Acetohydroxamic acid

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Acetohydroxamic acid are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Acetohydroxamic acid?

The molecule Acetohydroxamic acid presents a molecular formula of C9H14N4O5 and its IUPAC name is N-hydroxyacetamide.

Acetohydroxamic acid is a molecule that has both hydroxamic acid and acetamide functional groups. It is a white solid that is soluble in water and polar solvents. Acetohydroxamic acid has a pKa of 4.75. The molecule is used as a reagent in organic synthesis and as a ligand in coordination chemistry. It is also used as a urinary tract antiseptic..

3D structure

Cartesian coordinates

Geometry of Acetohydroxamic acid in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Acetohydroxamic acid RTRQQBHATOEIAF-BDXYJKHTSA-N chemical compound 2D structure molecule svg
Acetohydroxamic acid

 

Molecule descriptors

 
IUPAC nameN-hydroxyacetamide
InChI codeInChI=1S/C9H14N4O5/c10-7-4(8(11)17)12-2-13(7)9-6(16)5(15)3(1-14)18-9/h2-3,5-6,9,14-16H,1,10H2,(H2,11,17)/t3-,5-,6-,9+/m1/s1
InChI KeyRTRQQBHATOEIAF-BDXYJKHTSA-N
SMILESNC(=O)c1ncn([C@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c1N

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • 46A883
  • 4RZ82L2GY5
  • 546-88-3
  • A0051
  • A830321
  • AB00051907_07
  • AB01014
  • ACETOHYDROXAMIC ACID (AHA)
  • ACETOHYDROXAMICACID
  • ACT05768
  • AHA
  • AI3-62232
  • AM20100343
  • Acetamide, N-hydroxy-
  • Acetamide, N-hydroxy- (9CI)
  • Acethydroxamic acid
  • Acethydroxamsaeure
  • Acethydroxamsaure
  • Acetic acid
  • Acetic acid, oxime
  • Acetohydroxamate
  • Acetohydroxamic acid
  • Acetohydroxamic acid (USP/INN)
  • Acetohydroximic acid
  • Acetohyroxamic acid
  • Acetyl hydroxyamine
  • Acetyl hydroxyamino
  • Acetylhydroxamic acid
  • Acide acetohydroxamique
  • Acido acetohidroxamico
  • Acidum acetohydroxamicum
  • BDBM50099857
  • BP-13320
  • BSPBio_001790
  • C06808
  • CCG-38927
  • CCRIS 1730
  • CS-4881
  • CH3C(O)NHOH
  • D00220
  • DB-052632
  • DB00551
  • DSSTox_CID_2546
  • DSSTox_GSID_22546
  • DSSTox_RID_76622
  • DivK1c_000821
  • EN300-36948
  • FT-0621796
  • GEO-00010
  • HMS1920A07
  • HMS2091G07
  • HMS2231M17
  • HMS502J03
  • HSDB 3585
  • HY-B1235
  • Hydroxylamine, N-acetyl-
  • IDI1_000821
  • KBio1_000821
  • KBio2_000360
  • KBio2_002928
  • KBio2_005496
  • KBio3_001290
  • KBioGR_000556
  • KBioSS_000360
  • Lithostat
  • MFCD00009994
  • MLS001076662
  • Methylhydroxamic acid
  • N-Acetyl hydroxyacetamide
  • N-Acetylhydroxylamine
  • N-Hydroxyacetamide
  • N-Oxylatoacetamide
  • N-hydroxyacetimidic acid
  • N-hydroxyethanimidic acid
  • N-oxidanylethanamide
  • NCGC00094576-01
  • NCGC00094576-02
  • NCGC00094576-03
  • NCGC00094576-05
  • NINDS_000821
  • NSC 176136
  • NSC-176136
  • NSC-5073
  • NSC-755855
  • NSC176136
  • NSC5073
  • NSC755855
  • Pharmakon1600-01500103
  • Prestwick_38
  • Q481822
  • SBI-0051270.P003
  • SMR000499570
  • SPECTRUM1500103
  • SR-01000763642
  • SR-01000763642-2
  • STR08084
  • W-105609
  • WLN: QMV1
  • acethydroximic acid
  • acetohydroxamic acid
  • acetohydroxamic-acid
  • acetohydroxamsaure
  • acetohydroxarnic acid
  • cetohyroxamic acid
  • methyl hydroximic acid
  • n-hydroxy-acetamide
  • oxime
  • s4602

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC4658603
  • CAS-546-88-3
  • UNII-4RZ82L2GY5
  • AKOS000172340
  • DTXSID7022546
  • CHEMBL734
  • CHEBI:27777
  • CHEBI:49029
  • Tox21_111301
  • Tox21_111301_1
  • EINECS 208-913-8
  • SPBio_000098
  • Spectrum_000020
  • Spectrum2_000109
  • Spectrum3_000285
  • Spectrum4_000138
  • Spectrum5_000812

Physico-Chemical properties

IUPAC nameN-hydroxyacetamide
Molecular formulaC9H14N4O5
Molecular weight258.231
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity57.67
LogP-1.5
Topological polar surface area156.9

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.