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PHR1445

Supelco

Orlistat

Pharmaceutical Secondary Standard; Certified Reference Material

Synonym(s):

Orlistat, (−)-Tetrahydrolipstatin, N-Formyl-L-leucine (1S)-1-[[(2S,3S)-3-hexyl-4-oxo-2-oxetanyl]methyl]dodecyl ester, Ro-18-0647

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About This Item

Empirical Formula (Hill Notation):
C29H53NO5
CAS Number:
96829-58-2
Molecular Weight:
495.73
MDL number:
MFCD05662360
UNSPSC Code:
41116107
PubChem Substance ID:
329822605
NACRES:
NA.24

grade

certified reference material
pharmaceutical secondary standard

Quality Level

300

agency

traceable to USP 1478800

API family

orlistat

CofA

current certificate can be downloaded

packaging

pkg of 1 g

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-30°C

SMILES string

CCCCCCCCCCC[C@@H](C[C@@H]1OC(=O)[C@H]1CCCCCC)OC(=O)[C@H](CC(C)C)NC=O

InChI

1S/C29H53NO5/c1-5-7-9-11-12-13-14-15-16-18-24(34-29(33)26(30-22-31)20-23(3)4)21-27-25(28(32)35-27)19-17-10-8-6-2/h22-27H,5-21H2,1-4H3,(H,30,31)/t24-,25-,26-,27-/m0/s1

InChI key

AHLBNYSZXLDEJQ-FWEHEUNISA-N

Gene Information

human ... LIPF(8513) , PNLIP(5406)

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Related Categories

General description

Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.
Orlistat is a specific lipase inhibitor derived from lipostatin, which is naturally produced by Streptomyces toxytricini. Lipase inhibition induced by orlistat reduces the absorption of dietary fat, thereby contributing to caloric deficit.

Application

Orlistat may be used as a pharmaceutical reference standard for the determination of the analyte in plasma samples and pharmaceutical formulations by high performance liquidchromatography techniques.
These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

Biochem/physiol Actions

Orlistat, used in obesity research, is a pancreatic lipase inhibitor that acts locally in the gastrointestinal tract to inhibit lipase.

Analysis Note

These secondary standards offer multi-traceability to the USP, EP and BP primary standards, where they are available.

Other Notes

Solution is not completely clear, small particles may remain floating.
This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.

Footnote

To see an example of a Certificate of Analysis for this material enter LRAA2822 in the slot below. This is an example certificate only and may not be the lot that you receive.

Recommended products

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

related product

Product No.
Description
Pricing

1478800

Orlistat, United States Pharmacopeia (USP) Reference Standard

1478833

Orlistat Related Compound C, United States Pharmacopeia (USP) Reference Standard

1478811

Orlistat Related Compound A, United States Pharmacopeia (USP) Reference Standard

1478844

Orlistat Related Compound D, United States Pharmacopeia (USP) Reference Standard

1478855

Orlistat Related Compound E, United States Pharmacopeia (USP) Reference Standard

1478822

Orlistat Related Compound B, United States Pharmacopeia (USP) Reference Standard

1680685

Tributyl phosphine oxide, United States Pharmacopeia (USP) Reference Standard

PHR2544

Orlistat Related Compound C, Pharmaceutical Secondary Standard; Certified Reference Material

PHR2543

Orlistat Related Compound B, Pharmaceutical Secondary Standard; Certified Reference Material

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
LRAD4435
LRAC7141
LRAC2769
LRAA2822
LRAA9219

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If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

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Lipase from porcine pancreas Type VI-S, ≥20,000 units/mg protein, lyophilized powder

Sigma-Aldrich

L0382

Lipase from porcine pancreas

4-Nitrophenyl dodecanoate ≥98.0% (GC)

Sigma-Aldrich

61716

4-Nitrophenyl dodecanoate

4-Nitrophenyl palmitate lipase substrate

Sigma-Aldrich

N2752

4-Nitrophenyl palmitate

Cholesterol from sheep wool, ≥92.5% (GC), powder

Sigma-Aldrich

C8503

Cholesterol

α-Glucosidase from Saccharomyces cerevisiae Type I, lyophilized powder, ≥10 units/mg protein (using p-nitrophenyl α-D-glucoside as substrate.)

Sigma-Aldrich

G5003

α-Glucosidase from Saccharomyces cerevisiae

A stability-indicating high performance liquid chromatographic assay for the determination of orlistat in capsules
Mohammadi A, et al.
Journal of Chromatography A, 1116(1-2), 153-157 (2006)
Quantitative Determination of Orlistat (Tetrahydrolipostatin, Ro 18-0647) in Human Plasma by High-performance Liquid Chromatography Coupled with Ion Spray Tandem Mass Spectrometry
Bennett PK, et al.
Journal of Mass Spectrometry : Jms, 32(7), 739-749 (1997)
Orlistat, a new lipase inhibitor for the management of obesity
Heck AM
Pharmacotherapy, 20(3), 270-279 (2000)

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