Compound Summary
Compound Information
azadirachtin
Compound Name: | azadirachtin |
Compound CID: | 5281303 |
Synonyms: | azadirachtin Azadirachtin A 11141-17-6 UNII-O4U1SAF85H O4U1SAF85H More... |
Iupac Name: | dimethyl (1S,4S,5R,6S,7S,8R,11S,12R,14S,15R)-12-acetyloxy-4,7-dihydroxy-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-[(E)-2-methylbut-2-enoyl]oxy-3,9-dioxatetracyclo[6.6.1.01,5.011,15]pentadecane-4,11-dicarboxylate |
InChI: | InChI=1S/C35H44O16/c1-8-15(2)24(38)49-18-12-19(48-16(3)36)32(26(39)43-6)13-46-21-22(32)31(18)14-47-34(42,27(40)44-7)25(31)29(4,23(21)37)35-20-11-17(30(35,5)51-35)33(41)9-10-45-28(33)50-20/h8-10,17-23,25,28,37,41-42H,11-14H2,1-7H3/b15-8+/t17-,18+,19-,20+,21-,22-,23-,25+,28+,29-,30+,31+,32+,33+,34+,35+/m1/s1 |
InChIKey: | FTNJWQUOZFUQQJ-NDAWSKJSSA-N |
Canonical Smiles: | CC=C(C)C(=O)OC1CC(C2(COC3C2C14COC(C4C(C3O)(C)C56C7CC(C5(O6)C)C8(C=COC8O7)O)(C(=O)OC)O)C(=O)OC)OC(=O)C |
Isomeric Smiles: | C/C=C(\C)/C(=O)O[C@H]1C[C@H]([C@]2(CO[C@@H]3[C@@H]2[C@]14CO[C@@]([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)O)C(=O)OC)OC(=O)C |
Molecular Weight: | 720.7 |
Molecular Formula: | C35H44O16 |
Compound Structure
2D Structure:
3D Structure:
Computed Properties
azadirachtin
Molecular Weight: | 720.7 |
Molecular Formula: | C35H44O16 |
Hydrogen Bond Donor Count: | 3 |
Hydrogen Bond Acceptor Count: | 16 |
Rotatable Bond Count: | 10 |
Heavy Atom Count: | 51 |
Complexity: | 1660 |
Synonyms
azadirachtin
| azadirachtin | azadirachtin |
|---|---|
azadirachtin |
Azadirachtin A |
11141-17-6 |
UNII-O4U1SAF85H |
O4U1SAF85H |
CHEBI:2942 |
bioneem |
NeemAzal |
Azadirachtin-A |
Nimbicidine |
Nimurin |
Ornazin |
Azatin |
Suneem |
Align |
HSDB 7372 |
dimethyl acetoxy-dihydroxy-hydroxy(methyl)?yl-methyl-(E)-2-methylbut-2-enoyloxy-?dicarboxylate |
AZADIRACTIN |
NSC 368675 |
SCHEMBL27784 |
CCRIS 9142 |
CHEMBL509309 |
DTXSID0037497 |
ZINC8221317 |
LMPR0106100001 |
NCGC00163746-01 |
HY-126741 |
CS-0107060 |
C08748 |
97646-EP2275422A1 |
97646-EP2292608A1 |
97646-EP2305662A1 |
Q793471 |
1H,7H-Naphtho(1,8-bc:4,4a-c)difuran-5,10a(8H)-dicarboxylic acid, 10-(acetyloxy)octahydro-3,5-dihydroxy-4-methyl-8-(((2E)-2-methyl-1-oxo-2-butenyl)oxy)-4-((1aR,2S,3aS,6aS,7S,7aS)-3a,6a,7,7a-tetrahydro-6a-hydroxy-7a-methyl-2,7-methanofuro(2,3-b)oxireno(e)oxepin-1a(2H)-yl)-, dimethyl ester, (2aR,3S,4S,4aR,5S,7aS,8S,10R,10aS,10bR)- |
dimethyl (1S,4S,5R,6S,7S,8R,11S,12R,14S,15R)-12-acetyloxy-4,7-dihydroxy-6-(1S,2S,6S,8S,9R,11S)-2-hydroxy-11-methyl-5,7,10-trioxatetracyclo6.3.1.02,6.09,11dodec-3-en-9-yl-6-methyl-14-(E)-2-methylbut-2-enoyloxy-3,9-dioxatetracyclo6.6.1.01,5.011,15pentadecane-4,11-dicarboxylate |
Dimethyl (1S,4S,5R,6S,7S,8R,11S,12R,14S,15R)-12-acetyloxy-4,7-dihydroxy-6-(1S,2S,6S,9R,11S)-2-hydroxy-11-methyl-5,7,10-trioxatetracyclo6.3.1.02,6.09,11dodec-3-en-9-yl-6-methyl-14-(E)-2-methylbut-2-enoyloxy-3,9-dioxatetracyclo6.6.1.01,5.011,15pentadecane-4,11-dicarboxylate |
dimethyl (2aR,3S,4S,4aR,5S,7aS,8S,10R,10aS,10bR)-10-acetoxy-3,5-dihydroxy-4-(1aR,2S,3aS,6aS,7S,7aS)-6a-hydroxy-7a-methyl-3a,6a,7,7a-tetrahydro-2,7-methanofuro2,3-boxirenoeoxepin-1a(2H)-yl-4-methyl-8-{(2E)-2-methylbut-2-enoyloxy}octahydro-1H-naphtho1,8a-c:4,5-bcdifuran-5,10a(8H)-dicarboxylate" |
Experimental Data
azadirachtin
| Species | Dosage | Unit | CG Lifespan(AVG/MED days) | TG Lifespan(AVG/MED days) | Lifespan Change(AVG/MED%) | CG Lifespan(MAX days) | TG Lifespan(MAX days) | Lifespan Change(MAX%) | Significant | Strain | Gender | PubMed | Active Label |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Drosophila melanogaster | 4 | mg/L | 58 | 16 | -0.72 | 87 | 43 | -0.51 | S | Oregon-R | 30048948 | Inactive |
Experimental Data Visualization
azadirachtin
Statistics Data
azadirachtin
| Species | Lifespan Change(AVG/MED%) | Lifespan Change(MAX%) | Count Reference | Count Data point |
|---|---|---|---|---|
| Drosophila melanogaster | -0.72 | -0.51 | 1 | 1 |
Statistics Data Visualization
azadirachtin
