Structure Database (LMSD)

Common Name
myriocin
Systematic Name
(2S,3R,4R,6E)-2-amino-3,4-dihydroxy-2-(hydroxymethyl)-14-oxoicos-6-enoic acid
Synonyms
  • (2S,3R,4R,6E)-2-Amino-3,4-dihydroxy-2-(hydroxymethyl)-14-oxo-6-eicosenoic acid
  • ISP-I
  • Thermozymocidin
LM ID
LMFA01060203
Formula
C21H39NO6
Exact Mass
Calculate m/z
401.277739
Status
Active
Show lipids differing only in stereochemistry/bond geometry
View MassBank spectra

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty Acids and Conjugates [FA01]
Oxo fatty acids [FA0106]
Unsaturated fatty acids [FA0103]
Hydroxy fatty acids [FA0105]
Amino fatty acids [FA0110]
Sphingolipids [SP]
Sphingoid bases [SP01]
Sphingoid base analogs [SP0108]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Melanocarpus albomyces (#204285)
Sordariomycetes (#147550)
Elucidation of structure and stereochemistry of myriocin. A novel antifungal antibiotic.,
J Org Chem, 1973
Pubmed ID: 4694226

String Representations

InChiKey (Click to copy)
ZZIKIHCNFWXKDY-GNTQXERDSA-N
InChi (Click to copy)
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
SMILES (Click to copy)
[C@H](O)([C@H](O)C/C=C/CCCCCCC(=O)CCCCCC)[C@](CO)(N)C(=O)O

Other Databases

CHEBI ID
582124
PubChem CID
6438394
Cayman ID
63150
PDB ID
VRP
GuidePharm ID
6664

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 0
Aromatic Rings 0
Rotatable Bonds 18
Van der Waals Molecular Volume 427.68
Topological Polar Surface Area 141.08
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 7
logP 3.45
Molar Refractivity 110.90

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Created at
-
Updated at
1st Aug 2024