Np mrd loader

Record Information
Version2.0
Created at2020-12-09 02:29:56 UTC
Updated at2021-07-15 16:51:15 UTC
NP-MRD IDNP0005174
Secondary Accession NumbersNone
Natural Product Identification
Common NameBE-14106
Provided ByNPAtlasNPAtlas Logo
DescriptionBE-14106 is also known as GT32-a. BE-14106 is found in Streptomyces and Streptomyces spheroides A14106 (FERM-P11378). BE-14106 was first documented in 1992 (PMID: 1500352). Based on a literature review a small amount of articles have been published on BE-14106 (PMID: 19854930) (PMID: 27331864) (PMID: 24407644) (PMID: 19875084).
Structure
Data?1624574316
Synonyms
ValueSource
GT32-aMeSH
Chemical FormulaC27H37NO3
Average Mass423.5970 Da
Monoisotopic Mass423.27734 Da
IUPAC Name(3Z,5Z,7Z,9R,10R,11Z,13Z,15Z,17Z,20R)-20-[(2E)-hex-2-en-1-yl]-9,10-dihydroxy-7,15-dimethyl-1-azacycloicosa-3,5,7,11,13,15,17-heptaen-2-one
Traditional Name(3Z,5Z,7Z,9R,10R,11Z,13Z,15Z,17Z,20R)-20-[(2E)-hex-2-en-1-yl]-9,10-dihydroxy-7,15-dimethyl-1-azacycloicosa-3,5,7,11,13,15,17-heptaen-2-one
CAS Registry NumberNot Available
SMILES
CCC\C=C\CC1C\C=C/C=C(/C)\C=C/C=C\C(O)C(O)\C=C(\C)/C=C\C=C/C(=O)N1
InChI Identifier
InChI=1S/C27H37NO3/c1-4-5-6-7-17-24-18-11-8-14-22(2)15-9-12-19-25(29)26(30)21-23(3)16-10-13-20-27(31)28-24/h6-16,19-21,24-26,29-30H,4-5,17-18H2,1-3H3,(H,28,31)/b7-6+,11-8-,15-9-,16-10-,19-12-,20-13-,22-14-,23-21-
InChI KeyALYLZDHKQZUVDF-SFDMNNJASA-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
StreptomycesNPAtlas
Streptomyces spheroides A14106 (FERM-P11378)Bacteria
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
logP5.26ALOGPS
logP4.61ChemAxon
logS-4.9ALOGPS
pKa (Strongest Acidic)13.46ChemAxon
pKa (Strongest Basic)-0.11ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area69.56 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity138.82 m³·mol⁻¹ChemAxon
Polarizability49.63 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
NPAtlas IDNPA017806
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID21244494
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6439426
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Kojiri K, Nakajima S, Suzuki H, Kondo H, Suda H: A new macrocyclic lactam antibiotic, BE-14106. I. Taxonomy, isolation, biological activity and structural elucidation. J Antibiot (Tokyo). 1992 Jun;45(6):868-74. doi: 10.7164/antibiotics.45.868. [PubMed:1500352 ]
  2. Jorgensen H, Degnes KF, Dikiy A, Fjaervik E, Klinkenberg G, Zotchev SB: Insights into the evolution of macrolactam biosynthesis through cloning and comparative analysis of the biosynthetic gene cluster for a novel macrocyclic lactam, ML-449. Appl Environ Microbiol. 2010 Jan;76(1):283-93. doi: 10.1128/AEM.00744-09. Epub 2009 Oct 23. [PubMed:19854930 ]
  3. Fujita K, Sugiyama R, Nishimura S, Ishikawa N, Arai MA, Ishibashi M, Kakeya H: Stereochemical Assignment and Biological Evaluation of BE-14106 Unveils the Importance of One Acetate Unit for the Antifungal Activity of Polyene Macrolactams. J Nat Prod. 2016 Jul 22;79(7):1877-80. doi: 10.1021/acs.jnatprod.6b00250. Epub 2016 Jun 22. [PubMed:27331864 ]
  4. Flinspach K, Ruckert C, Kalinowski J, Heide L, Apel AK: Draft Genome Sequence of Streptomyces niveus NCIMB 11891, Producer of the Aminocoumarin Antibiotic Novobiocin. Genome Announc. 2014 Jan 9;2(1). pii: 2/1/e01146-13. doi: 10.1128/genomeA.01146-13. [PubMed:24407644 ]
  5. Jorgensen H, Degnes KF, Sletta H, Fjaervik E, Dikiy A, Herfindal L, Bruheim P, Klinkenberg G, Bredholt H, Nygard G, Doskeland SO, Ellingsen TE, Zotchev SB: Biosynthesis of macrolactam BE-14106 involves two distinct PKS systems and amino acid processing enzymes for generation of the aminoacyl starter unit. Chem Biol. 2009 Oct 30;16(10):1109-21. doi: 10.1016/j.chembiol.2009.09.014. [PubMed:19875084 ]