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[4-acetyloxy-3-oxo-8-(1,4,4-trimethyl-8-methylidene-3,3a,5,6,7,8a-hexahydro-2H-azulen-1-yl)-2,7-dioxabicyclo[3.2.1]octan-6-yl] 3-methylbutanoate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID f2abac14-1aff-4020-97a4-35469a036bcb
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name [4-acetyloxy-3-oxo-8-(1,4,4-trimethyl-8-methylidene-3,3a,5,6,7,8a-hexahydro-2H-azulen-1-yl)-2,7-dioxabicyclo[3.2.1]octan-6-yl] 3-methylbutanoate
SMILES (Canonical) CC(C)CC(=O)OC1C2C(C(O1)OC(=O)C2OC(=O)C)C3(CCC4C3C(=C)CCCC4(C)C)C
SMILES (Isomeric) CC(C)CC(=O)OC1C2C(C(O1)OC(=O)C2OC(=O)C)C3(CCC4C3C(=C)CCCC4(C)C)C
InChI InChI=1S/C27H40O7/c1-14(2)13-18(29)32-24-19-21(25(34-24)33-23(30)22(19)31-16(4)28)27(7)12-10-17-20(27)15(3)9-8-11-26(17,5)6/h14,17,19-22,24-25H,3,8-13H2,1-2,4-7H3
InChI Key CPHOZIZJFXURJB-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H40O7
Molecular Weight 476.60 g/mol
Exact Mass 476.27740361 g/mol
Topological Polar Surface Area (TPSA) 88.10 Ų
XlogP 6.10
Atomic LogP (AlogP) 4.78
H-Bond Acceptor 7
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 [4-acetyloxy-3-oxo-8-(1,4,4-trimethyl-8-methylidene-3,3a,5,6,7,8a-hexahydro-2H-azulen-1-yl)-2,7-dioxabicyclo[3.2.1]octan-6-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 + 0.9813 98.13%
Caco-2 - 0.6612 66.12%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7720 77.20%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8080 80.80%
OATP1B3 inhibitior - 0.5639 56.39%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.8459 84.59%
P-glycoprotein inhibitior + 0.7042 70.42%
P-glycoprotein substrate - 0.5971 59.71%
CYP3A4 substrate + 0.7150 71.50%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8653 86.53%
CYP3A4 inhibition - 0.5430 54.30%
CYP2C9 inhibition - 0.7871 78.71%
CYP2C19 inhibition - 0.7924 79.24%
CYP2D6 inhibition - 0.9405 94.05%
CYP1A2 inhibition - 0.7032 70.32%
CYP2C8 inhibition + 0.4905 49.05%
CYP inhibitory promiscuity - 0.8308 83.08%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6106 61.06%
Eye corrosion - 0.9835 98.35%
Eye irritation - 0.8077 80.77%
Skin irritation - 0.5964 59.64%
Skin corrosion - 0.8882 88.82%
Ames mutagenesis - 0.5376 53.76%
Human Ether-a-go-go-Related Gene inhibition - 0.4131 41.31%
Micronuclear - 0.7600 76.00%
Hepatotoxicity + 0.5902 59.02%
skin sensitisation - 0.7938 79.38%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.5733 57.33%
Acute Oral Toxicity (c) III 0.3779 37.79%
Estrogen receptor binding + 0.7743 77.43%
Androgen receptor binding + 0.6721 67.21%
Thyroid receptor binding + 0.5808 58.08%
Glucocorticoid receptor binding + 0.7934 79.34%
Aromatase binding + 0.6119 61.19%
PPAR gamma + 0.6961 69.61%
Honey bee toxicity - 0.7185 71.85%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9951 99.51%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.41% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.27% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.32% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.76% 97.25%
CHEMBL237 P41145 Kappa opioid receptor 95.07% 98.10%
CHEMBL2581 P07339 Cathepsin D 93.22% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 89.77% 91.19%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 89.09% 96.38%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.22% 100.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 87.96% 96.47%
CHEMBL1937 Q92769 Histone deacetylase 2 87.19% 94.75%
CHEMBL2413 P32246 C-C chemokine receptor type 1 86.80% 89.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.55% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.18% 92.62%
CHEMBL5103 Q969S8 Histone deacetylase 10 84.50% 90.08%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.45% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.32% 97.09%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.94% 95.71%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.32% 93.04%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.72% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 82.64% 92.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.62% 89.00%
CHEMBL5028 O14672 ADAM10 80.76% 97.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.58% 97.14%
CHEMBL2996 Q05655 Protein kinase C delta 80.37% 97.79%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.25% 99.23%

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.
There are no matching plants.

Cross-Links

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PubChem 74000025
LOTUS LTS0097014
wikiData Q104967537