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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 21:58:36 UTC
Update Date2022-03-07 02:55:04 UTC
HMDB IDHMDB0036800
Secondary Accession Numbers
  • HMDB36800
Metabolite Identification
Common Name3beta-Hydroxy-22(30)-hopen-29-al
DescriptionAzorhodine 2G, also known as E128 or fast crimson GR, belongs to the class of organic compounds known as 2-naphthalene sulfonates. These are organic aromatic compounds that contain a naphthalene moiety that carries a sulfonic acid group at the 2-position. Naphthalene is a bicyclic compound that is made up of two fused benzene ring. Azorhodine 2G is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Data?1563862929
Synonyms
ValueSource
5-(Acetylamino)-4-hydroxy-3-(phenylazo)-2,7-naphthalenedisulfonic acid, 9ciHMDB
Brilliant acid red gHMDB
e128HMDB
Fast crimson GRHMDB
Naphthazine rose 2gHMDB
Red 2gHMDB
Solar fast red 3gHMDB
Vopsider red astr gHMDB
3b-Hydroxy-22(30)-hopen-29-alHMDB, Generator
3Β-hydroxy-22(30)-hopen-29-alGenerator
Chemical FormulaC30H48O2
Average Molecular Weight440.7009
Monoisotopic Molecular Weight440.36543078
IUPAC Name2-[(1R,2R,5S,6R,9S,10R,14R,17S)-17-hydroxy-1,2,9,14,18,18-hexamethylpentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosan-6-yl]prop-2-enal
Traditional Name2-[(1R,2R,5S,6R,9S,10R,14R,17S)-17-hydroxy-1,2,9,14,18,18-hexamethylpentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosan-6-yl]prop-2-enal
CAS Registry Number62505-75-3
SMILES
[H][C@@]12CC[C@]3(C)[C@]([H])(CCC4[C@@]5(C)CC[C@H](O)C(C)(C)C5CC[C@@]34C)[C@@]1(C)CC[C@H]2C(=C)C=O
InChI Identifier
InChI=1S/C30H48O2/c1-19(18-31)20-10-14-27(4)21(20)11-16-29(6)23(27)8-9-24-28(5)15-13-25(32)26(2,3)22(28)12-17-30(24,29)7/h18,20-25,32H,1,8-17H2,2-7H3/t20-,21-,22?,23+,24?,25-,27-,28-,29+,30+/m0/s1
InChI KeyIXBAWFNSWVWXAS-DJDCKNGGSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 2-naphthalene sulfonates. These are organic aromatic compounds that contain a naphthalene moiety that carries a sulfonic acid group at the 2-position. Naphthalene is a bicyclic compound that is made up of two fused benzene ring.
KingdomOrganic compounds
Super ClassBenzenoids
ClassNaphthalenes
Sub ClassNaphthalene sulfonic acids and derivatives
Direct Parent2-naphthalene sulfonates
Alternative Parents
Substituents
  • 2-naphthalene sulfonic acid or derivatives
  • 2-naphthalene sulfonate
  • 1-naphthol
  • Arylsulfonic acid or derivatives
  • N-acetylarylamine
  • 1-sulfo,2-unsubstituted aromatic compound
  • N-arylamide
  • 1-hydroxy-4-unsubstituted benzenoid
  • Monocyclic benzene moiety
  • Organic sulfonic acid or derivatives
  • Organosulfonic acid or derivatives
  • Organosulfonic acid
  • Sulfonyl
  • Acetamide
  • Azo compound
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Carboxylic acid derivative
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Carbonyl group
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Process
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.00019 g/LALOGPS
logP5.84ALOGPS
logP6.48ChemAxon
logS-6.4ALOGPS
pKa (Strongest Acidic)19.49ChemAxon
pKa (Strongest Basic)-0.84ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity131.7 m³·mol⁻¹ChemAxon
Polarizability54.33 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+201.0931661259
DarkChem[M-H]-196.70231661259
DeepCCS[M-2H]-242.78530932474
DeepCCS[M+Na]+217.61930932474
AllCCS[M+H]+216.432859911
AllCCS[M+H-H2O]+214.732859911
AllCCS[M+NH4]+218.032859911
AllCCS[M+Na]+218.532859911
AllCCS[M-H]-210.832859911
AllCCS[M+Na-2H]-212.732859911
AllCCS[M+HCOO]-215.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3beta-Hydroxy-22(30)-hopen-29-al[H][C@@]12CC[C@]3(C)[C@]([H])(CCC4[C@@]5(C)CC[C@H](O)C(C)(C)C5CC[C@@]34C)[C@@]1(C)CC[C@H]2C(=C)C=O2832.9Standard polar33892256
3beta-Hydroxy-22(30)-hopen-29-al[H][C@@]12CC[C@]3(C)[C@]([H])(CCC4[C@@]5(C)CC[C@H](O)C(C)(C)C5CC[C@@]34C)[C@@]1(C)CC[C@H]2C(=C)C=O3421.4Standard non polar33892256
3beta-Hydroxy-22(30)-hopen-29-al[H][C@@]12CC[C@]3(C)[C@]([H])(CCC4[C@@]5(C)CC[C@H](O)C(C)(C)C5CC[C@@]34C)[C@@]1(C)CC[C@H]2C(=C)C=O3682.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
3beta-Hydroxy-22(30)-hopen-29-al,1TMS,isomer #1C=C(C=O)[C@@H]1CC[C@@]2(C)[C@H]1CC[C@]1(C)[C@@H]2CCC2[C@@]3(C)CC[C@H](O[Si](C)(C)C)C(C)(C)C3CC[C@]21C3647.3Semi standard non polar33892256
3beta-Hydroxy-22(30)-hopen-29-al,1TBDMS,isomer #1C=C(C=O)[C@@H]1CC[C@@]2(C)[C@H]1CC[C@]1(C)[C@@H]2CCC2[C@@]3(C)CC[C@H](O[Si](C)(C)C(C)(C)C)C(C)(C)C3CC[C@]21C3856.7Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3beta-Hydroxy-22(30)-hopen-29-al GC-MS (Non-derivatized) - 70eV, Positivesplash10-03fr-0124900000-516fdad4eb6899c481932017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3beta-Hydroxy-22(30)-hopen-29-al GC-MS (1 TMS) - 70eV, Positivesplash10-000t-1011900000-ad679ecf31c40c2632942017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3beta-Hydroxy-22(30)-hopen-29-al 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 - 3beta-Hydroxy-22(30)-hopen-29-al 10V, Positive-QTOFsplash10-00dl-0001900000-631b7b6adafd6c3865d22016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3beta-Hydroxy-22(30)-hopen-29-al 20V, Positive-QTOFsplash10-00xu-1239800000-17184e2aadf82b29ddf52016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3beta-Hydroxy-22(30)-hopen-29-al 40V, Positive-QTOFsplash10-02t9-1398800000-75af5b7f568e664733bc2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3beta-Hydroxy-22(30)-hopen-29-al 10V, Negative-QTOFsplash10-000i-0000900000-54de3340a2b5b3521ce62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3beta-Hydroxy-22(30)-hopen-29-al 20V, Negative-QTOFsplash10-000i-0000900000-7ddbffd2b7685ccd34632016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3beta-Hydroxy-22(30)-hopen-29-al 40V, Negative-QTOFsplash10-05fr-2007900000-39ba11aaf380b105dd492016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3beta-Hydroxy-22(30)-hopen-29-al 10V, Positive-QTOFsplash10-0006-0009700000-2e50b5c8c5bdef04e8212021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3beta-Hydroxy-22(30)-hopen-29-al 20V, Positive-QTOFsplash10-0l3u-6797100000-256834a964b7948ae9ad2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3beta-Hydroxy-22(30)-hopen-29-al 40V, Positive-QTOFsplash10-014r-9324000000-00de5799c8ffc5e1f1fb2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3beta-Hydroxy-22(30)-hopen-29-al 10V, Negative-QTOFsplash10-000i-0000900000-bdfe62598d8cbf35f2e92021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3beta-Hydroxy-22(30)-hopen-29-al 20V, Negative-QTOFsplash10-000i-0000900000-43d3bf3fc9209b51593b2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3beta-Hydroxy-22(30)-hopen-29-al 40V, Negative-QTOFsplash10-000i-0000900000-663136c700498861738b2021-09-24Wishart 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 IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB015740
KNApSAcK IDNot Available
Chemspider ID14731274
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
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.