Ipriflavone (CHEM017575)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 04:28:20 UTC
Update Date2016-11-09 01:15:37 UTC
Accession NumberCHEM017575
Identification
Common NameIpriflavone
ClassSmall Molecule
DescriptionA member of the class of isoflavones that is isoflavone in which the hydrogen at position 7 is replaced by an isopropoxy group. A synthetic isoflavone, it was formerly used for the treatment of osteoporosis, although a randomised controlled study failed to show any benefit. It is still used to prevent osteoporosis in post-menopausal women.
Contaminant Sources
  • FooDB Chemicals
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
7-(1-Methylethoxy)-3-phenyl-4H-1-benzopyran-4-oneChEBI
7-IsopropoxyisoflavoneChEBI
FL-113ChEBI
IpriflavonaChEBI
IpriflavonumChEBI
IprostenChEBI
OstenChEBI
YambolapChEBI
OsteoquineMeSH
QuinoginMeSH
(Ipriflavone)HMDB
3-Phenyl-7-(propan-2-yloxy)-4H-chromen-4-oneHMDB
7-Isopropoxy-3-phenyl-4H-1-benzopyran-4-oneHMDB
FL113HMDB
Ipriflavone, innHMDB
OsteochinHMDB
OsteofixHMDB
Chemical FormulaC18H16O3
Average Molecular Mass280.318 g/mol
Monoisotopic Mass280.110 g/mol
CAS Registry Number35212-22-7
IUPAC Name3-phenyl-7-(propan-2-yloxy)-4H-chromen-4-one
Traditional Nameosten
SMILESCC(C)OC1=CC2=C(C=C1)C(=O)C(=CO2)C1=CC=CC=C1
InChI IdentifierInChI=1S/C18H16O3/c1-12(2)21-14-8-9-15-17(10-14)20-11-16(18(15)19)13-6-4-3-5-7-13/h3-12H,1-2H3
InChI KeySFBODOKJTYAUCM-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassIsoflavonoids
Sub ClassIsoflav-2-enes
Direct ParentIsoflavones
Alternative Parents
Substituents
  • Isoflavone
  • Chromone
  • Benzopyran
  • 1-benzopyran
  • Alkyl aryl ether
  • Pyranone
  • Monocyclic benzene moiety
  • Pyran
  • Benzenoid
  • Heteroaromatic compound
  • Oxacycle
  • Ether
  • Organoheterocyclic compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0044 g/LALOGPS
logP4.39ALOGPS
logP3.95ChemAxon
logS-4.8ALOGPS
pKa (Strongest Basic)-4.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area35.53 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity81.37 m³·mol⁻¹ChemAxon
Polarizability30.91 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0w29-0390000000-051f67f9dea7bb6296edSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0019-0090000000-63dafe3f27f62baa7997Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-000i-0090000000-ab634420d7f97dfd41d6Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0gbi-0900000000-a0a4ec5ae5712522b418Spectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-0019-0190000000-f4978be2136d7c5c6e4bSpectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-000i-3950000000-554557c5050b7f89c524Spectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-0019-0590000000-d4bf2e0f2ef85ce5ae25Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0019-0090000000-63dafe3f27f62baa7997Spectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0gbi-0900000000-a0a4ec5ae5712522b418Spectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-000i-0090000000-ab634420d7f97dfd41d6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0090000000-f76aaa65e9cf3a1a7350Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0090000000-814ffd694c05e744612aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0f79-4980000000-a90f34c7e3c598214b4eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0090000000-ad57e3e89bea631c0c37Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0090000000-1e95c81afaf20bc2c82cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000i-3790000000-a9eb86833997f850bcffSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0090000000-3d7bebae22c9483bc555Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0090000000-f2be324d5bcacaa8426bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4r-0590000000-6e164e76249d4ea74e33Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001r-0090000000-5adac45f979a56a2d8a3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0090000000-3c49bf47e9be0ccca57cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-06rm-2490000000-b3e9c90f766352241250Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB13618
HMDB IDHMDB0032987
FooDB IDFDB010976
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkIpriflavone
Chemspider ID3616
ChEBI ID31719
PubChem Compound ID3747
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=11255425
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=17297162
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=21594876
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=23265084
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=24084576
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=24389340
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=24404906
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=7196240
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=8148667
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=8461568
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=9263607
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=9263610
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=9263615
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=9517377
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=9988779
16. Lopez-Noriega A, Arcos D, Vallet-Regi M: Functionalizing mesoporous bioglasses for long-term anti-osteoporotic drug delivery. Chemistry. 2010 Sep 17;16(35):10879-86. doi: 10.1002/chem.201000137.
17. Bossanyi A, Bucsi L: [A new treatment possibility for osteoporosis with osteochin (ipriflavone) tablets]. Magy Traumatol Orthop Helyreallito Seb. 1989;32(2):109-15.
18. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.