Ganoderic Acid C1 | CAS#95311-97-0 | Diverse triterpenoid

Ganoderic Acid C1
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WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 464001

CAS#: 95311-97-0

Description: Ganoderic acid C1 is a triterpenoid that has been found in G. lucidum and has diverse biological activities. It inhibits angiotensin-converting enzyme. Ganoderic acid C1 also inhibits HIV-1 protease with an IC50 value of 180 µM. It reduces the proliferation of murine Lewis lung carcinoma cells but not murine Meth-A sarcoma cells. Ganoderic acid C1 (20 µg/ml) inhibits LPS-induced NF-κB phosphorylation and production of TNF-α in RAW 264.7 cells, as well as in peripheral blood mononuclear cells (PBMCs) isolated from patients with asthma.

Chemical Structure

Ganoderic Acid C1

CAS# 95311-97-0

Product data Instruction

Theoretical Analysis

MedKoo Cat#: 464001
Name: Ganoderic Acid C1
CAS#: 95311-97-0
Chemical Formula: C30H42O7
Exact Mass: 514.29
Molecular Weight: 514.659
Elemental Analysis: C, 70.01; H, 8.23; O, 21.76

Price and Availability

Size	Price	Availability
1mg	USD 285	2 Weeks
5mg	USD 730	2 Weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym: Ganoderic Acid C1; Ganoderic-Acid C1; Ganoderic Acid-C1; Ganoderic-Acid-C1;

IUPAC/Chemical Name: (2R,6R)-6-((5R,7S,10S,13R,14R,17R)-7-hydroxy-4,4,10,13,14-pentamethyl-3,11,15-trioxo-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-methyl-4-oxoheptanoic acid

InChi Key: YTVGSCZIHGRVAV-NJNFCIENSA-N

InChi Code: InChI=1S/C30H42O7/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/h15-16,18-19,21,32H,8-14H2,1-7H3,(H,36,37)/t15-,16-,18-,19+,21+,28+,29-,30+/m1/s1

SMILES Code: C[C@]12C3=C([C@]4(C)[C@@]([H])(C[C@@H]3O)C(C(CC4)=O)(C)C)C(C[C@]1(C)[C@]([H])(CC2=O)[C@H](C)CC(C[C@H](C(O)=O)C)=O)=O

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: >2 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: 2934.99.9001

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Product Data:

Product Data

Instruction:

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Biological target:	Ganoderic acid C1, a natural compound that could be isolated from G. lucidum, suppresses TNF-α production by murine macrophages (RAW 264.7 cells).
In vitro activity:	This study first established the inhibitory effects of GAC1 (ganoderic acid C1) on TNF-α production by LPS stimulated-RAW 264.7 macrophages. LPS (1μg/mL) enhanced TNF-α production, and pretreatment with GAC1 decreased this TNF-α production in a dosedependent manner with a maximal suppressive effect at 20 and 40μg/mL. Reference: Inflamm Bowel Dis. 2015 Aug;21(8):1918-25. https://pubmed.ncbi.nlm.nih.gov/25993687/
In vivo activity:	In the present study, this study showed that GAC1 (ganoderic acid C1), a triterpinoid compound in ASHMI, significantly suppressed RW stimulated TNF-α production in murine macrophages, and this effect was associated with significantly reduced pIκB and significantly increased HDAC2 expression. Reference: Ann Allergy Asthma Immunol. 2014 Apr;112(4):339-47.e1-2. https://pubmed.ncbi.nlm.nih.gov/24679734/

Solubility Data

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	DMSO	50.0	97.15

Preparing Stock Solutions

The following data is based on the product molecular weight 514.66 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.

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:	1. Liu C, Dunkin D, Lai J, Song Y, Ceballos C, Benkov K, Li XM. Anti-inflammatory Effects of Ganoderma lucidum Triterpenoid in Human Crohn's Disease Associated with Downregulation of NF-κB Signaling. Inflamm Bowel Dis. 2015 Aug;21(8):1918-25. doi: 10.1097/MIB.0000000000000439. PMID: 25993687; PMCID: PMC4509964. 2. Srivastava KD, Dunkin D, Liu C, Yang N, Miller RL, Sampson HA, Li XM. Effect of Antiasthma Simplified Herbal Medicine Intervention on neutrophil predominant airway inflammation in a ragweed sensitized murine asthma model. Ann Allergy Asthma Immunol. 2014 Apr;112(4):339-47.e1-2. doi: 10.1016/j.anai.2014.01.021. PMID: 24679734; PMCID: PMC4118772.
In vitro protocol:	1. Liu C, Dunkin D, Lai J, Song Y, Ceballos C, Benkov K, Li XM. Anti-inflammatory Effects of Ganoderma lucidum Triterpenoid in Human Crohn's Disease Associated with Downregulation of NF-κB Signaling. Inflamm Bowel Dis. 2015 Aug;21(8):1918-25. doi: 10.1097/MIB.0000000000000439. PMID: 25993687; PMCID: PMC4509964. 2. Srivastava KD, Dunkin D, Liu C, Yang N, Miller RL, Sampson HA, Li XM. Effect of Antiasthma Simplified Herbal Medicine Intervention on neutrophil predominant airway inflammation in a ragweed sensitized murine asthma model. Ann Allergy Asthma Immunol. 2014 Apr;112(4):339-47.e1-2. doi: 10.1016/j.anai.2014.01.021. PMID: 24679734; PMCID: PMC4118772.
In vivo protocol:	1. Srivastava KD, Dunkin D, Liu C, Yang N, Miller RL, Sampson HA, Li XM. Effect of Antiasthma Simplified Herbal Medicine Intervention on neutrophil predominant airway inflammation in a ragweed sensitized murine asthma model. Ann Allergy Asthma Immunol. 2014 Apr;112(4):339-47.e1-2. doi: 10.1016/j.anai.2014.01.021. PMID: 24679734; PMCID: PMC4118772.

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1: Liu C, Yang N, Song Y, Wang L, Zi J, Zhang S, Dunkin D, Busse P, Weir D, Tversky J, Miller RL, Goldfarb J, Zhan J, Li XM. Ganoderic acid C1 isolated from the anti-asthma formula, ASHMI™ suppresses TNF-α production by mouse macrophages and peripheral blood mononuclear cells from asthma patients. Int Immunopharmacol. 2015 Aug;27(2):224-31. doi: 10.1016/j.intimp.2015.05.018. Epub 2015 May 21. PMID: 26004313; PMCID: PMC4635663.

2: Liu C, Dunkin D, Lai J, Song Y, Ceballos C, Benkov K, Li XM. Anti- inflammatory Effects of Ganoderma lucidum Triterpenoid in Human Crohn's Disease Associated with Downregulation of NF-κB Signaling. Inflamm Bowel Dis. 2015 Aug;21(8):1918-25. doi: 10.1097/MIB.0000000000000439. PMID: 25993687; PMCID: PMC4509964.

3: Srivastava KD, Dunkin D, Liu C, Yang N, Miller RL, Sampson HA, Li XM. Effect of Antiasthma Simplified Herbal Medicine Intervention on neutrophil predominant airway inflammation in a ragweed sensitized murine asthma model. Ann Allergy Asthma Immunol. 2014 Apr;112(4):339-47.e1-2. doi: 10.1016/j.anai.2014.01.021. PMID: 24679734; PMCID: PMC4118772.

4: Li BM, Gu HF, Li Y, Liu C, Wang HQ, Kang J, Wu CH, Chen RY. [Determination of nine triterpenoid acids from Ganoderma lucidum of different producting areas by HPLC]. Zhongguo Zhong Yao Za Zhi. 2012 Dec;37(23):3599-603. Chinese. PMID: 23477148.

5: Seo HW, Hung TM, Na M, Jung HJ, Kim JC, Choi JS, Kim JH, Lee HK, Lee I, Bae K, Hattori M, Min BS. Steroids and triterpenes from the fruit bodies of Ganoderma lucidum and their anti-complement activity. Arch Pharm Res. 2009 Nov;32(11):1573-9. doi: 10.1007/s12272-009-2109-x. PMID: 20091270.

6: Miyamoto I, Liu J, Shimizu K, Sato M, Kukita A, Kukita T, Kondo R. Regulation of osteoclastogenesis by ganoderic acid DM isolated from Ganoderma lucidum. Eur J Pharmacol. 2009 Jan 5;602(1):1-7. doi: 10.1016/j.ejphar.2008.11.005. Epub 2008 Nov 9. PMID: 19026632.

7: 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.

8: 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.

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