Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C10H14O2 |
| Molecular Weight | 166.217 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
C[C@H](O)CCC1=CC=C(O)C=C1
InChI
InChIKey=SFUCGABQOMYVJW-QMMMGPOBSA-N
InChI=1S/C10H14O2/c1-8(11)2-3-9-4-6-10(12)7-5-9/h4-8,11-12H,2-3H2,1H3/t8-/m0/s1
Racemic RS-4-(4-hydroxyphenyl)-2-butanol (rhododendrol, RD) was used as a topical skin-whitening agent until it was recently reported to induce leukoderma. (+)-Rhododendrol is its S(+)-RD enantiomer. (+)-rhododendrol suppresses the NO production by activated macrophages in vivo. As NO is one of the critical mediators in inflammation, these results suggest that (+)-rhododendrol contributes in part to the anti-inflammatory effect of A. nikoense.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| (+)-rhododendrol and epi-rhododendrin suppress the NO production by activated macrophages in vivo. | 1998 Oct |
|
| Osteogenic activity of diphenyl ether-type cyclic diarylheptanoids derived from Acer nikoense. | 2011 Jun 1 |
|
| Human tyrosinase is able to oxidize both enantiomers of rhododendrol. | 2014 Nov |
Patents
Sample Use Guides
Mice: (+)-rhododendrol significantly reduced the maximal
level of NO release in the LPS-stimulated M when given p.o.
To examine the influence of administration timing on the NO
production, (+)-rhododendrol was i.p. injected at a dose of 30 mg/kg before (day —2), simultaneously (day 0), or after (day + 2) BCG-immunization, respectively.
Route of Administration:
Other
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59092-94-3
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SUBSTANCE RECORD
