Asiaticoside - 10mM in DMSO , CAS No.16830-15-2

CAS: 16830-15-2 Cat. No.: A422081 Peso molecular: 959.12 Número EC: 240-851-7

GRADE & PURITY 10mM in DMSO

Synonyms

(-)-SENECIONINE | NSC-36002 | (2alpha,3beta,4alpha)-2,3,23-TRIHYDROXYURS-12-EN-28-OIC ACID O-6-DEOXY-alpha-L-MANNOPYRANOSYL-(1->4)-O-beta-D-GLUCOPYRANOSYL-(1->6)-O-beta-D-GLUCOPYRANOSYL ESTER | Madecassol | Prost-13-en-1-oic acid, 11,15-dihydroxy-6,9-diox

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Descripción general

Asiaticoside (Madecassol) is the active chemical component of the plant Centella asiatica. Asiaticoside is used to study potential treatments for wounds and burns.
Is used to study potential treatments for wounds and burns

Specifications

Sinónimos

(-)-SENECIONINE | NSC-36002 | (2alpha, 3beta, 4alpha)-2, 3, 23-TRIHYDROXYURS-12-EN-28-OIC ACID O-6-DEOXY-alpha-L-MANNOPYRANOSYL-(1->4)-O-beta-D-GLUCOPYRANOSYL-(1->6)-O-beta-D-GLUCOPYRANOSYL ESTER | Madecassol | Prost-13-en-1-oic acid, 11, 15-dihydroxy-6, 9-diox

Especificaciones y pureza

10mM in DMSO

Mecanismos bioquímicos y fisiológicos

Triterpene glycoside. Stimulates collagen biosynthesis and glycosaminoglycan synthesis. Displays wound-healing activity. Antiaging and anti-infective agent. Active in vivo and in vitro .

Condiciones de almacenamiento de almacenamiento

Store at -80°C

Enviado en

Dry ice packs + Cold packs

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Nombres e identificadores

• Sonrisas canónicas: CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)CO)O)O)C)C)C2C1C)C)C(=O)OC6C(C(C(C(O6)COC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)C)O)O)O)O)O)O)O)O
• IUPAC Name: [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (1S,2R,4aS,6aR,6aS,6bR,8aR,9R,10R,11R,12aR,14bS)-10,11-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylate
• InChIKey: WYQVAPGDARQUBT-FGWHUCSPSA-N
• INCHI: 1S/C48H78O19/c1-20-10-13-48(15-14-46(6)23(29(48)21(20)2)8-9-28-44(4)16-24(51)39(60)45(5,19-50)27(44)11-12-47(28,46)7)43(61)67-42-36(58)33(55)31(53)26(65-42)18-62-40-37(59)34(56)38(25(17-49)64-40)66-41-35(57)32(54)30(52)22(3)63-41/h8,20-22,24-42,49-60H,9-19H2,1-7H3/t20-,21+,22+,24-,25-,26-,27-,28-,29+,30+,31-,32-,33+,34-,35-,36-,37-,38-,39+,40-,41+,42+,44+,45+,46-,47-,48+/m1/s1
• Isómeros SMILES: C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(C[C@H]([C@@H]([C@@]5(C)CO)O)O)C)C)[C@@H]2[C@H]1C)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O)O)O)O)O)O
• WGK Alemania: 3
• Peso molecular: 959.12
• Reaxy-Rn: 25443182
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=25443182&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Clase: Prenol lipids
• Subclass: Terpene glycosides
• Intermediate Tree Nodes: Triterpene glycosides
• Direct Parent: Triterpene saponins
• Alternative Parents: Triterpenoids Oligosaccharides 12-beta-hydroxysteroids O-glycosyl compounds Oxanes Secondary alcohols Carboxylic acid esters Cyclic alcohols and derivatives Monocarboxylic acids and derivatives Acetals Polyols Oxacyclic compounds Primary alcohols Hydrocarbon derivatives Carbonyl compounds Organic oxides
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Triterpene saponin - Triterpenoid - Oligosaccharide - 12-hydroxysteroid - Hydroxysteroid - 12-beta-hydroxysteroid - Steroid - Glycosyl compound - O-glycosyl compound - Oxane - Cyclic alcohol - Secondary alcohol - Carboxylic acid ester - Polyol - Organoheterocyclic compound - Oxacycle - Monocarboxylic acid or derivatives - Acetal - Carboxylic acid derivative - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Carbonyl group - Alcohol - Primary alcohol - Aliphatic heteropolycyclic compound
• Descripción: 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: triterpenoid saponin

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

Objetivos asociados (humanos)

AMY2A Tclin Pancreatic alpha-amylase (74 Activities)

Discover Target: AMY2A

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

Mecanismos de acción

Propiedades químicas y físicas

• Sensibilidad: Moisture sensitive
• Punto de fusión (°C): 230-233°C
• Peso molecular: 959.100 g/mol
• XLogP3: 0.100
• Hydrogen Bond Donor Count: 12
• Hydrogen Bond Acceptor Count: 19
• Rotatable Bond Count: 10
• Exact Mass: 958.514 Da
• Monoisotopic Mass: 958.514 Da
• Topological Polar Surface Area: 315.000 Ų
• Heavy Atom Count: 67
• Formal Charge: 0
• Complexity: 1820.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 27
• 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

Referencias

1. Wang Pei, Wang Yun, Yi Yang, Gong Yan, Ji Haoran, Gan Yuci, Xie Fei, Fan Jinchen, Wang Xiansong.  (2022)  MXenes-integrated microneedle combined with asiaticoside to penetrate the cuticle for treatment of diabetic foot ulcer.  JOURNAL OF NANOBIOTECHNOLOGY,  20  (1): (1-14).  [PMID:35672708] [10.1186/s12951-022-01468-9]

2. Keyan Wu, Guanghuai Yao, Xiaolei Shi, Huan Zhang, Qingtian Zhu, Xinnong Liu, Guotao Lu, Lianghao Hu, Weijuan Gong, Qi Yang, Yanbing Ding.  (2020)  Asiaticoside ameliorates acinar cell necrosis in acute pancreatitis via toll-like receptor 4 pathway.  MOLECULAR IMMUNOLOGY,      [PMID:33308902] [10.1016/j.molimm.2020.11.018]

3. Shanguo Zhang, Tianyi Jiang, Depeng Yang, Liangyu Cao, Ming Li, Jiachao Tang, Qi Gu, Aitong Xu, Yu Li, Hongyuan Jiang.  (2025)  Dual-Domain Engineered Exosome-Based Self-Powered Microneedle Delivery Platform for the Treatment of Infected Wounds.  Materials Today Bio,      [PMID:41142430] [10.1016/j.mtbio.2025.102383]

4. Heng Li, Deguang Wang, Zixun Wang, Wenjie Chen, Yuxin Guo, Han Liang, Yanqiu Zhao, Qi Wang, Yiqian Huang, Wei Jing, Pengfei Wei, Bo Zhao, Binbin Guan, Min Zhang, Jing Yu, Xudong Xiang.  (2025)  Multifunctional SIS-PEG-AC bio-patch with enhanced adhesion, sustained anti-inflammatory activity, and regenerative properties to promote lung repair.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.171279]