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Ganoderol B Sale

(Synonyms: 灵芝醇 B; Ganodermadiol) 目录号 : GC49228

A triterpenoid with diverse biological activities

Ganoderol B Chemical Structure

Cas No.:104700-96-1

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1 mg
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10 mg
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产品描述

Ganoderol B is a triterpenoid that has been found in G. lucidum and has diverse biological activities.1,2,3,4,5 It inhibits angiotensin-converting enzyme (ACE) and α-glucosidase (IC50s = 220 and 119.8 µM, respectively).1,2 Ganoderol B is cytotoxic to HGC-27 gastric, HeLa cervical, and A549 lung cancer cells (IC50s = 16.15, 12.64, and 9.77 µM, respectively).3 It prevents herpes simplex virus 1 (HSV-1) infection in Vero cells (EC50 = 68 µM).4 Ganoderol B (0.001 and 0.1 mg/kg) reduces testosterone-induced increases in ventral prostate weight in castrated rats.5

1.Morigiwa, A., Kitabatake, K., Fujimoto, Y., et al.Angiotensin converting enzyme-inhibitory triterpenes from Ganoderma lucidumChem. Pharm. Bull. (Tokyo)34(7)3025-3028(1986) 2.Fatmawati, S., Shimizu, K., and Kondo, R.Ganoderol B: A potent α-glucosidase inhibitor isolated from the fruiting body of Ganoderma lucidumPhytomedicine18(12)1053-1055(2011) 3.Su, H.-G., Zhou, Q.-M., Guo, L., et al.Lanostane triterpenoids from Ganoderma luteomarginatum and their cytotoxicity against four human cancer cell linesPhytochemistry15689-95(2018) 4.Mothana, R.A.A., Ali, N.A.A., Jansen, R., et al.Antiviral lanostanoid triterpenes from the fungus Ganoderma pfeifferiFitoterapia74(1-2)177-180(2003) 5.Liu, J., Shimizu, K., Konishi, F., et al.The anti-androgen effect of ganoderol B isolated from the fruiting body of Ganoderma lucidumBioorg. Med. Chem.15(14)4966-4972(2007)

Chemical Properties

Cas No. 104700-96-1 SDF
别名 灵芝醇 B; Ganodermadiol
Canonical SMILES C[C@]12C3=CC[C@](C(C)([C@H](CC4)O)C)([H])[C@@]4(C)C3=CC[C@@]1([C@]([C@@H](CC/C=C(C)/CO)C)([H])CC2)C
分子式 C30H48O2 分子量 440.7
溶解度 DMSO: soluble 储存条件 -20°C
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1 mM 2.2691 mL 11.3456 mL 22.6912 mL
5 mM 0.4538 mL 2.2691 mL 4.5382 mL
10 mM 0.2269 mL 1.1346 mL 2.2691 mL
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Research Update

Ganoderol B: a potent α-glucosidase inhibitor isolated from the fruiting body of Ganoderma lucidum

Phytomedicine 2011 Sep 15;18(12):1053-5.PMID:21596546DOI:10.1016/j.phymed.2011.03.011.

α-Glucosidase inhibitor has considerable potential as a diabetes mellitus type 2 drug because it prevents the digestion of carbohydrates. The search for the constituents reducing α-glucosidase activity led to the finding of active compounds in the fruiting body of Ganoderma lucidum. The CHCl(3) extract of the fruiting body of G. lucidum was found to show inhibitory activity on α-glucosidase in vitro. The neutral fraction, with an IC(50) of 88.7 μg/ml, had stronger inhibition than a positive control, acarbose, with an IC(50) of 336.7 μg/ml (521.5 μM). The neutral fraction was subjected to silica gel column chromatography and repeated p-HPLC to provide an active compound, (3β,24E)-lanosta-7,9(11),24-trien-3,26-diol (Ganoderol B). It was found to have high α-glucosidase inhibition, with an IC(50) of 48.5 μg/ml (119.8 μM).

The anti-androgen effect of Ganoderol B isolated from the fruiting body of Ganoderma lucidum

Bioorg Med Chem 2007 Jul 15;15(14):4966-72.PMID:17499997DOI:10.1016/j.bmc.2007.04.036.

The anti-androgenic activity of the ethanol extract of the fruiting body of Ganoderma lucidum has been previously reported. Ganoderol B with 5alpha-reductase inhibitory activity and the ability to bind to androgen receptor (AR) can inhibit androgen-induced LNCaP cell growth and suppress regrowth of the ventral prostate induced by testosterone in rats. The down-regulation of AR signaling by Ganoderol B provides an important mechanism for its anti-androgenic activity. In view of the fact that PSA (prostatic specific antigen, a well-accepted prognostic indicator of prostate cancer) is down-regulated, an important implication of this study is that Ganoderol B intervention strategy aimed at toning down the amplitude of androgen signaling could be helpful in controlling morbidity of prostate cancer. In conclusion, our result suggests that Ganoderol B might be useful in prostate cancer and benign prostatic hyperplasia (BPH) therapy through suppressing the function of androgen and its receptor.

[Triterpenoids from Ganoderma theaecolum]

Zhongguo Zhong Yao Za Zhi 2016 Mar;41(6):1075-1080.PMID:28875673DOI:10.4268/cjcmm20160617.

Fifteenlanostane triterpenoids were isolated from the ethanol extract of Ganoderma theaecolum by means of preparative HPLC,column chromatography over silica gel,ODS and were identified as lucidone C(1),lucidone D(2),7-oxo-ganoderic acid Z2(3),7-oxo-ganoderic acid Z(4),ganoderenicacid H(5),ganoderenic acid B(6),3β,7β-dihydroyl-11,15,23-trioxo-lanost-8,16-dien-26-oic acid(7),3β,7β-dihydroyl-11,15,23-trioxo-lanost-8,16-dien-26-oic acid methyl ester(8),ganolucidic acid B(9),ganolucidate F(10),methyl ganoderate C2(11),ganoderic acid ζ(12),ganoderic acid AP3(13),methyl ganoderate B(14),and Ganoderol B(15). Compounds 1-15 were isolated from this specie for the first time.

Preparative isolation of ganoderic acid S, ganoderic acid T and Ganoderol B from Ganoderma lucidum mycelia by high-speed counter-current chromatography

Biomed Chromatogr 2018 Oct;32(10):e4283.PMID:29748985DOI:10.1002/bmc.4283.

Ganoderic acid S, ganoderic acid T and ganoderal B are the main bioactive triterpenes of Ganoderma lucidum. In this study, mycelia of G. lucidum were obtained by two-stage fermentation and then extracted by ethanol and petroleum ether sequentially to obtain crude triterpenes. The crude sample was further purified by recycling high-speed counter-current chromatography with n-hexane-ethyl acetate-methanol-water (7:12:11:5, v/v/v/v) as the optimized two-phase solvent system. A 16.4 mg aliquot of Ganoderol B with a purity of 90.4% was separated from 300 mg of the crude sample in a single run. After employing the recycling elution mode of HSCCC with n-hexane-ethyl acetate-methanol-water (6:10:8:4.5, v/v/v/v) for five cycles, 25.7 mg ganoderic acid T and 3.7 mg ganoderic acid S with purities of 97.8 and 83.0%, respectively, were obtained. The purities of three compounds were determined by high-performance liquid chromatography and their chemical structures were identified by NMR and MS data.

Sterols and triterpenoids from Ganoderma lucidum and their reversal activities of tumor multidrug resistance

Nat Prod Res 2022 Mar;36(5):1396-1399.PMID:33691545DOI:10.1080/14786419.2021.1878514.

Two sterols and seven triterpenoids were isolated and identified from Ganoderma lucidum by silica gel column chromatography, preparative high-performance liquid chromatography and spectra analysis. Then, the multidrug resistance reversal activities of these compounds were assessed using MTT assay. Among these compounds, Ganoderol B (3), ganoderone A (4), ganodermanondiol (6) and ganoderiol F (8) were shown to reverse the resistance of human oral epidermoid carcinoma cell line KBv200 to doxorubicin, and the reversal folds were 6.59, 4.70, 4.01 and 7.09, respectively. Ganoderiol F could increase the intracellular accumulation of doxorubicin in KBv200 cells through inhibiting P-glycoprotein transport function. Further mechanistic investigation found that ganoderiol F did not alter P-glycoprotein expression. In conclusion, ganoderiol F has potent effect in reversing P-glycoprotein mediated tumor multidrug resistance. Potential reversal agents against multidrug resistance in tumor may be found in triterpenoids from Ganoderma lucidum.[Formula: see text].