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[(1S,2S,4aR,8aS)-4a-methyl-8-methylidene-2-propan-2-yl-1,2,3,4,5,6,7,8a-octahydronaphthalen-1-yl] (Z)-3-(4-acetyloxyphenyl)prop-2-enoate

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 c57ca854-92ab-4bb7-bc49-25da3085ea2e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
IUPAC Name [(1S,2S,4aR,8aS)-4a-methyl-8-methylidene-2-propan-2-yl-1,2,3,4,5,6,7,8a-octahydronaphthalen-1-yl] (Z)-3-(4-acetyloxyphenyl)prop-2-enoate
SMILES (Canonical) CC(C)C1CCC2(CCCC(=C)C2C1OC(=O)C=CC3=CC=C(C=C3)OC(=O)C)C
SMILES (Isomeric) CC(C)[C@@H]1CC[C@]2(CCCC(=C)[C@@H]2[C@H]1OC(=O)/C=C\C3=CC=C(C=C3)OC(=O)C)C
InChI InChI=1S/C26H34O4/c1-17(2)22-14-16-26(5)15-6-7-18(3)24(26)25(22)30-23(28)13-10-20-8-11-21(12-9-20)29-19(4)27/h8-13,17,22,24-25H,3,6-7,14-16H2,1-2,4-5H3/b13-10-/t22-,24+,25-,26+/m0/s1
InChI Key NODAOWXEWQRHNU-FHGMYRJJSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C26H34O4
Molecular Weight 410.50 g/mol
Exact Mass 410.24570956 g/mol
Topological Polar Surface Area (TPSA) 52.60 Ų
XlogP 6.60
Atomic LogP (AlogP) 5.97
H-Bond Acceptor 4
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 [(1S,2S,4aR,8aS)-4a-methyl-8-methylidene-2-propan-2-yl-1,2,3,4,5,6,7,8a-octahydronaphthalen-1-yl] (Z)-3-(4-acetyloxyphenyl)prop-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 + 0.9964 99.64%
Caco-2 + 0.4919 49.19%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8219 82.19%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8933 89.33%
OATP1B3 inhibitior - 0.2906 29.06%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.6722 67.22%
P-glycoprotein inhibitior + 0.7239 72.39%
P-glycoprotein substrate - 0.7470 74.70%
CYP3A4 substrate + 0.6604 66.04%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8886 88.86%
CYP3A4 inhibition + 0.5891 58.91%
CYP2C9 inhibition - 0.5674 56.74%
CYP2C19 inhibition + 0.6009 60.09%
CYP2D6 inhibition - 0.9317 93.17%
CYP1A2 inhibition - 0.5446 54.46%
CYP2C8 inhibition + 0.5809 58.09%
CYP inhibitory promiscuity - 0.7110 71.10%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8855 88.55%
Carcinogenicity (trinary) Non-required 0.6087 60.87%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.9401 94.01%
Skin irritation - 0.6307 63.07%
Skin corrosion - 0.9752 97.52%
Ames mutagenesis - 0.7537 75.37%
Human Ether-a-go-go-Related Gene inhibition + 0.8984 89.84%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.6238 62.38%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.8231 82.31%
Acute Oral Toxicity (c) III 0.7439 74.39%
Estrogen receptor binding + 0.6722 67.22%
Androgen receptor binding + 0.7318 73.18%
Thyroid receptor binding + 0.6652 66.52%
Glucocorticoid receptor binding + 0.7260 72.60%
Aromatase binding + 0.6653 66.53%
PPAR gamma - 0.5775 57.75%
Honey bee toxicity - 0.6490 64.90%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5500 55.00%
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 98.53% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.69% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.42% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.65% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.94% 95.56%
CHEMBL1929 P47989 Xanthine dehydrogenase 91.35% 96.12%
CHEMBL2039 P27338 Monoamine oxidase B 90.78% 92.51%
CHEMBL2581 P07339 Cathepsin D 90.27% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.84% 92.62%
CHEMBL221 P23219 Cyclooxygenase-1 89.73% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.10% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.80% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.43% 89.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.10% 95.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.44% 96.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 84.91% 85.31%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.39% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.72% 91.07%
CHEMBL3437 Q16853 Amine oxidase, copper containing 82.37% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.27% 91.19%
CHEMBL264 Q9Y5N1 Histamine H3 receptor 82.10% 91.43%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.15% 93.99%
CHEMBL1937 Q92769 Histone deacetylase 2 81.14% 94.75%
CHEMBL5261 Q7L7X3 Serine/threonine-protein kinase TAO1 80.70% 89.33%
CHEMBL4208 P20618 Proteasome component C5 80.64% 90.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 11292786
LOTUS LTS0089598
wikiData Q105182493