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[(1S,2R,4aR,8aR)-1-acetyloxy-7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-6-oxo-3,4,5,8a-tetrahydro-2H-naphthalen-2-yl] (2S,3S)-2-acetyloxy-3-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 e8faef85-eca2-4034-92a8-43e1522e70da
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
IUPAC Name [(1S,2R,4aR,8aR)-1-acetyloxy-7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-6-oxo-3,4,5,8a-tetrahydro-2H-naphthalen-2-yl] (2S,3S)-2-acetyloxy-3-hydroxy-2-methylbutanoate
SMILES (Canonical) CC(C(C)(C(=O)OC1CCC2(CC(=O)C(=CC2C1(C)OC(=O)C)C(C)(C)O)C)OC(=O)C)O
SMILES (Isomeric) C[C@@H]([C@@](C)(C(=O)O[C@@H]1CC[C@@]2(CC(=O)C(=C[C@H]2[C@]1(C)OC(=O)C)C(C)(C)O)C)OC(=O)C)O
InChI InChI=1S/C24H36O9/c1-13(25)23(7,32-14(2)26)20(29)31-19-9-10-22(6)12-17(28)16(21(4,5)30)11-18(22)24(19,8)33-15(3)27/h11,13,18-19,25,30H,9-10,12H2,1-8H3/t13-,18+,19+,22+,23-,24-/m0/s1
InChI Key RZBYIDDRSCNHQR-RCYPLWNFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H36O9
Molecular Weight 468.50 g/mol
Exact Mass 468.23593272 g/mol
Topological Polar Surface Area (TPSA) 136.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 2.01
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 6

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-7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-6-oxo-3,4,5,8a-tetrahydro-2H-naphthalen-2-yl] (2S,3S)-2-acetyloxy-3-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 + 0.9782 97.82%
Caco-2 - 0.5774 57.74%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8302 83.02%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8712 87.12%
OATP1B3 inhibitior + 0.8152 81.52%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.6773 67.73%
P-glycoprotein inhibitior + 0.6329 63.29%
P-glycoprotein substrate - 0.5382 53.82%
CYP3A4 substrate + 0.6891 68.91%
CYP2C9 substrate - 0.8060 80.60%
CYP2D6 substrate - 0.9105 91.05%
CYP3A4 inhibition - 0.7664 76.64%
CYP2C9 inhibition - 0.8441 84.41%
CYP2C19 inhibition - 0.8922 89.22%
CYP2D6 inhibition - 0.9297 92.97%
CYP1A2 inhibition - 0.6579 65.79%
CYP2C8 inhibition - 0.5859 58.59%
CYP inhibitory promiscuity - 0.8932 89.32%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9543 95.43%
Carcinogenicity (trinary) Non-required 0.5806 58.06%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.9040 90.40%
Skin irritation + 0.5732 57.32%
Skin corrosion - 0.9437 94.37%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6561 65.61%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.5946 59.46%
skin sensitisation - 0.6071 60.71%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.5634 56.34%
Acute Oral Toxicity (c) III 0.5167 51.67%
Estrogen receptor binding + 0.8163 81.63%
Androgen receptor binding + 0.5783 57.83%
Thyroid receptor binding + 0.7170 71.70%
Glucocorticoid receptor binding + 0.7540 75.40%
Aromatase binding + 0.7828 78.28%
PPAR gamma + 0.6431 64.31%
Honey bee toxicity - 0.6281 62.81%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9945 99.45%

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 99.66% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.32% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.51% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.19% 94.45%
CHEMBL2581 P07339 Cathepsin D 97.14% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.00% 91.11%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 89.88% 93.04%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.60% 97.14%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 88.23% 94.97%
CHEMBL2996 Q05655 Protein kinase C delta 88.06% 97.79%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.85% 95.56%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 87.18% 94.23%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.08% 93.56%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 84.98% 94.62%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 84.57% 100.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 84.52% 92.88%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.24% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.02% 96.77%
CHEMBL5028 O14672 ADAM10 83.96% 97.50%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.70% 89.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.46% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.31% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.08% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.95% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.86% 97.09%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.41% 95.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.18% 99.23%

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.
Pluchea arguta

Cross-Links

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PubChem 163186916
LOTUS LTS0252330
wikiData Q105248315