11beta-PGE2

Base Information

Chemical Name:11beta-PGE2
CAS No.:38310-90-6
Molecular Formula:C₂₀H₃₂O₅
Molecular Weight:352.471
Hs Code.:
DSSTox Substance ID:DTXSID301017289
Nikkaji Number:J17.784I
Wikidata:Q27161778
Metabolomics Workbench ID:2421
Mol file:38310-90-6.mol

Synonyms:11beta-Prostaglandin E2;11beta-PGE2;38310-90-6;11b-PGE2;11|A-Prostaglandin E2;(Z)-7-[(1R,2R,3S)-3-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]hept-5-enoic acid;ent-8,15-diepi-15-E2c-IsoP;9-oxo-11S,15S-dihydroxy-5Z,13E-prostadienoic acid;9-oxo-11S,15S-dihydroxy-5Z,13E-prostadienoic acid-cyclo[8R,12R];Prosta-5,13-dien-1-oic acid, 11,15-dihydroxy-9-oxo-,(5Z,11b,13E,15S)-;11??-Prostaglandin E2;11 beta -Prostaglandin E2;SCHEMBL16527305;CHEBI:89581;CHEBI:140932;XEYBRNLFEZDVAW-YUOXZBOXSA-N;DTXSID301017289;LMFA03010060;AKOS040755071;PD021134;HY-130223;CS-0105822;SR-01000946843;SR-01000946843-1;Q27161778;9-oxo-11beta,15S-dihydroxy-prosta-5Z,13E-dien-1-oic acid;(5Z,11beta,13E,15S)-11,15-Dihydroxy-9-oxoprosta-5,13-dien-1-oic acid

Suppliers and Price of 11beta-PGE2

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Cayman Chemical
11β-Prostaglandin E2 ≥98%
10mg
$ 409.00

Cayman Chemical
11β-Prostaglandin E2 ≥98%
5mg
$ 234.00

Cayman Chemical
11β-Prostaglandin E2 ≥98%
1mg
$ 56.00

Cayman Chemical
11β-Prostaglandin E2 ≥98%
500μg
$ 30.00

AK Scientific
11beta-ProstaglandinE2
10mg
$ 591.00

Total 13 raw suppliers

Chemical Property of 11beta-PGE2

Chemical Property:

Boiling Point:530.1±50.0 °C(Predicted)
PKA:4.75±0.10(Predicted)
PSA：94.83000
Density:1.148±0.06 g/cm3(Predicted)
LogP:3.25110
XLogP3:2.8
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:12
Exact Mass:352.22497412
Heavy Atom Count:25
Complexity:469

Purity/Quality:

99% ^*data from raw suppliers

11β-Prostaglandin E2 ≥98% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CCCCCC(C=CC1C(CC(=O)C1CC=CCCCC(=O)O)O)O
Isomeric SMILES:CCCCC[C@@H](/C=C/[C@H]1[C@H](CC(=O)[C@@H]1C/C=C\CCCC(=O)O)O)O
Uses 11β-PGE2 is the C-11 epimer of PGE2. It is a moderate inhibitor of PGE2 binding to rat hypothalamic membranes with a Ki value of 53 nM. 11β-PGE2 also stimulates bone resorption in rats at concentrations of 10-8 to 10-6 M which is similar to PGE2. 11β-PGE2 inhibits PGE2 binding to the prostaglandin transporter protein with a Ki of 56 nM.[Cayman Chemical]

Technology Process of 11beta-PGE2

There total 25 articles about 11beta-PGE2 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 303015-41-0
(5Z,8R,9R,11S,12S,13E,15R)-11,15-bis-(tert-butyldimethylsilyloxy)-9-oxoprosta-5,13-dienoic acid

: 363-24-6,13164-28-8,22230-04-2,27415-25-4,31660-13-6,31660-17-0,36150-00-2,37495-69-5,37785-90-3,38310-90-6,38873-82-4,39265-67-3,39648-42-5,54324-09-3,54324-10-6,57759-80-5,57759-81-6,63179-97-5,65026-02-0,65085-69-0,70051-84-2,85548-91-0
ent-prostaglandin E2

: ent-15-E_2t-isoprostane

Guidance literature:: (5Z,8R,9R,11S,12S,13E,15R)-11,15-bis-(tert-butyldimethylsilyloxy)-9-oxoprosta-5,13-dienoic acid; With pyridine; hydrogen fluoride; In tetrahydrofuran; water; acetonitrile; at 20 ℃; for 6h;

With potassium acetate; In methanol; at 20 ℃; for 96h;
DOI:10.1016/S0040-4020(00)00531-7

Reference yield:

: 214748-78-4
(Z)-7-[(1R,2S,3S,5R)-5-Acetoxy-3-hydroxy-2-((E)-(R)-3-hydroxy-oct-1-enyl)-cyclopentyl]-hept-5-enoic acid ethyl ester

: 363-24-6,13164-28-8,22230-04-2,27415-25-4,31660-13-6,31660-17-0,36150-00-2,37495-69-5,37785-90-3,38310-90-6,38873-82-4,39265-67-3,39648-42-5,54324-09-3,54324-10-6,57759-80-5,57759-81-6,63179-97-5,65026-02-0,65085-69-0,70051-84-2,85548-91-0
ent-prostaglandin E2

Guidance literature:: Multi-step reaction with 4 steps

1.1: 82 percent / imidazole; DMAP / CH₂Cl₂ / 24 h / 20 °C

2.1: 92 percent / LiOH*H₂O / tetrahydrofuran; H₂O; methanol / 24 h / 20 °C

3.1: 95 percent / Dess-Martin periodinate / CH₂Cl₂ / 20 h / 20 °C

4.1: HF; pyridine / H₂O; tetrahydrofuran; acetonitrile / 6 h / 20 °C

4.2: KOAc / methanol / 96 h / 20 °C

With pyridine; 1H-imidazole; dmap; lithium hydroxide; hydrogen fluoride; Dess-Martin periodane; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile; 1.1: Substitution / 2.1: Hydrolysis / 3.1: Oxidation / 4.1: Hydrolysis / 4.2: Isomerization;
DOI:10.1016/S0040-4020(00)00531-7

Reference yield:

: 303015-43-2
(5Z,8R,9R,11S,12S,13E,15R)-11,15-bis-(tert-butyldimethylsilyloxy)-9-hydroxyprosta-5,13-dienoic acid

: 363-24-6,13164-28-8,22230-04-2,27415-25-4,31660-13-6,31660-17-0,36150-00-2,37495-69-5,37785-90-3,38310-90-6,38873-82-4,39265-67-3,39648-42-5,54324-09-3,54324-10-6,57759-80-5,57759-81-6,63179-97-5,65026-02-0,65085-69-0,70051-84-2,85548-91-0
ent-prostaglandin E2

Guidance literature:: Multi-step reaction with 2 steps

1.1: 95 percent / Dess-Martin periodinate / CH₂Cl₂ / 20 h / 20 °C

2.1: HF; pyridine / H₂O; tetrahydrofuran; acetonitrile / 6 h / 20 °C

2.2: KOAc / methanol / 96 h / 20 °C

With pyridine; hydrogen fluoride; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; water; acetonitrile; 1.1: Oxidation / 2.1: Hydrolysis / 2.2: Isomerization;
DOI:10.1016/S0040-4020(00)00531-7