Phlorizin

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Names

[ CAS No. ]:
60-81-1

[ Name ]:
Phlorizin

[Synonym ]:
phlorizoside
4,6-dihydroxy-2-(β-D-glucosido)-β-(p-hydroxyphenyl)propiophenone
3,5-Dihydroxy-2-[3-(4-hydroxyphenyl)propanoyl]phenyl-β-D-glucopyranoside
1-(2,4-Dihydroxy-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}phenyl)-3-(4-hydroxyphenyl)-1-propanone
phloridzosid
phloridzine
Phlorrhizen
phloretin 2'-O-glucoside
1-Propanone, 1-[2-(β-D-glucopyranosyloxy)-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-
Phlorizin
Isosalipurposide
Phloretin-2'-b-glucoside
Phloridzin
Phlorhizin
3,5-Dihydroxy-2-[3-(4-hydroxyphenyl)propanoyl]phenyl β-D-glucopyranoside
1-(2,4-Dihydroxy-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxyméthyl)tétrahydro-2H-pyran-2-yl]oxy}phényl)-3-(4-hydroxyphényl)-1-propanone
1-[2-(β-D-Glucopyranosyloxy)-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-1-propanone
1-(2,4-Dihydroxy-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}phenyl)-3-(4-hydroxyphenyl)-1-propanon
2'-(β-D-glucopyranosyloxy)-4',6'-dihydroxy-3-(4-hydroxyphenyl)propiophenone
4,6-Dihydroxy-2-(b-D-glucosido)-b-(p-hydroxyphenyl)propiophenone
Phloretin-2'-O-glucoside
Floridzin
MFCD00006591
1-[2-(b-D-Glucopyranosyloxy)-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-1-propanone
1-Propanone, 1-(2-(β-D-glucopyranosyloxy)-4,6-dihydroxyphenyl)-3-(4-hydroxyphenyl)-
Phloretin-2'-β-glucoside
phlorrhizin
EINECS 200-487-1

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Boiling Point ]:
770.0±60.0 °C at 760 mmHg

[ Melting Point ]:
113-114 °C(lit.)

[ Molecular Formula ]:
C21H24O10

[ Molecular Weight ]:
436.409

[ Flash Point ]:
270.7±26.4 °C

[ Exact Mass ]:
436.136932

[ PSA ]:
177.14000

[ LogP ]:
0.45

[ Vapour Pressure ]:
0.0±2.8 mmHg at 25°C

[ Index of Refraction ]:
1.686

[ Storage condition ]:
2-8°C

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UC2080000
CHEMICAL NAME :
1-Propanone, 1-(2-(beta-D-glucopyranosyloxy)-4,6-dihydroxyphenyl)- 3-(4-hydroxyphenyl)-
CAS REGISTRY NUMBER :
60-81-1
LAST UPDATED :
199512
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C21-H24-O10
MOLECULAR WEIGHT :
436.45
WISWESSER LINE NOTATION :
T6OTJ B1Q CQ DQ EQ FOR CQ EQ BV2R DQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD - Lethal dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
CBCCT* "Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. (National Academy of Science Library, 2101 Constitution Ave., NW, Washington, DC 20418) Volume(issue)/page/year: 6,226,1954 ** REPRODUCTIVE DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
600 mg/kg
SEX/DURATION :
female 8 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants)
REFERENCE :
85DJA5 "Malformations Congenitales des Mammiferes," Tuchmann-Duplessis, H., Paris, Masson et Cie, 1971 Volume(issue)/page/year: -,95,1971

Safety Information

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36

[ WGK Germany ]:
3

[ RTECS ]:
UC2080000

Synthetic Route

Precursor & DownStream

Precursor

  • Isosalipurposide
  • 4-hydroxybenzaldehyde

DownStream

  • Phloretin
  • D-glucopyranose

Related Compounds

  • p-Phlorizin
  • phlorizin chalcone
  • Phlorizin dihydrate
  • 4-Bromo-6,7,8,9-tetrahydro-5H-cyclohepta[c]pyridine
  • 6-Methyl-3-(3-methylphenyl)piperazin-2-one
  • 7-Bromo-1,2,3,4-tetrahydronaphthalene-1-carbaldehyde
  • 2-(Oxetan-3-yl)propan-1-amine
  • Methyl 2'-chloro-6'-methoxy-[1,1'-biphenyl]-4-carboxylate
  • (1S)-1-(3-fluoro-5-methylphenyl)ethan-1-ol
  • tert-butyl N-[4-[2-(prop-2-enoylamino)ethyl]phenyl]carbamate
  • US9862730, Example 47
  • 3-(chloromethyl)-5,6,7,8-tetrahydro-4H-cyclohepta[d][1,2]oxazole
  • 3-(Bromomethyl)-5-cyclopropylisoxazole
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