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11-Deoxyprostaglandin F1alpha

HCID 5283069
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Basic information

CAS
37785-98-1
Standard SMILES
CCCCC[C@H](O)/C=C/[C@H]1CC[C@H](O)[C@@H]1CCCCCCC(=O)O
InChIKey
HYBPXYQCXNOTFK-DUSCRHDRSA-N
Molecular formula
C20H36O4
Average molar mass
340.5 g/mol
Monoisotopic mass
340.26135963

Overview

11-Deoxy-PGF1alpha is a prostanoid.

Names & identifiers

Preferred name
11-Deoxyprostaglandin F1alpha
IUPAC
7-[(1R,2S,5R)-2-hydroxy-5-[(E,3S)-3-hydroxyoct-1-enyl]cyclopentyl]heptanoic acid
English name
11-Deoxy prostaglandin f1alpha
Molecular formula
C20H36O4
Molecular weight
340.5

Names & synonyms

37785-98-111-Deoxyprostaglandin F1alpha11-Deoxy-pgf1alphaDTXSID101347757RefChem:907980DTXCID501776493prost-13-en-1-oic acid, 9,15-dihydroxy-, (9 alpha,13E,15S)-11-deoxy Prostaglandin F1alpha11-deoxy-PGF1a7-[(1R,2S,5R)-2-hydroxy-5-[(E,3S)-3-hydroxyoct-1-enyl]cyclopentyl]heptanoic acid11-deoxy-Prostaglandin F1a11-deoxy Prostaglandin F1|A
Show more names
11-deoxy Prostaglandin F1αHYBPXYQCXNOTFK-DUSCRHDRSA-N9ALPHA,15S-DIHYDROXY-PROST-13E-EN-1-OIC ACID
9S,15S-dihydroxy-13E-prostaenoic acidProst-13-en-1-oic acid, 9,15-dihydroxy-, (9alpha,13E,15S)-11-deoxy Prostaglandin F1??orb1693455SCHEMBL3366567CHEBI:165302HMS3648L1711-DEOXY PROSTAGLANDIN F1

Database identifiers

CAS
37785-98-1
PubChem CID
5283069
DTXSID
DTXSID101347757

Properties

Computed structural properties

XLogP
4.4
Topological polar surface area
77.8 Ų
Hydrogen bond donors
3
Hydrogen bond acceptors
4
Rotatable bonds
13
Heavy atoms
24
Formal charge
0
Complexity
367

Experimental & physicochemical properties

LipidsFatty Acyls [FA] -> Eicosanoids [FA03] -> Prostaglandins [FA0301]

Physicochemical properties

storage temp.
-20 °C · Store at -20°C
solubility
50 mg/ml · DMF: >50 mg/ml (from PGF1a); DMSO: >50 mg/ml (from PGF1a); Ethanol: >75 mg/ml (from PGF1a); PBS pH 7.2: >2 mg/ml (from PGF1a)
form
A crystalline solid

Chemistry & industry

Applications · 2 items

Description11-deoxy PGF1α is a synthetic analog of PGF1α. In whole animal studies, a dose of 32 mg/kg inhibited gastric acid secretion by 35%. 11-deoxy PGF1α is also known to cause rat uterine contractions at a dose 0.3 times that of PGF1α. It also exhibits vasopressor and bronchoconstrictor activities at about half the potency of PGF2α in guinea pigs.

Uses11-deoxy Prostaglandin F1α (11-deoxy PGF1α) is an analog of prostaglandin F1α, exhibits side effects on intestines and causes the uterine contraction. 11-deoxy Prostaglandin F1α exhibits activity as vasopressor and bronchoconstrictor[1][2].

Additional notes

DefinitionChEBI: 11-Deoxy-PGF1alpha is a prostanoid.

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ChEBI
CHEBI:165302
Nikkaji
J82.143H