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[(1aR,3S,3aR,4R,5R,6R,7aS)-5-acetyloxy-6-[(1S,2R,6R)-6-acetyloxy-2-(2-methoxy-2-oxoethyl)-1,3,3-trimethyl-4-oxocyclohexyl]-3-(furan-3-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 4a05907d-ac45-4596-9cf8-076962cf2135
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1aR,3S,3aR,4R,5R,6R,7aS)-5-acetyloxy-6-[(1S,2R,6R)-6-acetyloxy-2-(2-methoxy-2-oxoethyl)-1,3,3-trimethyl-4-oxocyclohexyl]-3-(furan-3-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/C35H46O11/c1-17(2)31(40)45-30-29(44-20(5)37)28(18(3)35-26(46-35)13-22(34(30,35)9)21-11-12-42-16-21)33(8)23(14-27(39)41-10)32(6,7)24(38)15-25(33)43-19(4)36/h11-12,16-17,22-23,25-26,28-30H,3,13-15H2,1-2,4-10H3/t22-,23-,25+,26+,28+,29+,30-,33+,34+,35+/m0/s1
InChI Key AIBRKXPQLXAHPI-FCSJGYHHSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C35H46O11
Molecular Weight 642.70 g/mol
Exact Mass 642.30401228 g/mol
Topological Polar Surface Area (TPSA) 148.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 4.71
H-Bond Acceptor 11
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-6-[(1S,2R,6R)-6-acetyloxy-2-(2-methoxy-2-oxoethyl)-1,3,3-trimethyl-4-oxocyclohexyl]-3-(furan-3-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 + 0.9875 98.75%
Caco-2 - 0.8023 80.23%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7283 72.83%
OATP2B1 inhibitior - 0.7137 71.37%
OATP1B1 inhibitior - 0.3851 38.51%
OATP1B3 inhibitior - 0.2147 21.47%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9569 95.69%
P-glycoprotein inhibitior + 0.8597 85.97%
P-glycoprotein substrate + 0.6718 67.18%
CYP3A4 substrate + 0.7021 70.21%
CYP2C9 substrate + 0.5765 57.65%
CYP2D6 substrate - 0.8349 83.49%
CYP3A4 inhibition + 0.8842 88.42%
CYP2C9 inhibition - 0.7834 78.34%
CYP2C19 inhibition - 0.6172 61.72%
CYP2D6 inhibition - 0.9139 91.39%
CYP1A2 inhibition - 0.8180 81.80%
CYP2C8 inhibition + 0.7427 74.27%
CYP inhibitory promiscuity + 0.5154 51.54%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5351 53.51%
Eye corrosion - 0.9842 98.42%
Eye irritation - 0.8790 87.90%
Skin irritation - 0.7306 73.06%
Skin corrosion - 0.9287 92.87%
Ames mutagenesis - 0.5737 57.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4703 47.03%
Micronuclear - 0.5300 53.00%
Hepatotoxicity - 0.5073 50.73%
skin sensitisation - 0.6922 69.22%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity + 0.6574 65.74%
Acute Oral Toxicity (c) III 0.4691 46.91%
Estrogen receptor binding + 0.7599 75.99%
Androgen receptor binding + 0.7502 75.02%
Thyroid receptor binding + 0.6224 62.24%
Glucocorticoid receptor binding + 0.7833 78.33%
Aromatase binding + 0.6455 64.55%
PPAR gamma + 0.7936 79.36%
Honey bee toxicity - 0.7312 73.12%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9926 99.26%

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 99.10% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.76% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.64% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.05% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.18% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 91.45% 92.62%
CHEMBL340 P08684 Cytochrome P450 3A4 90.63% 91.19%
CHEMBL2581 P07339 Cathepsin D 90.52% 98.95%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 89.38% 95.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.97% 91.24%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.76% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.56% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.69% 95.56%
CHEMBL4208 P20618 Proteasome component C5 84.06% 90.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.98% 95.71%
CHEMBL2996 Q05655 Protein kinase C delta 83.81% 97.79%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.14% 99.23%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.05% 99.17%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 82.70% 85.30%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.70% 95.89%
CHEMBL5028 O14672 ADAM10 82.63% 97.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.38% 96.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.57% 100.00%

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 71725863
LOTUS LTS0206595
wikiData Q104912622