Nagilactone B | CAS# 19891-51-1 | LXR Regulator

MedKoo Cat#: 564310 | Name: Nagilactone B

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Description:

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

Nagilactone B is a unique selective LXR regulator which suppresses atherosclerosis in apoE-deficient mice via promotion of cholesterol efflux in macrophages.

Chemical Structure

Nagilactone B

CAS#19891-51-1

Theoretical Analysis

MedKoo Cat#: 564310

Name: Nagilactone B

CAS#: 19891-51-1

Chemical Formula: C19H24O7

Exact Mass: 364.1522

Molecular Weight: 364.39

Elemental Analysis: C, 62.63; H, 6.64; O, 30.73

Price and Availability

Size	Price	Availability	Quantity
1mg	USD 720.00	2 Weeks

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Synonym

Nagilactone B

IUPAC/Chemical Name

(1S,2R,3aS,5aS,6R,10bS,10cR)-1,2,6-Trihydroxy-3a,10b-dimethyl-7-(1-methylethyl)-1,2,3,3a,5a,6,10b,10c-octahydro-4H,9H-[2]benzofuro[7,1-fg]isochromene-4,9-dione

InChi Key

AEGWYWSJGKOLGB-ZLNDBNLZSA-N

InChi Code

InChI=1S/C19H24O7/c1-7(2)13-11-8(5-10(21)25-13)19(4)15-14(12(11)22)26-17(24)18(15,3)6-9(20)16(19)23/h5,7,9,12,14-16,20,22-23H,6H2,1-4H3/t9-,12-,14-,15+,16-,18+,19-/m1/s1

SMILES Code

O=C(O1)[C@@]2(C)C[C@@H](O)[C@@H](O)[C@]3(C)C4=CC(OC(C(C)C)=C4[C@@H](O)[C@]1([H])[C@]32[H])=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

2934.99.03.00

More Info

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Nagilactone B is a liver X receptor (LXR) agonist.

In vitro activity:

Among them, nagilactone B (2) exhibited a potent anti-inflammatory effect against NO production on RAW 264.7 cells; therefore, nagilactone B was further assessed for anti-inflammatory activity. Western blot analysis revealed that nagilactone B significantly decreased the expression of LPS-stimulated protein, inducible nitric oxide synthase (iNOS), cyclooxygenase (COX)-2, and phosphorylated extracellular regulated kinase (pERK)1/2. In addition, nagilactone B downregulated tumor necrosis factor (TNF)-α, interleukin (IL)-6, and IL-8 levels in LPS-induced macrophages and colonic epithelial cells. Reference: Molecules. 2021 Jul 17;26(14):4326. https://pubmed.ncbi.nlm.nih.gov/34299601/

In vivo activity:

Male apoE-deficient mice on C57BL/6J background received NLB (nagilactone B) (10 and 30 mg/kg) for 12 weeks. Compared with the model group, NLB treatment (10 and 30 mg/kg) significantly reduced en face lesions of total aorta areas. Hepatic and intestinal cholesterol accumulation was significantly alleviated on NLB treatment. Besides, NLB significantly improved plasma lipid profiles in apoE-deficient mice. Reference: Cardiovasc Res. 2016 Oct;112(1):502-14. https://pubmed.ncbi.nlm.nih.gov/27460841/

Preparing Stock Solutions

The following data is based on the product molecular weight 364.39 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. Kim C, Le D, Lee M. Diterpenoids Isolated from Podocarpus macrophyllus Inhibited the Inflammatory Mediators in LPS-Induced HT-29 and RAW 264.7 Cells. Molecules. 2021 Jul 17;26(14):4326. doi: 10.3390/molecules26144326. PMID: 34299601; PMCID: PMC8307039. 2. Gui Y, Yao S, Yan H, Hu L, Yu C, Gao F, Xi C, Li H, Ye Y, Wang Y. A novel small molecule liver X receptor transcriptional regulator, nagilactone B, suppresses atherosclerosis in apoE-deficient mice. Cardiovasc Res. 2016 Oct;112(1):502-14. doi: 10.1093/cvr/cvw183. Epub 2016 Jul 26. PMID: 27460841.

In vitro protocol:

In vivo protocol:

1. Gui Y, Yao S, Yan H, Hu L, Yu C, Gao F, Xi C, Li H, Ye Y, Wang Y. A novel small molecule liver X receptor transcriptional regulator, nagilactone B, suppresses atherosclerosis in apoE-deficient mice. Cardiovasc Res. 2016 Oct;112(1):502-14. doi: 10.1093/cvr/cvw183. Epub 2016 Jul 26. PMID: 27460841.

1: Gui Y, Yao S, Yan H, Hu L, Yu C, Gao F, Xi C, Li H, Ye Y, Wang Y. A novel small molecule liver X receptor transcriptional regulator, nagilactone B, suppresses atherosclerosis in apoE-deficient mice. Cardiovasc Res. 2016 Oct;112(1):502-14. doi: 10.1093/cvr/cvw183. Epub 2016 Jul 26. PubMed PMID: 27460841.