CAS 5508-58-7

Andrographolide

Description:

Andrographolide is a natural compound primarily derived from the plant Andrographis paniculata, commonly known as the "king of bitters." It is a bicyclic diterpenoid lactone characterized by its bitter taste and is known for its various pharmacological properties. The molecular formula of andrographolide is C20H30O5, and it has a molecular weight of approximately 350.46 g/mol. This compound exhibits a range of biological activities, including anti-inflammatory, antioxidant, antimicrobial, and antiviral effects, making it of interest in traditional medicine and modern pharmacology. Andrographolide has been studied for its potential therapeutic applications in treating conditions such as respiratory infections, diabetes, and cancer. Its mechanism of action often involves modulation of various signaling pathways and immune responses. Additionally, it is relatively stable under standard conditions but may undergo degradation when exposed to extreme pH or temperature. Overall, andrographolide represents a significant area of research due to its diverse biological activities and potential health benefits.

Formula: C₂₀H₃₀O₅

InChI: InChI=1S/C20H30O5/c1-12-4-7-16-19(2,9-8-17(23)20(16,3)11-21)14(12)6-5-13-15(22)10-25-18(13)24/h5,14-17,21-23H,1,4,6-11H2,2-3H3/b13-5+/t14-,15-,16+,17-,19+,20+/m1/s1

InChI key: InChIKey=BOJKULTULYSRAS-OTESTREVSA-N

SMILES: C[C@]12[C@@]([C@@](CO)(C)[C@H](O)CC1)(CCC(=C)[C@H]2C/C=C/3\[C@H](O)COC3=O)[H]

Synonyms:

• (2R,5S,10R,12E,14S)-2,14,17-trihydroxy-20-oxo-9,19-didehydro-5,6,7,8,9,10,11,14,15-decahydro-20:5,10-dicycloretinal
• (2R,5S,6S,10R,12E,14S)-2,14,17-trihydroxy-20-oxo-9,19-didehydro-5,6,7,8,9,10,11,14,15-decahydro-20:5,10-dicycloretinal
• (3E,4S)-3-[2-[(1R,4aS,5R,6R,8aS)-Decahydro-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylene-1-naphthalenyl]ethylidene]dihydro-4-hydroxy-2(3H)-furanone
• (5S,10R,12E)-2,14,16-trihydroxy-20-oxo-9,19-didehydro-5,6,7,8,9,10,11,14,15-decahydro-20:5,10-dicycloretinal
• 2(3H)-Furanone, 3-(2-(decahydro-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylene-1-naphthalenyl)ethylidene)dihydro-4-hydroxy-, (1R-(1-alpha(E(S*)),4a-beta,5-alpha,6-alpha,8a-alpha))-
• 2(3H)-Furanone, 3-[2-[(1R,4aS,5R,6R,8aS)-decahydro-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylene-1-naphthalenyl]ethylidene]dihydro-4-hydroxy-, (3E,4S)-
• 2(3H)-Furanone, 3-[2-[decahydro-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylene-1-naphthalenyl]ethylidene]dihydro-4-hydroxy-, [1R-[1α[E(S*)],4aβ,5α,6α,8aα]]-
• 3-(2-(Decahydro-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylenenaphthyl)ethylidene)dihydro-4-hydroxyfuran-2(3H)-one
• 3-Dehydroandrographolide Or 19-Dehydroandrographolide? P. 1388
• 3-[2-[Decahydro-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylennaphthyl]ethyliden]dihydro-4-hydroxyfuran-2(3H)-on
• 3-[2-[decahidro-6-hidroxi-5-(hidroximetil)-5,8a-dimetil-2-metilennaftil]etiliden]dihidro-4-hidroxifuran-2(3H)-ona
• 3-[2-[decahydro-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylenenaphtyl]ethylidene]dihydro-4-hydroxyfuranne-2(3H)-one
• 4-hydroxy-3-{2-[6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidenedecahydronaphthalen-1-yl]ethylidene}dihydrofuran-2(3H)-one
• 5β,9β<span class="text-smallcaps">H</span>,10α-Labda-8(20),12-dien-16-oic acid, 3α,14,15,18-tetrahydroxy-, γ-lactone
• 5β,9βH,10α-Labda-8(20),12-dien-16-oic acid, 3α,14,15,18-tetrahydroxy-, γ-lactone
• Andrographis
• Andrographiside aglycon
• Andrographolid
• Andrographolide,14-Deoxy 11,12-Didehydro
• Nsc 383468

Andrographolide

CAS: 5508-58-7

Formula: C₂₀H₃₀O₅

Purity: >98.0%(HPLC)

Color and Shape: White to Light yellow powder to crystal

Molecular weight: 350.46

Ref: 3B-A2459

Andrographolide

CAS: 5508-58-7

Andrographolide analytical standard provided with chromatographic purity, to be used as reference material for qualitative determination.

Formula: C₂₀H₃₀O₅

Purity: (HPLC) ≥95%

Color and Shape: Powder

Molecular weight: 350.46

Ref: 11-3721

ANDROGRAPHOLIDE CRS

CAS: 5508-58-7

ANDROGRAPHOLIDE CRS

Formula: C₂₀H₃₀O₅

Molecular weight: 350.4492

Ref: 41-Y0001866

Andrographolide

CAS: 5508-58-7

Lactones, nesoi

Formula: C₂₀H₃₀O₅

Color and Shape: White Crystalline Powder

Molecular weight: 350.20932

Ref: 45-1034862

(3E,4S)-3-{2-[(1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-decahydronaphthalen-1-yl]ethylidene}-4-hydroxyoxolan-2-one

CAS: 5508-58-7

Formula: C₂₀H₃₀O₅

Purity: 98%

Color and Shape: Solid

Molecular weight: 350.4492

Ref: IN-DA003NW7

Andrographolide

CAS: 5508-58-7

Andrographolide

Purity: 98%

Molecular weight: 350.45g/mol

Ref: 54-OR1029051

Andrographolide

CAS: 5508-58-7

Formula: C₂₀H₃₀O₅

Purity: ≥ 98.0%

Color and Shape: White to off-white powder

Molecular weight: 350.45

Ref: 7W-GP9833

Andrographolide

CAS: 5508-58-7

Andrographolide

Purity: ≥98%

Molecular weight: 350.45g/mol

Ref: 54-BUP16789

Andrographolide

CAS: 5508-58-7

Formula: C₂₀H₃₀O₅

Purity: 95%~99%

Molecular weight: 350.455

Ref: BP-BP0164

Andrographolide

CAS: 5508-58-7

Andrographolide (Andrographis)(Andrographis), an irreversible antagonist of NF-κB, has anti-inflammatory and anti-platelet aggregation activities and potential

Formula: C₂₀H₃₀O₅

Purity: 99.39% - 99.97%

Color and Shape: Powder

Molecular weight: 350.45

Ref: TM-T2898

Andrographolide

CAS: 5508-58-7

Lactone

Formula: C₂₀H₃₀O₅

Purity: ≥ 98.0 % (HPLC)

Color and Shape: Powder

Molecular weight: 350.46

Ref: 5G-89561

Andrographolide

Controlled Product

CAS: 5508-58-7

Applications Andrographolide is a labdane diterpenoid (2). Andrographolide is the main bioactive component isolated from the medicinal plant Andrographis paniculata (2). Andrographolide showed significant antihepatotoxic action in P. berghei K173-induced hepatic damage in M. natalensis(1). Andrographolide inhibits tumor necrosis factor-α (TNF-α)-induced intercellular adhesion mol.-1 (ICAM-1) expression and adhesion of HL-60 cells onto human umbilical vein endothelial cells (HUVEC), which are associated with inflammatory diseases (2). These findings suggest that Andrographolide may have potential as a cardiovascular-protective agent.
References (1) Chander, R. et al.: Int. J. Pharmacog. (1995) 33, 135-8 (2) Chen, H.-W. et al.: J. Nat. Prod. (2011) 74, 2408-13

Formula: C₂₀H₃₀O₅

Color and Shape: Neat

Molecular weight: 350.45

Ref: TR-A637475

Andrographolide

CAS: 5508-58-7

Andrographolide is a labdane diterpenoid, which is the primary active constituent extracted from the plant *Andrographis paniculata*. This compound exhibits a broad spectrum of pharmacological activities, primarily attributed to its ability to modulate various biological pathways. The mode of action of andrographolide includes the inhibition of pro-inflammatory cytokines and enzymes, as well as the activation of pathways that enhance antioxidant activities within cells.

Formula: C₂₀H₃₀O₅

Purity: Min. 97.5 Area-%

Color and Shape: White Powder

Molecular weight: 350.45 g/mol

Ref: 3D-FA17902

Andrographolide

CAS: 5508-58-7

Formula: C₂₀H₃₀O₅

Purity: 95.0%

Color and Shape: Solid, Crystalline Powder

Molecular weight: 350.455

Ref: 10-F078895