| Identification | Back Directory | [Name]
Ganoderenic acid D | [CAS]
100665-43-8 | [Synonyms]
Ganoderenic acid d
(20E)-7β-Hydroxy-3,11,15,23-tetraoxolanosta-8,20(22)-diene-26-oic acid
(20E)-7β-Hydroxy-3,11,15,23-tetraoxo-5α-lanosta-8,20(22)-dien-26-oic acid
(7beta,20E)-7-Hydroxy-3,11,15,23-tetraoxolanosta-8,20(22)-dien-26-oic acid | [Molecular Formula]
C30H40O7 | [MDL Number]
MFCD32197329 | [MOL File]
100665-43-8.mol | [Molecular Weight]
512.634 |
| Chemical Properties | Back Directory | [Melting point ]
218-220℃ | [Boiling point ]
702.3±60.0 °C(Predicted) | [density ]
1.24±0.1 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | [form ]
Powder | [pka]
4.63±0.23(Predicted) | [color ]
White to off-white |
| Hazard Information | Back Directory | [Chemical Properties]
White powder, soluble in organic solvents such as methanol, ethanol, and DMSO. It is derived from the dried fruiting body of Ganoderma lucidum (Leyss. exFr.) Karst. of the Polyporaceae family. | [Uses]
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. It inhibits the energy reprogramming of colon cancer cells including glucose uptake, lactate production, pyruvate and acetyl-coenzyme production in colon cancer cells. It also induces HeLa human cervical carcinoma apoptosis. | [Definition]
ChEBI: Ganoderenic acid D is a triterpenoid. | [Biological Activity]
Ganoderenic acid D is a triterpenoid originally isolated from G. lucidum and has diverse biological activities. It inhibits angiotensin-converting enzyme (ACE; IC50 = 734 μM). Ganoderenic acid D is cytotoxic to HepG2 liver, HeLa cervical, and Caco-2 colon cancer cells (IC50s = 0.14, 0.18, and 0.26 mg/ml, respectively). It inhibits LPS-induced nitric oxide (NO) production in BV-2 microglia (IC50 = 13.77 μM). | [References]
[1] TRAN HAI-BANG Kuniyoshi S. Structure–activity relationship and inhibition pattern of reishi-derived (Ganoderma lingzhi) triterpenoids against angiotensin-converting enzyme[J]. Phytochemistry Letters, 2015, 12: Pages 243-247. DOI: 10.1016/j.phytol.2015.04.021
[2] WEIMEI RUAN. Extraction optimisation and isolation of triterpenoids from Ganoderma lucidum and their effect on human carcinoma cell growth.[J]. Natural Product Research, 2014, 28 24: 2264-2272. DOI: 10.1080/14786419.2014.938337
[3] YANG JIAO . Lanostane triterpenoids from Ganoderma curtisii and their NO production inhibitory activities of LPS-induced microglia[J]. Bioorganic & Medicinal Chemistry Letters, 2016, 26 15: Pages 3556-3561. DOI: 10.1016/j.bmcl.2016.06.023 |
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