Saikosaponin D from Bupleurum falcatnum - analytical standard, ≥98% , CAS No.20874-52-6

CAS: 20874-52-6 Cat. No.: S114050 Molecular Weight: 780.98 EC Number: 633-808-2 PubChem CID: 107793

GRADE & PURITY Analytical standard, ≥98%

Synonyms

beta-D-Galactopyranoside, (3beta,4alpha,16alpha)-13,28-epoxy-16,23-dihydroxyolean-11-en-3-yl 6-deoxy-3-O-beta-D-glucopyranosyl | Saikosaponins | Saikosaponin D from Bupleurum falcatnum | Q-100262 | UNII-UR635J3F00 | UR635J3F00 | beta-D-Galactopyranoside,

Storage

Store at 2-8°C

Shipped In

Wet ice

Specifications

Synonyms

beta-D-Galactopyranoside, (3beta, 4alpha, 16alpha)-13, 28-epoxy-16, 23-dihydroxyolean-11-en-3-yl 6-deoxy-3-O-beta-D-glucopyranosyl | Saikosaponins | Saikosaponin D from Bupleurum falcatnum | Q-100262 | UNII-UR635J3F00 | UR635J3F00 | beta-D-Galactopyranoside,

Specifications & Purity

analytical standard, ≥98%

Biochemical and Physiological Mechanisms

Glucocorticoid receptor agonist. COX-2 and iNOS inhibitor. Saikosaponin A epimer. Inhibits NF-κB, TNF-α, IL-1β and IL-6. Inhibits apoptosis. Shows anti-inflammatory and antiallergic effects in vivo. Orally active.

Storage

Store at 2-8°C

Shipped In

Wet ice

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

Grade

Analytical standard

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

• Canonical Smiles: CC1C(C(C(C(O1)OC2CCC3(C(C2(C)CO)CCC4(C3C=CC56C4(CC(C7(C5CC(CC7)(C)C)CO6)O)C)C)C)O)OC8C(C(C(C(O8)CO)O)O)O)O
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-3,5-dihydroxy-2-[[(1S,2R,4S,5R,8R,9R,10S,13S,14R,17S,18R)-2-hydroxy-9-(hydroxymethyl)-4,5,9,13,20,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-yl]oxy]-6-methyloxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• InChIKey: KYWSCMDFVARMPN-LCSVLAELSA-N
• INCHI: 1S/C42H68O13/c1-21-28(46)33(55-34-31(49)30(48)29(47)22(18-43)53-34)32(50)35(52-21)54-27-10-11-37(4)23(38(27,5)19-44)8-12-39(6)24(37)9-13-42-25-16-36(2,3)14-15-41(25,20-51-42)26(45)17-40(39,42)7/h9,13,21-35,43-50H,8,10-12,14-20H2,1-7H3/t21-,22-,23-,24-,25-,26-,27+,28+,29-,30+,31-,32-,33+,34+,35+,37+,38+,39-,40+,41-,42+/m1/s1
• Isomeric SMILES: C[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2CC[C@]3([C@H]([C@]2(C)CO)CC[C@@]4([C@@H]3C=C[C@@]56[C@]4(C[C@H]([C@@]7([C@H]5CC(CC7)(C)C)CO6)O)C)C)C)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O
• WGK Germany: 3
• PubChem CID: 107793
• Molecular Weight: 780.98

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Prenol lipids
      • Subclass Terpene glycosides
        • Level5 Triterpene glycosides
          • Level6 Triterpene saponins

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Prenol lipids
• Subclass: Terpene glycosides
• Intermediate Tree Nodes: Triterpene glycosides
• Direct Parent: Triterpene saponins
• Alternative Parents: Triterpenoids Steroids and steroid derivatives O-glycosyl compounds Disaccharides Oxepanes Oxanes Tetrahydrofurans Secondary alcohols Cyclic alcohols and derivatives Polyols Oxacyclic compounds Dialkyl ethers Acetals Primary alcohols Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Triterpene saponin - Triterpenoid - Steroid - Disaccharide - Glycosyl compound - O-glycosyl compound - Oxepane - Oxane - Cyclic alcohol - Tetrahydrofuran - Secondary alcohol - Organoheterocyclic compound - Polyol - Acetal - Oxacycle - Ether - Dialkyl ether - Primary alcohol - Organooxygen compound - Hydrocarbon derivative - Organic oxygen compound - Alcohol - Aliphatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as triterpene saponins. These are glycosylated derivatives of triterpene sapogenins. The sapogenin moiety backbone is usually based on the oleanane, ursane, taraxastane, bauerane, lanostane, lupeol, lupane, dammarane, cycloartane, friedelane, hopane, 9b,19-cyclo-lanostane, cycloartane, or cycloartanol skeleton.
• 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

Associated Targets(Human)

ATP2A1 Tchem Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 (55 Activities)

Discover Target: ATP2A1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ATP2A2 Tchem Sarcoplasmic/endoplasmic reticulum calcium ATPase 2 (53 Activities)

Discover Target: ATP2A2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MCF7 (126967 Activities)

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A549 (127892 Activities)

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HepG2 (196354 Activities)

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HeLa (62764 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 781.000 g/mol
• XLogP3: 2.500
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 6
• Exact Mass: 780.466 Da
• Monoisotopic Mass: 780.466 Da
• Topological Polar Surface Area: 208.000 Ų
• Heavy Atom Count: 55
• Formal Charge: 0
• Complexity: 1490.000
• 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. Hua ZHAO, Xiaohui WANG, Yuli ZHANG, Xiaowan HUANG, Yaling JIANG, Huan MA, Li AN, Xujin WU, Qiang WANG.  (2021)  Quantitative 1H NMR for the Direct Quantification of Saikosaponins in Bupleurum chinense DC..  ANALYTICAL SCIENCES,  37  (10): (1413-1418).  [PMID:33775977] [10.2116/analsci.20P462]

2. Fuyun Chi, Wenshuang Wang, Shanshan Zhai, Man Zhang, Yuanyuan Hou, Gang Bai.  (2025)  Self-assembled baicalein-2,4-decadienal nanomedicine synergistically inhibits PGE2 expression and elicits anti-inflammatory responses.  Chinese Herbal Medicines,      [PMID:] [10.1016/j.chmed.2025.10.001]

3. Huan Liu, Liying Liang, Minggang Wang, Qinfeng Huang, Yu Pan, Xiaojie Wei, Wenchao Zhang.  (2026)  Establishment of a Novel Monoclonal Antibody Based icELISA Method to Determine the Total Content of Ursolic and Oleanolic Acids in Fruits.  JOURNAL OF FOOD COMPOSITION AND ANALYSIS,      [PMID:] [10.1016/j.jfca.2026.109072]