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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2013-07-04 18:59:09 UTC
Update Date2021-09-14 15:19:05 UTC
HMDB IDHMDB0060783
Secondary Accession Numbers
  • HMDB60783
Metabolite Identification
Common Name6-beta-Hydroxy-mometasone furoate
Description6-beta-Hydroxy-mometasone furoate belongs to the class of organic compounds known as gluco/mineralocorticoids, progestogins and derivatives. These are steroids with a structure based on a hydroxylated prostane moiety. 6-beta-Hydroxy-mometasone furoate is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Data?1563866105
Synonyms
ValueSource
6-b-Hydroxy-mometasone furoateGenerator
6-b-Hydroxy-mometasone furoic acidGenerator
6-beta-Hydroxy-mometasone furoic acidGenerator
6-Β-hydroxy-mometasone furoateGenerator
6-Β-hydroxy-mometasone furoic acidGenerator
Chemical FormulaC27H30Cl2O7
Average Molecular Weight537.429
Monoisotopic Molecular Weight536.136858728
IUPAC Name(1R,2S,10R,11S,13R,14R,15S,17S)-1-chloro-14-(2-chloroacetyl)-9,17-dihydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-dien-14-yl furan-2-carboxylate
Traditional Name(1R,2S,10R,11S,13R,14R,15S,17S)-1-chloro-14-(2-chloroacetyl)-9,17-dihydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-dien-14-yl furan-2-carboxylate
CAS Registry NumberNot Available
SMILES
C[C@@H]1C[C@H]2[C@@H]3C(O)CC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O)C[C@]2(C)[C@@]1(OC(=O)C1=CC=CO1)C(=O)CCl
InChI Identifier
InChI=1S/C27H30Cl2O7/c1-14-9-17-22-18(31)11-15-10-16(30)6-7-24(15,2)26(22,29)20(32)12-25(17,3)27(14,21(33)13-28)36-23(34)19-5-4-8-35-19/h4-8,10,14,17-18,20,22,31-32H,9,11-13H2,1-3H3/t14-,17+,18?,20+,22-,24+,25+,26-,27+/m1/s1
InChI KeyNVZADOUZVHKHSK-PWHXNIGKSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as gluco/mineralocorticoids, progestogins and derivatives. These are steroids with a structure based on a hydroxylated prostane moiety.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassPregnane steroids
Direct ParentGluco/mineralocorticoids, progestogins and derivatives
Alternative Parents
Substituents
  • Progestogin-skeleton
  • 20-oxosteroid
  • Steroid ester
  • Hydroxysteroid
  • Halo-steroid
  • Oxosteroid
  • 9-halo-steroid
  • 11-beta-hydroxysteroid
  • 11-hydroxysteroid
  • 7-hydroxysteroid
  • 3-oxosteroid
  • 3-oxo-delta-1,4-steroid
  • Delta-1,4-steroid
  • Furoic acid ester
  • Furoic acid or derivatives
  • Furan
  • Heteroaromatic compound
  • Cyclic alcohol
  • Alpha-chloroketone
  • Alpha-haloketone
  • Carboxylic acid ester
  • Chlorohydrin
  • Cyclic ketone
  • Secondary alcohol
  • Halohydrin
  • Ketone
  • Organoheterocyclic compound
  • Oxacycle
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Alkyl chloride
  • Alcohol
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Carbonyl group
  • Organooxygen compound
  • Alkyl halide
  • Organochloride
  • Organohalogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location

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 Solubility0.022 g/LALOGPS
logP3.49ALOGPS
logP3.71ChemAxon
logS-4.4ALOGPS
pKa (Strongest Acidic)13.79ChemAxon
pKa (Strongest Basic)-2.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area114.04 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity134.07 m³·mol⁻¹ChemAxon
Polarizability53.42 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+219.27930932474
DeepCCS[M-H]-217.38430932474
DeepCCS[M-2H]-251.18130932474
DeepCCS[M+Na]+225.04330932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
6-beta-Hydroxy-mometasone furoateC[C@@H]1C[C@H]2[C@@H]3C(O)CC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O)C[C@]2(C)[C@@]1(OC(=O)C1=CC=CO1)C(=O)CCl4649.8Standard polar33892256
6-beta-Hydroxy-mometasone furoateC[C@@H]1C[C@H]2[C@@H]3C(O)CC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O)C[C@]2(C)[C@@]1(OC(=O)C1=CC=CO1)C(=O)CCl3675.6Standard non polar33892256
6-beta-Hydroxy-mometasone furoateC[C@@H]1C[C@H]2[C@@H]3C(O)CC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O)C[C@]2(C)[C@@]1(OC(=O)C1=CC=CO1)C(=O)CCl4191.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
6-beta-Hydroxy-mometasone furoate,1TMS,isomer #1C[C@@H]1C[C@H]2[C@@H]3C(O[Si](C)(C)C)CC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O)C[C@]2(C)[C@@]1(OC(=O)C1=CC=CO1)C(=O)CCl4060.3Semi standard non polar33892256
6-beta-Hydroxy-mometasone furoate,1TMS,isomer #2C[C@@H]1C[C@H]2[C@@H]3C(O)CC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O[Si](C)(C)C)C[C@]2(C)[C@@]1(OC(=O)C1=CC=CO1)C(=O)CCl4104.7Semi standard non polar33892256
6-beta-Hydroxy-mometasone furoate,1TMS,isomer #3C[C@@H]1C[C@H]2[C@@H]3C(O)CC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O)C[C@]2(C)[C@@]1(OC(=O)C1=CC=CO1)C(=CCl)O[Si](C)(C)C4102.4Semi standard non polar33892256
6-beta-Hydroxy-mometasone furoate,2TMS,isomer #1C[C@@H]1C[C@H]2[C@@H]3C(O[Si](C)(C)C)CC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O[Si](C)(C)C)C[C@]2(C)[C@@]1(OC(=O)C1=CC=CO1)C(=O)CCl3995.1Semi standard non polar33892256
6-beta-Hydroxy-mometasone furoate,2TMS,isomer #2C[C@@H]1C[C@H]2[C@@H]3C(O[Si](C)(C)C)CC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O)C[C@]2(C)[C@@]1(OC(=O)C1=CC=CO1)C(=CCl)O[Si](C)(C)C3959.7Semi standard non polar33892256
6-beta-Hydroxy-mometasone furoate,2TMS,isomer #3C[C@@H]1C[C@H]2[C@@H]3C(O)CC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O[Si](C)(C)C)C[C@]2(C)[C@@]1(OC(=O)C1=CC=CO1)C(=CCl)O[Si](C)(C)C4009.8Semi standard non polar33892256
6-beta-Hydroxy-mometasone furoate,3TMS,isomer #1C[C@@H]1C[C@H]2[C@@H]3C(O[Si](C)(C)C)CC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O[Si](C)(C)C)C[C@]2(C)[C@@]1(OC(=O)C1=CC=CO1)C(=CCl)O[Si](C)(C)C3894.5Semi standard non polar33892256
6-beta-Hydroxy-mometasone furoate,3TMS,isomer #1C[C@@H]1C[C@H]2[C@@H]3C(O[Si](C)(C)C)CC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O[Si](C)(C)C)C[C@]2(C)[C@@]1(OC(=O)C1=CC=CO1)C(=CCl)O[Si](C)(C)C3712.1Standard non polar33892256
6-beta-Hydroxy-mometasone furoate,3TMS,isomer #1C[C@@H]1C[C@H]2[C@@H]3C(O[Si](C)(C)C)CC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O[Si](C)(C)C)C[C@]2(C)[C@@]1(OC(=O)C1=CC=CO1)C(=CCl)O[Si](C)(C)C4432.4Standard polar33892256
6-beta-Hydroxy-mometasone furoate,1TBDMS,isomer #1C[C@@H]1C[C@H]2[C@@H]3C(O[Si](C)(C)C(C)(C)C)CC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O)C[C@]2(C)[C@@]1(OC(=O)C1=CC=CO1)C(=O)CCl4299.8Semi standard non polar33892256
6-beta-Hydroxy-mometasone furoate,1TBDMS,isomer #2C[C@@H]1C[C@H]2[C@@H]3C(O)CC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]2(C)[C@@]1(OC(=O)C1=CC=CO1)C(=O)CCl4330.7Semi standard non polar33892256
6-beta-Hydroxy-mometasone furoate,1TBDMS,isomer #3C[C@@H]1C[C@H]2[C@@H]3C(O)CC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O)C[C@]2(C)[C@@]1(OC(=O)C1=CC=CO1)C(=CCl)O[Si](C)(C)C(C)(C)C4332.5Semi standard non polar33892256
6-beta-Hydroxy-mometasone furoate,2TBDMS,isomer #1C[C@@H]1C[C@H]2[C@@H]3C(O[Si](C)(C)C(C)(C)C)CC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]2(C)[C@@]1(OC(=O)C1=CC=CO1)C(=O)CCl4450.6Semi standard non polar33892256
6-beta-Hydroxy-mometasone furoate,2TBDMS,isomer #2C[C@@H]1C[C@H]2[C@@H]3C(O[Si](C)(C)C(C)(C)C)CC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O)C[C@]2(C)[C@@]1(OC(=O)C1=CC=CO1)C(=CCl)O[Si](C)(C)C(C)(C)C4412.9Semi standard non polar33892256
6-beta-Hydroxy-mometasone furoate,2TBDMS,isomer #3C[C@@H]1C[C@H]2[C@@H]3C(O)CC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]2(C)[C@@]1(OC(=O)C1=CC=CO1)C(=CCl)O[Si](C)(C)C(C)(C)C4440.7Semi standard non polar33892256
6-beta-Hydroxy-mometasone furoate,3TBDMS,isomer #1C[C@@H]1C[C@H]2[C@@H]3C(O[Si](C)(C)C(C)(C)C)CC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]2(C)[C@@]1(OC(=O)C1=CC=CO1)C(=CCl)O[Si](C)(C)C(C)(C)C4556.3Semi standard non polar33892256
6-beta-Hydroxy-mometasone furoate,3TBDMS,isomer #1C[C@@H]1C[C@H]2[C@@H]3C(O[Si](C)(C)C(C)(C)C)CC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]2(C)[C@@]1(OC(=O)C1=CC=CO1)C(=CCl)O[Si](C)(C)C(C)(C)C4259.1Standard non polar33892256
6-beta-Hydroxy-mometasone furoate,3TBDMS,isomer #1C[C@@H]1C[C@H]2[C@@H]3C(O[Si](C)(C)C(C)(C)C)CC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]2(C)[C@@]1(OC(=O)C1=CC=CO1)C(=CCl)O[Si](C)(C)C(C)(C)C4560.1Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 6-beta-Hydroxy-mometasone furoate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-4926000000-b376b2fc803c922c48f62017-09-20Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 6-beta-Hydroxy-mometasone furoate GC-MS (2 TMS) - 70eV, Positivesplash10-0v4s-8210609000-e62989a4a69ee504210a2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 6-beta-Hydroxy-mometasone furoate GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 6-beta-Hydroxy-mometasone furoate GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 6-beta-Hydroxy-mometasone furoate GC-MS (TMS_1_3) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 6-beta-Hydroxy-mometasone furoate GC-MS (TMS_2_2) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 6-beta-Hydroxy-mometasone furoate GC-MS (TMS_2_3) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 6-beta-Hydroxy-mometasone furoate GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 6-beta-Hydroxy-mometasone furoate GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 6-beta-Hydroxy-mometasone furoate GC-MS (TBDMS_1_3) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 6-beta-Hydroxy-mometasone furoate GC-MS (TBDMS_2_1) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 6-beta-Hydroxy-mometasone furoate GC-MS (TBDMS_2_2) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 6-beta-Hydroxy-mometasone furoate GC-MS (TBDMS_2_3) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 6-beta-Hydroxy-mometasone furoate GC-MS ("6-beta-Hydroxy-mometasone furoate,1TMS,#1" TMS) - 70eV, PositiveNot Available2021-10-14Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-beta-Hydroxy-mometasone furoate 10V, Positive-QTOFsplash10-0170-1000590000-8ab047ce1d4104e7f6bf2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-beta-Hydroxy-mometasone furoate 20V, Positive-QTOFsplash10-054k-4033950000-6119a4106e961fc124c92017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-beta-Hydroxy-mometasone furoate 40V, Positive-QTOFsplash10-02t9-2319300000-1eed5aa79071c42105082017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-beta-Hydroxy-mometasone furoate 10V, Negative-QTOFsplash10-000l-0100970000-d189c0fc107fa8f162102017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-beta-Hydroxy-mometasone furoate 20V, Negative-QTOFsplash10-00dl-0000910000-d81f3529d3920a3adf362017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-beta-Hydroxy-mometasone furoate 40V, Negative-QTOFsplash10-0btl-3006900000-1ba5c1777944b2cbee222017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-beta-Hydroxy-mometasone furoate 10V, Positive-QTOFsplash10-000i-0000590000-09261d6ac15be35c3ece2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-beta-Hydroxy-mometasone furoate 20V, Positive-QTOFsplash10-000i-1213790000-b9f4f6f237ac859bc5842021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-beta-Hydroxy-mometasone furoate 40V, Positive-QTOFsplash10-002b-9210000000-6ac8ff0268a756fce0362021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-beta-Hydroxy-mometasone furoate 10V, Negative-QTOFsplash10-000i-3000390000-23b1d39143c2e115767c2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-beta-Hydroxy-mometasone furoate 20V, Negative-QTOFsplash10-0159-9000010000-a8350e4313c010faba0c2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-beta-Hydroxy-mometasone furoate 40V, Negative-QTOFsplash10-014j-9000000000-bf63d8f104bddf49bba82021-10-12Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Membrane (predicted from logP)
Biospecimen Locations
  • Blood
  • Urine
Tissue Locations
  • Kidney
  • Liver
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal
      Not Available
details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal
      Not Available
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound131769950
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. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.