Amygdalin - BioReagent, ≥97%(HPLC) , CAS No.29883-15-6

CAS: 29883-15-6 Cat. No.: A755605 분자식: C₂₀H₂₇NO₁₁ 분자량: 457.43 Beilstein Registry Number: 66856 EC 번호: 249-925-3 PubChem CID: 656516

GRADE & PURITY BioReagent, ≥97%(HPLC)

Storage

Room temperature

Shipped In

Normal

개요

Amygdalin, a cyanide containing glycoside, may be used as a substrate to identify, differentiate and characterize enzymes such as maltase(s), emulsin(s) and β-glucosidase(s).

Specifications

사양 및 순도

BioReagent, ≥97%(HPLC)

생화학 및 생리적 메커니즘

Cyanogenic glycoside that is a component of bitter almonds and apricot pits. There is no scientific evidence that amygdalin itself is an effective anti-cancer agent. Recent studies using β−glucoside linked to a tumor-associated monoclonal antibody to re

보관 조건

Room temperature

배송

Normal

등급

BioReagent

순수함

≥97%(HPLC)

이름과 식별자

• Pubchem Sid: 528775213
• 정식 스마일: OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](OC(C#N)c3ccccc3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O
• IUPAC Name: (2R)-2-phenyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyacetonitrile
• InChIKey: XUCIJNAGGSZNQT-JHSLDZJXSA-N
• INCHI: 1S/C20H27NO11/c21-6-10(9-4-2-1-3-5-9)30-20-18(28)16(26)14(24)12(32-20)8-29-19-17(27)15(25)13(23)11(7-22)31-19/h1-5,10-20,22-28H,7-8H2/t10-,11+,12+,13+,14+,15-,16-,17+,18+,19+,20+/m0/s1
• 이성체 SMILES: C1=CC=C(C=C1)[C@H](C#N)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O)O
• WGK 독일: 3
• RTECS: OO8450000
• PubChem CID: 656516
• 분자량: 457.43
• Beilstein: 66856
• Reaxy-Rn: 1695110

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • 분류 Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates
        • Level5 Glycosyl compounds
          • Level6 Cyanogenic glycosides

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• 분류: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Glycosyl compounds
• Direct Parent: Cyanogenic glycosides
• Alternative Parents: O-glycosyl compounds Disaccharides Oxanes Benzene and substituted derivatives Secondary alcohols Polyols Oxacyclic compounds Nitriles Acetals Primary alcohols Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Cyanogenic glycoside - Disaccharide - O-glycosyl compound - Monocyclic benzene moiety - Oxane - Benzenoid - Secondary alcohol - Polyol - Nitrile - Carbonitrile - Acetal - Organoheterocyclic compound - Oxacycle - Primary alcohol - Alcohol - Organonitrogen compound - Hydrocarbon derivative - Organopnictogen compound - Organic nitrogen compound - Aromatic heteromonocyclic compound
• 설명: This compound belongs to the class of organic compounds known as cyanogenic glycosides. These are glycosides in which the aglycone moiety contains a cyanide group.
• External Descriptors: cyanogenic glycoside - amygdalin

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

화학 및 물리적 특성

• 용해성: H 2 O: 0.1 g/mL, clear to very faintly turbid, colorless (hot)
• 특정 회전[α]: -40 ° (C=2, H2O)
• 녹는점(°C): 223-226°C
• 분자량: 457.400 g/mol
• XLogP3: -2.700
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 7
• Exact Mass: 457.158 Da
• Monoisotopic Mass: 457.158 Da
• Topological Polar Surface Area: 202.000 Ų
• Heavy Atom Count: 32
• Formal Charge: 0
• Complexity: 638.000
• 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. Yanhong Bi, Ruiping Fu, Weiliang Hua, Xinyu Xiong, Chun Zhu, Xiaobao Nie, Zhaoyu Wang.  (2025)  An empirical exploration of the capacity of choline chloride/lactic acid eutectics to extract and stabilize natural polyhydroxy compounds.  FOOD CHEMISTRY,      [PMID:40120314] [10.1016/j.foodchem.2025.143873]

2. Tingting Lin, Ben Chen, Liqun Fang, Haibo You, Chu Chu, Qingsong Shao, Shengqiang Tong.  (2022)  Solvent strength of organic phase for two biphasic solvent systems in high speed countercurrent chromatography.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:36037578] [10.1016/j.chroma.2022.463422]

3. Liao Wenting, Jin Qiwen, Liu Junning, Ruan Yiling, Li Xinran, Shen Yueyue, Zhang Zhicheng, Wang Yong, Wu Shengming, Zhang Junying, Kang Lifeng, Wu Chunyong.  (2021)  Mahuang Decoction Antagonizes Acute Liver Failure via Modulating Tricarboxylic Acid Cycle and Amino Acids Metabolism.  Frontiers in Pharmacology,      [PMID:33859560] [10.3389/fphar.2021.599180]

4. Ruoyu Wang, Dong Zhang, Dan Tang, Kewei Sun, Jianping Peng, Wenfang Zhu, Sihan Yin, Yunan Wu.  (2020)  Amygdalin inhibits TGFβ1-induced activation of hepatic stellate cells (HSCs) in vitro and CCl4-induced hepatic fibrosis in rats in vivo.  INTERNATIONAL IMMUNOPHARMACOLOGY,      [PMID:33296784] [10.1016/j.intimp.2020.107151]