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Rhoifolin is a flavone, a type of flavonoid, and a new natural glycoside of apigenin that has been obtained from the green leaves of Rhus succedanea. It is structurally similar to apigenin-7-rhamnoglucoside, which is derived from the bromination and dehydrobromination of Naringin (N378980). Rhoifolin is known for its anti-inflammatory properties and has potential applications in various industries.

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  • 17306-46-6 Structure
  • Basic information

    1. Product Name: RHOIFOLIN
    2. Synonyms: APIGENIN-7-NEOHESPERIDOSIDE;APIGENIN 7-O-NEOHESPERIDOSIDE;APIGENIN-7-RHAMNOGLUCOSIDE;RHOIFOLIN;7-[[2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl]oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4H-benzopyran-4-one;7-((2-O-(6-Deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-5- hydroxy-2-(4-hydroxyphenyl)-4H-benzopyran-4-one;APIGENIN-7-NEOHESPERIDOSIDE hplc;RHOIFOLIN WITH HPLC
    3. CAS NO:17306-46-6
    4. Molecular Formula: C27H30O14
    5. Molecular Weight: 578.52
    6. EINECS: 241-335-4
    7. Product Categories: Tri-substituted Flavones;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;reagent;Inhibitors
    8. Mol File: 17306-46-6.mol
  • Chemical Properties

    1. Melting Point: 250-265 °C(Solv: ethyl acetate (141-78-6))
    2. Boiling Point: 916.5 °C at 760 mmHg
    3. Flash Point: 305.4 °C
    4. Appearance: /
    5. Density: 1.69 g/cm3
    6. Vapor Pressure: 0mmHg at 25°C
    7. Refractive Index: 1.726
    8. Storage Temp.: 0-6°C
    9. Solubility: N/A
    10. PKA: 6.11±0.40(Predicted)
    11. CAS DataBase Reference: RHOIFOLIN(CAS DataBase Reference)
    12. NIST Chemistry Reference: RHOIFOLIN(17306-46-6)
    13. EPA Substance Registry System: RHOIFOLIN(17306-46-6)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: N/A
    3. Safety Statements: 24/25
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 17306-46-6(Hazardous Substances Data)

17306-46-6 Usage

Uses

Used in Pharmaceutical Industry:
Rhoifolin is used as an anti-inflammatory agent for its ability to reduce inflammation and alleviate pain. Its natural origin and potential therapeutic effects make it a promising candidate for the development of new drugs and treatments for various inflammatory conditions.
Used in Nutraceutical Industry:
Rhoifolin is used as a natural supplement for its potential health benefits, including anti-inflammatory and antioxidant properties. It can be incorporated into dietary supplements and functional foods to support overall health and well-being.
Used in Cosmetic Industry:
Rhoifolin is used as an active ingredient in skincare products for its anti-inflammatory and antioxidant properties. It can help soothe irritated skin, reduce redness, and protect the skin from environmental stressors.

Check Digit Verification of cas no

The CAS Registry Mumber 17306-46-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,7,3,0 and 6 respectively; the second part has 2 digits, 4 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 17306-46:
(7*1)+(6*7)+(5*3)+(4*0)+(3*6)+(2*4)+(1*6)=96
96 % 10 = 6
So 17306-46-6 is a valid CAS Registry Number.
InChI:InChI=1/C27H30O14/c1-10-20(32)22(34)24(36)26(37-10)41-25-23(35)21(33)18(9-28)40-27(25)38-13-6-14(30)19-15(31)8-16(39-17(19)7-13)11-2-4-12(29)5-3-11/h2-8,10,18,20-30,32-36H,9H2,1H3/t10-,18+,20-,21+,22+,23?,24+,25+,26-,27+/m0/s1

17306-46-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name apigenin 7-O-neohesperidoside

1.2 Other means of identification

Product number -
Other names RHOIFOLIN

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:17306-46-6 SDS

17306-46-6Upstream product

17306-46-6Relevant articles and documents

Discovery of potent and selective acetylcholinesterase (AChE) inhibitors: acacetin 7-O-methyl ether Mannich base derivatives synthesised from easy access natural product naringin

Liu, Hao-ran,Men, Xue,Gao, Xiao-hui,Liu, Lin-bo,Fan, Hao-qun,Xia, Xin-hua,Wang, Qiu-an

, p. 743 - 747 (2018)

Naringin, as a component universal existing in the peel of some fruits or medicinal plants, was usually selected as?the material to synthesise bioactive derivates since it was easy to gain with low cost. In present investigation, eight new acacetin-7-O-methyl ether Mannich base derivatives (1–8) were synthesised from naringin. The bioactivity evaluation revealed that most of them exhibited moderate or potent acetylcholinesterase (AChE) inhibitory activity. Among them, compound 7 (IC50 for AChE?=?0.82?±?0.08?μmol?L?1, IC50 for BuChE?=?46.30?±?3.26?μmol?L?1) showed a potent activity and high selectivity compared with the positive control Rivastigmine (IC50 for AChE?=?10.54?±?0.86?μmol?L?1, IC50 for BuChE?=?0.26?±?0.08?μmol?L?1). The kinetic study suggested that compound 7 bind to AChE with mix-type inhibitory profile. Molecular docking study revealed that compound 7 could combine both catalytic active site (CAS) and peripheral active site (PAS) of AChE with four points (Trp84, Trp279, Tyr70 and Phe330), while it could bind with BuChE via only His 20.

Continuous flow microchannel synthesis process of flavonoid compounds

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Paragraph 0050-0060, (2021/06/22)

The invention provides a continuous flow microchannel synthesis process of flavonoid compounds. According to the process, hesperidin and iodine elementary substance are used as raw materials and react in a continuous flow microchannel reactor in the presence of a reaction solvent to synthesize the flavonoid compound as shown in a formula A. Compared with a traditional kettle-type preparation process, the process disclosed by the invention has the advantages that the preparation time is obviously shortened, and the conversion rate of raw materials and the yield of products are obviously improved; and especially, when the diosmin is prepared under optimal process conditions of continuous flow microchannel synthesis, the conversion rate of the raw material hesperidin is as high as 96.48%, and the yield of the product diosmin is as high as 81.96%. The continuous flow micro-channel synthesis process provided by the invention is beneficial to realizing safe, efficient and rapid industrial production of flavonoid compounds, and has a wide application prospect.

The invention relates to a raw material to synthesize the tin setose thistle glucoside naringin method (by machine translation)

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Paragraph 0017; 0020; 0021, (2018/11/22)

The invention discloses a to naringin as raw material synthetic tin setose thistle glucoside method, comprises the following steps: S1, synthesis of wild lacquer tree glucoside; S2, compound 5, 7 - dihydroxy - 2 - (4 - methoxyphenyl) - 4 H - chromen - 4 - one synthesis; acetoxy methyl) - 6 - ((5 - hydroxy - 2 - (4 - methoxyphenyl) - 4 - oxo - 4 H - chromen - 7 - yl) oxy) tetrahydro - 2 H - pyran - 3, 4, 5 - [...] acetate synthesis; S4, compound 5 - hydroxy - 2 - (4 - methoxyphenyl) - 7 - (( (2 S, 3 R, 4 S, 5 S, 6 R) - 3, 4, 5 - trihydroxy - 6 - (hydroxymethyl) tetrahydro - 2 H - pyran - 2 - Kiki) oxy) - 4 H - benzopyran - 4 - one synthesis. The invention to naringin as raw materials, by oxidation, methylation, hydrolysis reaction to synthesize tian jigan. (by machine translation)

Synthesis of acacetin and resveratrol 3,5-di-O-β-glucopyranoside using lipase-catalyzed regioselective deacetylation of polyphenol glycoside peracetates as the key step

Hanamura, Shun,Hanaya, Kengo,Shoji, Mitsuru,Sugai, Takeshi

, p. 19 - 26 (2016/03/30)

Acacetin and resveratrol 3,5-di-O-β-glucopyranoside were synthesized from naturally abundant naringin and piceid in 65% and 62% overall yield, respectively. The key steps were the regioselective deacetylation of the peracetates of the glycosylated forms with Candida antarctica lipase B (Novozym 435) and Burkholderia cepacia lipase (Amano PS-IM). Deacetylation occurred exclusively at the least hindered position of the aromatic moieties and all acetyl groups in the sugar side chain remained intact. This excellent selectivity enabled regiospecific transformation of the liberated phenolic hydroxy groups, resulting in efficient synthesis of the target molecules.

STRUCTURAL ASPECTS OF ANTHOCYANIN-FLAVONOID COMPLEX FORMATION AND ITS ROLE IN PLANT COLOR

Chen, Lao-Jer,Hrazdina, Geza

, p. 297 - 304 (2007/10/02)

Key Word Index - Anthocyanin; flavonoid glycosides; synthesis; complex formation; plant color; spectral properties. The complex formation of flavonoids with anthocyanins, resulting in increase in both absorbance and in a bathochromic shift of the visible absorption maximum of the latter, is based mainly on hydrogen bond formation between the carbonyl group of the anthocyanin anhydrobase and aromatic hydroxyl groups of the complex-forming flavonoids.The larger the number of hydroxyl groups in the flavonoid molecule, the strongr the complex formation.The presence of a 3-hydroxyl group in the flavonoid molecule has little effect on the complex-forming ability.The nature of the sugar substituent of the complex-forming flavonoid compound has no influence on the reaction.The 5-hydroxyl group of flavonoids is strongly bound by intramolecular hydrogen bond to the 4-carbonyl and does not participate in the complex formation.The most important hydroxyl group in the flavonoid molecule is one in the 7-position.Unsaturation at C2-C3 in the heterocyclic ring is an important factor for complex formation.Aromatic hydroxyl groups in the flavonoid system alone cannot account for all the complex-forming ability, suggesting additional involvment by electrostatic forces and configurational or steric effects.

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