Compound Summary
Compound Information
arbutin
Compound Name: | arbutin |
Compound CID: | 440936 |
Synonyms: | arbutin 497-76-7 Arbutoside Ursin Uvasol More... |
Iupac Name: | (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(4-hydroxyphenoxy)oxane-3,4,5-triol |
InChI: | InChI=1S/C12H16O7/c13-5-8-9(15)10(16)11(17)12(19-8)18-7-3-1-6(14)2-4-7/h1-4,8-17H,5H2/t8-,9-,10+,11-,12-/m1/s1 |
InChIKey: | BJRNKVDFDLYUGJ-RMPHRYRLSA-N |
Canonical Smiles: | C1=CC(=CC=C1O)OC2C(C(C(C(O2)CO)O)O)O |
Isomeric Smiles: | C1=CC(=CC=C1O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O |
Molecular Weight: | 272.25 |
Molecular Formula: | C12H16O7 |
Compound Structure
2D Structure:
3D Structure:
Computed Properties
arbutin
Molecular Weight: | 272.25 |
Molecular Formula: | C12H16O7 |
Hydrogen Bond Donor Count: | 5 |
Hydrogen Bond Acceptor Count: | 7 |
Rotatable Bond Count: | 3 |
Heavy Atom Count: | 19 |
Complexity: | 279 |
Synonyms
arbutin
| arbutin | arbutin |
|---|---|
arbutin |
497-76-7 |
Arbutoside |
Ursin |
Uvasol |
p-Arbutin |
beta-Arbutin |
4-Hydroxyphenyl beta-D-glucopyranoside |
p-Hydroxyphenyl beta-D-glucoside |
p-Hydroxyphenyl beta-D-glucopyranoside |
4-Hydroxyphenyl-beta-D-glucopyranoside |
Ursi |
Hydroquinone-O-beta-D-glucopyranoside |
Hydroquinone beta-D-glucopyranoside |
Ericolin |
UNII-C5INA23HXF |
hydroquinone O-beta-D-glucopyranoside |
Hydroquinone-glucose |
Hydroquinone |A-D-glucopyranoside |
(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(4-hydroxyphenoxy)oxane-3,4,5-triol |
C5INA23HXF |
(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(4-hydroxyphenoxy)tetrahydro-2H-pyran-3,4,5-triol |
CHEMBL232202 |
CHEBI:18305 |
MFCD00016915 |
4-Hydroxyphenyl-.beta.-D-glucopyranoside |
Arbutine |
Arbutyne |
Hydroquinone-beta-D-glucopyranoside |
DSSTox_CID_20152 |
DSSTox_RID_79450 |
DSSTox_GSID_40152 |
C12H16O7 |
NSC 4036 |
(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(4-hydroxyphenoxy)tetrahydropyran-3,4,5-triol |
CAS-497-76-7 |
SR-05000002157 |
Arbutinum |
NSC-4036 |
CCRIS 9273 |
b-Arbutin |
HSDB 7661 |
Uva,p-Arbutin |
NCGC00095599-01 |
EINECS 207-850-3 |
beta-D-Glucopyranoside, 4-hydroxyphenyl |
BRN 0089673 |
Spectrum_000786 |
SpecPlus_000314 |
Arbutin, >=98% |
Prestwick3_001026 |
Spectrum2_000662 |
Spectrum3_001233 |
Spectrum4_001474 |
Spectrum5_000147 |
bmse000365 |
Arbutin (Uva, p-Arbutin) |
Arbutin, analytical standard |
SCHEMBL36351 |
Arbutin - Uva - p-Arbutin |
BSPBio_001211 |
BSPBio_002706 |
Hydroquinone-beta-D-glucoside |
KBioGR_002047 |
KBioSS_001266 |
SPECTRUM300539 |
5-17-07-00110 (Beilstein Handbook Reference) |
MLS002207046 |
DivK1c_006410 |
SPBio_000723 |
BPBio1_001333 |
MEGxp0_001504 |
DTXSID7040152 |
KBio1_001354 |
KBio2_001266 |
KBio2_003834 |
KBio2_006402 |
KBio3_002206 |
hydroquinone O--D-glucopyranoside |
HMS2098M13 |
HMS3715M13 |
P-Hydroxyphenyl beta -D-glucoside |
ZINC518554 |
HY-N0192 |
4-Hydroxyphenyl-beta-glucopyranoside |
Hydroquinone beta -D-glucopyranoside |
Tox21_111509 |
Tox21_302428 |
b-D-Glucopyranoside, 4-hydroxyphenyl |
BDBM50219502 |
CA0139 |
CCG-38565 |
s2263 |
AKOS015965305 |
Tox21_111509_1 |
DB11217 |
KS-5252 |
SDCCGMLS-0066538.P001 |
P-Hydroxyphenyl beta -D-glucopyranoside |
SMP1_000028 |
NCGC00166076-02 |
NCGC00166076-03 |
NCGC00166076-04 |
NCGC00166076-07 |
NCGC00166076-09 |
NCGC00255705-01 |
AC-20183 |
beta -D-Glucopyranoside, 4-hydroxyphenyl |
I(2)-D-Glucopyranoside, 4-hydroxyphenyl |
SMR001233417 |
A0522 |
AB00443586 |
N1714 |
SW199492-2 |
C06186 |
4-Hydroxyphenyl b-D-glucopyranoside, 9CI, 8CI |
beta-D-Glucopyranoside, 4-hydroxyphenyl- (9CI) |
497A767 |
A827849 |
Arbutin, primary pharmaceutical reference standard |
Q416446 |
SR-05000002157-2 |
SR-05000002157-4 |
alpha-Arbutin; 4-Hydroquinone-alpha-D-glucopyranoside |
Arbutin, European Pharmacopoeia (EP) Reference Standard |
4E19B706-2013-4401-A1FC-A154DADF42B4 |
(2S,3R,4S,5S,6R)-2-(4-hydroxyphenoxy)-6-methylol-tetrahydropyran-3,4,5-triol |
Experimental Data
arbutin
| Species | Dosage | Unit | CG Lifespan(AVG/MED days) | TG Lifespan(AVG/MED days) | Lifespan Change(AVG/MED%) | CG Lifespan(MAX days) | TG Lifespan(MAX days) | Lifespan Change(MAX%) | Significant | Strain | Gender | PubMed | Active Label |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Caenorhabditis elegans | 5 | mM | 11.89 | S | N2 | 29340230 | Active |
Experimental Data Visualization
arbutin
Statistics Data
arbutin
| Species | Lifespan Change(AVG/MED%) | Lifespan Change(MAX%) | Count Reference | Count Data point |
|---|---|---|---|---|
| Caenorhabditis elegans | 11.89 | 1 | 1 |
Statistics Data Visualization
arbutin
