Show more...
Record Information
Version2.0
Created at2022-09-10 04:49:48 UTC
Updated at2022-09-10 04:49:48 UTC
NP-MRD IDNP0295692
Secondary Accession NumbersNone
Natural Product Identification
Common Name(3s,6s,9s,16r,21as)-1,4,10-trihydroxy-6-isopropyl-8,9-dimethyl-16-(prop-2-en-1-yl)-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-7,14,17-trione
Description(3S,6S,9S,16R,21aS)-3-(butan-2-yl)-1,4,10-trihydroxy-8,9-dimethyl-16-(prop-2-en-1-yl)-6-(propan-2-yl)-3H,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-7,14,17-trione 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 (3S,6S,9S,16R,21aS)-3-(butan-2-yl)-1,4,10-trihydroxy-8,9-dimethyl-16-(prop-2-en-1-yl)-6-(propan-2-yl)-3H,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-7,14,17-trione.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC28H45N5O7
Average Mass563.6960 Da
Monoisotopic Mass563.33190 Da
IUPAC Name(3S,6S,9S,16R,21aS)-3-(butan-2-yl)-1,4,10-trihydroxy-8,9-dimethyl-16-(prop-2-en-1-yl)-6-(propan-2-yl)-3H,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-7,14,17-trione
Traditional Name(3S,6S,9S,16R,21aS)-1,4,10-trihydroxy-6-isopropyl-8,9-dimethyl-16-(prop-2-en-1-yl)-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-7,14,17-trione
CAS Registry NumberNot Available
SMILES
CCC(C)[C@@H]1N=C(O)[C@@H]2CCCN2C(=O)[C@@H](CC=C)OC(=O)CCN=C(O)[C@H](C)N(C)C(=O)[C@@H](N=C1O)C(C)C
InChI Identifier
InChI=1S/C28H45N5O7/c1-8-11-20-27(38)33-15-10-12-19(33)25(36)31-23(17(5)9-2)26(37)30-22(16(3)4)28(39)32(7)18(6)24(35)29-14-13-21(34)40-20/h8,16-20,22-23H,1,9-15H2,2-7H3,(H,29,35)(H,30,37)(H,31,36)/t17?,18-,19-,20+,22-,23-/m0/s1
InChI KeyBNDTXDIWZPIRNI-VYWCNRFJSA-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
  • Carboxylic acid derivative
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Monocarboxylic acid or derivatives
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Carbonyl group
  • Organic oxygen compound
  • Organooxygen 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
logP1.65ChemAxon
pKa (Strongest Acidic)2.88ChemAxon
pKa (Strongest Basic)5.51ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area164.69 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity147.95 m³·mol⁻¹ChemAxon
Polarizability59.86 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 ID78440443
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound139587923
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]