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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:42:28 UTC
Update Date2021-09-16 15:44:06 UTC
HMDB IDHMDB0033934
Secondary Accession Numbers
  • HMDB33934
Metabolite Identification
Common Namebeta-Sitostenone
DescriptionAmmonia, also known as NH3 or amoniaco, belongs to the class of inorganic compounds known as homogeneous other non-metal compounds. These are inorganic non-metallic compounds in which the largest atom belongs to the class of 'other non-metals'. An Ammonia that consists of a single nitrogen atom covelently bonded to three hydrogen atoms. Ammonia is a drug. Ammonia is a very strong basic compound (based on its pKa). Ammonia exists in all living species, ranging from bacteria to humans. In humans, ammonia is involved in the metabolic disorder called hawkinsinuria. Ammonia is an ammoniacal tasting compound. Outside of the human body, Ammonia is found, on average, in the highest concentration within a few different foods, such as soy beans, barley, and white cabbages and in a lower concentration in tea, green bell peppers, and orange bell peppers. Ammonia has also been detected, but not quantified in, several different foods, such as corn salad, other bread, rocket salad (ssp.), acorns, and sourdoughs. This could make ammonia a potential biomarker for the consumption of these foods. Ammonia is a potentially toxic compound. Ammonia, with regard to humans, has been found to be associated with several diseases such as citrullinemia type II, adult-onset, mitochondrial trifunctional protein deficiency, and phosphoenolpyruvate carboxykinase deficiency 1, cytosolic; ammonia has also been linked to several inborn metabolic disorders including citrullinemia type I and n-acetylglutamate synthetase deficiency.
Structure
Data?1563862483
Synonyms
ValueSource
[NH3]ChEBI
AmmoniacChEBI
AmmoniakChEBI
AmoniacoChEBI
NH3ChEBI
R-717ChEBI
Spirit OF hartshornChEBI
Ammonia anhydrousHMDB
Ammonia inhalantHMDB
Ammonia solution strongHMDB
Ammonia waterHMDB
Liquid ammoniaHMDB
Am-folHMDB
Ammonia (CONC 20% or greater)HMDB
Ammonia gasHMDB
Ammonia solutionHMDB
Ammonia solution strong (NF)HMDB
Ammonia water (JP15)HMDB
Ammoniacum gummiHMDB
Ammoniak kconzentrierterHMDB
AmmoniakgasHMDB
Ammonium ionHMDB
Anhydrous ammoniaHMDB
Aromatic ammonia vaporoleHMDB
AzaneHMDB
NH(3)HMDB
Nitro-silHMDB
Primaeres aminHMDB
Sekundaeres aminHMDB
Tertiaeres aminHMDB
4-Stigmasten-3-oneHMDB
b-SitostenoneHMDB, Generator
laquo deltaraquo 4-Sitosterol-3-oneHMDB
Sitost-4-en-3-oneHMDB
SitostenoneHMDB
Β-sitostenoneGenerator
Chemical FormulaC29H48O
Average Molecular Weight412.6908
Monoisotopic Molecular Weight412.370516158
IUPAC Name(2R,15R)-14-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one
Traditional Name(2R,15R)-14-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one
CAS Registry Number1058-61-3
SMILES
CC[C@H](CC[C@@H](C)C1CCC2C3CCC4=CC(=O)CC[C@]4(C)C3CC[C@]12C)C(C)C
InChI Identifier
InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h18-21,24-27H,7-17H2,1-6H3/t20-,21-,24?,25?,26?,27?,28+,29-/m1/s1
InChI KeyRUVUHIUYGJBLGI-AXAJWWPKSA-N
Chemical Taxonomy
Description Belongs to the class of inorganic compounds known as homogeneous other non-metal compounds. These are inorganic non-metallic compounds in which the largest atom belongs to the class of 'other non-metals'.
KingdomInorganic compounds
Super ClassHomogeneous non-metal compounds
ClassHomogeneous other non-metal compounds
Sub ClassNot Available
Direct ParentHomogeneous other non-metal compounds
Alternative ParentsNot Available
Substituents
  • Homogeneous other non metal
Molecular FrameworkNot Available
External Descriptors
Ontology
Disposition

Biological location

Source

Route of exposure

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point95 - 96.5 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility1.6e-05 g/LALOGPS
logP10(6.95) g/LALOGPS
logP10(8.41) g/LChemAxon
logS10(-7.4) g/LALOGPS
pKa (Strongest Acidic)19.09ChemAxon
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity128.71 m³·mol⁻¹ChemAxon
Polarizability52.87 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+197.12731661259
DarkChem[M-H]-196.14231661259

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
beta-SitostenoneCC[C@H](CC[C@@H](C)C1CCC2C3CCC4=CC(=O)CC[C@]4(C)C3CC[C@]12C)C(C)C3966.6Standard polar33892256
beta-SitostenoneCC[C@H](CC[C@@H](C)C1CCC2C3CCC4=CC(=O)CC[C@]4(C)C3CC[C@]12C)C(C)C3485.0Standard non polar33892256
beta-SitostenoneCC[C@H](CC[C@@H](C)C1CCC2C3CCC4=CC(=O)CC[C@]4(C)C3CC[C@]12C)C(C)C3440.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
beta-Sitostenone,1TMS,isomer #1CC[C@H](CC[C@@H](C)C1CCC2C3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)C3CC[C@@]21C)C(C)C3345.0Semi standard non polar33892256
beta-Sitostenone,1TMS,isomer #1CC[C@H](CC[C@@H](C)C1CCC2C3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)C3CC[C@@]21C)C(C)C3399.9Standard non polar33892256
beta-Sitostenone,1TBDMS,isomer #1CC[C@H](CC[C@@H](C)C1CCC2C3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)C3CC[C@@]21C)C(C)C3573.6Semi standard non polar33892256
beta-Sitostenone,1TBDMS,isomer #1CC[C@H](CC[C@@H](C)C1CCC2C3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)C3CC[C@@]21C)C(C)C3614.6Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - beta-Sitostenone GC-MS (Non-derivatized) - 70eV, Positivesplash10-000t-3129000000-15ebf2ee5480bfd577c72017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - beta-Sitostenone 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 - beta-Sitostenone 10V, Positive-QTOFsplash10-03di-1115900000-b4d381028de9800d2e432016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-Sitostenone 20V, Positive-QTOFsplash10-03dj-7229200000-28c62fdbbd0322f6f3b52016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-Sitostenone 40V, Positive-QTOFsplash10-0005-9045000000-88ed42bed31da02b16cc2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-Sitostenone 10V, Negative-QTOFsplash10-03di-0000900000-a3b18c4a22bf0e167d5f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-Sitostenone 20V, Negative-QTOFsplash10-03di-0001900000-7c7eb5ad66f7a269c8902016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-Sitostenone 40V, Negative-QTOFsplash10-0002-2019000000-9799ee0044320c2ac3542016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-Sitostenone 10V, Positive-QTOFsplash10-03di-0013900000-dd3f19a6784ecef0a3a82021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-Sitostenone 20V, Positive-QTOFsplash10-0203-9236200000-f893636a370cd6916e852021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-Sitostenone 40V, Positive-QTOFsplash10-0a4l-9620000000-d480b6411e0b1ddc74b52021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-Sitostenone 10V, Negative-QTOFsplash10-03di-0000900000-363450e12a0ea926276e2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-Sitostenone 20V, Negative-QTOFsplash10-03di-0000900000-04f321f2b318172184db2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-Sitostenone 40V, Negative-QTOFsplash10-0btd-0029800000-808df1c4b5b606832bba2021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
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 IDDBMET01482
Phenol Explorer Compound IDNot Available
FooDB IDFDB003908
KNApSAcK IDC00007267
Chemspider ID217
KEGG Compound IDC00014
BioCyc IDAMMONIA
BiGG IDNot Available
Wikipedia LinkAmmonia
METLIN ID3189
PubChem Compound222
PDB IDNot Available
ChEBI ID16134
Food Biomarker OntologyNot Available
VMH IDNH4
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.