NP-MRD: Showing NP-Card for pgf(sub 2-β) (NP0318302)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Show more...Show more...

Record Information

Version

2.0

Created at

2022-09-11 18:42:59 UTC

Updated at

2022-09-11 18:42:59 UTC

NP-MRD ID

NP0318302

Secondary Accession Numbers

None

Natural Product Identification

Common Name

pgf(sub 2-β)

Description

Prostaglandin F2b, also known as PGF2B or 9b,11a-PGF2a, belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid. Thus, prostaglandin F2B is considered to be an eicosanoid lipid molecule. pgf(sub 2-β) is found in Gracilaria gracilis and Homo sapiens. pgf(sub 2-β) was first documented in 1975 (PMID: 1105694). Prostaglandin F2b is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral (PMID: 14504139) (PMID: 364547).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 59 59  0  0  0  0  0  0  0  0999 V2000
    7.3540    2.8447   -1.7453 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1388    1.7448   -0.7488 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6806    1.2957   -0.8657 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4510    0.1903    0.1306 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0345   -0.3220    0.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1183    0.8230    0.4085 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4265    1.3110    1.6919 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6699    0.3932    0.4523 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3127   -0.8543    0.2330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0598   -1.3867    0.2493 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1520   -2.4988    1.3084 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7926   -3.6210    0.8271 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9714   -1.9378    2.4324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8574   -0.8918    1.7922 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0879    0.1653    2.6663 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1358   -0.4320    0.5376 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1669   -0.3213   -0.5836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8355   -1.5699   -0.8742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1224   -1.7656   -0.7762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0504   -0.7099   -0.3473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0802   -0.3784   -1.4038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9764    0.7068   -0.8870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3137    1.9817   -0.5867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1058    2.1499   -0.8222 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0520    3.0104   -0.0319 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6785    2.7585   -2.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4182    2.7752   -2.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2374    3.8601   -1.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7929    0.8619   -0.9376 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3456    2.0741    0.2869 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0720    2.1780   -0.6713 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4842    0.9418   -1.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1200   -0.6533   -0.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6037    0.6242    1.1606 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9276   -1.0616    0.9182 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8078   -0.7583   -0.9002 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1427    1.6237   -0.3578 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9341    0.7224    2.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9811    1.1781    0.6726 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1661   -1.5369    0.0184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1905   -1.9421   -0.7170 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8566   -2.7075    1.6883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2411   -4.4235    1.0238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3547   -1.4864    3.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6123   -2.7397    2.8684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8413   -1.3029    1.5146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9473    1.0018    2.1284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.6031    0.7262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5659   -0.0479   -1.4947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8260    0.5058   -0.3051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2171   -2.4402   -1.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5745   -2.7590   -1.0180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6239    0.1664    0.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6855   -1.1794    0.4943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7453   -1.2812   -1.5426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6494   -0.1736   -2.3801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4375    0.3680    0.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8666    0.8397   -1.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7909    3.4837    0.8295 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 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 25  1  0
 23 24  2  0
 16 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  6
  7 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  6
 11 42  1  1
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  6
 15 47  1  0
 16 48  1  1
 17 49  1  0
 17 50  1  0
 18 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 21 55  1  0
 21 56  1  0
 22 57  1  0
 22 58  1  0
 25 59  1  0
M  END

  Mrv0541 02231219102D          

 25 25  0  0  1  0            999 V2000
   13.5584  -13.4118    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.5548  -14.2444    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.7677  -13.1599    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.4015  -12.6666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7782  -14.4998    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.2720  -14.6537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2849  -13.8350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4984  -12.3518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1152  -13.0864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5158  -15.3150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9858  -14.2444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9339  -13.0864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6994  -14.6537    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.6441  -12.6666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4131  -14.2444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6994  -15.4793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3507  -13.0759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1268  -14.6537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0644  -12.6631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8510  -14.2444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7746  -13.0689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5542  -14.6537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5023  -12.6386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7816  -13.9085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2784  -14.2444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  6  0  0  0
  2  5  1  0  0  0  0
  2  6  1  1  0  0  0
  3  7  1  0  0  0  0
  3  8  1  1  0  0  0
  4  9  1  0  0  0  0
  5 10  1  6  0  0  0
  6 11  2  0  0  0  0
  9 12  2  0  0  0  0
 11 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 15  1  0  0  0  0
 13 16  1  6  0  0  0
 14 17  1  0  0  0  0
 15 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 20  1  0  0  0  0
 19 21  1  0  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
 21 24  2  0  0  0  0
 22 25  1  0  0  0  0
  5  7  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0318302

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)C[C@@H](O)[C@@H]1C\C=C/CCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H34O5/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/h4,7,12-13,15-19,21-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,18+,19+/m0/s1

> <INCHI_KEY>
PXGPLTODNUVGFL-JZFBHDEDSA-N

> <FORMULA>
C20H34O5

> <MOLECULAR_WEIGHT>
354.481

> <EXACT_MASS>
354.240624198

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
40.86314123132749

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5Z)-7-[(1R,2R,3R,5R)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]hept-5-enoic acid

> <ALOGPS_LOGP>
3.11

> <JCHEM_LOGP>
2.6110544173333317

> <ALOGPS_LOGS>
-3.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.513964334215405

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.355294048784039

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6263153076120291

> <JCHEM_POLAR_SURFACE_AREA>
97.99000000000001

> <JCHEM_REFRACTIVITY>
100.4707

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.17e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
pgf(sub 2-β)

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      25.309 -25.035   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      25.302 -26.590   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      23.833 -24.565   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      26.883 -23.644   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      23.853 -27.066   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      26.641 -27.354   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      22.932 -25.825   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      23.330 -23.057   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      28.215 -24.428   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      23.363 -28.588   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      27.973 -26.590   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      29.743 -24.428   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      29.306 -27.354   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      31.069 -23.644   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      30.638 -26.590   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      29.306 -28.895   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      32.388 -24.408   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      31.970 -27.354   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      33.720 -23.638   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      33.322 -26.590   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      35.046 -24.395   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      34.635 -27.354   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      36.404 -23.592   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      35.059 -25.963   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      35.986 -26.590   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7    8                                                  
CONECT    4    1    9                                                       
CONECT    5    2   10    7                                                  
CONECT    6    2   11                                                       
CONECT    7    3    5                                                       
CONECT    8    3                                                            
CONECT    9    4   12                                                       
CONECT   10    5                                                            
CONECT   11    6   13                                                       
CONECT   12    9   14                                                       
CONECT   13   11   15   16                                                  
CONECT   14   12   17                                                       
CONECT   15   13   18                                                       
CONECT   16   13                                                            
CONECT   17   14   19                                                       
CONECT   18   15   20                                                       
CONECT   19   17   21                                                       
CONECT   20   18   22                                                       
CONECT   21   19   23   24                                                  
CONECT   22   20   25                                                       
CONECT   23   21                                                            
CONECT   24   21                                                            
CONECT   25   22                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   50    0
END

View in JSmol

Synonyms

Value	Source
5-Heptenoic acid, 7-[3,5-dihydroxy-2(3-hydroxy-1-octenyl)cyclopentyl]-, stereoisomer	ChEBI
9beta,11alpha-PGF2a	ChEBI
9beta,11alpha-PGF2alpha	ChEBI
PGF2b	ChEBI
PGF2beta	ChEBI
Prostaglandin F2-beta	ChEBI
5-Heptenoate, 7-[3,5-dihydroxy-2(3-hydroxy-1-octenyl)cyclopentyl]-, stereoisomer	Generator
9b,11a-PGF2a	Generator
9Β,11α-PGF2a	Generator
9Β,11α-PGF2α	Generator
PGF2Β	Generator
Prostaglandin F2-b	Generator
Prostaglandin F2-β	Generator
(5Z,13E)-9,11,15-Trihydroxy-prosta-5,13-dien-1-Oate	HMDB
(5Z,13E)-9,11,15-Trihydroxy-prosta-5,13-dien-1-Oic acid	HMDB
7-[3,5-Dihydroxy-2-(3-hydroxy-1-octenyl)cyclopentyl]-5-heptenoate	HMDB
7-[3,5-Dihydroxy-2-(3-hydroxy-1-octenyl)cyclopentyl]-5-heptenoic acid	HMDB
7-[3,5-Dihydroxy-2-(3-hydroxy-1-octenyl)cyclopentyl]-5-heptenoic acid stereoisomer	HMDB
7-[3a,5b-Dihydroxy-2-(3-hydroxy-1-octenyl)cyclopentyl]-5-heptenoate	HMDB
7-[3a,5b-Dihydroxy-2-(3-hydroxy-1-octenyl)cyclopentyl]-5-heptenoic acid	HMDB
9b,11a-PGF2	HMDB
Prostaglandin F2beta	HMDB
Prostaglandin F2beta, (5Z,8beta,9beta,11alpha,12alpha,13E,15S)-isomer	HMDB
Prostaglandin F2beta, (5Z,9beta,11beta,13E,15S)-isomer	HMDB
Prostaglandin F2beta, (5Z,9beta,11beta,13E,15R)-isomer	HMDB
Prostaglandin F2b	ChEBI
Prostaglandin F2β	Generator

Chemical Formula

C₂₀H₃₄O₅

Average Mass

354.4810 Da

Monoisotopic Mass

354.24062 Da

IUPAC Name

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

Traditional Name

pgf(sub 2-β)

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C20H34O5/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/h4,7,12-13,15-19,21-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,18+,19+/m0/s1

InChI Key

PXGPLTODNUVGFL-JZFBHDEDSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Gracilaria gracilis	LOTUS Database	35616633
Homo sapiens	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Prostaglandins and related compounds

Alternative Parents

Substituents

Prostaglandin skeleton
Long-chain fatty acid
Hydroxy fatty acid
Cyclopentanol
Fatty acid
Unsaturated fatty acid
Cyclic alcohol
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxide
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

prostaglandins Fbeta (CHEBI:28922 )
Prostaglandins (C02314 )
Prostaglandins (LMFA03010025 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.11	ALOGPS
logP	2.61	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	4.36	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	100.47 m³·mol⁻¹	ChemAxon
Polarizability	40.86 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0001483

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB022647

KNApSAcK ID

Not Available

Chemspider ID

4444144

KEGG Compound ID

C02314

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5280506

PDB ID

Not Available

ChEBI ID

28922

Good Scents ID

Not Available

References

General References

Tazzeo T, Miller J, Janssen LJ: Vasoconstrictor responses, and underlying mechanisms, to isoprostanes in human and porcine bronchial arterial smooth muscle. Br J Pharmacol. 2003 Oct;140(4):759-63. doi: 10.1038/sj.bjp.0705482. Epub 2003 Sep 22. [PubMed:14504139 ]
Hamosh P, Da Silva AM: The effect of prostaglandin F2beta on expiratory flow rates. Prostaglandins. 1975 Oct;10(4):599-606. doi: 10.1016/s0090-6980(75)80006-2. [PubMed:1105694 ]
Kimball FA, Porteus SE: Effect of in vivo prostaglandin treatment on 3H-PGF2alpha uptake in hamster corpora lutea. Prostaglandins. 1978 Sep;16(3):427-32. doi: 10.1016/0090-6980(78)90221-6. [PubMed:364547 ]
LOTUS database [Link]

Showing NP-Card for pgf(sub 2-β) (NP0318302)

MOL for NP0318302 (pgf(sub 2-β))

3D MOL for NP0318302 (pgf(sub 2-β))

3D SDF for NP0318302 (pgf(sub 2-β))

3D-SDF for NP0318302 (pgf(sub 2-β))

PDB for NP0318302 (pgf(sub 2-β))

3D PDB for NP0318302 (pgf(sub 2-β))

SMILES for NP0318302 (pgf(sub 2-β))

INCHI for NP0318302 (pgf(sub 2-β))

Structure for NP0318302 (pgf(sub 2-β))

3D Structure for NP0318302 (pgf(sub 2-β))