Ganodermanontriol
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MedKoo CAT#: 464982

CAS#: 106518-63-2

Description: Ganodermanontriol is a triterpene that has been found in G. lucidum and has diverse biological activities. It inhibits the activity of HIV-1 protease (IC50 = 70 µM), as well as reduces the activity of 5α-reductase by 32% when used at a concentration of 667 µM. Ganodermanontriol (25 and 50 µM) inhibits proliferation, colony formation, invasion, and migration of MDA-MB-231 human breast cancer cells. It reduces hepatocyte necrosis and increases in hepatic TNF-α and IL-6 levels in a mouse model of LPS/D-galactosamine-induced acute liver injury when administered at a dose of 5 mg/kg.


Chemical Structure

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Ganodermanontriol
CAS# 106518-63-2

Theoretical Analysis

MedKoo Cat#: 464982
Name: Ganodermanontriol
CAS#: 106518-63-2
Chemical Formula: C30H48O4
Exact Mass: 472.3553
Molecular Weight: 472.71
Elemental Analysis: C, 76.23; H, 10.24; O, 13.54

Price and Availability

Size Price Availability Quantity
1.0mg USD 380.0 2 Weeks
5.0mg USD 2080.0 2 Weeks
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Synonym: Ganodermanontriol;

IUPAC/Chemical Name: (5R,10S,13R,14R,17R)-4,4,10,13,14-pentamethyl-17-((2R,5S,6R)-5,6,7-trihydroxy-6-methylheptan-2-yl)-1,2,4,5,6,10,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one

InChi Key: KASALCUNLBTNAA-LIPCCPSCSA-N

InChi Code: InChI=1S/C30H48O4/c1-19(8-11-25(33)30(7,34)18-31)20-12-16-29(6)22-9-10-23-26(2,3)24(32)14-15-27(23,4)21(22)13-17-28(20,29)5/h9,13,19-20,23,25,31,33-34H,8,10-12,14-18H2,1-7H3/t19-,20-,23+,25+,27-,28-,29+,30-/m1/s1

SMILES Code: C[C@@]12C3=CC[C@@]4([C@]([H])(CC[C@]4(C3=CC[C@]1(C(C(CC2)=O)(C)C)[H])C)[C@H](C)CC[C@@H]([C@@](C)(CO)O)O)C

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: 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.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: To be determined

Shelf Life: >2 years if stored properly

Drug Formulation: To be determined

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

Preparing Stock Solutions

The following data is based on the product molecular weight 472.71 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL

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1: M P, Reddy GJ, Hema K, Dodoala S, Koganti B. Unravelling high-affinity binding compounds towards transmembrane protease serine 2 enzyme in treating SARS-CoV-2 infection using molecular modelling and docking studies. Eur J Pharmacol. 2021 Jan 5;890:173688. doi: 10.1016/j.ejphar.2020.173688. Epub 2020 Oct 29. PMID: 33130280; PMCID: PMC7598566.

2: Bharadwaj S, Lee KE, Dwivedi VD, Yadava U, Panwar A, Lucas SJ, Pandey A, Kang SG. Discovery of Ganoderma lucidum triterpenoids as potential inhibitors against Dengue virus NS2B-NS3 protease. Sci Rep. 2019 Dec 13;9(1):19059. doi: 10.1038/s41598-019-55723-5. PMID: 31836806; PMCID: PMC6911040.

3: Hu Z, Du R, Xiu L, Bian Z, Ma C, Sato N, Hattori M, Zhang H, Liang Y, Yu S, Wang X. Protective effect of triterpenes of Ganoderma lucidum on lipopolysaccharide-induced inflammatory responses and acute liver injury. Cytokine. 2020 Mar;127:154917. doi: 10.1016/j.cyto.2019.154917. Epub 2019 Nov 24. PMID: 31775117.

4: Xu C, Guo H, Kong D, Pang D, Ding Y. Ganodermanontriol inhibits expression of special AT rich sequence binding protein 1 gene in human hepatocellular carcinoma. J Cancer Res Ther. 2018 Dec;14(Supplement):S964-S968. doi: 10.4103/0973-1482.203597. PMID: 30539830.

5: Zheng DS, Chen LS. Triterpenoids from Ganoderma lucidum inhibit the activation of EBV antigens as telomerase inhibitors. Exp Ther Med. 2017 Oct;14(4):3273-3278. doi: 10.3892/etm.2017.4883. Epub 2017 Aug 3. PMID: 28912878; PMCID: PMC5585879.

6: Kohno T, Hai-Bang T, Zhu Q, Amen Y, Sakamoto S, Tanaka H, Morimoto S, Shimizu K. Tubulin polymerization-stimulating activity of Ganoderma triterpenoids. J Nat Med. 2017 Apr;71(2):457-462. doi: 10.1007/s11418-017-1072-y. Epub 2017 Jan 11. PMID: 28078535.

7: Kim JW, Kim HI, Kim JH, Kwon OC, Son ES, Lee CS, Park YJ. Effects of Ganodermanondiol, a New Melanogenesis Inhibitor from the Medicinal Mushroom Ganoderma lucidum. Int J Mol Sci. 2016 Oct 27;17(11):1798. doi: 10.3390/ijms17111798. PMID: 27801787; PMCID: PMC5133799.

8: Ruan W, Wei Y, Popovich DG. Distinct Responses of Cytotoxic Ganoderma lucidum Triterpenoids in Human Carcinoma Cells. Phytother Res. 2015 Nov;29(11):1744-52. doi: 10.1002/ptr.5426. Epub 2015 Aug 21. PMID: 26292672.

9: Ha do T, Oh J, Khoi NM, Dao TT, Dung le V, Do TN, Lee SM, Jang TS, Jeong GS, Na M. In vitro and in vivo hepatoprotective effect of ganodermanontriol against t-BHP-induced oxidative stress. J Ethnopharmacol. 2013 Dec 12;150(3):875-85. doi: 10.1016/j.jep.2013.09.039. Epub 2013 Oct 17. PMID: 24140584.

10: Kennedy EM, P'Pool SJ, Jiang J, Sliva D, Minto RE. Semisynthesis and biological evaluation of ganodermanontriol and its stereoisomeric triols. J Nat Prod. 2011 Nov 28;74(11):2332-7. doi: 10.1021/np200205n. Epub 2011 Nov 1. PMID: 22044278.

11: Jiang J, Jedinak A, Sliva D. Ganodermanontriol (GDNT) exerts its effect on growth and invasiveness of breast cancer cells through the down-regulation of CDC20 and uPA. Biochem Biophys Res Commun. 2011 Nov 18;415(2):325-9. doi: 10.1016/j.bbrc.2011.10.055. Epub 2011 Oct 18. PMID: 22033405.

12: Grienke U, Mihály-Bison J, Schuster D, Afonyushkin T, Binder M, Guan SH, Cheng CR, Wolber G, Stuppner H, Guo DA, Bochkov VN, Rollinger JM. Pharmacophore- based discovery of FXR-agonists. Part II: identification of bioactive triterpenes from Ganoderma lucidum. Bioorg Med Chem. 2011 Nov 15;19(22):6779-91. doi: 10.1016/j.bmc.2011.09.039. Epub 2011 Sep 29. PMID: 22014750; PMCID: PMC3254236.

13: Jedinak A, Thyagarajan-Sahu A, Jiang J, Sliva D. Ganodermanontriol, a lanostanoid triterpene from Ganoderma lucidum, suppresses growth of colon cancer cells through ß-catenin signaling. Int J Oncol. 2011 Mar;38(3):761-7. doi: 10.3892/ijo.2011.898. Epub 2011 Jan 11. PMID: 21225227.

14: Sato N, Ma CM, Komatsu K, Hattori M. Triterpene-farnesyl hydroquinone conjugates from Ganoderma sinense. J Nat Prod. 2009 May 22;72(5):958-61. doi: 10.1021/np800687t. PMID: 19331378.

15: Gao JJ, Min BS, Ahn EM, Nakamura N, Lee HK, Hattori M. New triterpene aldehydes, lucialdehydes A-C, from Ganoderma lucidum and their cytotoxicity against murine and human tumor cells. Chem Pharm Bull (Tokyo). 2002 Jun;50(6):837-40. doi: 10.1248/cpb.50.837. PMID: 12045343.

16: Min BS, Gao JJ, Hattori M, Lee HK, Kim YH. Anticomplement activity of terpenoids from the spores of Ganoderma lucidum. Planta Med. 2001 Dec;67(9):811-4. doi: 10.1055/s-2001-18854. PMID: 11745016.

17: Zhu M, Chang Q, Wong LK, Chong FS, Li RC. Triterpene antioxidants from ganoderma lucidum. Phytother Res. 1999 Sep;13(6):529-31. doi: 10.1002/(sici)1099-1573(199909)13:6<529::aid-ptr481>3.0.co;2-x. PMID: 10479768.

18: el-Mekkawy S, Meselhy MR, Nakamura N, Tezuka Y, Hattori M, Kakiuchi N, Shimotohno K, Kawahata T, Otake T. Anti-HIV-1 and anti-HIV-1-protease substances from Ganoderma lucidum. Phytochemistry. 1998 Nov;49(6):1651-7. doi: 10.1016/s0031-9422(98)00254-4. PMID: 9862140.

19: Min BS, Nakamura N, Miyashiro H, Bae KW, Hattori M. Triterpenes from the spores of Ganoderma lucidum and their inhibitory activity against HIV-1 protease. Chem Pharm Bull (Tokyo). 1998 Oct;46(10):1607-12. doi: 10.1248/cpb.46.1607. PMID: 9810695.