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Ganoderic acid information


Ganoderic acid A
Names
IUPAC name
(25R)-7β,15α-Dihydroxy-3,11,23-trioxolanost-8-en-26-oic acid
Systematic IUPAC name
(2R,6R)-6-[(1R,3S,3aR,4S,5aR,9aS,11aR)-3,4-Dihydroxy-3a,6,6,9a,11a-pentamethyl-7,10-dioxo-2,3,3a,4,5,5a,6,7,8,9,9a,10,11,11a-tetradecahydro-1H-cyclopenta[a]phenanthren-1-yl]-2-methyl-4-oxoheptanoic acid
Identifiers
CAS Number
  • 81907-62-2 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 413668 ☒N
PubChem CID
  • 471002
UNII
  • 548G37DF65 checkY
CompTox Dashboard (EPA)
  • DTXSID80903984 Edit this at Wikidata
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 ☒N
    Key: DYOKDAQBNHPJFD-JNTBEZBXSA-N ☒N
  • InChI=1/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
    Key: DYOKDAQBNHPJFD-JNTBEZBXBK
SMILES
  • OC(=O)[C@H](C)CC(=O)C[C@@H](C)[C@H]2C[C@H](O)[C@@]1(C)C/3=C(\C(=O)C[C@@]12C)[C@@]4(C)CCC(=O)[C@](C)(C)[C@@H]4C[C@@H]\3O
Properties
Chemical formula
C30H44O7
Molar mass 516.67
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

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.[1][2] Consequently, there have been efforts to identify the chemical constituents that may be responsible for the putative pharmacological effects. The two most well described ganoderic acids out of the many that have been identified and characterized are ganoderic acids A and B. Some ganoderic acids have been found to possess biological activities including hepatoprotection,[3] anti-tumor effects,[4] and 5-alpha reductase inhibition.[5]

  1. ^ Nishitoba, Tsuyoshi; Goto, Sanae; Sato, Hiroji; Sakamura, Sadao (1989). "Bitter triterpenoids from the fungus Ganoderma applanatum". Phytochemistry. 28 (1): 193–7. Bibcode:1989PChem..28..193N. doi:10.1016/0031-9422(89)85036-8.
  2. ^ Cite error: The named reference Mizuno 1995 was invoked but never defined (see the help page).
  3. ^ Liu, Li-Ying; Chen, Hui; Liu, Chao; Wang, Hong-Qing; Kang, Jie; Li, Yan; Chen, Ruo-Yun (2014). "Triterpenoids of Ganoderma theaecolum and their hepatoprotective activities". Fitoterapia. 98: 254–9. doi:10.1016/j.fitote.2014.08.004. PMID 25111010.
  4. ^ Cite error: The named reference pmid_17466920 was invoked but never defined (see the help page).
  5. ^ Cite error: The named reference pmid_16962782 was invoked but never defined (see the help page).

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