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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-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 01906d41-196a-4111-954b-6c6c0b2862eb
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-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC1C(C(C(=C)C23C1(C(CC2O3)C4=COC=C4)C)C5(C=CC(=O)C(C5CC(=O)OC)(C)C)C)OC(=O)C
SMILES (Isomeric) CCC(C)C(=O)O[C@H]1[C@@H]([C@@H](C(=C)[C@]23[C@@]1([C@@H](C[C@H]2O3)C4=COC=C4)C)[C@]5(C=CC(=O)C([C@@H]5CC(=O)OC)(C)C)C)OC(=O)C
InChI InChI=1S/C34H44O9/c1-10-18(2)30(38)42-29-28(41-20(4)35)27(32(7)13-11-24(36)31(5,6)23(32)16-26(37)39-9)19(3)34-25(43-34)15-22(33(29,34)8)21-12-14-40-17-21/h11-14,17-18,22-23,25,27-29H,3,10,15-16H2,1-2,4-9H3/t18?,22-,23-,25+,27+,28+,29-,32-,33+,34+/m0/s1
InChI Key DONYQPIDLOHRDV-NAQGJSFCSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C34H44O9
Molecular Weight 596.70 g/mol
Exact Mass 596.29853298 g/mol
Topological Polar Surface Area (TPSA) 122.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 5.34
H-Bond Acceptor 9
H-Bond Donor 0
Rotatable Bonds 8

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-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9922 99.22%
Caco-2 - 0.7757 77.57%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6195 61.95%
OATP2B1 inhibitior - 0.7152 71.52%
OATP1B1 inhibitior - 0.3427 34.27%
OATP1B3 inhibitior + 0.8140 81.40%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9950 99.50%
P-glycoprotein inhibitior + 0.8769 87.69%
P-glycoprotein substrate + 0.7075 70.75%
CYP3A4 substrate + 0.7085 70.85%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8737 87.37%
CYP3A4 inhibition + 0.9431 94.31%
CYP2C9 inhibition - 0.7070 70.70%
CYP2C19 inhibition - 0.5835 58.35%
CYP2D6 inhibition - 0.9121 91.21%
CYP1A2 inhibition - 0.7906 79.06%
CYP2C8 inhibition + 0.7358 73.58%
CYP inhibitory promiscuity + 0.5975 59.75%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4827 48.27%
Eye corrosion - 0.9849 98.49%
Eye irritation - 0.8930 89.30%
Skin irritation - 0.7249 72.49%
Skin corrosion - 0.9217 92.17%
Ames mutagenesis - 0.6337 63.37%
Human Ether-a-go-go-Related Gene inhibition + 0.6957 69.57%
Micronuclear - 0.5700 57.00%
Hepatotoxicity + 0.5750 57.50%
skin sensitisation - 0.7063 70.63%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.6375 63.75%
Acute Oral Toxicity (c) III 0.5405 54.05%
Estrogen receptor binding + 0.7678 76.78%
Androgen receptor binding + 0.7523 75.23%
Thyroid receptor binding + 0.6465 64.65%
Glucocorticoid receptor binding + 0.8404 84.04%
Aromatase binding + 0.6659 66.59%
PPAR gamma + 0.7665 76.65%
Honey bee toxicity - 0.7470 74.70%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9949 99.49%

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 98.95% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.93% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.31% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.85% 85.14%
CHEMBL2581 P07339 Cathepsin D 95.40% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 95.00% 97.79%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.26% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 89.32% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.39% 97.09%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.89% 95.71%
CHEMBL221 P23219 Cyclooxygenase-1 85.64% 90.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.43% 92.62%
CHEMBL4208 P20618 Proteasome component C5 85.03% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.95% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.93% 96.00%
CHEMBL299 P17252 Protein kinase C alpha 82.75% 98.03%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.64% 91.24%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.58% 93.56%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.13% 97.28%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.02% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.02% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.67% 97.14%
CHEMBL5028 O14672 ADAM10 80.83% 97.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.14% 97.25%

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 71725940
LOTUS LTS0148620
wikiData Q104986106