Poncirin - analytical standard, ≥95% , CAS No.14941-08-3

CAS: 14941-08-3 Cat. No.: P114052 분자식: C₂₈H₃₄O₁₄ 분자량: 594.56 Beilstein Registry Number: 74301 EC 번호: 239-020-1

GRADE & PURITY Analytical standard, ≥95%

Synonyms

(S)-7-((2-O-(6-DEOXY-.ALPHA.-L-MANNOPYRANOSYL)-.BETA.-D-GLUCOPYRANOSYL)OXY)-2,3-DIHYDRO-5-HYDROXY-2-(4-METHOXYPHENYL)-4H-BENZOPYRAN-4-ONE | 2-[(1E)-1-(4-methylphenyl)-3-(pyrrolidin-1-yl)prop-1-en-1-yl]pyridine | 7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydrox

Storage

Store at 2-8°C,Protected from light,Argon charged

Shipped In

Wet ice

개요

Poncirin (with other flavonoids of the bitter orange) was tested as a control agent for mosquito infestation, and was found to be larvacidal, to repel females from egg-laying on treated water, and to repel insects from biting topically treated human volunteers.

Specifications

동의어

(S)-7-((2-O-(6-DEOXY-.ALPHA.-L-MANNOPYRANOSYL)-.BETA.-D-GLUCOPYRANOSYL)OXY)-2,3-DIHYDRO-5-HYDROXY-2-(4-METHOXYPHENYL)-4H-BENZOPYRAN-4-ONE | 2-[(1E)-1-(4-methylphenyl)-3-(pyrrolidin-1-yl)prop-1-en-1-yl]pyridine | 7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydrox

사양 및 순도

analytical standard, ≥95%

생화학 및 생리적 메커니즘

Poncirin is isolated from Poncirus trifoliata with anti-inflammory activites. Poncirin significantly reduces mechanical hyperalgesia and allodynia in Complete Freund’s Adjuvant (CFA)-induced inflammatory pain models.

보관 조건

Store at 2-8°C,Protected from light,Argon charged

배송

Wet ice

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등급

분석 표준물질

순수함

≥95%

이름과 식별자

• Pubchem Sid: 528772155
• 정식 스마일: CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC(=C4C(=O)CC(OC4=C3)C5=CC=C(C=C5)OC)O)CO)O)O)O)O)O
• IUPAC Name: (2S)-7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one
• InChIKey: NLAWPKPYBMEWIR-SKYQDXIQSA-N
• INCHI: 1S/C28H34O14/c1-11-21(32)23(34)25(36)27(38-11)42-26-24(35)22(33)19(10-29)41-28(26)39-14-7-15(30)20-16(31)9-17(40-18(20)8-14)12-3-5-13(37-2)6-4-12/h3-8,11,17,19,21-30,32-36H,9-10H2,1-2H3/t11-,17-,19+,21-,22+,23+,24-,25+,26+,27-,28+/m0/s1
• 이성체 SMILES: C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=CC(=C4C(=O)C[C@H](OC4=C3)C5=CC=C(C=C5)OC)O)CO)O)O)O)O)O
• WGK 독일: 3
• 분자량: 594.56
• Beilstein: 74301
• Reaxy-Rn: 55296504
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=55296504&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • 분류 Flavonoids
      • Subclass Flavonoid glycosides
        • Level5 Flavonoid O-glycosides
          • Level6 Flavonoid-7-O-glycosides

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• 분류: Flavonoids
• Subclass: Flavonoid glycosides
• Intermediate Tree Nodes: Flavonoid O-glycosides
• Direct Parent: Flavonoid-7-O-glycosides
• Alternative Parents: 4'-O-methylated flavonoids 5-hydroxyflavonoids Flavanones Phenolic glycosides O-glycosyl compounds Chromones Disaccharides Phenoxy compounds Anisoles Aryl alkyl ketones Methoxybenzenes 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Alkyl aryl ethers Oxanes Vinylogous acids Secondary alcohols Oxacyclic compounds Acetals Polyols Organic oxides Primary alcohols Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Flavonoid-7-o-glycoside - 4p-methoxyflavonoid-skeleton - Hydroxyflavonoid - 5-hydroxyflavonoid - Flavanone - Flavan - Phenolic glycoside - O-glycosyl compound - Glycosyl compound - Disaccharide - Chromone - Chromane - Benzopyran - 1-benzopyran - Phenoxy compound - Phenol ether - Anisole - Aryl ketone - Aryl alkyl ketone - Methoxybenzene - 1-hydroxy-4-unsubstituted benzenoid - Alkyl aryl ether - 1-hydroxy-2-unsubstituted benzenoid - Monocyclic benzene moiety - Benzenoid - Oxane - Vinylogous acid - Secondary alcohol - Ketone - Polyol - Ether - Organoheterocyclic compound - Oxacycle - Acetal - Primary alcohol - Organic oxide - Organic oxygen compound - Hydrocarbon derivative - Alcohol - Organooxygen compound - Aromatic heteropolycyclic compound
• 설명: This compound belongs to the class of organic compounds known as flavonoid-7-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position.
• External Descriptors: flavanones

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

작용 메커니즘

화학 및 물리적 특성

• 감도: Light sensitive
• 분자량: 594.600 g/mol
• XLogP3: -0.200
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 7
• Exact Mass: 594.195 Da
• Monoisotopic Mass: 594.195 Da
• Topological Polar Surface Area: 214.000 Ų
• Heavy Atom Count: 42
• Formal Charge: 0
• Complexity: 900.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 11
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

참고 문헌

1. Qi Quan, Wei Liu, Jiajing Guo, Meiling Ye, Juhua Zhang.  (2022)  Effect of Six Lactic Acid Bacteria Strains on Physicochemical Characteristics, Antioxidant Activities and Sensory Properties of Fermented Orange Juices.  Foods,  11  (13): (1920).  [PMID:35804736] [10.3390/foods11131920]

2. Lingrong Wen, Mingyang He, Chunxiao Yin, Yueming Jiang, Donghui Luo, Bao Yang.  (2021)  Phenolics in Citrus aurantium fruit identified by UHPLC-MS/MS and their bioactivities.  LWT-FOOD SCIENCE AND TECHNOLOGY,      [PMID:] [10.1016/j.lwt.2021.111671]

3. Li-Xuan Yang, Fang-Yu Chen, Hai-Long Yu, Pin-Yi Liu, Xin-Yu Bao, Sheng-Nan Xia, Yue Gu, Yun Xu, Xiang Cao.  (2020)  Poncirin suppresses lipopolysaccharide (LPS)-induced microglial inflammation and ameliorates brain ischemic injury in experimental stroke in mice.  Annals of Translational Medicine,      [PMID:33313089] [10.21037/atm-20-3470]

4. Yating Lu, Dong Li, Li Li, Tarun Belwal, Yanqun Xu, Xingyu Lin, Zhenhua Duan, Zisheng Luo.  (2020)  Effects of elevated CO2 on pigment metabolism of postharvest mandarin fruit for degreening.  FOOD CHEMISTRY,      [PMID:32126463] [10.1016/j.foodchem.2020.126462]

5. Fanghong Li, Xiaojiaoyang Li, Yajie Cai, Yufei Li, Yang Yang, Jianan Li, Ruiyu Wu, Ranyi Luo, Rong Sun, Runping Liu.  (2026)  Sini San ameliorates cholestatic liver injury by intrahepatically activating PPARα.  Chinese Herbal Medicines,      [PMID:] [10.1016/j.chmed.2026.07.005]