157207-90-4
AlkaPlorer ID: AK005411
Synonym: '(-)-Hemiasterlin', 'Hemiasterlin', 'Milnamide B'
IUPAC Name: (E,4S)-4-[[(2S)-3,3-dimethyl-2-[[(2S)-3-methyl-2-(methylamino)-3-(1-methylindol-3-yl)butanoyl]amino]butanoyl]-methylamino]-2,5-dimethylhex-2-enoic acid
Structure
SMILES: CN[C@H](C(O)=N[C@H](C(=O)N(C)[C@H](/C=C(\C)C(=O)O)C(C)C)C(C)(C)C)C(C)(C)C1=CN(C)C2=CC=CC=C12
InChI: InChI=1S/C30H46N4O4/c1-18(2)23(16-19(3)28(37)38)34(11)27(36)25(29(4,5)6)32-26(35)24(31-9)30(7,8)21-17-33(10)22-15-13-12-14-20(21)22/h12-18,23-25,31H,1-11H3,(H,32,35)(H,37,38)/b19-16+/t23-,24-,25-/m1/s1
InChIKey: KQODQNJLJQHFQV-MKWZWQCGSA-N
Reference
Cytotoxic peptides from the marine sponge Cymbastela sp.
PubChem CID: 5352092
CAS: 157207-90-4
LOTUS: LTS0122257
SuperNatural Ⅲ: SN0192714-04
NPASS: NPC114177
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| None | Petrosia | Petrosiidae | Haplosclerida | Demospongiae | Porifera | Metazoa | Eukaryota |
Properties Information
Molecule Weight: 526.7220000000003
TPSA？: 107.16
MolLogP？: 4.929000000000005
Number of H-Donors: 3
Number of H-Acceptors: 5
RingCount: 2
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Bos taurus | Bos taurus | Inhibition | nan | % | 10.1016/j.bmcl.2004.08.024 |
| Homo sapiens | KB | IC50 | 76.0 | nM | 10.1016/j.bmcl.2004.08.024 |
| Homo sapiens | KB 3-1 | IC50 | 0.3 | nM | 10.1016/j.bmcl.2004.08.024 |
| Homo sapiens | KB 3-1 | IC50 | 1.0 | nM | 10.1016/j.bmcl.2004.08.024 |
| Homo sapiens | MCF7 | ED50 | 0.5 | nM | 10.1021/acs.jnatprod.5b00871 |
| Homo sapiens | MCF7 | IC50 | 0.3 | nM | 10.1021/np020375t |