Octacosanoic Acid | CAS#506-48-9 | D-003 component

MedKoo Cat#: 463227 | Name: Octacosanoic Acid

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Description:

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

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

Octacosanoic Acid

CAS#506-48-9

Theoretical Analysis

MedKoo Cat#: 463227

Name: Octacosanoic Acid

CAS#: 506-48-9

Chemical Formula: C28H56O2

Exact Mass: 424.4280

Molecular Weight: 424.75

Elemental Analysis: C, 79.18; H, 13.29; O, 7.53

Price and Availability

Size	Price	Availability
100mg	USD 350.00	2 Weeks
500mg	USD 950.00	2 Weeks
1g	USD 1,650.00	2 Weeks

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Related CAS #

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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

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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.

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:

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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