Dolastatin 16
AlkaPlorer ID: AK003741
Synonym: '7-epi-3,4-bis-nor-dolastatin 11', 'Dolastatin 16'
IUPAC Name: (3S,6S,12R,15R,18S,24S,27R,28R,31S)-13,24,27-trimethyl-3-[(2R)-1-phenylpropan-2-yl]-12,15,28-tri(propan-2-yl)-16,25-dioxa-1,4,10,13,22,29-hexazatetracyclo[29.3.0.06,10.018,22]tetratriacontane-2,5,11,14,17,23,26,30-octone
Structure
SMILES: CC(C)[C@H]1N=C(O)[C@@H]2CCCN2C(=O)[C@H]([C@H](C)CC2=CC=CC=C2)N=C(O)[C@@H]2CCCN2C(=O)[C@@H](C(C)C)N(C)C(=O)[C@@H](C(C)C)OC(=O)[C@@H]2CCCN2C(=O)[C@H](C)OC(=O)[C@@H]1C
InChI: InChI=1S/C47H70N6O10/c1-26(2)36-30(8)46(60)62-31(9)42(56)53-24-16-21-35(53)47(61)63-39(28(5)6)45(59)50(10)38(27(3)4)44(58)52-23-15-20-34(52)41(55)49-37(29(7)25-32-17-12-11-13-18-32)43(57)51-22-14-19-33(51)40(54)48-36/h11-13,17-18,26-31,33-39H,14-16,19-25H2,1-10H3,(H,48,54)(H,49,55)/t29-,30-,31+,33+,34+,35+,36-,37+,38-,39-/m1/s1
InChIKey: JXOFEBNJOOEXJY-QNCIAAGJSA-N
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Symploca hydnoides | Symploca | Microcoleaceae | Oscillatoriales | Cyanophyceae | Cyanobacteriota | None | Bacteria |
| Dolabella auricularia | Dolabella | Aplysiidae | Aplysiida | Gastropoda | Mollusca | Metazoa | Eukaryota |
| Lyngbya majuscula | Lyngbya | Oscillatoriaceae | Oscillatoriales | Cyanophyceae | Cyanobacteriota | None | Bacteria |
Properties Information
Molecule Weight: 879.1089999999998
TPSA？: 199.02
MolLogP？: 4.776600000000008
Number of H-Donors: 2
Number of H-Acceptors: 10
RingCount: 5
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Amphibalanus amphitrite | Amphibalanus amphitrite | EC50 | 90.0 | nM | 10.1021/acs.jnatprod.7b00449 |
| Homo sapiens | DU-145 | GI50 | 0.009 | ug.mL-1 | 10.1021/np500925y |
| Homo sapiens | DU-145 | GI50 | 10.0 | ug.mL-1 | 10.1021/np500925y |
| Homo sapiens | MCF7 | GI50 | 0.027 | ug.mL-1 | 10.1021/np500925y |
| Homo sapiens | MCF7 | GI50 | 10.0 | ug.mL-1 | 10.1021/np500925y |
| Homo sapiens | MOLT-4 | IC50 | 2500.0 | nM | 10.1021/acs.jnatprod.1c00996 |
| Homo sapiens | NCI-H460 | GI50 | 0.27 | ug.mL-1 | 10.1021/np500925y |
| Homo sapiens | NCI-H460 | GI50 | 10.0 | ug.mL-1 | 10.1021/np500925y |
| Homo sapiens | SF-268 | GI50 | 0.016 | ug.mL-1 | 10.1021/np500925y |
| Homo sapiens | SF-268 | GI50 | 10.0 | ug.mL-1 | 10.1021/np500925y |
| None | NON-PROTEIN TARGET | GI50 | 0.013 | ug.mL-1 | 10.1021/np500925y |
| None | NON-PROTEIN TARGET | GI50 | 0.05 | ug.mL-1 | 10.1021/np500925y |
| None | NON-PROTEIN TARGET | GI50 | 10.0 | ug.mL-1 | 10.1021/np500925y |