NP-MRD: Showing NP-Card for prostaglandin f1α (NP0183920)

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Record Information

Version

2.0

Created at

2022-09-03 22:54:58 UTC

Updated at

2022-09-03 22:54:58 UTC

NP-MRD ID

NP0183920

Secondary Accession Numbers

None

Natural Product Identification

Common Name

prostaglandin f1α

Description

Prostaglandin F1a, also known as PGF 1-alpha or PGF 1-Α, 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 F1A is considered to be an eicosanoid lipid molecule. Prostaglandin F1a is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. prostaglandin f1α is found in Apis cerana, Cervus nippon, Homo sapiens and Larix sibirica. prostaglandin f1α was first documented in 1980 (PMID: 6786342). All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signaling pathways (PMID: 9800431) (PMID: 2471677) (PMID: 1738450) (PMID: 2073401) (PMID: 7096507).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 61 61  0  0  0  0  0  0  0  0999 V2000
   -7.1921    2.1111   -0.9647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9374    0.8564   -0.1546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7053    1.0688    0.6877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5368    1.3497   -0.1941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2216    0.2672   -1.1584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8810   -1.0601   -0.5795 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8773   -1.6330    0.1921 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6616   -0.9270    0.2891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5355   -0.5602   -0.2797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2452   -0.3767    0.4002 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1973   -0.6793    1.8434 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7701    0.1737    2.4289 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3279   -2.0843    2.0396 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5833   -2.5399    0.6163 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5064   -3.5447    0.5171 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7956   -1.3333   -0.2044 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1053   -0.6925   -0.1993 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2461   -1.4645   -0.7504 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5531   -0.7226   -0.7056 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5718    0.5506   -1.4629 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9063    1.2548   -1.3922 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3429    1.6242   -0.0167 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6568    2.3090   -0.0970 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2144    2.4922   -1.1954 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3202    2.7733    1.0348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7070    2.9613   -0.4459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2829    2.3467   -0.9828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8262    2.0319   -1.9936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7784    0.7057    0.5783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8603   -0.0210   -0.8008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5136    0.2274    1.3676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8870    2.0054    1.3005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6327    1.6261    0.4171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7759    2.3031   -0.7533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1186    0.1221   -1.8226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3652    0.5857   -1.8054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6817   -1.7977   -1.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5362   -2.2563    0.8599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6939   -1.1214    1.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5401   -0.3710   -1.3502 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1344    0.6548    0.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1086   -0.5042    2.4265 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0635   -0.1883    3.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4838   -2.6680    2.5222 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2111   -2.1412    2.6763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4019   -2.9947    0.2856 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2410   -4.3106   -0.0239 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4301   -1.5388   -1.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3853   -0.4222    0.8621 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0282    0.2598   -0.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0296   -1.6546   -1.8405 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4064   -2.4092   -0.1935 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8302   -0.4866    0.3590 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3756   -1.3680   -1.0776 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3212    0.4621   -2.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8211    1.2880   -1.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9124    2.1710   -2.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6350    0.5651   -1.9045 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4621    0.6825    0.5766 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5819    2.2694    0.4323 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4160    3.7728    1.1660 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  1  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  1
 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  6
 17 49  1  0
 17 50  1  0
 18 51  1  0
 18 52  1  0
 19 53  1  0
 19 54  1  0
 20 55  1  0
 20 56  1  0
 21 57  1  0
 21 58  1  0
 22 59  1  0
 22 60  1  0
 25 61  1  0
M  END

  Mrv0541 02231219342D          

 25 25  0  0  1  0            999 V2000
   19.3042  -14.2037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4067  -18.6157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7563  -16.9087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0457  -18.3520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4873  -16.9930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0186  -14.6162    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.7331  -14.2037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7331  -13.3786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4543  -17.2058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8412  -17.7578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4477  -12.9661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2390  -17.4608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0566  -17.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4477  -12.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8521  -16.9087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4435  -18.0549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1621  -11.7286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8917  -17.9483    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.9716  -17.1637    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.6367  -17.1637    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.3042  -16.6787    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.7167  -17.9483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6588  -17.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0186  -15.4412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3042  -15.8537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  1  0  0  0
 18  2  1  6  0  0  0
 19  3  1  6  0  0  0
  4 23  1  0  0  0  0
  5 23  2  0  0  0  0
  6  7  1  0  0  0  0
  6 24  1  0  0  0  0
  7  8  1  0  0  0  0
  8 11  1  0  0  0  0
  9 10  1  0  0  0  0
  9 12  1  0  0  0  0
 10 13  1  0  0  0  0
 11 14  1  0  0  0  0
 12 15  1  0  0  0  0
 13 16  1  0  0  0  0
 14 17  1  0  0  0  0
 20 15  1  6  0  0  0
 16 23  1  0  0  0  0
 18 20  1  0  0  0  0
 18 22  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
 20 21  1  0  0  0  0
 21 25  1  1  0  0  0
 24 25  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0183920

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H36O5/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/h12-13,15-19,21-23H,2-11,14H2,1H3,(H,24,25)/b13-12+/t15-,16+,17+,18-,19+/m0/s1

> <INCHI_KEY>
DZUXGQBLFALXCR-CDIPTNKSSA-N

> <FORMULA>
C20H36O5

> <MOLECULAR_WEIGHT>
356.4968

> <EXACT_MASS>
356.256274262

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
42.52735951715222

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.95

> <JCHEM_LOGP>
2.9729760739999986

> <ALOGPS_LOGS>
-3.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.519069517996815

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.405126944977326

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6263152376154268

> <JCHEM_POLAR_SURFACE_AREA>
97.99000000000001

> <JCHEM_REFRACTIVITY>
99.3541

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.13e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
prostaglandin f1α

> <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  O   UNK     0      36.035 -26.514   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      34.359 -34.749   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      38.745 -31.563   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      24.352 -34.257   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      25.176 -31.720   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      37.368 -27.284   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      38.702 -26.514   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      38.702 -24.973   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      30.715 -32.117   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      29.570 -33.148   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      40.036 -24.203   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      32.179 -32.593   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      28.106 -32.672   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      40.036 -22.663   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      33.324 -31.563   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      26.961 -33.702   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      41.369 -21.893   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      35.265 -33.503   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      37.280 -32.039   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      34.789 -32.039   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      36.035 -31.134   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      36.805 -33.503   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      25.496 -33.227   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      37.368 -28.824   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      36.035 -29.594   0.000  0.00  0.00           C+0
CONECT    1    6                                                            
CONECT    2   18                                                            
CONECT    3   19                                                            
CONECT    4   23                                                            
CONECT    5   23                                                            
CONECT    6    1    7   24                                                  
CONECT    7    6    8                                                       
CONECT    8    7   11                                                       
CONECT    9   10   12                                                       
CONECT   10    9   13                                                       
CONECT   11    8   14                                                       
CONECT   12    9   15                                                       
CONECT   13   10   16                                                       
CONECT   14   11   17                                                       
CONECT   15   12   20                                                       
CONECT   16   13   23                                                       
CONECT   17   14                                                            
CONECT   18    2   20   22                                                  
CONECT   19    3   21   22                                                  
CONECT   20   15   18   21                                                  
CONECT   21   19   20   25                                                  
CONECT   22   18   19                                                       
CONECT   23    4    5   16                                                  
CONECT   24    6   25                                                       
CONECT   25   21   24                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   50    0
END

View in JSmol

Synonyms

Value	Source
(13E,15S)-9alpha,11alpha-9,11,15-Trihydroxyprost-13-en-1-Oic acid	ChEBI
PGF 1-alpha	ChEBI
Prostaglandin F1	ChEBI
Prostaglandin F1-alpha	ChEBI
(13E,15S)-9a,11a-9,11,15-Trihydroxyprost-13-en-1-Oate	Generator
(13E,15S)-9a,11a-9,11,15-Trihydroxyprost-13-en-1-Oic acid	Generator
(13E,15S)-9alpha,11alpha-9,11,15-Trihydroxyprost-13-en-1-Oate	Generator
(13E,15S)-9Α,11α-9,11,15-trihydroxyprost-13-en-1-Oate	Generator
(13E,15S)-9Α,11α-9,11,15-trihydroxyprost-13-en-1-Oic acid	Generator
PGF 1-a	Generator
PGF 1-Α	Generator
Prostaglandin F1-a	Generator
Prostaglandin F1-α	Generator
3,5-Dihydroxy-2-(3-hydroxy-1-octenyl)- (8ci)-cyclopentaneheptanoate	HMDB
3,5-Dihydroxy-2-(3-hydroxy-1-octenyl)- (8ci)-cyclopentaneheptanoic acid	HMDB
9a,11a,15(S)-Trihydroxy-13-trans-prostenoate	HMDB
9a,11a,15(S)-Trihydroxy-13-trans-prostenoic acid	HMDB
Prostaglandin F1alpha	HMDB
PGF1	HMDB
Prostaglandin F1, (9alpha,11beta,13E,15S)-isomer	HMDB
PGF1alpha	HMDB
PGF1 alpha	HMDB
Prostaglandin F1, (9alpha,11alpha,13E,15S)-(+-)-isomer	HMDB
Prostaglandin F1, (8beta,9alpha,11alpha,13E,15S)-isomer	HMDB
Prostaglandin F1, (9alpha,11alpha,13E,15R)-isomer	HMDB
PGF1a	HMDB
PGF1Α	HMDB

Chemical Formula

C₂₀H₃₆O₅

Average Mass

356.4968 Da

Monoisotopic Mass

356.25627 Da

IUPAC Name

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

Traditional Name

prostaglandin f1α

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C20H36O5/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/h12-13,15-19,21-23H,2-11,14H2,1H3,(H,24,25)/b13-12+/t15-,16+,17+,18-,19+/m0/s1

InChI Key

DZUXGQBLFALXCR-CDIPTNKSSA-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
Apis cerana	LOTUS Database	35616633
Cervus nippon	LOTUS Database	35616633
Homo sapiens	LOTUS Database	35616633
Larix sibirica	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
Fatty alcohol
Hydroxy fatty acid
Cyclopentanol
Cyclic alcohol
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Alcohol
Organic oxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

prostaglandins Falpha (CHEBI:28852 )
Prostaglandins (C06475 )
Prostaglandins (LMFA03010137 )

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	3.95	ALOGPS
logP	2.97	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	4.41	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	13	ChemAxon
Refractivity	99.35 m³·mol⁻¹	ChemAxon
Polarizability	42.53 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

HMDB0002685

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB023044

KNApSAcK ID

Not Available

Chemspider ID

4444441

KEGG Compound ID

C06475

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

3503

PubChem Compound

5280939

PDB ID

Not Available

ChEBI ID

28852

Good Scents ID

Not Available

References

General References

Sutton JG, Bosley C, Rands A: The detection by enzyme linked immunosorbent assay of P30 and 19-OH prostaglandin F1/F2, in the presence of a range of possible contaminants. Sci Justice. 1998 Jul-Sep;38(3):157-64. doi: 10.1016/S1355-0306(98)72100-8. [PubMed:9800431 ]
King SJ, Sutton JG, Trewsdale LA: Radioimmunoassay detection limits for 19-OH F1 alpha/F2 alpha prostaglandin in normal, infertile and vasectomized semen stains. Analysis of saliva, sweat and urine for possible non-specific or matrix effects. Forensic Sci Int. 1989 Mar;40(3):221-9. doi: 10.1016/0379-0738(89)90180-1. [PubMed:2471677 ]
O'Neill P, Walton S, Foy PM, Shaw MD: Role of prostaglandins in delayed cerebral ischemia after subarachnoid hemorrhage. Neurosurgery. 1992 Jan;30(1):17-22. doi: 10.1227/00006123-199201000-00004. [PubMed:1738450 ]
Beitz J, Forster W: Influence of human low density and high density lipoprotein cholesterol on the in vitro prostaglandin I2 synthetase activity. Biochim Biophys Acta. 1980 Dec 5;620(3):352-5. doi: 10.1016/0005-2760(80)90126-5. [PubMed:6786342 ]
Schweer H, Seyberth HW, Kuhl PG, Meese CO: Unusual metabolism of prostacyclin in infants with persistent septic pulmonary hypertension. Eicosanoids. 1990;3(4):237-42. [PubMed:2073401 ]
Barrow SE, Waddell KA, Ennis M, Dollery CT, Blair IA: Analysis of picomolar concentrations of 6-oxo-prostaglandin F1 alpha in biological fluids. J Chromatogr. 1982 Apr 30;239:71-80. doi: 10.1016/s0021-9673(00)81969-x. [PubMed:7096507 ]
LOTUS database [Link]

Showing NP-Card for prostaglandin f1α (NP0183920)

MOL for NP0183920 (prostaglandin f1α)

3D MOL for NP0183920 (prostaglandin f1α)

3D SDF for NP0183920 (prostaglandin f1α)

3D-SDF for NP0183920 (prostaglandin f1α)

PDB for NP0183920 (prostaglandin f1α)

3D PDB for NP0183920 (prostaglandin f1α)

SMILES for NP0183920 (prostaglandin f1α)

INCHI for NP0183920 (prostaglandin f1α)

Structure for NP0183920 (prostaglandin f1α)

3D Structure for NP0183920 (prostaglandin f1α)