2-[(2R,4aR,8aS)-4a-methyl-8-methylidene-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl]prop-2-enyl (2R)-2-methylbutanoate

Details

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Internal ID 10471356-0101-4b68-a9bc-99c264790c3d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
IUPAC Name 2-[(2R,4aR,8aS)-4a-methyl-8-methylidene-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl]prop-2-enyl (2R)-2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OCC(=C)C1CCC2(CCCC(=C)C2C1)C
SMILES (Isomeric) CC[C@@H](C)C(=O)OCC(=C)[C@@H]1CC[C@]2(CCCC(=C)[C@@H]2C1)C
InChI InChI=1S/C20H32O2/c1-6-14(2)19(21)22-13-16(4)17-9-11-20(5)10-7-8-15(3)18(20)12-17/h14,17-18H,3-4,6-13H2,1-2,5H3/t14-,17-,18+,20-/m1/s1
InChI Key CETXCWDHIXKQQJ-XUMLPFHTSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C20H32O2
Molecular Weight 304.50 g/mol
Exact Mass 304.240230259 g/mol
Topological Polar Surface Area (TPSA) 26.30 Ų
XlogP 6.20
Atomic LogP (AlogP) 5.29
H-Bond Acceptor 2
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 2-[(2R,4aR,8aS)-4a-methyl-8-methylidene-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl]prop-2-enyl (2R)-2-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.7703 77.03%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.3599 35.99%
OATP2B1 inhibitior - 0.8563 85.63%
OATP1B1 inhibitior + 0.8408 84.08%
OATP1B3 inhibitior + 0.8958 89.58%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.6146 61.46%
P-glycoprotein inhibitior - 0.7109 71.09%
P-glycoprotein substrate - 0.7793 77.93%
CYP3A4 substrate + 0.5984 59.84%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8603 86.03%
CYP3A4 inhibition - 0.7362 73.62%
CYP2C9 inhibition - 0.5448 54.48%
CYP2C19 inhibition + 0.6704 67.04%
CYP2D6 inhibition - 0.8422 84.22%
CYP1A2 inhibition - 0.6865 68.65%
CYP2C8 inhibition - 0.6597 65.97%
CYP inhibitory promiscuity + 0.6378 63.78%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.7900 79.00%
Carcinogenicity (trinary) Non-required 0.4990 49.90%
Eye corrosion - 0.9397 93.97%
Eye irritation - 0.5897 58.97%
Skin irritation - 0.7150 71.50%
Skin corrosion - 0.9903 99.03%
Ames mutagenesis - 0.8400 84.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6719 67.19%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.6197 61.97%
skin sensitisation - 0.5508 55.08%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity - 0.5000 50.00%
Mitochondrial toxicity - 0.6375 63.75%
Nephrotoxicity - 0.8159 81.59%
Acute Oral Toxicity (c) III 0.7205 72.05%
Estrogen receptor binding - 0.6414 64.14%
Androgen receptor binding + 0.5806 58.06%
Thyroid receptor binding + 0.5576 55.76%
Glucocorticoid receptor binding + 0.8100 81.00%
Aromatase binding - 0.5796 57.96%
PPAR gamma - 0.5824 58.24%
Honey bee toxicity - 0.8471 84.71%
Biodegradation - 0.5250 52.50%
Crustacea aquatic toxicity + 0.5045 50.45%
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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.32% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.50% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.60% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.12% 94.45%
CHEMBL2581 P07339 Cathepsin D 91.39% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.55% 82.69%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.80% 91.11%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 87.71% 96.38%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.50% 92.62%
CHEMBL237 P41145 Kappa opioid receptor 85.00% 98.10%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 84.96% 97.50%
CHEMBL226 P30542 Adenosine A1 receptor 84.69% 95.93%
CHEMBL221 P23219 Cyclooxygenase-1 84.54% 90.17%
CHEMBL2996 Q05655 Protein kinase C delta 84.29% 97.79%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.25% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.22% 95.89%
CHEMBL299 P17252 Protein kinase C alpha 83.39% 98.03%
CHEMBL340 P08684 Cytochrome P450 3A4 82.55% 91.19%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.72% 93.03%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.13% 95.50%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.54% 89.50%
CHEMBL5255 O00206 Toll-like receptor 4 80.04% 92.50%

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.
Perezia multiflora

Cross-Links

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PubChem 163030476
LOTUS LTS0193107
wikiData Q104956052