Azadirachtin O

Details

• Internal ID: 08ad6c6e-56b7-4f0b-bbb7-c12f7faa85ab
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: dimethyl (1S,4S,5R,6S,7S,8R,11S,12R,14S,15R)-12-acetyloxy-7-hydroxy-6-[(1S,2S,6S,8S,9R,11S)-2-hydroxy-11-methyl-5,7,10-trioxatetracyclo[6.3.1.02,6.09,11]dodec-3-en-9-yl]-6-methyl-14-(3-methylbutanoyloxy)-3,9-dioxatetracyclo[6.6.1.01,5.011,15]pentadecane-4,11-dicarboxylate
• SMILES (Canonical): CC(C)CC(=O)OC1CC(C2(COC3C2C14COC(C4C(C3O)(C)C56C7CC(C5(O6)C)C8(C=COC8O7)O)C(=O)OC)C(=O)OC)OC(=O)C
• SMILES (Isomeric): CC(C)CC(=O)O[C@H]1C[C@H]([C@]2(CO[C@@H]3[C@@H]2[C@]14CO[C@@H]([C@H]4[C@]([C@@H]3O)(C)[C@@]56[C@@H]7C[C@H]([C@@]5(O6)C)[C@]8(C=CO[C@H]8O7)O)C(=O)OC)C(=O)OC)OC(=O)C
• InChI: InChI=1S/C35H46O15/c1-15(2)10-21(37)48-18-12-19(47-16(3)36)33(28(40)43-7)14-45-22-25(33)32(18)13-46-23(27(39)42-6)24(32)30(4,26(22)38)35-20-11-17(31(35,5)50-35)34(41)8-9-44-29(34)49-20/h8-9,15,17-20,22-26,29,38,41H,10-14H2,1-7H3/t17-,18+,19-,20+,22-,23+,24+,25-,26-,29+,30+,31+,32-,33+,34+,35+/m1/s1
• InChI Key: FZGPSVKDAHZKDU-PZXZPNTDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₆O₁₅
• Molecular Weight: 706.70 g/mol
• Exact Mass: 706.28367076 g/mol
• Topological Polar Surface Area (TPSA): 195.00 Ų
• XlogP: 0.20

Synonyms

• CHEMBL526884

2D Structure

ADMET Properties (via admetSAR 2)

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

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.10%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.87%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.31%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.15%	94.45%
CHEMBL2413	P32246	C-C chemokine receptor type 1	92.25%	89.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.84%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.53%	89.00%
CHEMBL2581	P07339	Cathepsin D	90.42%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.96%	97.25%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.61%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.16%	97.09%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.81%	95.71%
CHEMBL340	P08684	Cytochrome P450 3A4	84.56%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.60%	99.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.34%	96.47%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.21%	82.50%
CHEMBL3401	O75469	Pregnane X receptor	82.57%	94.73%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.58%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.33%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.00%	95.89%

Plants that contains it

• Azadirachta excelsa
• Rhaphidophora decursiva

Cross-Links

• PubChem: 11170007
• LOTUS: LTS0194759
• wikiData: Q105347353