[(1R,3bR,4R,5aS,10aR,10bR,12aS)-1-(furan-3-yl)-3b,6,6,10a,12a-pentamethyl-8-oxo-1,2,4,5,5a,10b,11,12-octahydroindeno[5,4-g][2]benzoxepin-4-yl] acetate

Details

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Internal ID 4cd52532-8ca8-4946-b3a2-3c1a66b7fc43
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1R,3bR,4R,5aS,10aR,10bR,12aS)-1-(furan-3-yl)-3b,6,6,10a,12a-pentamethyl-8-oxo-1,2,4,5,5a,10b,11,12-octahydroindeno[5,4-g][2]benzoxepin-4-yl] acetate
SMILES (Canonical) CC(=O)OC1CC2C(OC(=O)C=CC2(C3C1(C4=CCC(C4(CC3)C)C5=COC=C5)C)C)(C)C
SMILES (Isomeric) CC(=O)O[C@@H]1C[C@H]2[C@](C=CC(=O)OC2(C)C)([C@@H]3[C@@]1(C4=CC[C@H]([C@@]4(CC3)C)C5=COC=C5)C)C
InChI InChI=1S/C28H36O5/c1-17(29)32-23-15-22-25(2,3)33-24(30)10-13-27(22,5)21-9-12-26(4)19(18-11-14-31-16-18)7-8-20(26)28(21,23)6/h8,10-11,13-14,16,19,21-23H,7,9,12,15H2,1-6H3/t19-,21+,22+,23+,26-,27+,28-/m0/s1
InChI Key OBYFTPBABPFLAF-ILWXMFGWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H36O5
Molecular Weight 452.60 g/mol
Exact Mass 452.25627424 g/mol
Topological Polar Surface Area (TPSA) 65.70 Ų
XlogP 5.50
Atomic LogP (AlogP) 5.97
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,3bR,4R,5aS,10aR,10bR,12aS)-1-(furan-3-yl)-3b,6,6,10a,12a-pentamethyl-8-oxo-1,2,4,5,5a,10b,11,12-octahydroindeno[5,4-g][2]benzoxepin-4-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 + 0.9960 99.60%
Caco-2 + 0.5146 51.46%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8259 82.59%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.4409 44.09%
OATP1B3 inhibitior - 0.3457 34.57%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9687 96.87%
P-glycoprotein inhibitior + 0.8288 82.88%
P-glycoprotein substrate - 0.6218 62.18%
CYP3A4 substrate + 0.7245 72.45%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8862 88.62%
CYP3A4 inhibition + 0.6583 65.83%
CYP2C9 inhibition - 0.7073 70.73%
CYP2C19 inhibition - 0.6370 63.70%
CYP2D6 inhibition - 0.9238 92.38%
CYP1A2 inhibition - 0.7410 74.10%
CYP2C8 inhibition + 0.6465 64.65%
CYP inhibitory promiscuity - 0.6690 66.90%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.5083 50.83%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9501 95.01%
Skin irritation - 0.6451 64.51%
Skin corrosion - 0.9275 92.75%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8804 88.04%
Micronuclear - 0.6000 60.00%
Hepatotoxicity - 0.5884 58.84%
skin sensitisation - 0.8027 80.27%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.6549 65.49%
Acute Oral Toxicity (c) III 0.5639 56.39%
Estrogen receptor binding + 0.8504 85.04%
Androgen receptor binding + 0.6637 66.37%
Thyroid receptor binding + 0.6999 69.99%
Glucocorticoid receptor binding + 0.8553 85.53%
Aromatase binding + 0.7401 74.01%
PPAR gamma + 0.6809 68.09%
Honey bee toxicity - 0.7943 79.43%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity + 0.6400 64.00%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.32% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.53% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.64% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.89% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 88.19% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.05% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.55% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.16% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.34% 100.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 85.59% 97.28%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.56% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.78% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.66% 94.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.42% 93.04%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.29% 91.24%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.78% 86.33%
CHEMBL5028 O14672 ADAM10 80.59% 97.50%

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.
Carapa procera

Cross-Links

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PubChem 162911900
LOTUS LTS0253402
wikiData Q105189216