spiruchostatin B (PAMDB100001)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 11:54:54 AM
Metabolite IDPAMDB100001
Identification
Name: spiruchostatin B
Description:A spiruchostatin with molecular formula C21H33N3O6S2 originally isolated from a Pseudomonas culture broth.
Structure
Thumb
🔍MOLSDFPDBSMILESInChIView Structure
Synonyms:
  • (−)-spiruchostatin B
Chemical Formula: C21H33N3O6S2
Average Molecular Weight: 487.636
Monoisotopic Molecular Weight: 487.181
InChI Key: MJHZJODQLYCXHE-WXZCCWHXSA-N
InChI:InChI=1S/C20H31N3O6S2/c1-11(2)18-15(24)9-17(26)29-13-6-4-5-7-30-31-10-14(20(28)23-18)22-19(27)12(3)21-16(25)8-13/h4,6,11-15,18,24H,5,7-10H2,1-3H3,(H,21,25)(H,22,27)(H,23,28)/b6-4-/t12-,13-,14-,15+,18-/m1/s1
CAS number: Not Available
IUPAC Name:(1S,5S,6R,9S,15Z,20R)-5-hydroxy-20-methyl-6-propan-2-yl-2-oxa-11,12-dithia-7,19,22-triazabicyclo[7.7.6]docos-15-ene-3,8,18,21-tetrone
Traditional IUPAC Name: Not Available
SMILES:C1SSCCC=C[C@@H]2CC(N[C@@](C(N[C@H]1C(N[C@@]([C@H](CC(O2)=O)O)([C@H](CC)C)[H])=O)=O)(C)[H])=O
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as cyclic depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually ??-amino and ??-hydroxy acids) connected in a ring. The residues are commonly but not necessarily regularly alternating.
Kingdom Organic compounds
Super ClassOrganic acids and derivatives
Class Peptidomimetics
Sub ClassDepsipeptides
Direct Parent Cyclic depsipeptides
Alternative Parents
Substituents
  • Alpha-dipeptide
  • Cyclic depsipeptide
  • Macrolide lactam
  • Macrolactam
  • Macrolide
  • Alpha-amino acid or derivatives
  • Carboxamide group
  • Carboxylic acid ester
  • Lactam
  • Lactone
  • Organic disulfide
  • Secondary alcohol
  • Secondary carboxylic acid amide
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organoheterocyclic compound
  • Azacycle
  • Oxacycle
  • Alcohol
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Carbonyl group
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Aliphatic heteropolycyclic compound
Molecular Framework Aliphatic heteropolycyclic compounds
External Descriptors Not Available
Physical Properties
State: Not Available
Charge:0
Melting point: Not Available
Experimental Properties: Not Available
Predicted Properties
PropertyValueSource
Mass487.6377ChemAxon
logP1.9010ChemAxon
H-bond acceptors9ChemAxon
H-bond donors4ChemAxon
Rotatable bonds2ChemAxon
PSA184.4300ChemAxon
RO5 violations0ChemAxon
RO3 violations4ChemAxon
Refractivity136.7379ChemAxon
Atoms65ChemAxon
Rings2ChemAxon
Heavy atoms32ChemAxon
Hydrogen atoms33ChemAxon
Heteroatoms11ChemAxon
N/O atoms9ChemAxon
Inorganic atoms0ChemAxon
Halogen atoms0ChemAxon
Chiral centers6ChemAxon
R/S chiral centers6ChemAxon
Unknown chiral centers0ChemAxon
Undefined chiral centers0ChemAxon
Stereo double bonds1ChemAxon
Cis/trans stereo double bonds0ChemAxon
Unknown stereo double bonds1ChemAxon
Undefined stereo double bonds 0ChemAxon
Biological Properties
Cellular Locations: Not Available
Reactions:
Pathways:
    Spectra
    Spectra: Not Available
    References
    References:
    • Takizawa, Toshiya, et al. "Total synthesis of spiruchostatin B, a potent histone deacetylase inhibitor, from a microorganism." Chemical Communications 14 (2008): 1677-1679. Pubmed: 18368162
    Synthesis Reference: Not Available
    Material Safety Data Sheet (MSDS) Not Available
    External Links: Not Available