI InChI=1S/C25H36O5/c1-9-16(6)24(28)30-22-19(15(4)5)13-25(8)17(7)11-18(26)12-20(25)23(22)29-21(27)10-14(2)3/h9-10,17,19-20,22-23H,4,11-13H2,1-3,5-8H3
InChI Key UNJLGZXKJQZIHO-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H36O5
Molecular Weight 416.50 g/mol
Exact Mass 416.25627424 g/mol
Topological Polar Surface Area (TPSA) 69.70 Ų
XlogP 5.60
Atomic LogP (AlogP) 4.96
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [4a,5-Dimethyl-1-(3-methylbut-2-enoyloxy)-7-oxo-3-prop-1-en-2-yl-1,2,3,4,5,6,8,8a-octahydronaphthalen-2-yl] 2-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9946 99.46%
Caco-2 + 0.6329 63.29%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7973 79.73%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8687 86.87%
OATP1B3 inhibitior + 0.8431 84.31%
MATE1 inhibitior + 0.7800 78.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9318 93.18%
P-glycoprotein inhibitior + 0.8128 81.28%
P-glycoprotein substrate - 0.5296 52.96%
CYP3A4 substrate + 0.6669 66.69%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9075 90.75%
CYP3A4 inhibition + 0.5822 58.22%
CYP2C9 inhibition - 0.8809 88.09%
CYP2C19 inhibition - 0.7664 76.64%
CYP2D6 inhibition - 0.9509 95.09%
CYP1A2 inhibition - 0.8868 88.68%
CYP2C8 inhibition - 0.6879 68.79%
CYP inhibitory promiscuity - 0.8831 88.31%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8843 88.43%
Carcinogenicity (trinary) Non-required 0.5874 58.74%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.8341 83.41%
Skin irritation - 0.6087 60.87%
Skin corrosion - 0.9771 97.71%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3826 38.26%
Micronuclear - 0.5900 59.00%
Hepatotoxicity + 0.5417 54.17%
skin sensitisation + 0.5646 56.46%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity + 0.5366 53.66%
Acute Oral Toxicity (c) III 0.6833 68.33%
Estrogen receptor binding + 0.7880 78.80%
Androgen receptor binding + 0.5255 52.55%
Thyroid receptor binding - 0.4901 49.01%
Glucocorticoid receptor binding + 0.6685 66.85%
Aromatase binding + 0.6253 62.53%
PPAR gamma + 0.7112 71.12%
Honey bee toxicity - 0.5151 51.51%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6100 61.00%
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 96.68% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.31% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.81% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.13% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.86% 97.25%
CHEMBL2581 P07339 Cathepsin D 88.50% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.79% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.14% 86.33%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 87.07% 89.34%
CHEMBL340 P08684 Cytochrome P450 3A4 85.08% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.77% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 83.25% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.06% 97.09%
CHEMBL1951 P21397 Monoamine oxidase A 81.82% 91.49%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.70% 92.94%

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.
Euryops algoensis

Cross-Links

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PubChem 162912114
LOTUS LTS0223290
wikiData Q105276007