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[(1S,2R,4aR,8aR)-1-acetyloxy-1,4a-dimethyl-6-oxo-7-propan-2-ylidene-2,3,4,5,8,8a-hexahydronaphthalen-2-yl] (2S,3S)-3-acetyloxy-2-hydroxy-2-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 25d66eab-068f-4a37-a243-f1ce65444e3d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name [(1S,2R,4aR,8aR)-1-acetyloxy-1,4a-dimethyl-6-oxo-7-propan-2-ylidene-2,3,4,5,8,8a-hexahydronaphthalen-2-yl] (2S,3S)-3-acetyloxy-2-hydroxy-2-methylbutanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C24H36O8/c1-13(2)17-11-19-22(6,12-18(17)27)10-9-20(24(19,8)32-16(5)26)31-21(28)23(7,29)14(3)30-15(4)25/h14,19-20,29H,9-12H2,1-8H3/t14-,19+,20+,22+,23-,24-/m0/s1
InChI Key LUNCZNVVYHFMOQ-MGXPNDFJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H36O8
Molecular Weight 452.50 g/mol
Exact Mass 452.24101810 g/mol
Topological Polar Surface Area (TPSA) 116.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 3.04
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,4aR,8aR)-1-acetyloxy-1,4a-dimethyl-6-oxo-7-propan-2-ylidene-2,3,4,5,8,8a-hexahydronaphthalen-2-yl] (2S,3S)-3-acetyloxy-2-hydroxy-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 + 0.9905 99.05%
Caco-2 - 0.5415 54.15%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8193 81.93%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8988 89.88%
OATP1B3 inhibitior + 0.8471 84.71%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9154 91.54%
P-glycoprotein inhibitior + 0.7093 70.93%
P-glycoprotein substrate - 0.6255 62.55%
CYP3A4 substrate + 0.6783 67.83%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9177 91.77%
CYP3A4 inhibition - 0.7840 78.40%
CYP2C9 inhibition - 0.8679 86.79%
CYP2C19 inhibition - 0.8873 88.73%
CYP2D6 inhibition - 0.9568 95.68%
CYP1A2 inhibition - 0.7465 74.65%
CYP2C8 inhibition - 0.6210 62.10%
CYP inhibitory promiscuity - 0.9645 96.45%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9543 95.43%
Carcinogenicity (trinary) Non-required 0.6041 60.41%
Eye corrosion - 0.9932 99.32%
Eye irritation - 0.8759 87.59%
Skin irritation + 0.5790 57.90%
Skin corrosion - 0.9625 96.25%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6807 68.07%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.5395 53.95%
skin sensitisation - 0.6095 60.95%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity + 0.6474 64.74%
Acute Oral Toxicity (c) III 0.4899 48.99%
Estrogen receptor binding + 0.7443 74.43%
Androgen receptor binding + 0.5829 58.29%
Thyroid receptor binding + 0.5672 56.72%
Glucocorticoid receptor binding + 0.7252 72.52%
Aromatase binding + 0.6253 62.53%
PPAR gamma + 0.7007 70.07%
Honey bee toxicity - 0.7586 75.86%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9966 99.66%

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 99.24% 97.25%
CHEMBL4040 P28482 MAP kinase ERK2 98.92% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.45% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.15% 85.14%
CHEMBL2581 P07339 Cathepsin D 95.08% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.43% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.11% 96.09%
CHEMBL299 P17252 Protein kinase C alpha 90.26% 98.03%
CHEMBL340 P08684 Cytochrome P450 3A4 89.47% 91.19%
CHEMBL2996 Q05655 Protein kinase C delta 89.40% 97.79%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.68% 95.56%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 88.63% 93.04%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.98% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.48% 99.23%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 86.20% 95.71%
CHEMBL3524 P56524 Histone deacetylase 4 86.19% 92.97%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.64% 89.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.64% 93.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.51% 95.89%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.34% 89.50%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 83.90% 92.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.59% 92.62%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 82.15% 97.29%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.05% 96.38%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.21% 93.03%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.01% 96.77%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 81.00% 94.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.01% 91.07%

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.
Laggera tomentosa

Cross-Links

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PubChem 38357988
LOTUS LTS0153793
wikiData Q105157558