CAS 13345-50-1|(5Z)-7-[(1R,2S)-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-3-en-1-yl]hept-5-enoic acid|PGA2|prostaglandin A2|(5Z,13E,15S)-15-Hydroxy-9-oxoprosta-5,10,13-trien-1-oic acid|Prosta...

General Information

Structure

Molecular Formula

C₂₀H₃₀O₄

Molecular Mass

334.4498

Exact Mass

334.21440944

Charge

0

InChI

InChI=1S/C20H30O4/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/h4,7,12-18,21H,2-3,5-6,8-11H2,1H3,(H,23,24)/b7-4-,14-12+/t16-,17-,18+/m0/s1

InChIKey

MYHXHCUNDDAEOZ-FOSBLDSVSA-N

Canonic Smiles

CCCCC[C@@H](/C=C/[C@H]1C=CC(=O)[C@@H]1C/C=C\CCCC(=O)O)O

Isomeric Smiles

CCCCC[C@@H](/C=C/[C@H]1C=CC(=O)[C@@H]1C/C=C\CCCC(=O)O)O

Calculated Properties

JChem

LogD (pH = 7.4)

1.49

LogD (pH = 5.5)

3.25

Log P

4.38

Rotatable Bonds

12

H Donor

2

H Acceptors

4

Lipinski's Rule of Five

true

Acid pKa

4.40

Polar Surface Area

74.60

Polarizability

38.51

Molar Refractivity

99.09

LOG S

-4.57

Data Source

Commercial Catalog

Academic Data

Data Source

Names and Identifiers

IUPAC name

(5Z)-7-[(1R,2S)-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-3-en-1-yl]hept-5-enoic acid

Synonyms

PGA2(5Z,13E,15S)-15-Hydroxy-9-oxoprosta-5,10,13-trien-1-oic acidProstaglandin A2 solution5,6-cis-PGA2(15S)-PGA2PGA2prostaglandin A2(+)-Prostaglandin A(sup 2)MedullinProstaglandin A2(15S)-Prostaglandin A2

IUPAC Traditional name

prostaglandin A2

Names and Identifiers

Registration numbers

PubChem CID

5280880

PubChem SID

1622258762489854814717647

MDL Number

MFCD00077859

Beilstein Number

2221844