Octacosanoic Acid
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MedKoo CAT#: 463227

CAS#: 506-48-9

Description: Octacosanoic acid is a very long-chain saturated fatty acid. It is the major component of D-003, a mixture of very long-chain aliphatic acids purified from sugar cane wax that has antiplatelet and cholesterol-lowering activities in animal models.

Chemical Structure

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Octacosanoic Acid
CAS# 506-48-9
Product data Instruction

Theoretical Analysis

MedKoo Cat#: 463227
Name: Octacosanoic Acid
CAS#: 506-48-9
Chemical Formula: C28H56O2
Exact Mass: 424.43
Molecular Weight: 424.754
Elemental Analysis: C, 79.18; H, 13.29; O, 7.53

Price and Availability

Size Price Availability Quantity
10mg USD -2 2 Weeks
25mg USD -2 2 Weeks
50mg USD -2 2 Weeks
2g USD -2 2 Weeks
5g USD -2 2 Weeks
100mg USD 220 2 Weeks
250mg USD 390 2 Weeks
500mg USD 630 2 Weeks
1g USD 930 2 Weeks
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Synonym: Octacosanoic Acid; Montanic Acid; NSC 407311; NSC407311; NSC-407311;

IUPAC/Chemical Name: octacosanoic acid

InChi Key: UTOPWMOLSKOLTQ-UHFFFAOYSA-N

InChi Code: InChI=1S/C28H56O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28(29)30/h2-27H2,1H3,(H,29,30)

SMILES Code: CCCCCCCCCCCCCCCCCCCCCCCCCCCC(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: >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: 2934.99.9001

More Info:

Product Data:
Product Data
Instruction:
View handling instruction
Biological target: Octacosanoic acid is a very long-chain saturated fatty acid.
In vitro activity: The exposure of cultured fibroblasts to a lipid-depleted medium (LDM) and D003 (0.05-50 microg ml(-1)) for 12 h inhibited, in a dose-dependent manner, cholesterol biosynthesis from 14C-labelled acetate (33-68%). The addition of D003 at concentrations inhibiting cholesterol biosynthesis from labelled acetate significantly decreased incorporation of radioactivity from 3H2O into sterols, but not from 14C-mevalonate. These data indicate that D003 inhibits cholesterol biosynthesis by interfering with early steps of cholesterol biosynthetic pathway. Reference: Pharmacol Res. 2001 Oct;44(4):299-304. https://pubmed.ncbi.nlm.nih.gov/11592864/
In vivo activity: D003 is a defined mixture of very long-chain saturated fatty acids, also isolated and purified from sugar cane wax, whose main component is octacosanoic acid followed by traicontanoic, dotriacontanoic, and tetracontanoic acids. Since very long-chain fatty acids are structurally related to their corresponding alcohols, this study investigated the effect of oral treatment with D003 (0.5, 5, 50, and 100 mg/kg) over 4 weeks in reducing the susceptibility of rat lipoprotein to oxidative modification. D003 increased lag phase by 53.1, 115.3, and 119.3%, respectively, and decreased the rate of conjugate-diene generation by 16.6, 21.5, and 19.6%, respectively. D003 also inhibited azo-compound initiated and macrophage-mediated lipid peroxidation as judged by the significant decrease in thiobarbituric acid reactive substance (TBARS) generation. Reference: Can J Physiol Pharmacol. 2002 Jan;80(1):13-21. https://pubmed.ncbi.nlm.nih.gov/11911221/

Preparing Stock Solutions

The following data is based on the product molecular weight 424.75 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: 1. Noa M, Mendoza S, Más R, Mendoza N. Effect of D-003, a mixture of high molecular weight primary acids from sugar cane wax, on CL4C-induced liver acute injury in rats. Drugs Exp Clin Res. 2002;28(5):177-83. PMID: 12635492. 2. Menéndez R, Más R, Amor AM, Rodeiros I, Gonzalez RM, Alfonso JL. Inhibition of cholesterol biosynthesis in cultured fibroblasts by D003, a mixture of very long chain saturated fatty acids. Pharmacol Res. 2001 Oct;44(4):299-304. doi: 10.1006/phrs.2001.0851. PMID: 11592864. 3. Menéndez R, Más R, Amor AM, Ledón N, Pérez J, González RM, Rodeiro I, Zayas M, Jiménez S. Inhibition of rat lipoprotein lipid peroxidation by the oral administration of D003, a mixture of very long-chain saturated fatty acids. Can J Physiol Pharmacol. 2002 Jan;80(1):13-21. doi: 10.1139/y01-088. PMID: 11911221. 4. Molina V, Arruzazabala ML, Carbajal D, Más R, Valdés S. Antiplatelet and antithrombotic effect of D-003. Pharmacol Res. 2000 Aug;42(2):137-43. doi: 10.1006/phrs.2000.0664. PMID: 10887042.
In vitro protocol: 1. Noa M, Mendoza S, Más R, Mendoza N. Effect of D-003, a mixture of high molecular weight primary acids from sugar cane wax, on CL4C-induced liver acute injury in rats. Drugs Exp Clin Res. 2002;28(5):177-83. PMID: 12635492. 2. Menéndez R, Más R, Amor AM, Rodeiros I, Gonzalez RM, Alfonso JL. Inhibition of cholesterol biosynthesis in cultured fibroblasts by D003, a mixture of very long chain saturated fatty acids. Pharmacol Res. 2001 Oct;44(4):299-304. doi: 10.1006/phrs.2001.0851. PMID: 11592864.
In vivo protocol: 1. Menéndez R, Más R, Amor AM, Ledón N, Pérez J, González RM, Rodeiro I, Zayas M, Jiménez S. Inhibition of rat lipoprotein lipid peroxidation by the oral administration of D003, a mixture of very long-chain saturated fatty acids. Can J Physiol Pharmacol. 2002 Jan;80(1):13-21. doi: 10.1139/y01-088. PMID: 11911221. 2. Molina V, Arruzazabala ML, Carbajal D, Más R, Valdés S. Antiplatelet and antithrombotic effect of D-003. Pharmacol Res. 2000 Aug;42(2):137-43. doi: 10.1006/phrs.2000.0664. PMID: 10887042.

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1: Ahmed SA, Rahman AA, Elsayed KNM, Abd El-Mageed HR, Mohamed HS, Ahmed SA. Cytotoxic activity, molecular docking, pharmacokinetic properties and quantum mechanics calculations of the brown macroalga Cystoseira trinodis compounds. J Biomol Struct Dyn. 2020 Jun 11:1-19. doi: 10.1080/07391102.2020.1774418. Epub ahead of print. PMID: 32462976.

2: Neipihoi, Narzary B, Saikia S, Saikia S, Tamuli KJ, Sahoo RK, Dutta D, Bordoloi M. Anticancer and antimicrobial compounds from Croton caudatus Gieseler and Eurya acuminata DC: Two edible plants used in the traditional medicine of the Kuki tribes. Nat Prod Res. 2020 Sep 16:1-5. doi: 10.1080/14786419.2020.1815737. Epub ahead of print. PMID: 32936060.

3: Tresch S, Heilmann M, Christiansen N, Looser R, Grossmann K. Inhibition of saturated very-long-chain fatty acid biosynthesis by mefluidide and perfluidone, selective inhibitors of 3-ketoacyl-CoA synthases. Phytochemistry. 2012 Apr;76:162-71. doi: 10.1016/j.phytochem.2011.12.023. Epub 2012 Jan 25. PMID: 22284369.

4: Haim D, Berríos M, Valenzuela A, Videla LA. Trace quantification of 1-octacosanol and 1-triacontanol and their main metabolites in plasma by liquid- liquid extraction coupled with gas chromatography-mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2009 Dec 15;877(32):4154-8. doi: 10.1016/j.jchromb.2009.10.034. Epub 2009 Nov 11. PMID: 19931494.

5: Li Y, Yang S, Bai S. [Studies on chemical constituents from roots of Angelica polymorpha]. Zhongguo Zhong Yao Za Zhi. 2009 Apr;34(7):854-7. Chinese. PMID: 19623980.

6: Tao ZM, Li YY, Ji P, Wang YB, Qin GW. Chemical constituents from aerial part of Curcuma wenyujin. Zhongguo Zhong Yao Za Zhi. 2007 Dec;32(24):2604-6. PMID: 18338597.

7: Guo QL, Yang JS, Liu JX. [Studies on the chemical constituents from Inula cappa (II)]. Zhong Yao Cai. 2007 Jan;30(1):35-7. Chinese. PMID: 17539299.

8: Zhang Y, Wolfert MA, Boons GJ. The influence of the long chain fatty acid on the antagonistic activities of Rhizobium sin-1 lipid A. Bioorg Med Chem. 2007 Jul 15;15(14):4800-12. doi: 10.1016/j.bmc.2007.05.012. Epub 2007 May 6. PMID: 17513113; PMCID: PMC1950268.

9: Zana R. Partial phase behavior and micellar properties of tetrabutylammonium salts of fatty acids: unusual solubility in water and formation of unexpectedly small micelles. Langmuir. 2004 Jul 6;20(14):5666-8. doi: 10.1021/la040033i. PMID: 16459576.

10: Noa M, Mendoza S, Mas R, Mendoza N. Lack of protective effect of D-003, a mixture of high-molecular-weight primary acids from sugar cane wax, on liver damage induced by galactosamine in rats. J Med Food. 2005 Fall;8(3):343-7. doi: 10.1089/jmf.2005.8.343. PMID: 16176145.

11: Noa M, Mendoza S, Más R. Effect of D-003 on intimal thickening and circulating endothelial cells in rabbit cuffed carotid artery. J Med Food. 2005 Summer;8(2):237-41. doi: 10.1089/jmf.2005.8.237. PMID: 16117617.