2-[(2R,4aR,8aR)-4a,8-dimethyl-2,3,4,5,6,8a-hexahydro-1H-naphthalen-2-yl]prop-2-enyl 3-methylbutanoate

Details

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Internal ID aa00d9a4-5f49-49a3-8137-54b89a95ca51
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
IUPAC Name 2-[(2R,4aR,8aR)-4a,8-dimethyl-2,3,4,5,6,8a-hexahydro-1H-naphthalen-2-yl]prop-2-enyl 3-methylbutanoate
SMILES (Canonical) CC1=CCCC2(C1CC(CC2)C(=C)COC(=O)CC(C)C)C
SMILES (Isomeric) CC1=CCC[C@]2([C@H]1C[C@@H](CC2)C(=C)COC(=O)CC(C)C)C
InChI InChI=1S/C20H32O2/c1-14(2)11-19(21)22-13-16(4)17-8-10-20(5)9-6-7-15(3)18(20)12-17/h7,14,17-18H,4,6,8-13H2,1-3,5H3/t17-,18+,20-/m1/s1
InChI Key ZKCPXTHCQPQXIJ-WSTZPKSXSA-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 5.80
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,8aR)-4a,8-dimethyl-2,3,4,5,6,8a-hexahydro-1H-naphthalen-2-yl]prop-2-enyl 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 + 0.9966 99.66%
Caco-2 + 0.8480 84.80%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.5079 50.79%
OATP2B1 inhibitior - 0.8588 85.88%
OATP1B1 inhibitior + 0.8993 89.93%
OATP1B3 inhibitior - 0.2647 26.47%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.6813 68.13%
P-glycoprotein inhibitior - 0.6363 63.63%
P-glycoprotein substrate - 0.7046 70.46%
CYP3A4 substrate + 0.6123 61.23%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8603 86.03%
CYP3A4 inhibition - 0.8058 80.58%
CYP2C9 inhibition - 0.6470 64.70%
CYP2C19 inhibition + 0.6241 62.41%
CYP2D6 inhibition - 0.8999 89.99%
CYP1A2 inhibition - 0.7723 77.23%
CYP2C8 inhibition - 0.6244 62.44%
CYP inhibitory promiscuity - 0.6235 62.35%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.7800 78.00%
Carcinogenicity (trinary) Warning 0.4799 47.99%
Eye corrosion - 0.9325 93.25%
Eye irritation - 0.7245 72.45%
Skin irritation - 0.7057 70.57%
Skin corrosion - 0.9871 98.71%
Ames mutagenesis - 0.8200 82.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7197 71.97%
Micronuclear - 0.8700 87.00%
Hepatotoxicity + 0.5299 52.99%
skin sensitisation + 0.5853 58.53%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.5170 51.70%
Mitochondrial toxicity - 0.7125 71.25%
Nephrotoxicity - 0.6141 61.41%
Acute Oral Toxicity (c) III 0.8690 86.90%
Estrogen receptor binding - 0.7101 71.01%
Androgen receptor binding - 0.6004 60.04%
Thyroid receptor binding + 0.5945 59.45%
Glucocorticoid receptor binding + 0.5862 58.62%
Aromatase binding - 0.6213 62.13%
PPAR gamma - 0.5852 58.52%
Honey bee toxicity - 0.8472 84.72%
Biodegradation - 0.7250 72.50%
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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.01% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.00% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.53% 97.09%
CHEMBL4040 P28482 MAP kinase ERK2 92.29% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.84% 94.45%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 90.44% 97.21%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 87.65% 93.03%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.68% 96.95%
CHEMBL2581 P07339 Cathepsin D 85.57% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.70% 82.69%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 84.36% 91.11%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.10% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.68% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.32% 95.89%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.69% 95.50%

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 162995621
LOTUS LTS0186819
wikiData Q105378370