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[(1R,2S,4aR,7R,8aR)-1-hydroxy-1,4a-dimethyl-6-oxo-7-propan-2-yl-3,4,5,7,8,8a-hexahydro-2H-naphthalen-2-yl] (Z)-2-methylbut-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 f97debb6-d79c-46dd-8d71-5f935c12b9ba
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
IUPAC Name [(1R,2S,4aR,7R,8aR)-1-hydroxy-1,4a-dimethyl-6-oxo-7-propan-2-yl-3,4,5,7,8,8a-hexahydro-2H-naphthalen-2-yl] (Z)-2-methylbut-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C20H32O4/c1-7-13(4)18(22)24-17-8-9-19(5)11-15(21)14(12(2)3)10-16(19)20(17,6)23/h7,12,14,16-17,23H,8-11H2,1-6H3/b13-7-/t14-,16-,17+,19-,20-/m1/s1
InChI Key LZCAMMRMUKFTQK-XYPACCPZSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C20H32O4
Molecular Weight 336.50 g/mol
Exact Mass 336.23005950 g/mol
Topological Polar Surface Area (TPSA) 63.60 Ų
XlogP 3.50
Atomic LogP (AlogP) 3.67
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,4aR,7R,8aR)-1-hydroxy-1,4a-dimethyl-6-oxo-7-propan-2-yl-3,4,5,7,8,8a-hexahydro-2H-naphthalen-2-yl] (Z)-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 + 0.9893 98.93%
Caco-2 + 0.7077 70.77%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.8940 89.40%
OATP2B1 inhibitior - 0.8645 86.45%
OATP1B1 inhibitior + 0.9149 91.49%
OATP1B3 inhibitior - 0.3297 32.97%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.6071 60.71%
BSEP inhibitior + 0.6000 60.00%
P-glycoprotein inhibitior - 0.6775 67.75%
P-glycoprotein substrate - 0.6959 69.59%
CYP3A4 substrate + 0.6434 64.34%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9177 91.77%
CYP3A4 inhibition - 0.7604 76.04%
CYP2C9 inhibition - 0.8733 87.33%
CYP2C19 inhibition - 0.8475 84.75%
CYP2D6 inhibition - 0.9454 94.54%
CYP1A2 inhibition - 0.7654 76.54%
CYP2C8 inhibition - 0.8914 89.14%
CYP inhibitory promiscuity - 0.9387 93.87%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9843 98.43%
Carcinogenicity (trinary) Non-required 0.6539 65.39%
Eye corrosion - 0.9938 99.38%
Eye irritation - 0.9506 95.06%
Skin irritation + 0.5862 58.62%
Skin corrosion - 0.9662 96.62%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4760 47.60%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.5459 54.59%
skin sensitisation - 0.5461 54.61%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity + 0.4642 46.42%
Acute Oral Toxicity (c) III 0.6185 61.85%
Estrogen receptor binding + 0.7622 76.22%
Androgen receptor binding - 0.5000 50.00%
Thyroid receptor binding + 0.5504 55.04%
Glucocorticoid receptor binding + 0.6671 66.71%
Aromatase binding - 0.6232 62.32%
PPAR gamma + 0.5371 53.71%
Honey bee toxicity - 0.7043 70.43%
Biodegradation - 0.7250 72.50%
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
CHEMBL284 P27487 Dipeptidyl peptidase IV 95.42% 95.69%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.23% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.96% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.61% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.46% 91.11%
CHEMBL1937 Q92769 Histone deacetylase 2 93.22% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.37% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.30% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.21% 96.77%
CHEMBL2581 P07339 Cathepsin D 87.46% 98.95%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.97% 93.04%
CHEMBL340 P08684 Cytochrome P450 3A4 86.51% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.99% 95.89%
CHEMBL5103 Q969S8 Histone deacetylase 10 85.86% 90.08%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.56% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.91% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.91% 91.07%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.82% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.14% 100.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.80% 93.03%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.05% 92.88%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.82% 99.23%
CHEMBL3437 Q16853 Amine oxidase, copper containing 81.62% 94.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.60% 91.24%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.60% 97.14%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.21% 96.47%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.08% 100.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.78% 91.03%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.26% 93.00%

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 101938871
LOTUS LTS0149647
wikiData Q105159766