Structure Database (LMSD)
Common Name
PGA1
Systematic Name
9-oxo-15S-hydroxy-10Z,13E-prostadienoic acid
Synonyms
- Prostaglandin A1
- 15a-Hydroxy-9-oxo-10,13E-prostadienoic acid
- 15a-Hydroxy-9-oxo-10,13E-prostadienoate
LM ID
LMFA03010005
Formula
Exact Mass
Calculate m/z
336.23006
Sum Composition
Status
Curated
3D model of PGA1
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Biological Context
Prostaglandin A1 (PGA1) was first isolated as a dehydration product of the PGE1 compounds found in human semen.1 It has been shown to cause renal vasodilation, increased urine sodium excretion, and lowered arterial pressure in hypertensive patients.2 It also has growth-inhibitory activity on tumor cells; the IC50 value for the inhibition of human ovarian cancer is 7.5 µM.3
This information has been provided by Cayman Chemical
References
2. Hamberg, M., and Samuelsson, B. Prostaglandins in human seminal plasma. The Journal of Biological Chemisty 241(2), 257-263 (1966).
3. Kikuchi, Y., Kita, T., Hirata, J., et al. Preclinical studies of antitumor prostaglandins by using human ovarian cancer cells. Cancer Metastasis Rev. 13(3-4), 309-315 (1994).
String Representations
InChiKey (Click to copy)
BGKHCLZFGPIKKU-LDDQNKHRSA-N
InChi (Click to copy)
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/h12-18,21H,2-11H2,1H3,(H,23,24)/b14-12+/t16-,17-,18+/m0/s1
SMILES (Click to copy)
C1C(=O)[C@H](CCCCCCC(O)=O)[C@@H](/C=C/[C@@H](O)CCCCC)C=1
Other Databases
Wikipedia
KEGG ID
HMDB ID
CHEBI ID
LIPIDBANK ID
XPR1000
PubChem CID
SwissLipids ID
Cayman ID
PDB ID
Calculated Physicochemical Properties
Heavy Atoms
24
Rings
1
Aromatic Rings
0
Rotatable Bonds
13
Van der Waals Molecular Volume
366.80
Topological Polar Surface Area
74.60
Hydrogen Bond Donors
2
Hydrogen Bond Acceptors
4
logP
4.57
Molar Refractivity
96.27
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Updated at
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