Astragaloside A (Astragaloside IV) - Moligand™, ≥98% , CAS No.83207-58-3

CAS: 83207-58-3 Cat. No.: A274907 Molecular Weight: 784.98

GRADE & PURITY Moligand™, ≥98%

Synonyms

(2R,3R,4S,5S,6R)-2-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-14-hydroxy-15-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethyl-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-9-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-6-(hyd

Storage

Store at 2-8°C,Desiccated

Shipped In

Wet ice

Overview

Astragaloside A (Astragaloside IV) is the primary pure saponin isolated from Astragalus membranaceus, which has been widely used for the therapy of cardiovascular diseases.

Specifications

Synonyms

(2R, 3R, 4S, 5S, 6R)-2-[[(1S, 3R, 6S, 8R, 9S, 11S, 12S, 14S, 15R, 16R)-14-hydroxy-15-[(2S, 5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7, 7, 12, 16-tetramethyl-6-[(2S, 3R, 4S, 5R)-3, 4, 5-trihydroxyoxan-2-yl]oxy-9-pentacyclo[9.7.0.01, 3.03, 8.012, 16]octadecanyl]oxy]-6-(hyd

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

Ca 2+ signaling modulator, antioxidant agent. Reduces sarcoplasmic Ca 2+ uptake and Ca 2+ -ATPase activity. Enhances the action of ATP-sensitive K + channels. Increases cytosol SOD concentration. Shows anti-ischemic effects in vivo. Orally active.

Storage

Store at 2-8°C, Desiccated

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504767539
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504767539
• Canonical Smiles: CC1(C(CCC23C1C(CC4C2(C3)CCC5(C4(CC(C5C6(CCC(O6)C(C)(C)O)C)O)C)C)OC7C(C(C(C(O7)CO)O)O)O)OC8C(C(C(CO8)O)O)O)C
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-14-hydroxy-15-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethyl-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-9-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChIKey: QMNWISYXSJWHRY-AUJDEUPOSA-N
• INCHI: 1S/C41H68O14/c1-35(2)24(54-33-29(48)26(45)20(44)17-51-33)9-11-41-18-40(41)13-12-37(5)31(39(7)10-8-25(55-39)36(3,4)50)19(43)15-38(37,6)23(40)14-21(32(35)41)52-34-30(49)28(47)27(46)22(16-42)53-34/h19-34,42-50H,8-18H2,1-7H3/t19-,20+,21-,22+,23-,24-,25+,26-,27+,28-,29+,30+,31-,32-,33-,34+,37+,38-,39-,40-,41+/m0/s1
• Isomeric SMILES: C[C@]12CC[C@@]34C[C@@]35CC[C@@H](C([C@@H]5[C@H](C[C@H]4[C@@]1(C[C@@H]([C@@H]2[C@@]6(CC[C@@H](O6)C(C)(C)O)C)O)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)(C)C)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O
• Molecular Weight: 784.98
• Reaxy-Rn: 57087797
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=57087797&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Steroids and steroid derivatives
      • Subclass Steroidal glycosides
        • Level5 Steroidal saponins
          • Level6 Cucurbitacin glycosides

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Steroids and steroid derivatives
• Subclass: Steroidal glycosides
• Intermediate Tree Nodes: Steroidal saponins
• Direct Parent: Cucurbitacin glycosides
• Alternative Parents: Triterpene saponins Triterpenoids Cycloartanols and derivatives 16-beta-hydroxysteroids O-glycosyl compounds Oxanes Monosaccharides Tetrahydrofurans Tertiary alcohols Secondary alcohols Cyclic alcohols and derivatives Acetals Polyols Dialkyl ethers Oxacyclic compounds Primary alcohols Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Cucurbitacin glycoside skeleton - Triterpene saponin - Triterpene glycoside - Cycloartanol-skeleton - 9b,19-cyclo-lanostane-skeleton - Cycloartane-skeleton - Triterpenoid - 16-hydroxysteroid - 16-beta-hydroxysteroid - Hydroxysteroid - Glycosyl compound - O-glycosyl compound - Oxane - Monosaccharide - Tetrahydrofuran - Tertiary alcohol - Cyclic alcohol - Secondary alcohol - Organoheterocyclic compound - Oxacycle - Acetal - Dialkyl ether - Ether - Polyol - Alcohol - Organic oxygen compound - Primary alcohol - Hydrocarbon derivative - Organooxygen compound - Aliphatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as cucurbitacin glycosides. These are polycyclic compounds containing a carbohydrate derivative glycosidically linked to a curcubitane nucleus.
• External Descriptors: Not available

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

Chemical and Physical Properties

• Solubility: Soluble in water
• Molecular Weight: 785.000 g/mol
• XLogP3: 1.300
• Hydrogen Bond Donor Count: 9
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 7
• Exact Mass: 784.461 Da
• Monoisotopic Mass: 784.461 Da
• Topological Polar Surface Area: 228.000 Ų
• Heavy Atom Count: 55
• Formal Charge: 0
• Complexity: 1460.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 21
• 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

References

1. Xiulian Zhang, Xueliang Li, Wei Ma, Fangying Liu, Pinxian Huang, Lei Wei, Li Li, Yechang Qian.  (2023)  Astragaloside IV restores Th17/Treg balance via inhibiting CXCR4 to improve chronic obstructive pulmonary disease.  IMMUNOPHARMACOLOGY AND IMMUNOTOXICOLOGY,      [PMID:37417915] [10.1080/08923973.2023.2228479]

2. Huaxian Chen, Xingyang Wan, Qiulan He, Guozhong Xiao, Yihui Zheng, Minyi Luo, Chaoxin Yang, Donglin Ren, Li Lu, Hui Peng, Hongcheng Lin.  (2024)  Single-cell RNA sequencing reveals cellular dynamics and therapeutic effects of astragaloside IV in slow transit constipation.  Biomolecules and Biomedicine,      [PMID:38289380] [10.17305/bb.2024.10187]

3. Qifang Wu, Yingna Li, Yunyun Zhao, Ruifen Zhang, Jingyang Tong, Chunlei Ji, Yiming Zhao, Mingjiang Wu, Xiaosheng Jin, Dandan Wang, Haibin Tong, Liwei Sun, Fangbing Liu.  (2025)  Astragaloside IV Alleviates Fructose-Induced Intestinal Metabolic Senescence by Targeting Ketohexokinase Asn261/Ala226 to Preserve Intestinal Stem Cell Homeostasis.  ACS Central Science,      [PMID:41019116] [10.1021/acscentsci.5c00726]

4. Lanxi Xu, Yan Feng, Xintian Zheng, Meiyu Wang, Yan Fang, Lin Li, Jiadong Xu, Yani Zhang, Weiru Jiang, Lisheng Chu.  (2025)  Astragaloside IV-preconditioned neural stem cell transplantation promotes neurogenesis and functional recovery via the miR-199a-5p/Caveolin-1 pathway in a rat model of ischemic stroke.  INTERNATIONAL IMMUNOPHARMACOLOGY,      [PMID:41275829] [10.1016/j.intimp.2025.115898]

5. Hui Meng Law, Alieta Eyles, Dugald C. Close.  (2025)  Effects of pruning with flower removal on the growth, starch reserves and secondary metabolites of a medicinal herb, Astragalus mongholicus.  SOUTH AFRICAN JOURNAL OF BOTANY,      [PMID:] [10.1016/j.sajb.2025.11.041]