Structure

Ganoderic Acid A

CAS
81907-62-2
Catalog Number
ACM81907622
Category
Others
Molecular Weight
514.65
Molecular Formula
C30H42O7

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Specification

Description
Ganoderic acids are a class of closely related triterpenoids (derivatives from lanosterol) found in Ganoderma mushrooms. For thousands of years, the fruiting bodies of Ganoderma fungi have been used in traditional medicines in East Asia. Consequently, there have been efforts to identify the chemical constituents that may be responsible for the putative pharmacological effects. There are dozens of ganoderic acids that have been isolated and characterized, of which ganoderic acid A and ganoderic acid B are the most well characterized. Some ganoderic acids have been found to possess biological activities including hepatoprotection, anti-tumor effects, and 5-alpha reductase inhibition. (Source: http://en.wikipedia.org/wiki/Ganoderic_acid).
Synonyms
(25R)-7β,15α-Dihydroxy-3,11,23-trioxo-5α-lanost-8-en-26-oic acid
IUPAC Name
(2R,6R)-6-[(5R,7S,10S,13R,14R,15S,17R)-7,15-dihydroxy-4,4,10,13,14-pentamethyl-3,11-dioxo-2,5,6,7,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-4-oxoheptanoic acid
Canonical SMILES
C[C@H](CC(=O)C[C@@H](C)C(=O)O)[C@H]1C[C@@H]([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)O
InChI
InChI=1S/C30H44O7/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/h15-16,18-19,21,23,32,35H,8-14H2,1-7H3,(H,36,37)/t15-,16-,18-,19+,21+,23+,28+,29-,30+/m1/s1
InChI Key
DYOKDAQBNHPJFD-JNTBEZBXSA-N
Boiling Point
690.1±55.0 °C
Melting Point
118-123 °C
Density
1.22 g/ml
Solubility
Soluble in DMSO
Appearance
Powder
Shelf Life
>2 years if stored properly
Storage
Dry, dark and at 0-4 °C for short term (days to weeks) or -20 °C for long term (months to years).
Biological Target
Ganoderic acid A can inhibit of the JAK-STAT3 signaling pathway.
Drug Formulation
This drug may be formulated in DMSO
Elemental Analysis
C, 69.74; H, 8.58; O, 21.68
Exact Mass
516.3087
HS Tariff Code
2934.99.9001
In Vitro Activity
The present data indicated that pretreatment with GAA (ganoderic acid A) notably suppressed the mRNA expression of TLR2, TLR4,
NLRP3, and caspase-1 induced by H2O2 (Figure 6(a)) in NP (nuceus pulposus) cells. Meanwhile, western blot analysis showed that
GAA could significantly inhibit the expressions of these proteins (Figure 6(b)). Thus, TLR4/NLRP3 signaling pathway activation
induced by H2O2 could be attenuated by GAA.
Reference: Bioengineered. 2022 May;13(5):11684-11693. https://pubmed.ncbi.nlm.nih.gov/35506157/
In Vivo Activity
Compared to thinning, rupture, and basal layer congestion of gastric mucosa in the gastric and duodenal tissues of the FD (functional
dyspepsia) group, the tissues in the GAA (ganoderic acid A) and Dom (domperidone) groups revealed intact gastric structure (Figure
2(a)). In addition, epithelial cell swelling, focal necrosis, exfoliation, and massive inflammatory cell infiltration were seen in the
duodenal tissue sections of the FD group. Upon treatment with GAA or Dom, however, these symptoms almost disappeared and only
mild hyperemia and inflammatory cell infiltration remained with intact duodenal mucosa (Figure 2(b)). Collectively, GAA could
significantly alleviate the gastric and duodenal tissue injury in FD rats.
Reference: Evid Based Complement Alternat Med. 2022 May 31;2022:2298665. https://pubmed.ncbi.nlm.nih.gov/35685728/
pKa
4.78±0.23
Shipping
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Stock Solution Storage
0-4 °C for short term (days to weeks), or -20 °C for long term (months).
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