Prostaglandin E3

ID: ALA2074717

Cas Number: 802-31-3

PubChem CID: 5280937

Product Number: P355929, Order Now?

Max Phase: Preclinical

Molecular Formula: C20H30O5

Molecular Weight: 350.46

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Prostaglandin E3 | prostaglandin E3|PGE3|802-31-3|ZED6SBL53S|9-oxo-11R,15S-dihydroxy-5Z,13E,17Z-prostatrienoic acid|CHEBI:28031|(Z)-7-[(1R,2R,3R)-3-hydroxy-2-[(1E,3S,5Z)-3-hydroxyocta-1,5-dienyl]-5-oxocyclopentyl]hept-5-enoic acid|Prosta-5,13,17-trien-1-oicacid, 11,15-dihydroxy-9-oxo-, (5Z,11a,13E,15S,17Z)-|delta(17)-PGE1|PGE1, delta(17)-|Prosta-5,13,17-trien-1-oic acid, 11,15-dihydroxy-9-oxo-, (5Z,11.alpha.,13E,15S,17Z)-|delta(17)-Prostaglandin E1|(-)-prostaglandin E3|UNII-ZED6SBL53S|SCHEMBL336Show More⌵

Canonical SMILES:  CC/C=C\C[C@H](O)/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1C/C=C\CCCC(=O)O

Standard InChI:  InChI=1S/C20H30O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h3-4,6-7,12-13,15-17,19,21,23H,2,5,8-11,14H2,1H3,(H,24,25)/b6-3-,7-4-,13-12+/t15-,16+,17+,19+/m0/s1

Standard InChI Key:  CBOMORHDRONZRN-QLOYDKTKSA-N

Molfile:  

     RDKit          2D

 25 25  0  0  1  0  0  0  0  0999 V2000
   -3.3082   -1.1617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5236   -0.9068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9105   -1.4588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1258   -1.2039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9543   -0.3969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1697   -0.1419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4434   -0.6940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0018    0.6650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7865    0.9200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9580    1.7269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4060    2.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4145    2.2538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8185    3.0545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6254    2.8830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2385    3.4350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7117    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4261    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4261    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1406    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8551    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2840    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9985    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7130    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9985   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  1
  6  8  1  0
  8  9  2  0
 10  9  1  1
 10 11  1  0
 11 12  1  6
 11 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 10 16  1  0
 16 17  1  6
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2074717

   Prostaglandin E₃

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 350.46

Molecular Weight (Monoisotopic): 350.2093

AlogP: 3.03

#Rotatable Bonds: 11

Polar Surface Area: 94.83

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.30

CX Basic pKa: ┄

CX LogP: 2.86

CX LogD: -0.10

Aromatic Rings: ┄

Heavy Atoms: 25

QED Weighted: 0.39

Np Likeness Score: 2.25

References

1. Adachi H, Suzuki T, Abe M, Asano N, Mizutamari H, Tanemoto M, Nishio T, Onogawa T, Toyohara T, Kasai S, Satoh F, Suzuki M, Tokui T, Unno M, Shimosegawa T, Matsuno S, Ito S, Abe T..  (2003)  Molecular characterization of human and rat organic anion transporter OATP-D.,  285  (1): [PMID:14631946] [10.1152/ajprenal.00402.2002]

Source

Source(1):

• TP-search Transporter Database