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2-[2-[5-acetyloxy-4a,6-dihydroxy-8a-(hydroxymethyl)-1-oxo-5,6,7,8-tetrahydro-4H-naphthalen-2-yl]-1-methyl-5-(6-methylheptan-2-yl)cyclopentyl]ethyl acetate

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 97d7ef7b-d5cd-4ee4-b2e8-334ada2c9746
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name 2-[2-[5-acetyloxy-4a,6-dihydroxy-8a-(hydroxymethyl)-1-oxo-5,6,7,8-tetrahydro-4H-naphthalen-2-yl]-1-methyl-5-(6-methylheptan-2-yl)cyclopentyl]ethyl acetate
SMILES (Canonical) CC(C)CCCC(C)C1CCC(C1(C)CCOC(=O)C)C2=CCC3(C(C(CCC3(C2=O)CO)O)OC(=O)C)O
SMILES (Isomeric) CC(C)CCCC(C)C1CCC(C1(C)CCOC(=O)C)C2=CCC3(C(C(CCC3(C2=O)CO)O)OC(=O)C)O
InChI InChI=1S/C31H50O8/c1-19(2)8-7-9-20(3)24-10-11-25(29(24,6)16-17-38-21(4)33)23-12-15-31(37)28(39-22(5)34)26(35)13-14-30(31,18-32)27(23)36/h12,19-20,24-26,28,32,35,37H,7-11,13-18H2,1-6H3
InChI Key VEKKIFQYJCIPMU-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C31H50O8
Molecular Weight 550.70 g/mol
Exact Mass 550.35056855 g/mol
Topological Polar Surface Area (TPSA) 130.00 Ų
XlogP 5.10
Atomic LogP (AlogP) 4.13
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[2-[5-acetyloxy-4a,6-dihydroxy-8a-(hydroxymethyl)-1-oxo-5,6,7,8-tetrahydro-4H-naphthalen-2-yl]-1-methyl-5-(6-methylheptan-2-yl)cyclopentyl]ethyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9699 96.99%
Caco-2 - 0.7190 71.90%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.8670 86.70%
OATP2B1 inhibitior - 0.7118 71.18%
OATP1B1 inhibitior + 0.8823 88.23%
OATP1B3 inhibitior + 0.8553 85.53%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7619 76.19%
BSEP inhibitior + 0.9302 93.02%
P-glycoprotein inhibitior + 0.6603 66.03%
P-glycoprotein substrate + 0.6683 66.83%
CYP3A4 substrate + 0.7074 70.74%
CYP2C9 substrate - 0.8151 81.51%
CYP2D6 substrate - 0.9121 91.21%
CYP3A4 inhibition - 0.8952 89.52%
CYP2C9 inhibition - 0.7428 74.28%
CYP2C19 inhibition - 0.8994 89.94%
CYP2D6 inhibition - 0.9440 94.40%
CYP1A2 inhibition - 0.9293 92.93%
CYP2C8 inhibition - 0.5836 58.36%
CYP inhibitory promiscuity - 0.8932 89.32%
UGT catelyzed + 0.5362 53.62%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6998 69.98%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.9363 93.63%
Skin irritation - 0.5437 54.37%
Skin corrosion - 0.9582 95.82%
Ames mutagenesis - 0.7478 74.78%
Human Ether-a-go-go-Related Gene inhibition - 0.4472 44.72%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.5197 51.97%
skin sensitisation - 0.9077 90.77%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.6721 67.21%
Acute Oral Toxicity (c) III 0.4342 43.42%
Estrogen receptor binding + 0.6949 69.49%
Androgen receptor binding + 0.7583 75.83%
Thyroid receptor binding - 0.5736 57.36%
Glucocorticoid receptor binding + 0.7388 73.88%
Aromatase binding + 0.6423 64.23%
PPAR gamma - 0.4871 48.71%
Honey bee toxicity - 0.7813 78.13%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.7050 70.50%
Fish aquatic toxicity + 0.9902 99.02%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.13% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.43% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.37% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.48% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.22% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.38% 97.09%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 90.22% 94.62%
CHEMBL221 P23219 Cyclooxygenase-1 89.23% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.62% 95.89%
CHEMBL2996 Q05655 Protein kinase C delta 87.07% 97.79%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.67% 91.24%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.55% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.35% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.36% 100.00%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 83.72% 97.29%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.56% 93.56%
CHEMBL299 P17252 Protein kinase C alpha 83.53% 98.03%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.86% 96.90%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.47% 94.33%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.39% 92.88%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.31% 93.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.76% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.86% 89.00%
CHEMBL268 P43235 Cathepsin K 80.63% 96.85%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.51% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.45% 91.07%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.06% 82.69%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 74000121
LOTUS LTS0154265
wikiData Q105284645