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M  END
> <ID>
CHEBI:582124

> <NAME>
myriocin

> <DEFINITION>
An amino acid-based antibiotic derived from certain thermophilic fungi; acts as a potent inhibitor of serine palmitoyltransferase, the first step in sphingosine biosynthesis. Myriocin also possesses immunosuppressant activity.

> <STAR>
3

> <SYNONYM>
thermozymocidin; ISP-I; ISP-1; antibiotic ISP-I; antibiotic ISP-1; (2S,3R,4R,6E)-2-amino-3,4-dihydroxy-2-(hydroxymethyl)-14-oxo-6-eicosenoic acid; (2S,3R,4R)-(E)-2-amino-3,4-dihydroxy-2-hydroxymethyl-14-oxoeicos-6-enoic acid

> <IUPAC_NAME>
(2S,3R,4R,6E)-2-amino-3,4-dihydroxy-2-(hydroxymethyl)-14-oxoicos-6-enoic acid

> <FORMULA>
C21H39NO6

> <MASS>
401.544

> <MONOISOTOPIC_MASS>
401.27774

> <CHARGE>
0

> <SMILES>
CCCCCCC(=O)CCCCCC\C=C\C[C@@H](O)[C@H](O)[C@@](N)(CO)C(O)=O

> <INCHI>
InChI=1S/C21H39NO6/c1-2-3-4-10-13-17(24)14-11-8-6-5-7-9-12-15-18(25)19(26)21(22,16-23)20(27)28/h9,12,18-19,23,25-26H,2-8,10-11,13-16,22H2,1H3,(H,27,28)/b12-9+/t18-,19+,21+/m1/s1

> <INCHIKEY>
ZZIKIHCNFWXKDY-GNTQXERDSA-N

> <BEILSTEIN_REGISTRY_NUMBER>
5113331

> <CAS_REGISTRY_NUMBER>
35891-70-4

> <REAXYS_REGISTRY_NUMBER>
5113331

> <CHEMIDPLUS>
35891-70-4

> <KEGG_COMPOUND_ACCESSION>
C19914

> <KNAPSACK_ACCESSION>
C00016936

> <LIPID_MAPS_INSTANCE_ACCESSION>
LMFA01060203

> <PDBECHEM_ACCESSION>
VRP

> <WIKIPEDIA_ACCESSION>
Myriocin

> <AGRICOLA_CITATION>
IND607305181

> <PUBMED_CITATION>
15679316; 21456524; 23178537; 23659342; 23802886; 23957439; 24141140; 24395529; 24456332; 27621809; 28621883; 30123648; 30883241; 31447688; 31639005; 31701696; 32091078; 32212314; 32435178; 32954686; 33378044; 33441497; 33482299; 33558761; 33731109; 34324668; 4694226; 5076310; 8020136

$$$$