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Cas Database

578-74-5

578-74-5

Identification

  • Product Name:Apigenin 7-glucoside

  • CAS Number: 578-74-5

  • EINECS:209-430-5

  • Molecular Weight:432.384

  • Molecular Formula: C21H20O10

  • HS Code:29389090

  • Mol File:578-74-5.mol

Synonyms:Apigenin,7-b-D-glucopyranoside (6CI);Cosmosiin (7CI,8CI);4',5,7-Trihydroxyflavone 7-glucoside;7-O-b-D-Glucosylapigenin;Apigenin7-O-glucoside;Apigenin 7-O-b-D-glucopyranoside;Apigenin 7-O-b-D-glucoside;Apigenin 7-O-b-glucoside;Apigenin 7-monoglucoside;Apigenin 7-b-D-glucoside;Apigenin 7-b-glucoside;Apigenin-7-O-b-glucopyranoside;Apigetrin;Cosmetin;Cosmociin;Cosmoside;Cosmosiine;Cosmosioside;NSC 407303;Apgenin-7-Gglucoside;

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Safety information and MSDS view more

  • Signal Word:No signal word.

  • Hazard Statement:none

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price view more

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  • Manufacture/Brand:Usbiological
  • Product Description:Apigetrin
  • Packaging:10mg
  • Price:$ 433
  • Delivery:In stock
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  • Manufacture/Brand:Usbiological
  • Product Description:Apigenin 7-glucoside
  • Packaging:1mg
  • Price:$ 358
  • Delivery:In stock
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  • Manufacture/Brand:TRC
  • Product Description:Apigenin 7-glucoside
  • Packaging:10mg
  • Price:$ 225
  • Delivery:In stock
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  • Manufacture/Brand:TRC
  • Product Description:Apigenin 7-glucoside
  • Packaging:1mg
  • Price:$ 45
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Apigenin 7-glucoside analytical standard
  • Packaging:5mg-f
  • Price:$ 176
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Apigenin 7-glucoside European Pharmacopoeia (EP) Reference Standard
  • Packaging:
  • Price:$ 190
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Apigenin 7-glucoside EuropePharmacopoeia (EP) Reference Standard
  • Packaging:y0001777
  • Price:$ 190
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Apigenin 7-glucoside analytical standard
  • Packaging:5 mg
  • Price:$ 182
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Apigenin 7-glucoside Pharmaceutical Secondary Standard; Certified Reference Material
  • Packaging:75mg
  • Price:$ 344
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Apigenin 7-glucoside primary pharmaceutical reference standard
  • Packaging:10mg
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Relevant articles and documentsAll total 13 Articles be found

AN ACYLATED FLAVONE APIGENIN 7-O-β-D-(4''-CIS-p-COUMAROYL)GLUCOSIDE FROM ECHINOPS ECHINATUS

Chaudhuri, Prabir K.,Thakur, Raghunath S.

, p. 1770 - 1771 (1986)

Besides apigenin 7-O-glucoside, a new acylated flavone has been identified in Echinops echinatus as apigenin 7-O-β-D-(4''-cis-p-coumaroyl)glucoside from spectral and chemical analysis. Key Word Index - Echinops echinatus; Compositae; glycosylflavones; apigenin 7-O-glucoside; apigenin 7-O-β-D-(4''-cis-p-coumaroyl)glucopyranoside; FD-MS; 13C NMR.

Identification of a flavonoid 7-O-glucosyltransferase from Andrographis paniculata

Li, Yuan,Gao, Wei,Huang, Lu-Qi

, p. 279 - 286 (2019/11/21)

Andrographis paniculata is an important traditional medicinal herb in which flavonoids are part of the primary specialized metabolites. A flavonoid glucosyltransferase with broad substrate spectrum (named ApUGT3) was successfully identified by screening homologous glycosyltransferase genes from A. paniculata. The enzyme displayed glycosylation activity toward multiple flavonoids in?vitro, and the major products were identified as 7-O-glucosides. Phylogenetic analysis revealed that ApUGT3 is the first reported glycosyltransferase from the Acanthaceae family that belongs to cluster I, suggesting that ApUGT3 is a new flavonoid glycosyltransferase of this subcluster. This enzyme is potentially useful as powerful glycosylation catalysts to modify flavonoid-like compounds and improve their biological activities. (Figure presented.).

Highly regioselective dehexanoylation in fully hexanoylated flavonoids

Zheng, Zhiwei,Han, Ziyi,Cai, Li,Zhou, Dandan,Chavis, Bryson R.,Li, Changsheng,Sui, Qiang,Jiang, Kaiyuan,Gao, Qi

supporting information, p. 4442 - 4447 (2018/11/23)

Highly selective removal of the 7-O-hexanoyl group in fully hexanoylated flavones, isoflavones, flavanone, and flavonol was achieved under mild conditions using K2CO3 in a 1:1 mixture of CH3OH–CH2Cl2. The resulting 7-OH flavonoids are valuable intermediates for the synthesis of flavonoid 7-O-glycosides via phase-transfer-catalyzed (PTC) glycosylation.

Preparation method of flavone aglycone or monoglycoside from aluminum-salt-flavonoid-glycoside complex through hydrolysis

-

Paragraph 0018, (2016/10/31)

Disclosed is a preparation method of flavone aglycone or monoglycoside from aluminum-salt-flavonoid-glycoside complex through hydrolysis. The problems that flavonoid glycosides neither dissolve in water nor are hard to dissolve in a common organic alcohol solution, and flavone aglycone prepared from hydrolysis has slow hydrolysis speed, needs a large amount of an organic solvent, and cannot be totally hydrolyzed are solved. A complex product from complexation of aluminum salt and flavonoid glycosides is easy to dissolve in alcohol, hydrogen chloride generated by the complex product is utilized with addition of hydrochloric acid or sulfuric acid, and hydrolysis is carried out at a certain temperature to prepare aglycone or a mixture of aglycone and monoglycoside. After the reaction is over, phosphoric acid or phosphate is added to break complexation of aluminum ions and flavone to obtain flavone aglycone, or the mixture of flavone aglycone and flavone monoglycoside, or a mixture of flavone aglycone, flavone monoglycoside, and flavonoid glycoside. The method is simple and easy to operate, relatively high in yield and purity, and extremely low in cost, and is suitable for massive industrial production of flavone aglycone or the mixture of flavone aglycone and flavone monoglycoside.

Process route upstream and downstream products

Process route

7-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)apigenin
119249-30-8

7-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)apigenin

apigenin 7-O-glucoside
578-74-5

apigenin 7-O-glucoside

Conditions
Conditions Yield
With sodium methylate; In tetrahydrofuran; methanol; at 20 ℃; for 13h;
93%
With water; ammonium hydroxide; In methanol; at 20 ℃; for 12h;
72%
5,4'-di-O-hexanoylapigenin-7-yl-2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside
1145669-48-2

5,4'-di-O-hexanoylapigenin-7-yl-2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside

apigenin 7-O-glucoside
578-74-5

apigenin 7-O-glucoside

Conditions
Conditions Yield
With sodium methylate; In methanol; dichloromethane; at 20 ℃;
77%
rhoifolin
17306-46-6

rhoifolin

5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
520-36-5

5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

apigenin 7-O-glucoside
578-74-5

apigenin 7-O-glucoside

Conditions
Conditions Yield
rhoifolin; With aluminium(III) chloride hexahydrate; In methanol; at 70 ℃; for 15h; Sealed tube;
With phosphoric acid; In methanol; for 0.5h; Sonication;
3.4 g
UDP-glucose
133-89-1

UDP-glucose

5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
520-36-5

5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

apigenin 7-O-glucoside
578-74-5

apigenin 7-O-glucoside

Conditions
Conditions Yield
With flavonoid 7-O-glucosyltransferase from Andrographis paniculata; In methanol; at 30 ℃; for 12h; Enzymatic reaction;
UDP-glucose
133-89-1

UDP-glucose

7,4'-Dihydroxyflavon
2196-14-7

7,4'-Dihydroxyflavon

apigenin 7-O-glucoside
578-74-5

apigenin 7-O-glucoside

Conditions
Conditions Yield
With recombinant flavone 7-O-glucosyltransferase; magnesium chloride; In aq. buffer; at 37 ℃; for 0.333333h; pH=7.4; regioselective reaction; Enzymatic reaction;
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
520-36-5

5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

apigenin 7-O-glucoside
578-74-5

apigenin 7-O-glucoside

Conditions
Conditions Yield
In dimethyl sulfoxide; for 168h; regioselective reaction; Microbiological reaction;
8%
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
520-36-5

5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

apigenin 7-O-glucoside
578-74-5

apigenin 7-O-glucoside

Conditions
Conditions Yield
In dimethyl sulfoxide; for 168h; regioselective reaction; Microbiological reaction;
2%
apigenin 7-O-[4''-O-cis-p-coumaroyl]-β-D-glucopyranoside

apigenin 7-O-[4''-O-cis-p-coumaroyl]-β-D-glucopyranoside

apigenin 7-O-glucoside
578-74-5

apigenin 7-O-glucoside

Conditions
Conditions Yield
With potassium hydroxide; In methanol; for 2h; Ambient temperature;
diapigenin-7-O-(6-trans,6-cis-p,p’-dihydroxy-μ-truxinyl)glucoside

diapigenin-7-O-(6-trans,6-cis-p,p’-dihydroxy-μ-truxinyl)glucoside

apigenin 7-O-glucoside
578-74-5

apigenin 7-O-glucoside

p,p'-dihydroxy-μ-truxinic acid

p,p'-dihydroxy-μ-truxinic acid

Conditions
Conditions Yield
With hydrogenchloride; at 100 ℃; for 1h;
7-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)naringenin
31087-58-8

7-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)naringenin

apigenin 7-O-glucoside
578-74-5

apigenin 7-O-glucoside

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: 83 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / dioxane / 15 h / 110 °C
2: 93 percent / NaOCH3 / methanol; tetrahydrofuran / 13 h / 20 °C
With sodium methylate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; 1,4-dioxane; methanol;

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