Details
Stereochemistry | ACHIRAL |
Molecular Formula | C18H16O3 |
Molecular Weight | 280.3178 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(C)OC1=CC=C2C(=O)C(=COC2=C1)C3=CC=CC=C3
InChI
InChIKey=SFBODOKJTYAUCM-UHFFFAOYSA-N
InChI=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
Molecular Formula | C18H16O3 |
Molecular Weight | 280.3178 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
DescriptionSources: http://www.altmedrev.com/publications/4/1/10.pdfCurator's Comment: description was created based on several sources, including
http://www.houseofnutrition.com/ipriflavone.html
http://www.anaturalhealingcenter.com/documents/Thorne/monos/IpriflavoneMono.pdf
Sources: http://www.altmedrev.com/publications/4/1/10.pdf
Curator's Comment: description was created based on several sources, including
http://www.houseofnutrition.com/ipriflavone.html
http://www.anaturalhealingcenter.com/documents/Thorne/monos/IpriflavoneMono.pdf
Ipriflavone (chemical structure: 7-isopropoxyisoflavone), derived from the soy isoflavone, daidzein, holds great promise for osteoporosis prevention and treatment. Ipriflavone (IP) was discovered in the 1930s but has only recently begun to be embraced by the medical community in this country. Over 150 studies on safety and effectiveness, both animal and human, have been conducted in Italy, Hungary, and Japan. As of 1997, 2,769 patients had been treated a total of 3,132 patient years. Preliminary studies have pointed to its effectiveness in the treatment of other conditions involving bone pathology, including Paget’s disease, hyperparathyroidism, renal osteodystrophy, and tinnitus due to otosclerosis. Ipriflavone appears to have several mechanisms of action, all of which enhance bone density, making them seemingly superior to many of the other treatments available for osteoporosis prevention and treatment. IP also inhibits osteoclastic activity (motility and resorptive activity) by modulating intracellular free calcium. IP’s bone-forming mechanisms include stimulation of cell proliferation and maturation of osteoblasts by inhibiting calcium influx into osteoblasts and phosphoinositide hydrolysis. Despite similarities to estrogen, IP possesses no intrinsic estrogenic activity, but does potentiate estrogen. Importantly, IP does not change bone mineral composition or crystalline structure. A clinical trial reported in 2001 that it was not effective in prevention or treatment of osteoporosis.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: GO:0036035 Sources: http://www.altmedrev.com/publications/4/1/10.pdf |
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Target ID: GO:0002076 Sources: http://www.altmedrev.com/publications/4/1/10.pdf |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
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Interaction of estrogenic chemicals and phytoestrogens with estrogen receptor beta. | 1998 Oct |
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Effects of ipriflavone on bone augmentation within a titanium cap in rabbit calvaria. | 2002 Mar |
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Effects of methoxyisoflavone, ecdysterone, and sulfo-polysaccharide supplementation on training adaptations in resistance-trained males. | 2006 Dec 13 |
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Identification of Hedgehog signaling inhibitors with relevant human exposure by small molecule screening. | 2010 Aug |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/?term=1422319
Paget's disease of bone: 600 mg/day and 1200 mg/day during 30 days
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/22200590
In the cytokinesis-blocked micronucleus assay, the concentration of Ipriflavone (10 μg/mL) induced a statistically significant increase in micronucleus assay formation and decreased cell proliferation, demonstrating to be mutagenic and cytotoxic at this concentration.
Substance Class |
Chemical
Created
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admin
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Edited
Fri Dec 15 15:44:34 GMT 2023
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Record UNII |
80BJ7WN25Z
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Record Status |
Validated (UNII)
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WHO-VATC |
QM05BX01
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NCI_THESAURUS |
C1745
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WHO-ATC |
M05BX01
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DSLD |
479 (Number of products:64)
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SUB08278MIG
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3521
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100000083142
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m6388
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755888
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35212-22-7
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C1505
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CONCEPT | Dietary Supplement | ||
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31719
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C018986
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IPRIFLAVONE
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C63694
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