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De-O-methyllasiodiplodin

CAS# 32885-82-8

De-O-methyllasiodiplodin

2D Structure

Catalog No. BCN7187----Order now to get a substantial discount!

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Quality Control of De-O-methyllasiodiplodin

3D structure

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De-O-methyllasiodiplodin

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Chemical Properties of De-O-methyllasiodiplodin

Cas No. 32885-82-8 SDF Download SDF
PubChem ID 14562695 Appearance Powder
Formula C16H22O4 M.Wt 278.34
Type of Compound Phenols Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (9S)-13,15-dihydroxy-9-methyl-10-oxabicyclo[10.4.0]hexadeca-1(12),13,15-trien-11-one
SMILES CC1CCCCCCCC2=CC(=CC(=C2C(=O)O1)O)O
Standard InChIKey NFEVFCAOVZCHBN-NSHDSACASA-N
Standard InChI InChI=1S/C16H22O4/c1-11-7-5-3-2-4-6-8-12-9-13(17)10-14(18)15(12)16(19)20-11/h9-11,17-18H,2-8H2,1H3/t11-/m0/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of De-O-methyllasiodiplodin

The rhizomes of Smilax glabra.

Biological Activity of De-O-methyllasiodiplodin

Description1. De-O-methyllasiodiplodin shows moderate suppression effects on induced NO production, suggests that it has potential anti-inflammatory activity. 2. De-O-methyllasiodiplodin exhibits radical scavenging and moderate antibacterial effects. 3. De-O-methyllasiodiplodin effectively lowers the blood glucose level in db/db mice possibly via ameliorating the expression of obesity-related pro-inflammatory cytokines, highlighting the potential of the marine natural product as a drug lead for the treatment of metabolic disorders.
TargetsIL Receptor | TNF-α | ROS | NO | Antifection

De-O-methyllasiodiplodin Dilution Calculator

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Preparing Stock Solutions of De-O-methyllasiodiplodin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.5927 mL 17.9636 mL 35.9273 mL 71.8546 mL 89.8182 mL
5 mM 0.7185 mL 3.5927 mL 7.1855 mL 14.3709 mL 17.9636 mL
10 mM 0.3593 mL 1.7964 mL 3.5927 mL 7.1855 mL 8.9818 mL
50 mM 0.0719 mL 0.3593 mL 0.7185 mL 1.4371 mL 1.7964 mL
100 mM 0.0359 mL 0.1796 mL 0.3593 mL 0.7185 mL 0.8982 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on De-O-methyllasiodiplodin

Marine natural product des-O-methyllasiodiplodin effectively lowers the blood glucose level in db/db mice via ameliorating inflammation.[Pubmed:23852084]

Acta Pharmacol Sin. 2013 Oct;34(10):1325-36.

AIM: des-O-methyllasiodiplodin (DML) from Cerbera manghas has shown antagonistic activity against mineralocorticoid receptor (MR). Considering the involvement of MR in the insulin tolerance, we attempted to investigate the potential of DML in the treatment of type 2 diabetes mellitus (T2DM). METHODS: Surface plasmon resonance (SPR) technology and reporter gene-based assays were used to study protein-small molecule interactions. HepG2 and 3T3-L1 cells were treated with H2O2 (0.2 mmol/L) or aldosterone (10 nmol/L) for 24 h. The expression of MR in the cells was downregulated with siRNA. The anti-inflammatory effect of the compound was evaluated, respectively. db/db mice were administered DML (30 mg.kg(-1).d(-1)) for 4 weeks. Serum biochemical parameters and insulin sensitivity were examined. The expression levels of pro-inflammatory cytokines (MCP-1, TNF-alpha and IL-6) and ROS-related genes (NADPH p47 subunit and transcriptional factor PU.1) in adipose tissues and livers were analyzed using real-time RT-PCR. RESULTS: In HepG2 and 3T3-L1 cells, both H2O2 and aldosterone markedly stimulates the expression of MCP-1, TNFalpha, IL-6, p47 and PU.1 genes. Co-treatment with DML (10 mumol/L) significantly reduced the H2O2- or aldosterone-induced expression of these genes. SPR-based assay confirmed the antagonistic activity of DML against the interaction between SRC-1 and MR-LBD. Furthermore, DML decreased aldosterone-induced MR transcriptional activity in a dose-dependent manner. Downregulation of MR with siRNA in the cells prevented or significantly attenuated aldosterone-stimulated expression of these genes, whereas DML did no longer affect the expression of these genes except that of IL-6. Oral administration of DML effectively reduced the levels of blood glucose and glycosylated hemoglobin (HbA1c) in db/db mice. The treatment also rectified the expression of pro-inflammatory factor and ROS-related genes in db/db mice. CONCLUSION: DML effectively lowers the blood glucose level in db/db mice possibly via ameliorating the expression of obesity-related pro-inflammatory cytokines, highlighting the potential of the marine natural product as a drug lead for the treatment of metabolic disorders.

A new sesquiterpenoid quinone with cytotoxicity from Abelmoschus sagittifolius.[Pubmed:26230217]

Nat Prod Res. 2016;30(5):565-9.

A new sesquiterpenoid quinone, Acyl hibiscone B (1), together with five known compounds, (R)-lasiodiplodin (2), (R)-De-O-methyllasiodiplodin, (3) dibutyl phthalate (4), (R)-9-phenylnonan-2-ol (5) and hibiscone B (6), was obtained from the stem tuber of Abelmoschus sagittifolius. The structure of compound 1 was elucidated by analysing its (1)H and (13)C NMR, (1)H-(1)H COSY, HSQC, HMBC, NOESY and HR-ESI-MS values. Compound 1 showed significant cytotoxicity against Hela and HepG-2 human cancer cell lines.

Chemical constituents from Gouania longipetala and Glyphaea brevis.[Pubmed:24910899]

Nat Prod Res. 2014;28(15):1210-3.

Five compounds were isolated altogether from the two medicinal plants. Glycerol monotricosanoate (1), palmarumycin BG1 (2) and De-O-methyllasiodiplodin (3) were isolated from Gouania longipetala. In addition, epicatechin (4) and its dimer procyanidin B2 (5) were isolated from the stem bark of Glyphaea brevis. Their structures were elucidated by using spectroscopic experiments. They exhibited radical scavenging and moderate antibacterial effects.

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