Spinosyn A
AlkaPlorer ID: AK014218
Synonym: '(-)-Spinosyn A', 'Spinosyn A'
IUPAC Name: (1S,2R,5S,7R,9R,10S,14R,15S,19S)-15-[(2R,5S,6R)-5-(dimethylamino)-6-methyloxan-2-yl]oxy-19-ethyl-14-methyl-7-[(2R,3R,4R,5S,6S)-3,4,5-trimethoxy-6-methyloxan-2-yl]oxy-20-oxatetracyclo[10.10.0.02,10.05,9]docosa-3,11-diene-13,21-dione
Structure
SMILES: CC[C@H]1CCC[C@H](O[C@H]2CC[C@H](N(C)C)[C@@H](C)O2)[C@@H](C)C(=O)C2=C[C@@H]3[C@@H](C=C[C@@H]4C[C@@H](O[C@@H]5O[C@@H](C)[C@H](OC)[C@@H](OC)[C@H]5OC)C[C@@H]34)[C@@H]2CC(=O)O1
InChI: InChI=1S/C41H65NO10/c1-10-26-12-11-13-34(52-36-17-16-33(42(5)6)23(3)48-36)22(2)37(44)32-20-30-28(31(32)21-35(43)50-26)15-14-25-18-27(19-29(25)30)51-41-40(47-9)39(46-8)38(45-7)24(4)49-41/h14-15,20,22-31,33-34,36,38-41H,10-13,16-19,21H2,1-9H3/t22-,23-,24+,25-,26+,27-,28-,29-,30-,31+,33+,34+,36+,38+,39-,40-,41+/m1/s1
InChIKey: SRJQTHAZUNRMPR-UYQKXTDMSA-N
Reference
PubChem CID: 443059
CAS: 131929-60-7
LOTUS: LTS0140618
SuperNatural Ⅲ: SN0353319-05
NPASS: NPC19373
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|
Properties Information
Molecule Weight: 731.9680000000001
TPSA？: 111.22
MolLogP？: 5.487400000000007
Number of H-Donors: 0
Number of H-Acceptors: 11
RingCount: 6
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Aphis gossypii | Aphis gossypii | LC50 | 65.0 | ppm | 10.1021/np0602517 |
| Bemisia tabaci | Bemisia tabaci | LC50 | 20.0 | ppm | 10.1021/np0602517 |
| Heliothis virescens | Heliothis virescens | Activity | 0.4 | ppm | 10.1021/np020451s |
| Heliothis virescens | Heliothis virescens | LC50 | 0.03 | ug | 10.1021/np0602517 |
| Homo sapiens | HCT-116 | IC50 | 10700.0 | nM | 10.1016/j.bmcl.2018.09.005 |
| Homo sapiens | HCT-116 | IC50 | 11100.0 | nM | 10.1016/j.bmcl.2020.127047 |
| Homo sapiens | MCF7 | Activity | 92.6 | % | 10.1016/j.bmcl.2018.09.005 |
| Homo sapiens | MCF7 | IC50 | 16700.0 | nM | 10.1016/j.bmcl.2018.09.005 |
| Homo sapiens | MCF7 | IC50 | 17900.0 | nM | 10.1016/j.bmcl.2020.127047 |
| Homo sapiens | NCI-H460 | Activity | 1.69 | % | 10.1016/j.bmcl.2018.09.005 |
| Homo sapiens | NCI-H460 | Activity | 2.33 | % | 10.1016/j.bmcl.2018.09.005 |
| Homo sapiens | NCI-H460 | Activity | 3.11 | % | 10.1016/j.bmcl.2018.09.005 |
| Homo sapiens | NCI-H460 | Activity | 4.41 | % | 10.1016/j.bmcl.2018.09.005 |
| Homo sapiens | NCI-H460 | Activity | 4.53 | % | 10.1016/j.bmcl.2018.09.005 |
| Homo sapiens | NCI-H460 | Activity | 5.33 | % | 10.1016/j.bmcl.2018.09.005 |
| Homo sapiens | NCI-H460 | Activity | 87.8 | % | 10.1016/j.bmcl.2018.09.005 |
| Homo sapiens | NCI-H460 | Activity | 90.8 | % | 10.1016/j.bmcl.2018.09.005 |
| Homo sapiens | NCI-H460 | Activity | nan | None | 10.1016/j.bmcl.2018.09.005 |
| Homo sapiens | NCI-H460 | GI | nan | None | 10.1016/j.bmcl.2018.09.005 |
| Homo sapiens | NCI-H460 | IC50 | 66000.0 | nM | 10.1016/j.bmcl.2018.09.005 |
| Homo sapiens | NCI-H460 | IC50 | 67500.0 | nM | 10.1016/j.bmcl.2020.127047 |
| Homo sapiens | NCI-H460 | Inhibition | nan | % | 10.1016/j.bmcl.2018.09.005 |
| Homo sapiens | U-87 MG | IC50 | 96500.0 | nM | 10.1016/j.bmcl.2020.127047 |
| Homo sapiens | U-87 MG | IC50 | 103800.0 | nM | 10.1016/j.bmcl.2018.09.005 |
| Myzus persicae | Myzus persicae | LC50 | 50.0 | ppm | 10.1021/np0602517 |
| Spodoptera exigua | Spodoptera exigua | Activity | 3.0 | ppm | 10.1021/np020451s |
| Spodoptera exigua | Spodoptera exigua | LC50 | 0.63 | ug | 10.1021/np0602517 |
| Spodoptera exigua | Spodoptera exigua | MIC | 0.02 | ppm | 10.1021/np060219c |
| Tetranychus urticae | Tetranychus urticae | LC50 | 5.3 | ppm | 10.1021/np0602517 |
| Trichoplusia ni | Trichoplusia ni | LC50 | 0.03 | ug | 10.1021/np0602517 |