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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
Structure of RHODODENDROL, (+)-

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

HIDE SMILES / InChI

Molecular Formula C10H14O2
Molecular Weight 166.217
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

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.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Human tyrosinase is able to oxidize both enantiomers of rhododendrol.
2014 Nov
Patents

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
(+)-rhododendrol strongly inhibited melanogenesis in melanoma cell with the melanin content of 23.4% at 25 ug/ml.
Substance Class Chemical
Created
by admin
on Sat Dec 16 01:46:16 GMT 2023
Edited
by admin
on Sat Dec 16 01:46:16 GMT 2023
Record UNII
5I28TB0QTK
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
RHODODENDROL, (+)-
Common Name English
BENZENEPROPANOL, 4-HYDROXY-.ALPHA.-METHYL-, (.ALPHA.S)-
Common Name English
D-BETULIGENOL
Common Name English
(S)-(+)-RHODODENDROL
Common Name English
(S)-FRAMBINOL
Common Name English
(+)-BETULIGENOL
Common Name English
BENZENEPROPANOL, 4-HYDROXY-.ALPHA.-METHYL-, (S)-
Systematic Name English
(+)-4-(4-HYDROXYPHENYL)-2-BUTANOL
Systematic Name English
(+)-RHODODENDROL
Common Name English
Code System Code Type Description
FDA UNII
5I28TB0QTK
Created by admin on Sat Dec 16 01:46:16 GMT 2023 , Edited by admin on Sat Dec 16 01:46:16 GMT 2023
PRIMARY
PUBCHEM
919204
Created by admin on Sat Dec 16 01:46:16 GMT 2023 , Edited by admin on Sat Dec 16 01:46:16 GMT 2023
PRIMARY
CAS
59092-94-3
Created by admin on Sat Dec 16 01:46:16 GMT 2023 , Edited by admin on Sat Dec 16 01:46:16 GMT 2023
PRIMARY