Dolastatin 12
AlkaPlorer ID: AK003672
Synonym: None
IUPAC Name: (2S,8S,14S,17S,20S,25S,28R,29S)-17-benzyl-2-[(2S)-butan-2-yl]-28-ethyl-7,13,16,20,22,22,24,25,29-nonamethyl-8-(2-methylpropyl)-14-propan-2-yl-1-oxa-4,7,10,13,16,19,24,27-octazacyclotriacontane-3,6,9,12,15,18,21,23,26,30-decone
Structure
SMILES: CC[C@H](C)[C@@H]1OC(=O)[C@@H](C)[C@@H](CC)NC(=O)[C@H](C)N(C)C(=O)C(C)(C)C(=O)[C@H](C)NC(=O)[C@H](CC2=CC=CC=C2)N(C)C(=O)[C@H](C(C)C)N(C)C(=O)CNC(=O)[C@H](CC(C)C)N(C)C(=O)CNC1=O
InChI: InChI=1S/C50H80N8O11/c1-17-30(7)41-46(65)52-26-38(59)56(14)36(24-28(3)4)44(63)51-27-39(60)58(16)40(29(5)6)47(66)57(15)37(25-34-22-20-19-21-23-34)45(64)53-32(9)42(61)50(11,12)49(68)55(13)33(10)43(62)54-35(18-2)31(8)48(67)69-41/h19-23,28-33,35-37,40-41H,17-18,24-27H2,1-16H3,(H,51,63)(H,52,65)(H,53,64)(H,54,62)/t30-,31-,32-,33-,35+,36-,37-,40-,41-/m0/s1
InChIKey: MLDFWFKDAWCBSV-JXVYMESPSA-N
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Lyngbya majuscula | Lyngbya | Oscillatoriaceae | Oscillatoriales | Cyanophyceae | Cyanobacteriota | None | Bacteria |
| Schizothrix calcicola | Schizothrix | Schizotrichaceae | Pseudanabaenales | Cyanophyceae | Cyanobacteriota | None | Bacteria |
Properties Information
Molecule Weight: 969.2349999999996
TPSA？: 241.01
MolLogP？: 2.0939000000000125
Number of H-Donors: 4
Number of H-Acceptors: 11
RingCount: 2
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | Ataxin-2 | Potency | 12589.3 | nM | None |
| Homo sapiens | Glucagon-like peptide 1 receptor | Potency | 562.3 | nM | None |
| Homo sapiens | Isocitrate dehydrogenase [NADP] cytoplasmic | Potency | 1299.5 | nM | None |
| Homo sapiens | KB | MIC | 0.05 | ug.mL-1 | 10.1021/np9801211 |
| Homo sapiens | LoVo | MIC | 0.08 | ug.mL-1 | 10.1021/np9801211 |
| Homo sapiens | Mothers against decapentaplegic homolog 3 | Potency | 3548.1 | nM | None |
| Homo sapiens | Mothers against decapentaplegic homolog 3 | Potency | 5804.8 | nM | None |
| Homo sapiens | Mothers against decapentaplegic homolog 3 | Potency | 7307.8 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 130.0 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 183.6 | nM | None |
| Mus musculus | L1210 | Activity | 420.0 | Zone units | 10.1021/np9801211 |
| Mus musculus | MC-38 | Activity | 630.0 | Zone units | 10.1021/np9801211 |
| Mus musculus | MC-38 | T/C | 41.0 | % | 10.1021/np9801211 |
| Mus musculus | MC-38 | T/C | 92.0 | % | 10.1021/np9801211 |
| Mus musculus | Mus musculus | Activity | -15.0 | % | 10.1021/np9801211 |
| Mus musculus | Mus musculus | Activity | -13.0 | % | 10.1021/np9801211 |
| Mus musculus | Mus musculus | Activity | -8.0 | % | 10.1021/np9801211 |
| Mus musculus | Mus musculus | Activity | -3.0 | % | 10.1021/np9801211 |
| Mus musculus | Mus musculus | Activity | nan | None | 10.1021/np9801211 |
| Mus musculus | P388 | ED50 | 7.5 | 10'-2 ug/ml | 10.1021/np50094a015 |
| Rattus norvegicus | A10 | Activity | nan | None | 10.1021/np9801211 |
| None | NON-PROTEIN TARGET | Activity | 270.0 | Zone units | 10.1021/np9801211 |
| None | NON-PROTEIN TARGET | Activity | 480.0 | Zone units | 10.1021/np9801211 |
| None | NON-PROTEIN TARGET | Activity | 500.0 | Zone units | 10.1021/np9801211 |
| None | NON-PROTEIN TARGET | IC50 | 1000.0 | nM | 10.1021/np200270d |
| None | NON-PROTEIN TARGET | T/C | 68.0 | % | 10.1021/np9801211 |
| None | NON-PROTEIN TARGET | T/C | 86.0 | % | 10.1021/np9801211 |
| None | Unchecked | Potency | 501.2 | nM | None |
| None | Unchecked | Potency | 920.0 | nM | None |
| None | Unchecked | Potency | 1995.3 | nM | None |
| None | Unchecked | Potency | 2238.7 | nM | None |
| None | Unchecked | Potency | 5804.8 | nM | None |