Ganoderiol A

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 598360

CAS#: 106518-61-0

Description: Ganoderiol A is a tetracyclic triterpene isolated from Ganoderma amboinense.

Chemical Structure

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Ganoderiol A
CAS# 106518-61-0
Instruction

Theoretical Analysis

MedKoo Cat#: 598360
Name: Ganoderiol A
CAS#: 106518-61-0
Chemical Formula: C30H50O4
Exact Mass: 474.37
Molecular Weight: 474.720
Elemental Analysis: C, 75.90; H, 10.62; O, 13.48

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Synonym: Ganoderiol A; Ganoderiol A, (+)-; (+)-Ganoderiol A;

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

InChi Key: VMEFPSOTFFVAQJ-OBGNTNONSA-N

InChi Code: InChI=1S/C30H50O4/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/h9,13,19-20,23-25,31-34H,8,10-12,14-18H2,1-7H3/t19-,20-,23+,24+,25+,27-,28-,29+,30?/m1/s1

SMILES Code: CC1(C)[C@@H](O)CC[C@]2(C)C3=CC[C@]4(C)[C@@H]([C@H](C)CC[C@H](O)C(C)(O)CO)CC[C@](C)4C3=CC[C@@]12[H]

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: Soluble in DMSO

Shelf Life: >3 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

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

HS Tariff Code: 2934.99.03.00

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 474.72 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Wu GS, Song YL, Yin ZQ, Guo JJ, Wang SP, Zhao WW, Chen XP, Zhang QW, Lu JJ, Wang YT. Ganoderiol A-enriched extract suppresses migration and adhesion of MDA-MB-231 cells by inhibiting FAK-SRC-paxillin cascade pathway. PLoS One. 2013 Oct 29;8(10):e76620. doi: 10.1371/journal.pone.0076620. eCollection 2013. PubMed PMID: 24204647; PubMed Central PMCID: PMC3812178.

2: Chang UM, Li CH, Lin LI, Huang CP, Kan LS, Lin SB. Ganoderiol F, a ganoderma triterpene, induces senescence in hepatoma HepG2 cells. Life Sci. 2006 Aug 15;79(12):1129-39. Epub 2006 Mar 28. PubMed PMID: 16635496.

3: Liu JQ, Wang CF, Li Y, Luo HR, Qiu MH. Isolation and bioactivity evaluation of terpenoids from the medicinal fungus Ganoderma sinense. Planta Med. 2012 Mar;78(4):368-76. doi: 10.1055/s-0031-1280441. Epub 2011 Dec 12. PubMed PMID: 22161763.

4: Zhang Q, Zuo F, Nakamura N, Ma CM, Hattori M. Metabolism and pharmacokinetics in rats of ganoderiol F, a highly cytotoxic and antitumor triterpene from Ganoderma lucidum. J Nat Med. 2009 Jul;63(3):304-10. doi: 10.1007/s11418-009-0337-5. Epub 2009 May 1. PubMed PMID: 19407927.

5: 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. PubMed PMID: 9862140.

6: 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. PubMed PMID: 19331378.

7: Choi S, Nguyen VT, Tae N, Lee S, Ryoo S, Min BS, Lee JH. Anti-inflammatory and heme oxygenase-1 inducing activities of lanostane triterpenes isolated from mushroom Ganoderma lucidum in RAW264.7 cells. Toxicol Appl Pharmacol. 2014 Nov 1;280(3):434-42. doi: 10.1016/j.taap.2014.09.007. Epub 2014 Sep 16. PubMed PMID: 25239868.

8: Qiao Y, Zhang XM, Qiu MH. Two novel lanostane triterpenoids from Ganoderma sinense. Molecules. 2007 Aug 23;12(8):2038-46. PubMed PMID: 17960104.

9: 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. PubMed PMID: 22014750; PubMed Central PMCID: PMC3254236.

10: Zhang SS, Ma QY, Huang SZ, Dai HF, Guo ZK, Yu ZF, Zhao YX. Lanostanoids with acetylcholinesterase inhibitory activity from the mushroom Haddowia longipes. Phytochemistry. 2015 Feb;110:133-9. doi: 10.1016/j.phytochem.2014.12.012. Epub 2015 Jan 7. PubMed PMID: 25577284.

11: 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. PubMed PMID: 11745016.

12: Liu J, Tamura S, Kurashiki K, Shimizu K, Noda K, Konishi F, Kumamoto S, Kondo R. Anti-androgen effects of extracts and compounds from Ganoderma lucidum. Chem Biodivers. 2009 Feb;6(2):231-43. doi: 10.1002/cbdv.200800019. PubMed PMID: 19235153.

13: Sato N, Zhang Q, Ma CM, Hattori M. Anti-human immunodeficiency virus-1 protease activity of new lanostane-type triterpenoids from Ganoderma sinense. Chem Pharm Bull (Tokyo). 2009 Oct;57(10):1076-80. PubMed PMID: 19801861.

14: Khan A, Pan JH, Cho S, Lee S, Kim YJ, Park YH. Investigation of the Hepatoprotective Effect of Prunus mume Sieb. et Zucc Extract in a Mouse Model of Alcoholic Liver Injury Through High-Resolution Metabolomics. J Med Food. 2017 Aug;20(8):734-743. doi: 10.1089/jmf.2016.3874. Epub 2017 Jun 26. PubMed PMID: 28650205.

15: 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. PubMed PMID: 28078535.