20,21,22,23-Tetrahydro-23-oxoazadirone

Details

• Internal ID: 15fe768b-250b-4fee-8853-ecb1c8f90e03
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: [(5R,7R,8R,9R,10R,13S,17S)-4,4,8,10,13-pentamethyl-3-oxo-17-[(3S)-5-oxooxolan-3-yl]-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-7-yl] acetate
• SMILES (Canonical): CC(=O)OC1CC2C(C(=O)C=CC2(C3C1(C4=CCC(C4(CC3)C)C5CC(=O)OC5)C)C)(C)C
• SMILES (Isomeric): CC(=O)O[C@@H]1C[C@@H]2[C@](C=CC(=O)C2(C)C)([C@@H]3[C@@]1(C4=CC[C@H]([C@@]4(CC3)C)[C@@H]5CC(=O)OC5)C)C
• InChI: InChI=1S/C28H38O5/c1-16(29)33-23-14-21-25(2,3)22(30)10-12-27(21,5)20-9-11-26(4)18(17-13-24(31)32-15-17)7-8-19(26)28(20,23)6/h8,10,12,17-18,20-21,23H,7,9,11,13-15H2,1-6H3/t17-,18+,20-,21+,23-,26+,27-,28+/m1/s1
• InChI Key: LXNMRBHGHQWYSQ-PLNCUQKMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₈O₅
• Molecular Weight: 454.60 g/mol
• Exact Mass: 454.27192431 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 5.00

Synonyms

• CHEBI:67291
• CHEMBL1774404
• 20,21,22,23-Tetrahydro-23-oxoazadirone
• (5alpha,7alpha,13alpha,17alpha,20S)-7-(acetyloxy)-4,4,8-trimethyl-3-oxocarda-1,14-dienolide
• DTXSID701142921
• BDBM50090908
• HY-N10858
• 157376-71-1
• CS-0637256
• Q27135750

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL262	P49841	Glycogen synthase kinase-3 beta	3000 nM	IC50	PMID: 25905468

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.27%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.16%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.08%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.44%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.44%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.24%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.40%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	88.88%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.40%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.21%	99.23%
CHEMBL5028	O14672	ADAM10	86.79%	97.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.22%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.96%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.25%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.32%	95.89%

Plants that contains it

• Azadirachta indica
• Cedrela fissilis
• Cedrela odorata
• Xylocarpus granatum

Cross-Links

• PubChem: 52952011
• NPASS: NPC292133
• ChEMBL: CHEMBL1774404
• LOTUS: LTS0024906
• wikiData: Q27135750