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Secondary alcohol (M2MDB005593)

Record Information
Version2.0
Creation Date2015-06-08 15:59:17 -0600
Update Date2015-08-05 16:22:05 -0600
Secondary Accession Numbers
  • ECMDB23877
Identification
Name:Secondary alcohol
DescriptionA secondary alcohol is a compound in which a hydroxy group, ‒OH, is attached to a saturated carbon atom which has two other carbon atoms attached to it.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms:
  • (S)-3'-((2-amino-3-(4-Methoxyphenyl)-1-oxopropyl)amino)-3'-deoxy-N,N-dimethyladenosine
  • 3'-(L-a-amino-P-methoxyhydrocinnamamido)-3'-Deoxy-N,N-dimethyladenosine
  • 3'-(L-alpha-amino-P-methoxyhydrocinnamamido)-3'-Deoxy-N,N-dimethyladenosine
  • 3'-(L-α-amino-P-methoxyhydrocinnamamido)-3'-deoxy-N,N-dimethyladenosine
  • 3'-[[(2S)-2-amino-3-(4-Methoxyphenyl)-1-oxopropyl]amino]-3'-deoxy-N,N-diemthyladenosine
  • 9-{3-deoxy-3-[(O-methyl-L-tyrosyl)amino]-b-D-xylofuranosyl}-N,N-dimethyl-9H-purin-6-amine
  • 9-{3-deoxy-3-[(O-methyl-L-tyrosyl)amino]-beta-D-xylofuranosyl}-N,N-dimethyl-9H-purin-6-amine
  • 9-{3-deoxy-3-[(O-methyl-L-tyrosyl)amino]-β-D-xylofuranosyl}-N,N-dimethyl-9H-purin-6-amine
  • Achromycin
  • Puromicina
  • Puromycine
  • Puromycinum
Chemical Formula:C22H29N7O5
Weight:Average: 471.5096
Monoisotopic: 471.223017073
InChI Key:RXWNCPJZOCPEPQ-NVWDDTSBSA-N
InChI:InChI=1S/C22H29N7O5/c1-28(2)19-17-20(25-10-24-19)29(11-26-17)22-18(31)16(15(9-30)34-22)27-21(32)14(23)8-12-4-6-13(33-3)7-5-12/h4-7,10-11,14-16,18,22,30-31H,8-9,23H2,1-3H3,(H,27,32)/t14-,15+,16+,18+,22+/m0/s1
CAS number:Not Available
IUPAC Name:(2S)-2-amino-N-[(2S,3S,4R,5R)-5-[6-(dimethylamino)-9H-purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-(4-methoxyphenyl)propanamide
Traditional IUPAC Name:puromycin
SMILES:[H][C@](N)(CC1=CC=C(OC)C=C1)C(=O)N[C@]1([H])[C@@]([H])(CO)O[C@@]([H])(N2C=NC3=C(N=CN=C23)N(C)C)[C@]1([H])O
Chemical Taxonomy
Description belongs to the class of organic compounds known as purine 3'-deoxyribonucleosides. Purine 3'-deoxyribonucleosides are compounds consisting of a purine linked to a ribose which lacks a hydroxyl group at position 3.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassPurine nucleosides
Sub ClassPurine 3'-deoxyribonucleosides
Direct ParentPurine 3'-deoxyribonucleosides
Alternative Parents
Substituents
  • Purine 3'-deoxyribonucleoside
  • Phenylalanine or derivatives
  • Alpha-amino acid amide
  • N-glycosyl compound
  • Glycosyl compound
  • 6-alkylaminopurine
  • 6-aminopurine
  • Alpha-amino acid or derivatives
  • Pentose monosaccharide
  • Amphetamine or derivatives
  • Imidazopyrimidine
  • Purine
  • Phenoxy compound
  • Phenol ether
  • Methoxybenzene
  • Anisole
  • Dialkylarylamine
  • Aralkylamine
  • Aminopyrimidine
  • Alkyl aryl ether
  • Monosaccharide
  • Fatty acyl
  • Imidolactam
  • Benzenoid
  • N-substituted imidazole
  • Fatty amide
  • Monocyclic benzene moiety
  • Pyrimidine
  • Heteroaromatic compound
  • Imidazole
  • Azole
  • Tetrahydrofuran
  • Amino acid or derivatives
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Secondary alcohol
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Carboxylic acid derivative
  • Ether
  • Carbonyl group
  • Primary alcohol
  • Primary amine
  • Organic oxygen compound
  • Alcohol
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Amine
  • Organooxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Organonitrogen compound
  • Primary aliphatic amine
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Physical Properties
State:Not Available
Charge:1
Melting point:Not Available
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility1.01 g/LALOGPS
logP-0.1ALOGPS
logP-0.3ChemAxon
logS-2.7ALOGPS
pKa (Strongest Acidic)12.35ChemAxon
pKa (Strongest Basic)8.03ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area160.88 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity122.96 m³·mol⁻¹ChemAxon
Polarizability49.46 ųChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations:Cytoplasm
Reactions:
Primary alcohol + NAD + Secondary alcohol <> Aldehyde + NADH + Hydrogen ion + Ketone
SMPDB Pathways:
Fatty acid metabolismPW000796 ThumbThumb?image type=greyscaleThumb?image type=simple
KEGG Pathways:
EcoCyc Pathways:Not Available
Concentrations
Not Available
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_4_2) - 70eV, PositiveNot AvailableView in JSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-00di-0000900000-f82e7526c7ebd78049d9View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-03k9-0900500000-0d48aed0c9497b5ab8f3View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-03di-0900000000-af8be24075f803a58153View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-03di-0900000000-571b6483dc540c02d098View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-03di-0900000000-08775f201fb11e558b53View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-00di-0000900000-6133e2c60106f3437756View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-05fr-0005900000-a760a4943250cd5405b9View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0a4i-0809000000-eb619283ee6c689551e3View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0w29-0900000000-ca39c6d95b7bd8fba81bView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0udi-0900000000-253fadebaa39d03e1cd1View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-IT , positivesplash10-0a4i-0219000000-6595a051c26ce2ee007bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0900300000-347a5da10b8c2c85e6c0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03dj-0900000000-4a2ce92d6902f4ad8eaaView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03dj-1900000000-039465e4b89c78bd0b11View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0229-0520900000-37dea53aac093ce884f6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-0910100000-f60802f57acd3074b4c1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-03xs-1900000000-d2fbe55b0731a8cf001fView in MoNA
MSMass Spectrum (Electron Ionization)Not AvailableView in JSpectraViewer
References
References:Not Available
Synthesis Reference:Not Available
Material Safety Data Sheet (MSDS)Not Available
External Links:
ResourceLink
CHEBI ID17939
HMDB IDNot Available
Pubchem Compound ID439530
Kegg IDC01612
ChemSpider ID388623
Wikipedia IDPuromycin
BioCyc IDNot Available