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[(1aS,4aS,7S,8aR)-4a-methyl-3-[(1R,2S,3R)-2-methyl-3-[(E,2S)-oct-3-en-2-yl]-2-(2-oxoethyl)cyclopentyl]-4-oxo-5,6,7,8-tetrahydro-1aH-naphtho[1,8a-b]oxiren-7-yl] 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 7901bedb-0c96-4815-b360-1251d136c42c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids
IUPAC Name [(1aS,4aS,7S,8aR)-4a-methyl-3-[(1R,2S,3R)-2-methyl-3-[(E,2S)-oct-3-en-2-yl]-2-(2-oxoethyl)cyclopentyl]-4-oxo-5,6,7,8-tetrahydro-1aH-naphtho[1,8a-b]oxiren-7-yl] acetate
SMILES (Canonical) CCCCC=CC(C)C1CCC(C1(C)CC=O)C2=CC3C4(O3)CC(CCC4(C2=O)C)OC(=O)C
SMILES (Isomeric) CCCC/C=C/[C@H](C)[C@H]1CC[C@H]([C@@]1(C)CC=O)C2=C[C@H]3[C@@]4(O3)C[C@H](CC[C@@]4(C2=O)C)OC(=O)C
InChI InChI=1S/C29H42O5/c1-6-7-8-9-10-19(2)23-11-12-24(27(23,4)15-16-30)22-17-25-29(34-25)18-21(33-20(3)31)13-14-28(29,5)26(22)32/h9-10,16-17,19,21,23-25H,6-8,11-15,18H2,1-5H3/b10-9+/t19-,21-,23+,24-,25-,27-,28+,29-/m0/s1
InChI Key MYCKNUMOJZUJNL-YVNMDWEQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H42O5
Molecular Weight 470.60 g/mol
Exact Mass 470.30322444 g/mol
Topological Polar Surface Area (TPSA) 73.00 Ų
XlogP 5.30
Atomic LogP (AlogP) 5.76
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1aS,4aS,7S,8aR)-4a-methyl-3-[(1R,2S,3R)-2-methyl-3-[(E,2S)-oct-3-en-2-yl]-2-(2-oxoethyl)cyclopentyl]-4-oxo-5,6,7,8-tetrahydro-1aH-naphtho[1,8a-b]oxiren-7-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9946 99.46%
Caco-2 - 0.5642 56.42%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.5831 58.31%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7765 77.65%
OATP1B3 inhibitior + 0.9534 95.34%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9759 97.59%
P-glycoprotein inhibitior + 0.8268 82.68%
P-glycoprotein substrate + 0.6059 60.59%
CYP3A4 substrate + 0.7019 70.19%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8932 89.32%
CYP3A4 inhibition - 0.6961 69.61%
CYP2C9 inhibition - 0.7389 73.89%
CYP2C19 inhibition - 0.7363 73.63%
CYP2D6 inhibition - 0.9534 95.34%
CYP1A2 inhibition - 0.7272 72.72%
CYP2C8 inhibition + 0.6470 64.70%
CYP inhibitory promiscuity - 0.6204 62.04%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6411 64.11%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9548 95.48%
Skin irritation - 0.5719 57.19%
Skin corrosion - 0.9314 93.14%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3749 37.49%
Micronuclear - 0.5400 54.00%
Hepatotoxicity - 0.6186 61.86%
skin sensitisation - 0.7933 79.33%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.6183 61.83%
Acute Oral Toxicity (c) III 0.4099 40.99%
Estrogen receptor binding + 0.8258 82.58%
Androgen receptor binding + 0.7079 70.79%
Thyroid receptor binding + 0.5439 54.39%
Glucocorticoid receptor binding + 0.7995 79.95%
Aromatase binding + 0.6300 63.00%
PPAR gamma + 0.6171 61.71%
Honey bee toxicity - 0.7906 79.06%
Biodegradation - 0.8000 80.00%
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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.45% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.63% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.90% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.81% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.67% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.19% 97.09%
CHEMBL299 P17252 Protein kinase C alpha 90.97% 98.03%
CHEMBL3359 P21462 Formyl peptide receptor 1 89.68% 93.56%
CHEMBL2996 Q05655 Protein kinase C delta 89.18% 97.79%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.76% 99.17%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 88.20% 89.34%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.62% 95.56%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.93% 93.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.83% 86.33%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.63% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 85.09% 91.19%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.00% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.48% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.98% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.35% 92.62%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.60% 91.24%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.78% 95.71%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.64% 97.14%
CHEMBL268 P43235 Cathepsin K 80.47% 96.85%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.44% 89.00%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 80.20% 95.71%

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 163105128
LOTUS LTS0121708
wikiData Q105174802