Basic information
- CAS
14152-28-4- Standard SMILES
CCCCC[C@H](O)/C=C/[C@H]1C=CC(=O)[C@@H]1CCCCCCC(=O)O- InChIKey
BGKHCLZFGPIKKU-LDDQNKHRSA-N- Molecular formula
- C20H32O4
- Average molar mass
- 336.5 g/mol
- Monoisotopic mass
- 336.2300595
Overview
Prostaglandin A1 is a prostaglandins A. It is a conjugate acid of a prostaglandin A1(1-).
Names & identifiers
- Preferred name
- Pga1
- IUPAC
- 7-[(1R,2S)-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopent-3-en-1-yl]heptanoic acid
- English name
- PROSTAGLANDIN A1
- Molecular formula
- C20H32O4
- Molecular weight
- 336.47
Names & synonyms
prostaglandin A114152-28-4PGA1VYR271N44PDTXSID6013473147-[(1R,2S)-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopent-3-en-1-yl]heptanoic acidCHEBI:155459-oxo-15S-hydroxy-10Z,13E-prostadienoic acid(13E,15S)-15-hydroxy-9-oxo-Prosta-10,13-dien-1-oic acid7-((1R,2S)-2-((E,3S)-3-hydroxyoct-1-enyl)-5-oxocyclopent-3-en-1-yl)heptanoic acidRefChem:869887DTXCID401776026
Show more names
Prostaglandin AProstagladin E1C04685pga(sub1)pga(sup1)Prostagladin APROSTAGLANDINS A1prostaglandina(sup1)
Prosta-10,13-dien-1-oic acid, 15-hydroxy-9-oxo-, (13E,15S)-Prostaglandin E1-217(13E,15S)-15-hydroxy-9-oxoprosta-10,13-dien-1-oic acid15a-Hydroxy-9-oxo-10,13E-prostadienoate3-Cyclopentene-1-heptanoic acid, 2-(3-hydroxy-1-octenyl)-5-oxo-15-hydroxy-9-oxoprosta-10,13-dienoic acid15a-Hydroxy-9-oxo-10,13E-prostadienoic acidPGA(sub 1)
Database identifiers
Properties
Computed structural properties
- XLogP
- 4.4
- Topological polar surface area
- 74.6 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 13
- Heavy atoms
- 24
- Formal charge
- 0
- Complexity
- 439
Experimental & physicochemical properties
LipidsFatty Acyls [FA] -> Eicosanoids [FA03] -> Prostaglandins [FA0301]
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 43 °C · 43°C
- Boiling point
- 392.93 °C · 392.93°C (rough estimate)
- Density
- 1.0192 · 1.0192 (rough estimate)
- refractive index
- 1.4434 · 1.4434 (estimate)
- storage temp.
- -20 °C · -20°C
- solubility
- 10 mg/mL, · acetone: 10 mg/mL, clear
- form
- White solid.
- pka
- 4.77 · 4.77±0.10(Predicted)
- color
- Off-white
- biological source
- synthetic
- BRN
- 2003401 · 2003401
- Stability
- 1 year · Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month.
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H301 (50%): Toxic if swallowed [Danger Acute toxicity, oral]
P203, P264, P270, P280, P301+P316, P301+P317, P318, P321, P330, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 3 (50%)
Safety data
- F
- 8-10
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- rtecs
- GY5977900
- hs_code
- 2937500000
- Signal word
- Danger
- Symbol(GHS)
- GHS07,GHS08
- safety_code
- 22-24/25
- Storage Class
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- Hazard statements
- H302-H360F
- Hazard Classifications
- Acute Tox. 4 OralRepr. 1B
- Precautionary statements
- P201-P301+P312+P330-P308+P313
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Agents used in the prophylaxis or therapy of VIRUS DISEASES. Some of the ways they may act include preventing viral replication by inhibiting viral DNA polymerase; binding to specific cell-surface receptors and inhibiting viral penetration or uncoating; inhibiting viral protein synthesis; or blocking late stages of virus assembly.
Tissue LocationsPlatelet
Cellular LocationsExtracellular
Applications
DescriptionProstaglandin A1 (PGA1) was first isolated as a dehydration product of the PGE1 compounds found in human semen. It has been shown to cause renal vasodilation, increased urine sodium excretion, and lowered arterial pressure in hypertensive patients. It also has growth-inhibitory activity on tumor cells; the IC50 value for the inhibition of human ovarian cancer is 7.5 μM.
UsesProstaglandin A1 has been shown to inhibit human immunodeficiency virus type 1 (HIV-1) replication in various cell types. In addition, as a precursor to the anti-inflammatory prostaglandins, it activates pro-inflammatory PGD2 receptor CRTH2 initiating the anti-inflammatory response.
General DescriptionProstaglandin A1(PGA1) belongs to the class of cyclopentenone prostaglandin. PGA1 is generated by the dehydration of prostaglandin E1 (PGE1).
Suppliers35 total
国药集团化学试剂有限公司86-21-63210123 · [email protected]
湖北威德利化学试剂有限公司181-6332-1995 18062128043 · [email protected]
济南百隆化学有限公司[email protected] · [email protected]
Related reactions
22 records
Compound notes
Loading…