Show more...
Record Information
Version2.0
Created at2022-09-12 11:32:28 UTC
Updated at2022-09-12 11:32:28 UTC
NP-MRD IDNP0328239
Secondary Accession NumbersNone
Natural Product Identification
Common Name(3s,6s,9s,21as)-1,10-dihydroxy-16-(2-hydroxypropyl)-6-isopropyl-5,8,9-trimethyl-3-(sec-butyl)-3h,6h,9h,12h,13h,16h,19h,20h,21h,21ah-pyrrolo[1,2-d]1-oxa-4,7,10,13,16-pentaazacyclononadecane-4,7,14,17-tetrone
DescriptionDestruxin F 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 α-amino and α-hydroxy acids) connected in a ring. The residues are commonly but not necessarily regularly alternating. Based on a literature review very few articles have been published on Destruxin F.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC29H49N5O8
Average Mass595.7380 Da
Monoisotopic Mass595.35811 Da
IUPAC Name(3S,6S,9S,21aS)-3-(butan-2-yl)-1,10-dihydroxy-16-(2-hydroxypropyl)-5,8,9-trimethyl-6-(propan-2-yl)-3H,4H,5H,6H,7H,8H,9H,12H,13H,14H,16H,17H,19H,20H,21H,21aH-pyrrolo[1,2-d]1-oxa-4,7,10,13,16-pentaazacyclononadecane-4,7,14,17-tetrone
Traditional Name(3S,6S,9S,21aS)-1,10-dihydroxy-16-(2-hydroxypropyl)-6-isopropyl-5,8,9-trimethyl-3-(sec-butyl)-3H,6H,9H,12H,13H,16H,19H,20H,21H,21aH-pyrrolo[1,2-d]1-oxa-4,7,10,13,16-pentaazacyclononadecane-4,7,14,17-tetrone
CAS Registry NumberNot Available
SMILES
CCC(C)[C@@H]1N=C(O)[C@@H]2CCCN2C(=O)C(CC(C)O)OC(=O)CCN=C(O)[C@H](C)N(C)C(=O)[C@H](C(C)C)N(C)C1=O
InChI Identifier
InChI=1S/C29H49N5O8/c1-9-17(4)23-28(40)33(8)24(16(2)3)29(41)32(7)19(6)25(37)30-13-12-22(36)42-21(15-18(5)35)27(39)34-14-10-11-20(34)26(38)31-23/h16-21,23-24,35H,9-15H2,1-8H3,(H,30,37)(H,31,38)/t17?,18?,19-,20-,21?,23-,24-/m0/s1
InChI KeyUOFIHDFDXCKQGS-CZYRZQCKSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description 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 α-amino and α-hydroxy acids) connected in a ring. The residues are commonly but not necessarily regularly alternating.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassPeptidomimetics
Sub ClassDepsipeptides
Direct ParentCyclic depsipeptides
Alternative Parents
Substituents
  • Cyclic depsipeptide
  • Macrolide lactam
  • Macrolactam
  • Macrolide
  • Alpha-amino acid or derivatives
  • Tertiary carboxylic acid amide
  • Pyrrolidine
  • Carboxamide group
  • Carboxylic acid ester
  • Lactam
  • Lactone
  • Secondary carboxylic acid amide
  • Secondary alcohol
  • Carboxylic acid derivative
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Monocarboxylic acid or derivatives
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Alcohol
  • Organic nitrogen compound
  • Carbonyl group
  • Organooxygen compound
  • Organic oxygen compound
  • Organonitrogen compound
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-0.0091ChemAxon
pKa (Strongest Acidic)2.87ChemAxon
pKa (Strongest Basic)5.46ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area172.64 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity153.99 m³·mol⁻¹ChemAxon
Polarizability63.1 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID78445509
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound102145481
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]