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Showing metabocard for Asparagusic acid (HMDB0029611)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:31:27 UTC
Update Date2023-12-12 16:14:14 UTC
HMDB IDHMDB0029611
Secondary Accession Numbers
  • HMDB29611
Metabolite Identification
Common NameAsparagusic acid
DescriptionAsparagusic acid (1,2-dithiolane-4-carboxylic acid), also known as asparagusate, belongs to the class of organic compounds known as 1,2-dithiolane-4-carboxylic acids. These are organic compounds containing a 1,2-dithiolane ring that bears a carboxylic acid group at the 4-position. Asparagusic acid is a simple sulphur-containing 5-membered heterocyclic compound that appears to be unique to asparagus (Asparagus officinalis) [PMID: 24099657 ]. Asparagusic acid is a colorless solid with a melting point of 75.7–76.5 °C. Biosynthetic studies have shown that asparagusic acid is derived from isobutyric acid. The presence of the two adjacent sulphur atoms in asparagusic acid leads to an enhanced chemical reactivity, endowing it with biological properties including the ability to substitute potentially for α-lipoic acid. Specifically, Asparagusic acid and lipoic acid are similar in that both possess a 1,2-dithiolane ring with a carboxylic acid tethered to it. It has been reported that asparagusic acid can substitute for lipoic acid in α-keto-acid oxidation systems such as the citric acid cycle [PMID 24099657 ]. Asparagusic acid is the likely culprit responsible for the excretion of odorous urine following asparagus ingestion. Observations that eating asparagus results in a detectable change in the odour of urine have been recorded as early as 1702, when Louis Lémery noted "a powerful and disagreeable smell in the urine” [PMID: 31881716 ]. The most complete study on the cause of asparagus urine produced a table of 29 sulphur-containing odorants, including methanethiol, that are largely derived from the metabolism of asparagusic acid [PMID: 20876394 ]. This study suggested that while sulfur-containing compounds are potentially causal, it is also likely that the urine odour is the result of a complex mixture rather than a single component and that different individuals can produce different S-containing compounds – some of which are not particularly odorous. More than half a century ago it was recognized and reported that the phenomenon of humans producing smelly urine is actually not universal. It was later found that a specific polymorphism or SNP (in Chromosome 1 where the OR2 olfactory receptors are located) among certain individuals is responsible for the ability to smell odorous methanethiol (and other thiols) after asparagus consumption [PMID: 31881716 ]. In other words, certain individuals can secrete the smelly compounds but not smell them, others can smell the compounds despite not making them themselves and there are those that do both or neither. The “asparagus urine” smell typically begins in 15-30 minutes after the first bite of asparagus for most people and may last for up to 14 hours. A small percentage of people cannot smell the odor in “asparagus urine.” The inability to smell odors is called anosmia, and those unable to smell asparagus metabolites in their own urine as well as in others’ urine are said to be asparagus anosmic.
Structure
Data?1676999932
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0029611 (Asparagusic acid)


  Mrv1652309172021042D          

  8  8  0  0  0  0            999 V2000
   -0.3571    3.0566    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0245    2.5716    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7696    1.7870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0553    1.7870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3102    2.5716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5402    1.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2047    0.3659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3607    1.2058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  2  3  1  0  0  0  0
  1  2  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
M  END
Download

3D MOL for HMDB0029611 (Asparagusic acid)

HMDB0029611
     RDKit          3D
Asparagusic acid
 14 14  0  0  0  0  0  0  0  0999 V2000
    0.3896   -2.1861    0.6162 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7912   -1.1544    0.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0928   -1.0535   -0.3618 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1396   -0.0329   -0.2066 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4173    1.1655    0.5076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8482    2.4903    0.3243 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5125    1.1057    0.2635 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4690   -0.3957    0.3252 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8428   -0.6406    0.1920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1202    0.1510   -1.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2868    1.5175   -0.0817 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6404    0.9905    1.5605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9362   -1.1102   -0.3824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4354   -0.8470    1.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  4  1  0
  3  9  1  0
  4 10  1  0
  5 11  1  0
  5 12  1  0
  8 13  1  0
  8 14  1  0
M  END
Download

3D SDF for HMDB0029611 (Asparagusic acid)


  Mrv1652309172021042D          

  8  8  0  0  0  0            999 V2000
   -0.3571    3.0566    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0245    2.5716    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7696    1.7870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0553    1.7870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3102    2.5716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5402    1.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2047    0.3659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3607    1.2058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  2  3  1  0  0  0  0
  1  2  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029611

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C1CSSC1

> <INCHI_IDENTIFIER>
InChI=1S/C4H6O2S2/c5-4(6)3-1-7-8-2-3/h3H,1-2H2,(H,5,6)

> <INCHI_KEY>
AYGMEFRECNWRJC-UHFFFAOYSA-N

> <FORMULA>
C4H6O2S2

> <MOLECULAR_WEIGHT>
150.219

> <EXACT_MASS>
149.980920816

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
14

> <JCHEM_AVERAGE_POLARIZABILITY>
13.571807684822605

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,2-dithiolane-4-carboxylic acid

> <ALOGPS_LOGP>
0.51

> <JCHEM_LOGP>
0.7943954316666666

> <ALOGPS_LOGS>
-0.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.9831958714241305

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
35.9635

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.63e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
asparagusic acid

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for HMDB0029611 (Asparagusic acid)

HMDB0029611
     RDKit          3D
Asparagusic acid
 14 14  0  0  0  0  0  0  0  0999 V2000
    0.3896   -2.1861    0.6162 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7912   -1.1544    0.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0928   -1.0535   -0.3618 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1396   -0.0329   -0.2066 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4173    1.1655    0.5076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8482    2.4903    0.3243 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5125    1.1057    0.2635 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4690   -0.3957    0.3252 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8428   -0.6406    0.1920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1202    0.1510   -1.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2868    1.5175   -0.0817 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6404    0.9905    1.5605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9362   -1.1102   -0.3824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4354   -0.8470    1.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  4  1  0
  3  9  1  0
  4 10  1  0
  5 11  1  0
  5 12  1  0
  8 13  1  0
  8 14  1  0
M  END
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PDB for HMDB0029611 (Asparagusic acid)

HEADER    PROTEIN                                 17-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-SEP-20         0                                  
HETATM    1  S   UNK     0      -0.667   5.706   0.000  0.00  0.00           S+0
HETATM    2  S   UNK     0      -1.912   4.800   0.000  0.00  0.00           S+0
HETATM    3  C   UNK     0      -1.437   3.336   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.103   3.336   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.579   4.800   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.008   2.090   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.382   0.683   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       2.540   2.251   0.000  0.00  0.00           O+0
CONECT    1    5    2                                                       
CONECT    2    3    1                                                       
CONECT    3    4    2                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4    1                                                       
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   16    0
END
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3D PDB for HMDB0029611 (Asparagusic acid)

COMPND    HMDB0029611
HETATM    1  O1  UNL     1       0.390  -2.186   0.616  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.791  -1.154   0.042  1.00  0.00           C  
HETATM    3  O2  UNL     1       2.093  -1.054  -0.362  1.00  0.00           O  
HETATM    4  C2  UNL     1      -0.140  -0.033  -0.207  1.00  0.00           C  
HETATM    5  C3  UNL     1       0.417   1.166   0.508  1.00  0.00           C  
HETATM    6  S1  UNL     1      -0.848   2.490   0.324  1.00  0.00           S  
HETATM    7  S2  UNL     1      -2.512   1.106   0.263  1.00  0.00           S  
HETATM    8  C4  UNL     1      -1.469  -0.396   0.325  1.00  0.00           C  
HETATM    9  H1  UNL     1       2.843  -0.641   0.192  1.00  0.00           H  
HETATM   10  H2  UNL     1      -0.120   0.151  -1.299  1.00  0.00           H  
HETATM   11  H3  UNL     1       1.287   1.518  -0.082  1.00  0.00           H  
HETATM   12  H4  UNL     1       0.640   0.990   1.560  1.00  0.00           H  
HETATM   13  H5  UNL     1      -1.936  -1.110  -0.382  1.00  0.00           H  
HETATM   14  H6  UNL     1      -1.435  -0.847   1.310  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3    9
CONECT    4    5    8   10
CONECT    5    6   11   12
CONECT    6    7
CONECT    7    8
CONECT    8   13   14
END
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SMILES for HMDB0029611 (Asparagusic acid)

OC(=O)C1CSSC1
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INCHI for HMDB0029611 (Asparagusic acid)

InChI=1S/C4H6O2S2/c5-4(6)3-1-7-8-2-3/h3H,1-2H2,(H,5,6)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
AsparagusateChEBI
1,2-Dithiolane-4-carboxylateKegg
1,2-Dithiolane-4-carboxylic acidGenerator
1,2-Dithiacyclopentane-4-carboxylic acidHMDB
Asparagusic acidHMDB
Chemical FormulaC4H6O2S2
Average Molecular Weight150.219
Monoisotopic Molecular Weight149.980920816
IUPAC Name1,2-dithiolane-4-carboxylic acid
Traditional Nameasparagusic acid
CAS Registry Number2224-02-4
SMILES
OC(=O)C1CSSC1
InChI Identifier
InChI=1S/C4H6O2S2/c5-4(6)3-1-7-8-2-3/h3H,1-2H2,(H,5,6)
InChI KeyAYGMEFRECNWRJC-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 1,2-dithiolane-4-carboxylic acids. These are organic compounds containing a 1,2-dithiolane ring that bears a carboxylic acid group at the 4-position.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassDithiolanes
Sub ClassDithiolanecarboxylic acids
Direct Parent1,2-dithiolane-4-carboxylic acids
Alternative Parents
Substituents
  • 1,2-dithiolane-4-carboxylic acid
  • 1,2-dithiolane
  • Organic disulfide
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
Role
Biological roleIndustrial application
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point75.7 - 76.5 °CNot Available
Boiling Point232.00 to 234.00 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility11230 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP1.480 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility16.3 g/LALOGPS
logP0.51ALOGPS
logP0.79ChemAxon
logS-0.96ALOGPS
pKa (Strongest Acidic)3.98ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity35.96 m³·mol⁻¹ChemAxon
Polarizability13.57 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+129.24131661259
DarkChem[M-H]-121.92231661259
DeepCCS[M+H]+130.80430932474
DeepCCS[M-H]-128.56830932474
DeepCCS[M-2H]-164.36530932474
DeepCCS[M+Na]+139.32130932474
AllCCS[M+H]+128.732859911
AllCCS[M+H-H2O]+124.232859911
AllCCS[M+NH4]+132.832859911
AllCCS[M+Na]+134.032859911
AllCCS[M-H]-129.032859911
AllCCS[M+Na-2H]-131.632859911
AllCCS[M+HCOO]-134.432859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.2.7 minutes32390414
Predicted by Siyang on May 30, 20229.7068 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20222.82 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid121.9 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1516.6 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid369.4 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid89.9 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid241.2 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid67.2 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid287.2 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid367.6 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)402.8 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid694.9 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid253.1 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid929.2 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid254.9 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid270.7 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate547.7 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA340.9 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water234.0 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Asparagusic acidOC(=O)C1CSSC12694.2Standard polar33892256
Asparagusic acidOC(=O)C1CSSC11336.7Standard non polar33892256
Asparagusic acidOC(=O)C1CSSC11445.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Asparagusic acid,1TMS,isomer #1C[Si](C)(C)OC(=O)C1CSSC11538.5Semi standard non polar33892256
Asparagusic acid,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C1CSSC11776.7Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Asparagusic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0f6y-9700000000-fa3ab5cfd16223707d6a2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Asparagusic acid GC-MS (1 TMS) - 70eV, Positivesplash10-0fk9-9610000000-d18b399d9263840adae22017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Asparagusic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Asparagusic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Asparagusic acid 10V, Positive-QTOFsplash10-0ue9-0900000000-8328216b8a4ae814cbf32015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Asparagusic acid 20V, Positive-QTOFsplash10-0ue9-2900000000-c05f39b9b98ba14382a32015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Asparagusic acid 40V, Positive-QTOFsplash10-00di-9500000000-40853e90d1aaf9d03ef32015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Asparagusic acid 10V, Negative-QTOFsplash10-0udi-3900000000-55e81631466ad34ae53e2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Asparagusic acid 20V, Negative-QTOFsplash10-0wms-7900000000-3861c63829c12ac606fe2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Asparagusic acid 40V, Negative-QTOFsplash10-0ue9-9400000000-2c0e39286992c94c2d882015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Asparagusic acid 10V, Positive-QTOFsplash10-0udi-0900000000-02c2674a1528431c7f882021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Asparagusic acid 20V, Positive-QTOFsplash10-0pc0-7900000000-564d21ee5ebcd97044b82021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Asparagusic acid 40V, Positive-QTOFsplash10-0005-9000000000-52813164e9d33f6c90ee2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Asparagusic acid 10V, Negative-QTOFsplash10-01ot-0900000000-bfc3f8635b76b27dd7732021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Asparagusic acid 20V, Negative-QTOFsplash10-001i-9400000000-b6f8b89f65409275ff4f2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Asparagusic acid 40V, Negative-QTOFsplash10-001i-9000000000-b54df5fd086565f234a12021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB000778
KNApSAcK IDC00000304
Chemspider ID15819
KEGG Compound IDC01892
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkAsparagusic acid
METLIN IDNot Available
PubChem Compound16682
PDB IDNot Available
ChEBI ID18091
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1387631
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Mitchell SC, Waring RH: Asparagusic acid. Phytochemistry. 2014 Jan;97:5-10. doi: 10.1016/j.phytochem.2013.09.014. Epub 2013 Oct 4. [PubMed:24099657 ]
  2. Pegiou E, Mumm R, Acharya P, de Vos RCH, Hall RD: Green and White Asparagus (Asparagus officinalis): A Source of Developmental, Chemical and Urinary Intrigue. Metabolites. 2019 Dec 25;10(1):17. doi: 10.3390/metabo10010017. [PubMed:31881716 ]
  3. Pelchat ML, Bykowski C, Duke FF, Reed DR: Excretion and perception of a characteristic odor in urine after asparagus ingestion: a psychophysical and genetic study. Chem Senses. 2011 Jan;36(1):9-17. doi: 10.1093/chemse/bjq081. Epub 2010 Sep 27. [PubMed:20876394 ]
  4. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .