15-methyl-15S-PGE2
Basic information
- CAS
35700-27-7- Standard SMILES
CCCCC[C@](C)(O)/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1C/C=C\CCCC(=O)O- InChIKey
XSGQFHNPNWBVPT-DSFPJDRCSA-N- Molecular formula
- C21H34O5
- Average molar mass
- 366.5 g/mol
- Monoisotopic mass
- 366.24062418
Overview
15-Methyl-15S-PGE2 is a prostanoid.
Names & identifiers
- Preferred name
- 15-methyl-15S-PGE2
- IUPAC
- (Z)-7-[(1R,2R,3R)-3-hydroxy-2-[(E,3S)-3-hydroxy-3-methyloct-1-enyl]-5-oxocyclopentyl]hept-5-enoic acid
- English name
- 15(S)-15-Methyl prostaglandin E2
- Molecular formula
- C21H34O5
- Molecular weight
- 366.49
Names & synonyms
35700-27-715-methyl-15S-PGE215(S)-15-methyl Prostaglandin E2(15S)-15-Methylprostaglandin E2(Z)-7-[(1R,2R,3R)-3-hydroxy-2-[(E,3S)-3-hydroxy-3-methyloct-1-enyl]-5-oxocyclopentyl]hept-5-enoic acid15-methyl-15S-Prostaglandin E215(S)-15-METHYLPROSTAGLANDINE29-oxo-11R,15S-dihydroxy-15-methyl-5Z,13E-prostadienoic acid15(S)-15-Methyl-pge215(S)-15-Methyl-prostaglandin E215(S)-15-Methylprostaglandin E2Prosta-5,13-dien-1-oic acid, 11,15-dihydroxy-15-methyl-9-oxo-, (5Z,11-alpha,13E,15S,17Z)-
Show more names
,15s,17z)-XSGQFHNPNWBVPT-DSFPJDRCSA-N9-OXO-11ALPHA,15S-DIHYDROXY-15-METHYL-PROSTA-5Z,13E-DIEN-1-OIC ACIDprosta-5,13-dien-1-oicacid,11,15-dihydroxy-15-methyl-9-oxo-,(5z,11-alpha,13eProsta-5,13-dien-1-oic acid, 11,15-dihydroxy-15-methyl-9-oxo-, (5Z,11α,13E,15S)-
15(S)-15-methyl PGE2orb1693990SCHEMBL11403402CHEBI:165305DTXSID301303519HMS3648J03LMFA03010064MFCD00216055
Properties
Computed structural properties
- XLogP
- 3
- Topological polar surface area
- 94.8 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 12
- Heavy atoms
- 26
- Formal charge
- 0
- Complexity
- 511
Experimental & physicochemical properties
LipidsFatty Acyls [FA] -> Eicosanoids [FA03] -> Prostaglandins [FA0301]
Physicochemical properties
- Boiling point
- 417.24 °C · 417.24°C (rough estimate)
- Density
- 1.0525 · 1.0525 (rough estimate)
- refractive index
- 1.612 · 1.6120 (estimate)
- storage temp.
- -20 °C · Store at -20°C
- solubility
- 100 mg/ml · DMF: >100 mg/ml (from PGE2); DMSO: >100 mg/ml (from PGE2); Ethanol: >100 mg/ml (from PGE2); PBS pH 7.2: >5 mg/ml (from PGE2)
- pka
- 4.75 · 4.75±0.10(Predicted)
- Symbol(GHS)
- 2 · GHS02,GHS07
- Signal word
- Danger
- Hazard statements
- 225 · H225-H319-H336
- Precautionary statements
- 210 · P210-P240-P241-P242-P243-P261-P264-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P312-P337+P313-P370+P378-P403+P233-P403+P235-P405-P501
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS07
- Hazard statements
- H225-H319-H336
- Precautionary statements
- P210-P240-P241-P242-P243-P261-P264-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P312-P337+P313-P370+P378-P403+P233-P403+P235-P405-P501
Chemistry & industry
Applications
Uses(15S)-15-Methylprostaglandin E2 ((15R)-15-Methyl-PGE) is a prostaglandin E2 analog with the potential to prevent gastrointestinal bleeding and protect gastrointestinal cells[1].
Additional notes
DefinitionChEBI: 15-Methyl-15S-PGE2 is a prostanoid.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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