Record Information
Version1.0
Creation Date2016-06-03 13:32:13 UTC
Update Date2016-11-09 01:23:23 UTC
Accession NumberCHEM045634
Identification
Common Namegaramicidin D
ClassSmall Molecule
Description
Contaminant Sources
  • STOFF IDENT Compounds
Contaminant TypeNot Available
Chemical Structure
Thumb
Synonyms
ValueSource
Gramicidin JMeSH
Linear gramicidinMeSH
Gramicidin, linearMeSH
Gramicidin a(1)MeSH
Gramicidin DMeSH
GramicidinsMeSH
Gramicidin CMeSH
Gramicidin pMeSH
Gramicidin KMeSH
Gramicidin dubosMeSH
GramicidinMeSH
Gramicidin SMeSH
Gramicidin bMeSH
GramodermMeSH
Gramicidin NFMeSH
Gramicidin aMeSH
Chemical FormulaC99H140N20O17
Average Molecular Mass1882.332 g/mol
Monoisotopic Mass1881.071 g/mol
CAS Registry Number1405-97-6
IUPAC Name(2R)-2-{[(2S)-1-hydroxy-2-{[(2R)-1-hydroxy-2-{[(2S)-1-hydroxy-2-{[(2R)-1-hydroxy-2-{[(2S)-1-hydroxy-2-{[(2S)-1-hydroxy-2-{[(2S)-1-hydroxy-2-{[(2R)-1-hydroxy-2-{[(2S)-1-hydroxy-2-{[(2R)-1-hydroxy-2-{[(2S)-1-hydroxy-2-[(1-hydroxy-2-{[(2S)-1-hydroxy-2-[(hydroxymethylidene)amino]-3-methylbutylidene]amino}ethylidene)amino]propylidene]amino}-4-methylpentylidene]amino}propylidene]amino}-3-methylbutylidene]amino}-3-methylbutylidene]amino}-3-methylbutylidene]amino}-3-(1H-indol-3-yl)propylidene]amino}-4-methylpentylidene]amino}-3-(1H-indol-3-yl)propylidene]amino}-4-methylpentylidene]amino}-3-(1H-indol-3-yl)propylidene]amino}-N-[(1S)-1-[(2-hydroxyethyl)-C-hydroxycarbonimidoyl]-2-(1H-indol-3-yl)ethyl]-4-methylpentanimidic acid
Traditional Name(2R)-2-{[(2S)-1-hydroxy-2-{[(2R)-1-hydroxy-2-{[(2S)-1-hydroxy-2-{[(2R)-1-hydroxy-2-{[(2S)-1-hydroxy-2-{[(2S)-1-hydroxy-2-{[(2S)-1-hydroxy-2-{[(2R)-1-hydroxy-2-{[(2S)-1-hydroxy-2-{[(2R)-1-hydroxy-2-{[(2S)-1-hydroxy-2-[(1-hydroxy-2-{[(2S)-1-hydroxy-2-[(hydroxymethylidene)amino]-3-methylbutylidene]amino}ethylidene)amino]propylidene]amino}-4-methylpentylidene]amino}propylidene]amino}-3-methylbutylidene]amino}-3-methylbutylidene]amino}-3-methylbutylidene]amino}-3-(1H-indol-3-yl)propylidene]amino}-4-methylpentylidene]amino}-3-(1H-indol-3-yl)propylidene]amino}-4-methylpentylidene]amino}-3-(1H-indol-3-yl)propylidene]amino}-N-[(1S)-1-[(2-hydroxyethyl)-C-hydroxycarbonimidoyl]-2-(1H-indol-3-yl)ethyl]-4-methylpentanimidic acid
SMILES[H][C@@](C)(N=C(O)CN=C(O)[C@@]([H])(N=CO)C(C)C)C(O)=N[C@]([H])(CC(C)C)C(O)=N[C@@]([H])(C)C(O)=N[C@]([H])(C(C)C)C(O)=N[C@@]([H])(C(C)C)C(O)=N[C@@]([H])(C(C)C)C(O)=N[C@@]([H])(CC1=CNC2=CC=CC=C12)C(O)=N[C@]([H])(CC(C)C)C(O)=N[C@@]([H])(CC1=CNC2=CC=CC=C12)C(O)=N[C@]([H])(CC(C)C)C(O)=N[C@@]([H])(CC1=CNC2=CC=CC=C12)C(O)=N[C@]([H])(CC(C)C)C(O)=N[C@@]([H])(CC1=CNC2=CC=CC=C12)C(O)=NCCO
InChI IdentifierInChI=1S/C99H140N20O17/c1-51(2)37-73(109-86(123)59(17)107-81(122)49-105-96(133)82(55(9)10)106-50-121)89(126)108-60(18)87(124)117-84(57(13)14)98(135)119-85(58(15)16)99(136)118-83(56(11)12)97(134)116-80(44-64-48-104-72-34-26-22-30-68(64)72)95(132)112-76(40-54(7)8)92(129)115-79(43-63-47-103-71-33-25-21-29-67(63)71)94(131)111-75(39-53(5)6)91(128)114-78(42-62-46-102-70-32-24-20-28-66(62)70)93(130)110-74(38-52(3)4)90(127)113-77(88(125)100-35-36-120)41-61-45-101-69-31-23-19-27-65(61)69/h19-34,45-48,50-60,73-80,82-85,101-104,120H,35-44,49H2,1-18H3,(H,100,125)(H,105,133)(H,106,121)(H,107,122)(H,108,126)(H,109,123)(H,110,130)(H,111,131)(H,112,132)(H,113,127)(H,114,128)(H,115,129)(H,116,134)(H,117,124)(H,118,136)(H,119,135)/t59-,60-,73+,74+,75+,76+,77-,78-,79-,80-,82-,83-,84+,85-/m0/s1
InChI KeyZWCXYZRRTRDGQE-SORVKSEFSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentPeptides
Alternative Parents
Substituents
  • Alpha peptide
  • 3-alkylindole
  • Indole
  • Indole or derivatives
  • Substituted pyrrole
  • Benzenoid
  • Heteroaromatic compound
  • Pyrrole
  • Organoheterocyclic compound
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Alkanolamine
  • Azacycle
  • Carboximidic acid
  • Carboximidic acid derivative
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organopnictogen compound
  • Primary alcohol
  • Alcohol
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.012 g/LALOGPS
logP4.28ALOGPS
logP18.54ChemAxon
logS-5.2ALOGPS
pKa (Strongest Acidic)2.95ChemAxon
Physiological Charge-4ChemAxon
Hydrogen Acceptor Count33ChemAxon
Hydrogen Donor Count21ChemAxon
Polar Surface Area604.83 ŲChemAxon
Rotatable Bond Count52ChemAxon
Refractivity517.98 m³·mol⁻¹ChemAxon
Polarizability206.8 ųChemAxon
Number of Rings8ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
SpectraNot Available
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider IDNot Available
ChEBI IDNot Available
PubChem Compound ID16130140
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available