Ganoderic acid D - ≥99% , CAS No.108340-60-9

CAS: 108340-60-9 Cat. No.: G646775 Formula: C₃₀H₄₂O₇ Peso molecolare: 514.65 PubChem CID: 14109406

QUALITÀ & PUREZZA ≥99%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Panoramica

Ganoderic acid D, a highly oxygenated tetracyclic triterpenoid, is the major active component of Ganoderma lucidum . Ganoderic acid D upregulates the protein expression of SIRT3 and induces the deacetylated cyclophilin D (CypD) by SIRT3 . Ganoderic acid D inhibits the energy reprogramming of colon cancer cells including glucose uptake, lactate production, pyruvate and acetyl-coenzyme production in colon cancer cells Ganoderic acid D induces HeLa human cervical carcinoma apoptosis .

In Vitro

Ganoderic acid D can inhibit the growth of numerous cancer cell lines and it inhibits HeLa human cervical carcinoma cells with an IC 50 of 17.3 mM.\nGanoderic acid D (1-50 μM; 24-72 hours) reduces the cell survival rate in a dose- and time-dependent manner. Ganoderic acid D (10, 50 μM; 24, 48 hours) induces G2/M phase arrest. Ganoderic acid D (10, 50 μM; 24, 48 hours) induces a morphological change typical of apoptosis in HeLa cells. Ganoderic acid D (10 μM; 48 hours) up-regulates 14-3-3E and PRDX3. MCE has not independently confirmed the accuracy of these methods. They are for reference only. Cell Viability AssayCell Line: HeLa human cervical carcinoma cell line (CCL-2) Concentration: 1, 5, 10, 20, 50 μM Incubation Time: 24, 48, 72 hours Result: Reduced the cell survival rate in a dose- and time-dependent manner and had an IC 50 value of 17.3 μM for 48 hours treatment. Cell Cycle AnalysisCell Line: HeLa human cervical carcinoma cell line (CCL-2) Concentration: 10, 50 μM Incubation Time: 24, 48 hours Result: Induced G2/M phase arrest. Displayed a cell cycle profile with an elevated G2/M cell population after 24-h treatment with 10 μM. Apoptosis AnalysisCell Line: HeLa human cervical carcinoma cell line (CCL-2) Concentration: 10, 50 μM Incubation Time: 48 hours Result: Induced a morphological change typical of apoptosis in HeLa cells. Western Blot AnalysisCell Line: HeLa human cervical carcinoma cell line (CCL-2) Concentration: 10 μM Incubation Time: 48 hours Result: Up-regulated 14-3-3E and PRDX3.

Form:Solid

IC50& Target:SIRT3

Specifiche

Specifiche e purezza

≥99%

Meccanismi biochimici e fisiologici

Ganoderic acid D, a highly oxygenated tetracyclic triterpenoid, is the major active component of Ganoderma lucidum . Ganoderic acid D upregulates the protein expression of SIRT3 and induces the deacetylated cyclophilin D (CypD) by SIRT3 . Ganoderic acid D

Condizioni di conservazione di stoccaggio

Store at -20°C

Spedito in

Ice chest + Ice pads

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Tipo di azione

ACTIVATOR

Purezza

≥99%

Nomi e identificatori

Sorrisi canonici

CC(CC(=O)CC(C)C(=O)O)C1CC(=O)C2(C1(CC(=O)C3=C2C(CC4C3(CCC(=O)C4(C)C)C)O)C)C

IUPAC Name

(6R)-6-[(5R,7S,10S,13R,14R,17R)-7-hydroxy-4,4,10,13,14-pentamethyl-3,11,15-trioxo-1,2,5,6,7,12,16,17-octahydrocyclopenta[a]phenanthren-17-yl]-2-methyl-4-oxoheptanoic acid

InChIKey

YTVGSCZIHGRVAV-IYAQLQCNSA-N

INCHI

1S/C30H42O7/c1-15(10-17(31)11-16(2)26(36)37)18-12-23(35)30(7)25-19(32)13-21-27(3,4)22(34)8-9-28(21,5)24(25)20(33)14-29(18,30)6/h15-16,18-19,21,32H,8-14H2,1-7H3,(H,36,37)/t15-,16?,18-,19+,21+,28+,29-,30+/m1/s1

Isomeri SMILES

C[C@H](CC(=O)CC(C)C(=O)O)[C@H]1CC(=O)[C@@]2([C@@]1(CC(=O)C3=C2[C@H](C[C@@H]4[C@@]3(CCC(=O)C4(C)C)C)O)C)C

PubChem CID

14109406

Termini MeSH

ganoderic acid D

Peso molecolare

514.65

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Classe Prenol lipids
      • Subclass Triterpenoids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Classe: Prenol lipids
• Subclass: Triterpenoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Triterpenoids
• Alternative Parents: Monohydroxy bile acids, alcohols and derivatives Steroid acids 7-alpha-hydroxysteroids 3-oxo-5-alpha-steroids 14-alpha-methylsteroids 11-oxosteroids Medium-chain keto acids and derivatives Gamma-keto acids and derivatives Cyclohexenones Secondary alcohols Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Triterpenoid - Hydroxy bile acid, alcohol, or derivatives - Monohydroxy bile acid, alcohol, or derivatives - 23-oxosteroid - Bile acid, alcohol, or derivatives - Steroid acid - 3-oxosteroid - Hydroxysteroid - 11-oxosteroid - 14-alpha-methylsteroid - 15-oxosteroid - Oxosteroid - 7-alpha-hydroxysteroid - 7-hydroxysteroid - 3-oxo-5-alpha-steroid - Steroid - Medium-chain keto acid - Gamma-keto acid - Cyclohexenone - Keto acid - Cyclic ketone - Ketone - Secondary alcohol - Carboxylic acid - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Carbonyl group - Alcohol - Hydrocarbon derivative - Organooxygen compound - Organic oxide - Aliphatic homopolycyclic compound
• Descrizione: This compound belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.
• 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

Obiettivi associati (umani)

TNF Tclin Tumor necrosis factor (1 Activities)

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TNF Tclin TNF-alpha (1897 Activities)

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AKR1B1 Tclin Aldose reductase (1404 Activities)

Discover Target: AKR1B1

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Bel-7402 (4577 Activities)

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HepG2 (196354 Activities)

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Obiettivi associati (non umani)

P388 (20296 Activities)

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Meccanismi d'azione

Proprietà chimiche e fisiche

• Solubilità: DMSO : 100 mg/mL (194.31 mM; Need ultrasonic) H2O : <0.1 mg/mL (insoluble)
• Peso molecolare: 514.600 g/mol
• XLogP3: 1.900
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 514.293 Da
• Monoisotopic Mass: 514.293 Da
• Topological Polar Surface Area: 126.000 Ų
• Heavy Atom Count: 37
• Formal Charge: 0
• Complexity: 1110.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 7
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Domande frequenti

What is the purity of this product?

This product is supplied at ≥99% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at ?20 °C. Freezer storage is required to maintain the specified shelf life.

How is this product shipped?

This product ships in an insulated container with ice pads. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 108340-60-9, the molecular formula is C30H42O7, and the molecular weight is 514.65 g/mol. InChIKey YTVGSCZIHGRVAV-IYAQLQCNSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.