mycothiazole
AlkaPlorer ID: AK019323
Synonym: '114582-75-1', '(-)-Mycothiazole', 'Carbamic acid, ((4Z,7R)-8-(4-((2Z)-2,5-hexadienyl)-2-thiazolyl)-7-hydroxy-8-methyl-3-methylene-4-nonenyl)-,methyl ester', '(R)-(-)-Mycothiazole'
IUPAC Name: methyl N-[(Z,7R)-8-[4-[(2E)-hexa-2,5-dienyl]-1,3-thiazol-2-yl]-7-hydroxy-8-methyl-3-methylidenenon-4-enyl]carbamate
Structure
SMILES: C=CC/C=C/CC1=CSC(C(C)(C)[C@H](O)C/C=C\C(=C)CCN=C(O)OC)=N1
InChI: InChI=1S/C22H32N2O3S/c1-6-7-8-9-12-18-16-28-20(24-18)22(3,4)19(25)13-10-11-17(2)14-15-23-21(26)27-5/h6,8-11,16,19,25H,1-2,7,12-15H2,3-5H3,(H,23,26)/b9-8+,11-10-/t19-/m1/s1
InChIKey: WOVFSYAJXQSJES-BFJIOXTGSA-N
Reference
Mycothiazole, a polyketide heterocycle from a marine sponge
PubChem CID: 6443333
CAS: 114582-75-1
LOTUS: LTS0259870
SuperNatural Ⅲ: SN0415995-06
NPASS: NPC141622
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Cacospongia mycofijiensis | Cacospongia | Thorectidae | Dictyoceratida | Demospongiae | Porifera | Metazoa | Eukaryota |
Properties Information
Molecule Weight: 404.5760000000002
TPSA？: 74.94000000000001
MolLogP？: 4.909400000000005
Number of H-Donors: 2
Number of H-Acceptors: 5
RingCount: 1
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | HCT-116 | IC50 | 0.35 | nM | 10.1021/acsmedchemlett.9b00302 |
| Homo sapiens | HepG2 | IC50 | 0.27 | nM | 10.1021/acsmedchemlett.9b00302 |
| Homo sapiens | PANC-1 | IC50 | 0.16 | nM | 10.1021/acsmedchemlett.9b00302 |
| None | No relevant target | Drug degradation | 20.0 | % | 10.1021/acsmedchemlett.9b00302 |
| None | No relevant target | Drug degradation | 45.0 | % | 10.1021/acsmedchemlett.9b00302 |
| None | No relevant target | Drug degradation | 60.0 | % | 10.1021/acsmedchemlett.9b00302 |
| None | No relevant target | Drug degradation | 280000.0 | a.u. | 10.1021/acsmedchemlett.9b00302 |
| None | No relevant target | Drug degradation | 500000.0 | a.u. | 10.1021/acsmedchemlett.9b00302 |
| None | No relevant target | Stability | 3.0 | weeks | 10.1021/acsmedchemlett.9b00302 |