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Key Documents

P5265

Sigma-Aldrich

Prostaglandin B1

synthetic, powder

Synonym(s):

(13E,15S)-15-Hydroxy-9-oxoprosta-8(12),13-dien-1-oic acid, PGB1

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About This Item

Empirical Formula (Hill Notation):
C20H32O4
CAS Number:
Molecular Weight:
336.47
Beilstein/REAXYS Number:
2004447
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

biological source

synthetic

assay

≥98% (HPLC)

form

powder

color

white to light yellow

storage temp.

−20°C

SMILES string

O=C1C(CCCCCCC(O)=O)=C(/C=C/[C@H](CCCCC)O)CC1

InChI

1S/C20H32O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h12,14,17,21H,2-11,13,15H2,1H3,(H,23,24)/b14-12+/t17-/m0/s1

InChI key

YBHMPNRDOVPQIN-VSOYFRJCSA-N

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Other Notes

Metabolite of prostaglandin E.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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H O Ho et al.
Journal of controlled release : official journal of the Controlled Release Society, 58(3), 349-355 (1999-04-01)
The percutaneous delivery of PGE1 and its alkyl esters in alcoholic saline solution through hairless mouse skin was compared. The quantification of alkyl esters was based on the same principle as that for PGE1, which was converted to PGB1 to
K Yamamura et al.
Journal of chromatography, 303(1), 165-172 (1984-10-26)
A high-performance liquid chromatographic method for the determination of prostaglandin E1 (PGE1) incorporated in white petrolatum, white ointment, hydrophilic petrolatum and Plastibase was investigated. The prostaglandin was separated from the oleaginous vehicles with n-hexane-aqueous acetonitrile. Most of white petrolatum, which
K Matsumoto et al.
Journal of pharmacobio-dynamics, 6(10), 784-786 (1983-10-01)
Prostaglandins A1, A2 and B2 (PG A1, A2 and B2) dose-dependently inhibited specific [3H]diazepam binding to rat brain membranes but did not affect specific [3H]Ro 5-4864 binding to kidney membranes. The inhibition of [3H]diazepam binding to brain membranes by benzodiazepine
M Mikołajczyk et al.
The Journal of organic chemistry, 65(17), 5127-5130 (2000-09-19)
3-(Dimethoxyphosphorylmethyl)cyclopent-2-enone was converted into (+/-)-prostaglandin B1 methyl ester in two steps involving regioselective alkylation at C(2) with methyl 7-iodoheptanoate and subsequent Horner-Wittig reaction with dimer of 2-hydroxyheptanal (42% overall yield). The use of (R)- and (S)-2-(tert-butyldimethylsilyloxy)heptanal for the Horner olefination
J Huwyler et al.
Analytical biochemistry, 188(2), 374-382 (1990-08-01)
A method for the simultaneous single-step organic extraction from biological matrices of peptido- and dihydroxyleukotrienes as well as 5-hydroperoxy- and 5-hydroxyeicosatetraenoic acid followed by separation and quantitation in a single run on reversed-phase high-performance liquid chromatography was evaluated. Using an

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