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Record Information
Version1.0
Created at2021-01-06 06:58:07 UTC
Updated at2021-07-15 17:37:01 UTC
NP-MRD IDNP0021694
Secondary Accession NumbersNone
Natural Product Identification
Common NameTelomycin
Provided ByNPAtlasNPAtlas Logo
Description Telomycin is found in Streptomyces canus and Streptomyces sp.. It was first documented in 1968 (PMID: 5634622). Based on a literature review very few articles have been published on 2-amino-3-{[1-({[5,11,13,20,23,26,32-heptahydroxy-3-(1-hydroxy-2-methylpropyl)-24-(1-hydroxyethyl)-6-[1-(1H-indol-3-yl)ethyl]-9-[(1H-indol-3-yl)methylidene]-21,28-dimethyl-2,8,17,30-tetraoxo-29-oxa-1,4,7,10,16,19,22,25-octaazatricyclo[29.3.0.0¹²,¹⁶]Tetratriaconta-4,10,19,22,25-pentaen-27-yl]methyl}-C-hydroxycarbonimidoyl)-2-hydroxyethyl]-C-hydroxycarbonimidoyl}propanoic acid.
Structure
Thumb
Synonyms
ValueSource
2-Amino-3-{[1-({[5,11,13,20,23,26,32-heptahydroxy-3-(1-hydroxy-2-methylpropyl)-24-(1-hydroxyethyl)-6-[1-(1H-indol-3-yl)ethyl]-9-[(1H-indol-3-yl)methylidene]-21,28-dimethyl-2,8,17,30-tetraoxo-29-oxa-1,4,7,10,16,19,22,25-octaazatricyclo[29.3.0.0,]tetratriaconta-4,10,19,22,25-pentaen-27-yl]methyl}-C-hydroxycarbonimidoyl)-2-hydroxyethyl]-C-hydroxycarbonimidoyl}propanoateGenerator
Chemical FormulaC60H79N13O19
Average Mass1286.3640 Da
Monoisotopic Mass1285.56152 Da
IUPAC Name(2R)-2-amino-3-{[(1R)-1-({[(3R,9Z,12R,13R,21S,24S,27R,28S,31S,32S)-13,32-dihydroxy-3-[(1S)-1-hydroxy-2-methylpropyl]-24-[(1S)-1-hydroxyethyl]-6-[(1R)-1-(1H-indol-3-yl)ethyl]-9-[(1H-indol-3-yl)methylidene]-21,28-dimethyl-2,5,8,11,17,20,23,26,30-nonaoxo-29-oxa-1,4,7,10,16,19,22,25-octaazatricyclo[29.3.0.0^{12,16}]tetratriacontan-27-yl]methyl}carbamoyl)-2-hydroxyethyl]carbamoyl}propanoic acid
Traditional Name(2R)-2-amino-3-{[(1R)-1-({[(3R,9Z,12R,13R,21S,24S,27R,28S,31S,32S)-13,32-dihydroxy-3-[(1S)-1-hydroxy-2-methylpropyl]-24-[(1S)-1-hydroxyethyl]-6-[(1R)-1-(1H-indol-3-yl)ethyl]-9-(1H-indol-3-ylmethylidene)-21,28-dimethyl-2,5,8,11,17,20,23,26,30-nonaoxo-29-oxa-1,4,7,10,16,19,22,25-octaazatricyclo[29.3.0.0^{12,16}]tetratriacontan-27-yl]methyl}carbamoyl)-2-hydroxyethyl]carbamoyl}propanoic acid
CAS Registry NumberNot Available
SMILES
CC(C)C(O)C1NC(=O)C(NC(=O)C(NC(=O)C2C(O)CCN2C(=O)CNC(=O)C(C)NC(=O)C(NC(=O)C(CNC(=O)C(CO)NC(=O)CC(N)C(O)=O)C(C)OC(=O)C2C(O)CCN2C1=O)C(C)O)=CC1=CNC2=CC=CC=C12)C(C)C1=CNC2=CC=CC=C12
InChI Identifier
InChI=1S/C60H79N13O19/c1-26(2)50(80)47-58(88)73-18-16-42(77)49(73)60(91)92-30(6)35(23-64-53(83)40(25-74)67-43(78)20-36(61)59(89)90)52(82)70-46(29(5)75)56(86)66-28(4)51(81)65-24-44(79)72-17-15-41(76)48(72)57(87)68-39(19-31-21-62-37-13-9-7-11-32(31)37)54(84)69-45(55(85)71-47)27(3)34-22-63-38-14-10-8-12-33(34)38/h7-14,19,21-22,26-30,35-36,40-42,45-50,62-63,74-77,80H,15-18,20,23-25,61H2,1-6H3,(H,64,83)(H,65,81)(H,66,86)(H,67,78)(H,68,87)(H,69,84)(H,70,82)(H,71,85)(H,89,90)
InChI KeyNAUSZDMZRHELKZ-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Streptomyces canusLOTUS Database
Streptomyces sp.NPAtlas
Chemical Taxonomy
ClassificationNot classified
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-1.1ALOGPS
logP-8.8ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)1.83ChemAxon
pKa (Strongest Basic)8.43ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count19ChemAxon
Hydrogen Donor Count17ChemAxon
Polar Surface Area495.77 ŲChemAxon
Rotatable Bond Count14ChemAxon
Refractivity320.42 m³·mol⁻¹ChemAxon
Polarizability131.69 ųChemAxon
Number of Rings7ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
NPAtlas IDNPA024641
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID90197
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound99830
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Sheehan JC, Mania D, Nakamura S, Stock JA, Maeda K: The structure of telomycin. J Am Chem Soc. 1968 Jan 17;90(2):462-70. doi: 10.1021/ja01004a043. [PubMed:5634622 ]