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[(1aR,3S,3aR,4R,5R,6R,7aS)-5-acetyloxy-3-(furan-3-yl)-6-[(1S,6R)-6-(2-methoxy-2-oxoethyl)-1,5,5-trimethyl-4-oxocyclohex-2-en-1-yl]-3a-methyl-7-methylidene-1a,2,3,4,5,6-hexahydroindeno[1,7a-b]oxiren-4-yl] 2-methylpropanoate

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 b160abd7-afc0-4807-be65-471bf385eb76
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1aR,3S,3aR,4R,5R,6R,7aS)-5-acetyloxy-3-(furan-3-yl)-6-[(1S,6R)-6-(2-methoxy-2-oxoethyl)-1,5,5-trimethyl-4-oxocyclohex-2-en-1-yl]-3a-methyl-7-methylidene-1a,2,3,4,5,6-hexahydroindeno[1,7a-b]oxiren-4-yl] 2-methylpropanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H42O9/c1-17(2)29(37)41-28-27(40-19(4)34)26(31(7)12-10-23(35)30(5,6)22(31)15-25(36)38-9)18(3)33-24(42-33)14-21(32(28,33)8)20-11-13-39-16-20/h10-13,16-17,21-22,24,26-28H,3,14-15H2,1-2,4-9H3/t21-,22-,24+,26+,27+,28-,31-,32+,33+/m0/s1
InChI Key DPBTTXCMKWCKMN-XIMDIJDESA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C33H42O9
Molecular Weight 582.70 g/mol
Exact Mass 582.28288291 g/mol
Topological Polar Surface Area (TPSA) 122.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 4.95
H-Bond Acceptor 9
H-Bond Donor 0
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1aR,3S,3aR,4R,5R,6R,7aS)-5-acetyloxy-3-(furan-3-yl)-6-[(1S,6R)-6-(2-methoxy-2-oxoethyl)-1,5,5-trimethyl-4-oxocyclohex-2-en-1-yl]-3a-methyl-7-methylidene-1a,2,3,4,5,6-hexahydroindeno[1,7a-b]oxiren-4-yl] 2-methylpropanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9871 98.71%
Caco-2 - 0.7755 77.55%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6974 69.74%
OATP2B1 inhibitior - 0.7164 71.64%
OATP1B1 inhibitior - 0.3484 34.84%
OATP1B3 inhibitior + 0.8122 81.22%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9849 98.49%
P-glycoprotein inhibitior + 0.8729 87.29%
P-glycoprotein substrate + 0.6845 68.45%
CYP3A4 substrate + 0.7085 70.85%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8737 87.37%
CYP3A4 inhibition + 0.9295 92.95%
CYP2C9 inhibition - 0.7683 76.83%
CYP2C19 inhibition - 0.5912 59.12%
CYP2D6 inhibition - 0.9086 90.86%
CYP1A2 inhibition - 0.8233 82.33%
CYP2C8 inhibition + 0.7079 70.79%
CYP inhibitory promiscuity + 0.5778 57.78%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4711 47.11%
Eye corrosion - 0.9834 98.34%
Eye irritation - 0.8785 87.85%
Skin irritation - 0.7274 72.74%
Skin corrosion - 0.9207 92.07%
Ames mutagenesis - 0.6037 60.37%
Human Ether-a-go-go-Related Gene inhibition + 0.6834 68.34%
Micronuclear - 0.5400 54.00%
Hepatotoxicity + 0.5375 53.75%
skin sensitisation - 0.6822 68.22%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity + 0.5125 51.25%
Acute Oral Toxicity (c) III 0.5527 55.27%
Estrogen receptor binding + 0.7768 77.68%
Androgen receptor binding + 0.7520 75.20%
Thyroid receptor binding + 0.6690 66.90%
Glucocorticoid receptor binding + 0.8254 82.54%
Aromatase binding + 0.6253 62.53%
PPAR gamma + 0.7889 78.89%
Honey bee toxicity - 0.7326 73.26%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9869 98.69%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.12% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.65% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.64% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.36% 85.14%
CHEMBL2581 P07339 Cathepsin D 93.39% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 92.25% 97.79%
CHEMBL340 P08684 Cytochrome P450 3A4 90.47% 91.19%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.54% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.80% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.05% 97.09%
CHEMBL4208 P20618 Proteasome component C5 86.47% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.47% 95.89%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.12% 95.71%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.79% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.59% 95.56%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.39% 91.24%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.77% 97.28%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.75% 99.17%
CHEMBL5028 O14672 ADAM10 82.21% 97.50%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.75% 95.50%
CHEMBL299 P17252 Protein kinase C alpha 81.70% 98.03%
CHEMBL221 P23219 Cyclooxygenase-1 81.68% 90.17%
CHEMBL3437 Q16853 Amine oxidase, copper containing 81.01% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 80.83% 94.73%

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.
Turraea pubescens

Cross-Links

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PubChem 71725939
LOTUS LTS0126584
wikiData Q104986399