maytansine
AlkaPlorer ID: AK005732
Synonym: '', 'MAYTANSINE', 'Maysanine', 'Maitansine', 'NSC 153858', 'Maytansine', 'Maytansin', 'Alanine, N-acetyl-N-methyl-, 6-ester with 11-chloro-6,21-dihydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-4,24-dioxa-9,22-diazatetracyclo19.3.1.1(10,24).0(3,5)hexacosa-10,12,1426,16,18-pentaene-8,23-dione', 'NSC-153858', 'MTS'
IUPAC Name: [(1S,2R,3S,5S,6S,16E,18E,20R,21S)-11-chloro-21-hydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8,23-dioxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.110,14.03,5]hexacosa-10,12,14(26),16,18-pentaen-6-yl] (2S)-2-[acetyl(methyl)amino]propanoate
Structure
SMILES: COC1=C(Cl)C2=CC(=C1)C/C(C)=C/C=C/[C@@H](OC)[C@@]1(O)C[C@H](OC(O)=N1)[C@@H](C)[C@@H]1O[C@@]1(C)[C@@H](OC(=O)[C@H](C)N(C)C(C)=O)CC(=O)N2C
InChI: InChI=1S/C34H46ClN3O10/c1-18-11-10-12-26(45-9)34(43)17-25(46-32(42)36-34)19(2)30-33(5,48-30)27(47-31(41)20(3)37(6)21(4)39)16-28(40)38(7)23-14-22(13-18)15-24(44-8)29(23)35/h10-12,14-15,19-20,25-27,30,43H,13,16-17H2,1-9H3,(H,36,42)/b12-10+,18-11+/t19-,20+,25+,26-,27+,30+,33+,34+/m1/s1
InChIKey: WKPWGQKGSOKKOO-RSFHAFMBSA-N
Reference
Antitumor Agents 60. Maytansine, An Antileukemic Principle From Maytenus diversifolia
PubChem CID: 5281828
CAS: 35846-53-8
LOTUS: LTS0232895
SuperNatural Ⅲ: SN0412837-13
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Maytenus serrata | Maytenus | Celastraceae | Celastrales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 692.206
TPSA？: 159.96
MolLogP？: 3.738800000000002
Number of H-Donors: 2
Number of H-Acceptors: 10
RingCount: 4
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Acinetobacter baumannii | Acinetobacter baumannii | MIC | 10000.0 | nM | 10.6019/CHEMBL4296183 |
| Candida albicans | Candida albicans | MIC | 10000.0 | nM | 10.6019/CHEMBL4296183 |
| Cryptococcus neoformans | Cryptococcus neoformans | MIC | 625.0 | nM | 10.6019/CHEMBL4296183 |
| Escherichia coli | Escherichia coli | MIC | 10000.0 | nM | 10.6019/CHEMBL4296183 |
| Homo sapiens | A-375 | IC50 | 0.037 | nM | 10.1021/jm060319f |
| Homo sapiens | A-431 | IC50 | 0.04 | nM | 10.1021/jm060319f |
| Homo sapiens | A549 | IC50 | 0.16 | nM | 10.1021/jm060319f |
| Homo sapiens | CCRF-CEM | Log CR | 2.85 | None | 10.1021/jm00169a014 |
| Homo sapiens | HCT-15 | IC50 | 0.75 | nM | 10.1021/jm060319f |
| Homo sapiens | HEK293 | CC50 | 10000.0 | nM | 10.6019/CHEMBL4296183 |
| Homo sapiens | KB | ED50 | 6.1e-06 | ug ml-1 | 10.1021/jm00199a006 |
| Homo sapiens | KB | ED50 | 0.51 | ug ml-1 | 10.1021/np50022a010 |
| Homo sapiens | KB | IC50 | 0.034 | nM | 10.1021/jm060319f |
| Homo sapiens | MCF7 | IC50 | 0.044 | nM | 10.1021/jm060319f |
| Homo sapiens | OVCAR-3 | IC50 | 0.1 | nM | 10.1021/jm060319f |
| Homo sapiens | SK-BR-3 | IC50 | 0.03 | nM | 10.1021/jm060319f |
| Homo sapiens | SW-620 | IC50 | 0.1 | nM | 10.1021/jm060319f |
| Homo sapiens | Tubulin | Inhibition | nan | % | 10.1021/jm00199a006 |
| Human immunodeficiency virus 1 | Human immunodeficiency virus type 1 reverse transcriptase | IC50 | 200.0 | ug.mL-1 | 10.1021/np50073a012 |
| Klebsiella pneumoniae | Klebsiella pneumoniae | MIC | 10000.0 | nM | 10.6019/CHEMBL4296183 |
| Mus musculus | L1210 | Log CR | 1.23 | None | 10.1021/jm00169a014 |
| Mus musculus | Mus musculus | Activity | -0.4 | g | 10.1021/jm00199a006 |
| Mus musculus | Mus musculus | Activity | -0.1 | g | 10.1021/jm00199a006 |
| Mus musculus | Mus musculus | Activity | 0.3 | g | 10.1021/jm00199a006 |
| Mus musculus | Mus musculus | Activity | 0.6 | g | 10.1021/jm00199a006 |
| Mus musculus | Mus musculus | Activity | 1.3 | g | 10.1021/jm00199a006 |
| Mus musculus | Mus musculus | Activity | 1.4 | g | 10.1021/jm00199a006 |
| Mus musculus | Mus musculus | Activity | 1.6 | g | 10.1021/jm00199a006 |
| Mus musculus | Mus musculus | Activity | 1.7 | g | 10.1021/jm00199a006 |
| Mus musculus | Mus musculus | Activity | nan | None | 10.1021/jm00199a006 |
| Mus musculus | P388 | T/C | 80.0 | % | 10.1021/jm00199a006 |
| Mus musculus | P388 | T/C | 125.0 | % | 10.1021/jm00199a006 |
| Mus musculus | P388 | T/C | 145.0 | % | 10.1021/jm00199a006 |
| Mus musculus | P388 | T/C | 155.0 | % | 10.1021/jm00199a006 |
| Mus musculus | P388 | T/C | 165.0 | % | 10.1021/jm00199a006 |
| Mus musculus | P388 | T/C | 190.0 | % | 10.1021/jm00199a006 |
| Mus musculus | P388 | T/C | 195.0 | % | 10.1021/jm00199a006 |
| Mus musculus | P388 | T/C | 220.0 | % | 10.1021/jm00199a006 |
| Pseudomonas aeruginosa | Pseudomonas aeruginosa | MIC | 10000.0 | nM | 10.6019/CHEMBL4296183 |
| Staphylococcus aureus | Staphylococcus aureus | MIC | 10000.0 | nM | 10.6019/CHEMBL4296183 |
| None | NON-PROTEIN TARGET | Activity | 0.0 | % | 10.1021/np50100a011 |
| None | NON-PROTEIN TARGET | Activity | 1.0 | 10'-7mol/L | 10.1021/jm00199a006 |
| None | NON-PROTEIN TARGET | Activity | 100.0 | % | 10.1021/np50100a011 |
| None | No relevant target | LogD | 1.99 | None | 10.1021/jm00169a014 |