Phlorizine

Base Information Edit

Chemical Name:Phlorizine
CAS No.:60-81-1
Molecular Formula:C₂₁H₂₄O₁₀
Molecular Weight:436.416
Hs Code.:29389090
NSC Number:2833
Nikkaji Number:J3.240.547I
Wikidata:Q105116909
ChEMBL ID:CHEMBL45266
Mol file:60-81-1.mol

Synonyms:Phlorizine;NSC2833;Phloretin-2'-O-glucoside;Phloridizin;CHEMBL45266;SCHEMBL113699;SCHEMBL22022720;CHEBI:182131;IOUVKUPGCMBWBT-UHFFFAOYSA-N;BDBM237198;HMS3656K07;BCP29914;LMPK12120517;MFCD00006591;1-[2,4-dihydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)propan-1-one;NCI60_002323;SY030366;FT-0603255;1-Propanone,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-;3-(4-Hydroxyphenyl)-1-[2,4-dihydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy]phenyl]propane-1-one

Suppliers and Price of Phlorizine

Supply Marketing:Edit

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Usbiological
Phlorizin
20mg
$ 280.00

Usbiological
Phlorizin
50mg
$ 276.00

Usbiological
Phloridzin
1g
$ 425.00

TRC
Phloridzin
2.5g
$ 130.00

Sigma-Aldrich
Phloridzin dihydrate 99%
5 g
$ 342.00

Sigma-Aldrich
Phloridzin dihydrate from apple wood, ≥99% (HPLC)
5 g
$ 323.00

Sigma-Aldrich
Phloridzin dihydrate from apple wood, ≥99% (HPLC)
10 g
$ 556.00

Sigma-Aldrich
Phloridzin phyproof? Reference Substance
100mg
$ 194.40

Sigma-Aldrich
Phloridzin dihydrate analytical standard
50 mg
$ 74.30

Sigma-Aldrich
Phloridzin dihydrate 99%
1 g
$ 122.00

Total 133 raw suppliers

Chemical Property of Phlorizine Edit

Chemical Property:

Appearance/Colour:Light yellow powder
Melting Point:113-114 °C(lit.)
Refractive Index:-54 ° (C=3.2, 95% EtOH)
Boiling Point:770 °C at 760 mmHg
PKA:7.15±0.40(Predicted)
Flash Point:270.7 °C
PSA：177.14000
Density:1.555 g/cm³
LogP:-0.20240
Storage Temp.:2-8°C
Solubility.:DMSO (Slightly), Methanol (Slightly)
XLogP3:1.2
Hydrogen Bond Donor Count:7
Hydrogen Bond Acceptor Count:10
Rotatable Bond Count:7
Exact Mass:436.13694696
Heavy Atom Count:31
Complexity:581

Purity/Quality:

98% ^*data from raw suppliers

Phlorizin ^*data from reagent suppliers

Safty Information:

Pictogram(s): Xi
Hazard Codes:Xi
Statements: 36/37/38
Safety Statements: 26-36

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1=CC(=CC=C1CCC(=O)C2=C(C=C(C=C2OC3C(C(C(C(O3)CO)O)O)O)O)O)O
Uses It is a dihydrochalcone occurring in all parts of the apple tree except the mature fruit. Once thought to occur in pear, plum, cherry trees and other Rosaceae induces experimental glucosuria, antifeedant Sodium-glucose cotransporter 1 (SGLT1) is a high affinity, low capacity transporter abundant in the small intestine, with some expression in the kidney as well. SGLT2 is a low affinity, high capacity transporter in the kidney that accounts for approximately 90% of glucose reabsorption into the blood stream. Selective inhibition of SGLT2 is a potential strategy for reducing plasma glucose levels as a treatment for diabetes. Phlorizin is a natural product, first isolated from the bark of apple trees, that reduces plasma glucose levels by blocking renal and intestinal glucose absorption through inhibition of SGLT1 and SGLT2. It competitively inhibits the initial rate of a-methyl-D-glucopyranoside (a-MDG) uptake in human COS-1 cells expressing hSGLT1 and hSGLT2 with IC50 values of 400 and 65 nM, respectively. In HEK293T cells expressing human SGLT1 and SGLT2, phlorizin exhibits Ki values of 140 and 11 nM, respectively, at 37°C.

Technology Process of Phlorizine

There total 13 articles about Phlorizine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 133-89-1
UDP-glucose

: 60-82-2
3-(4-Hydroxy-phenyl)-1-(2,4,6-trihydroxy-phenyl)-propan-1-on

: phloretin-4-O-β-D-glucopyranoside

: 4192-90-9
4'-(β-D-glucopyranosyloxy)-2',4”,6'-trihydroxydihydrochalcone

: 60-81-1,6426-09-1,40816-73-7,130549-93-8,138665-98-2
phloridizin

Guidance literature:: With glycosyltransferase from Carthamus tinctorius (L_.) (Honghua) recombinant; In dimethyl sulfoxide; at 30 ℃; for 12h; pH=7.4; Reagent/catalyst; Catalytic behavior; Enzymatic reaction;
DOI:10.1021/ol502380p

Reference yield:

: 133-89-1
UDP-glucose

: 60-82-2
3-(4-Hydroxy-phenyl)-1-(2,4,6-trihydroxy-phenyl)-propan-1-on

: 58-98-0
UDP

: 60-81-1,6426-09-1,40816-73-7,130549-93-8,138665-98-2
phloridizin

Guidance literature:: With glycosyltransferase from pear Pyrus communis; potassium chloride; magnesium chloride; In dimethyl sulfoxide; at 30 ℃; for 6h; pH=6.5; pH-value; regioselective reaction; Equilibrium constant; Kinetics; Green chemistry; Enzymatic reaction;
DOI:10.1039/c4gc00960f

Reference yield:

: 60-82-2
3-(4-Hydroxy-phenyl)-1-(2,4,6-trihydroxy-phenyl)-propan-1-on

: 952585-00-1
uridine-5'-diphosphoglucose

: 11023-94-2
1-[3-(β-D-glucopyranosyl)-2,4,6-trihydroxyphenyl]-3-(4-hydroxyphenyl)propan-1-one

: 60-81-1,6426-09-1,40816-73-7,130549-93-8,138665-98-2
phloridizin

Guidance literature:: With TcCGT₁-C-glycosyltransferase from Trolliuschinensisuridine in complex with uridine diphosphate; In aq. phosphate buffer; at 30 ℃; for 2h; pH=8; Enzymatic reaction;
DOI:10.1002/anie.201905505