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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2009-07-25 00:12:07 UTC

Update Date

2022-03-07 02:51:28 UTC

HMDB ID

HMDB0013039

Secondary Accession Numbers

HMDB13039

Metabolite Identification

Common Name

Prostaglandin G1

Description

Prostaglandin G1 belongs to the family of Prostaglandins. Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. 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. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 02251208152D          

 26 27  0  0  1  0            999 V2000
   13.8821  -16.9956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8821  -16.1706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1677  -15.7581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1677  -14.9331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4532  -14.5206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4532  -13.6956    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.1677  -13.2831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1677  -12.4580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7387  -13.2831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7387  -12.4580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0243  -12.0455    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.3098  -12.4580    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.8335  -11.6330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3098  -10.8080    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.5953  -11.2205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5953  -12.0455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0243  -11.2205    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.7387  -10.8080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4532  -11.2205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1677  -10.8080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8821  -11.2205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5966  -10.8080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3111  -11.2205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0256  -10.8080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7401  -11.2205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0256   -9.9830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  6  9  1  0  0  0  0
  7  8  1  0  0  0  0
  9 10  2  0  0  0  0
 11 10  1  6  0  0  0
 11 12  1  0  0  0  0
 11 17  1  0  0  0  0
 12 13  1  6  0  0  0
 12 16  1  0  0  0  0
 14 13  1  6  0  0  0
 14 15  1  0  0  0  0
 14 17  1  0  0  0  0
 15 16  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
M  END

HMDB0013039
     RDKit          3D
Prostaglandin G1
 60 61  0  0  0  0  0  0  0  0999 V2000
   -6.5826   -0.1994    0.4375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9435    1.2000    0.1564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0208    2.0827   -0.5845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6834    2.3553   -0.0387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6851    1.2804    0.0896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2040    0.6417   -1.1690 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2109   -0.4192   -0.7412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9233   -0.2337   -0.7275 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0998   -1.2169   -0.3248 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4265   -2.5256    0.1571 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4983   -2.2945    1.6758 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0258   -1.9277    1.7169 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4732   -3.0418    1.0759 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6524   -3.4196    0.1589 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9170   -0.7224    0.8388 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0085    0.1797    0.6431 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1936   -0.0537   -0.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1071   -1.1816    0.1465 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2754   -1.1671   -0.8599 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0541    0.1087   -0.8090 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6458    0.3499    0.5550 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4173    1.6265    0.5656 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9691    1.9574    1.6429 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5547    2.4466   -0.5214 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2035   -0.0040   -1.8570 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1568    0.4269   -3.1211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9928   -0.3141    1.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2483   -0.8027   -0.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5751   -0.7095    0.7395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9184    1.1837   -0.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1715    1.7082    1.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5477    3.0998   -0.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0099    1.8118   -1.6795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8308    2.7797    1.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2050    3.2087   -0.6130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8920    0.4969    0.8462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7503    1.7872    0.5257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6636    1.3868   -1.8152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6109   -1.3550   -0.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5489    0.7422   -1.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7110   -1.4215   -1.2264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3193   -2.9102   -0.2745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0445   -1.4002    1.9432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6902   -3.2019    2.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3540   -1.7658    2.7215 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1117   -0.0932    1.4309 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4101    0.4668    1.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6131    1.2116    0.3158 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9952    0.0198   -1.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8465    0.8765   -0.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6856   -2.1988    0.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4596   -1.1152    1.1746 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8772   -1.3984   -1.8596 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9890   -1.9919   -0.6152 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4876    0.9930   -1.1887 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9236   -0.0501   -1.5228 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8169    0.3813    1.2926 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3556   -0.4694    0.7690 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8463    2.6698   -1.1939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3189    0.1256   -3.5611 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
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 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  2  0
 22 24  1  0
  6 25  1  0
 25 26  1  0
 15  9  1  0
 14 10  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  6
  7 39  1  0
  8 40  1  0
  9 41  1  6
 10 42  1  6
 11 43  1  0
 11 44  1  0
 12 45  1  1
 15 46  1  1
 16 47  1  0
 16 48  1  0
 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
 24 59  1  0
 26 60  1  0
M  END


  Mrv0541 02251208152D          

 26 27  0  0  1  0            999 V2000
   13.8821  -16.9956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8821  -16.1706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1677  -15.7581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1677  -14.9331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4532  -14.5206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4532  -13.6956    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.1677  -13.2831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1677  -12.4580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7387  -13.2831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7387  -12.4580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0243  -12.0455    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.3098  -12.4580    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.8335  -11.6330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3098  -10.8080    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.5953  -11.2205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5953  -12.0455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0243  -11.2205    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.7387  -10.8080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4532  -11.2205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1677  -10.8080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8821  -11.2205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5966  -10.8080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3111  -11.2205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0256  -10.8080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7401  -11.2205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0256   -9.9830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  6  9  1  0  0  0  0
  7  8  1  0  0  0  0
  9 10  2  0  0  0  0
 11 10  1  6  0  0  0
 11 12  1  0  0  0  0
 11 17  1  0  0  0  0
 12 13  1  6  0  0  0
 12 16  1  0  0  0  0
 14 13  1  6  0  0  0
 14 15  1  0  0  0  0
 14 17  1  0  0  0  0
 15 16  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0013039

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC[C@H](OO)\C=C\[C@@H]1[C@@H]2C[C@@H](OO2)[C@H]1CCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H34O6/c1-2-3-6-9-15(24-23)12-13-17-16(18-14-19(17)26-25-18)10-7-4-5-8-11-20(21)22/h12-13,15-19,23H,2-11,14H2,1H3,(H,21,22)/b13-12+/t15-,16-,17-,18+,19-/m0/s1

> <INCHI_KEY>
QXCRWNZYEVOQMB-NDWDMBLISA-N

> <FORMULA>
C20H34O6

> <MOLECULAR_WEIGHT>
370.4804

> <EXACT_MASS>
370.23553882

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
42.054083282630515

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-[(1S,4R,5S,6S)-6-[(1E,3S)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl]heptanoic acid

> <ALOGPS_LOGP>
4.32

> <JCHEM_LOGP>
4.768184619999999

> <ALOGPS_LOGS>
-4.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.71241761760145

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.405126520074798

> <JCHEM_PKA_STRONGEST_BASIC>
-4.236788543423214

> <JCHEM_POLAR_SURFACE_AREA>
85.22

> <JCHEM_REFRACTIVITY>
98.2755

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.45e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-[(1S,4R,5S,6S)-6-[(1E,3S)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl]heptanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0013039
     RDKit          3D
Prostaglandin G1
 60 61  0  0  0  0  0  0  0  0999 V2000
   -6.5826   -0.1994    0.4375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9435    1.2000    0.1564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0208    2.0827   -0.5845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6834    2.3553   -0.0387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6851    1.2804    0.0896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2040    0.6417   -1.1690 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2109   -0.4192   -0.7412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9233   -0.2337   -0.7275 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0998   -1.2169   -0.3248 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4265   -2.5256    0.1571 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4983   -2.2945    1.6758 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0258   -1.9277    1.7169 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4732   -3.0418    1.0759 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6524   -3.4196    0.1589 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9170   -0.7224    0.8388 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0085    0.1797    0.6431 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1936   -0.0537   -0.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1071   -1.1816    0.1465 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2754   -1.1671   -0.8599 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0541    0.1087   -0.8090 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6458    0.3499    0.5550 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4173    1.6265    0.5656 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9691    1.9574    1.6429 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5547    2.4466   -0.5214 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2035   -0.0040   -1.8570 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1568    0.4269   -3.1211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9928   -0.3141    1.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2483   -0.8027   -0.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5751   -0.7095    0.7395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9184    1.1837   -0.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1715    1.7082    1.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5477    3.0998   -0.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0099    1.8118   -1.6795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8308    2.7797    1.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2050    3.2087   -0.6130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8920    0.4969    0.8462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7503    1.7872    0.5257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6636    1.3868   -1.8152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6109   -1.3550   -0.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5489    0.7422   -1.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7110   -1.4215   -1.2264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3193   -2.9102   -0.2745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0445   -1.4002    1.9432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6902   -3.2019    2.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3540   -1.7658    2.7215 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1117   -0.0932    1.4309 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4101    0.4668    1.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6131    1.2116    0.3158 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9952    0.0198   -1.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8465    0.8765   -0.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6856   -2.1988    0.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4596   -1.1152    1.1746 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8772   -1.3984   -1.8596 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9890   -1.9919   -0.6152 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4876    0.9930   -1.1887 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9236   -0.0501   -1.5228 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8169    0.3813    1.2926 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3556   -0.4694    0.7690 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8463    2.6698   -1.1939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3189    0.1256   -3.5611 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
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 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  2  0
 22 24  1  0
  6 25  1  0
 25 26  1  0
 15  9  1  0
 14 10  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  6
  7 39  1  0
  8 40  1  0
  9 41  1  6
 10 42  1  6
 11 43  1  0
 11 44  1  0
 12 45  1  1
 15 46  1  1
 16 47  1  0
 16 48  1  0
 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
 24 59  1  0
 26 60  1  0
M  END

HEADER    PROTEIN                                 25-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-FEB-12         0                                  
HETATM    1  C   UNK     0      25.913 -31.725   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      25.913 -30.185   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      24.580 -29.415   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      24.580 -27.875   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      23.246 -27.105   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      23.246 -25.565   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      24.580 -24.795   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      24.580 -23.255   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      21.912 -24.795   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      21.912 -23.255   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      20.579 -22.485   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      19.245 -23.255   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      18.356 -21.715   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      19.245 -20.175   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      17.911 -20.945   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      17.911 -22.485   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      20.579 -20.945   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      21.912 -20.175   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      23.246 -20.945   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      24.580 -20.175   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      25.913 -20.945   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      27.247 -20.175   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      28.581 -20.945   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      29.914 -20.175   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      31.248 -20.945   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      29.914 -18.635   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    6   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   17                                                  
CONECT   12   11   13   16                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   12   15                                                       
CONECT   17   11   14   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

COMPND    HMDB0013039
HETATM    1  C1  UNL     1      -6.583  -0.199   0.437  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.943   1.200   0.156  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.021   2.083  -0.585  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.683   2.355  -0.039  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.685   1.280   0.090  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.204   0.642  -1.169  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.211  -0.419  -0.741  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.923  -0.234  -0.728  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.100  -1.217  -0.325  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.426  -2.526   0.157  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.498  -2.295   1.676  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.026  -1.928   1.717  1.00  0.00           C  
HETATM   13  O1  UNL     1       1.473  -3.042   1.076  1.00  0.00           O  
HETATM   14  O2  UNL     1       0.652  -3.420   0.159  1.00  0.00           O  
HETATM   15  C13 UNL     1       0.917  -0.722   0.839  1.00  0.00           C  
HETATM   16  C14 UNL     1       2.009   0.180   0.643  1.00  0.00           C  
HETATM   17  C15 UNL     1       3.194  -0.054  -0.178  1.00  0.00           C  
HETATM   18  C16 UNL     1       4.107  -1.182   0.146  1.00  0.00           C  
HETATM   19  C17 UNL     1       5.275  -1.167  -0.860  1.00  0.00           C  
HETATM   20  C18 UNL     1       6.054   0.109  -0.809  1.00  0.00           C  
HETATM   21  C19 UNL     1       6.646   0.350   0.555  1.00  0.00           C  
HETATM   22  C20 UNL     1       7.417   1.627   0.566  1.00  0.00           C  
HETATM   23  O3  UNL     1       7.969   1.957   1.643  1.00  0.00           O  
HETATM   24  O4  UNL     1       7.555   2.447  -0.521  1.00  0.00           O  
HETATM   25  O5  UNL     1      -4.204  -0.004  -1.857  1.00  0.00           O  
HETATM   26  O6  UNL     1      -4.157   0.427  -3.121  1.00  0.00           O  
HETATM   27  H1  UNL     1      -5.993  -0.314   1.376  1.00  0.00           H  
HETATM   28  H2  UNL     1      -6.248  -0.803  -0.403  1.00  0.00           H  
HETATM   29  H3  UNL     1      -7.575  -0.709   0.740  1.00  0.00           H  
HETATM   30  H4  UNL     1      -7.918   1.184  -0.416  1.00  0.00           H  
HETATM   31  H5  UNL     1      -7.172   1.708   1.138  1.00  0.00           H  
HETATM   32  H6  UNL     1      -6.548   3.100  -0.622  1.00  0.00           H  
HETATM   33  H7  UNL     1      -6.010   1.812  -1.679  1.00  0.00           H  
HETATM   34  H8  UNL     1      -4.831   2.780   1.006  1.00  0.00           H  
HETATM   35  H9  UNL     1      -4.205   3.209  -0.613  1.00  0.00           H  
HETATM   36  H10 UNL     1      -3.892   0.497   0.846  1.00  0.00           H  
HETATM   37  H11 UNL     1      -2.750   1.787   0.526  1.00  0.00           H  
HETATM   38  H12 UNL     1      -2.664   1.387  -1.815  1.00  0.00           H  
HETATM   39  H13 UNL     1      -2.611  -1.355  -0.440  1.00  0.00           H  
HETATM   40  H14 UNL     1      -0.549   0.742  -1.043  1.00  0.00           H  
HETATM   41  H15 UNL     1       0.711  -1.422  -1.226  1.00  0.00           H  
HETATM   42  H16 UNL     1      -1.319  -2.910  -0.274  1.00  0.00           H  
HETATM   43  H17 UNL     1      -1.044  -1.400   1.943  1.00  0.00           H  
HETATM   44  H18 UNL     1      -0.690  -3.202   2.234  1.00  0.00           H  
HETATM   45  H19 UNL     1       1.354  -1.766   2.721  1.00  0.00           H  
HETATM   46  H20 UNL     1       0.112  -0.093   1.431  1.00  0.00           H  
HETATM   47  H21 UNL     1       2.410   0.467   1.685  1.00  0.00           H  
HETATM   48  H22 UNL     1       1.613   1.212   0.316  1.00  0.00           H  
HETATM   49  H23 UNL     1       2.995   0.020  -1.292  1.00  0.00           H  
HETATM   50  H24 UNL     1       3.847   0.876  -0.036  1.00  0.00           H  
HETATM   51  H25 UNL     1       3.686  -2.199   0.006  1.00  0.00           H  
HETATM   52  H26 UNL     1       4.460  -1.115   1.175  1.00  0.00           H  
HETATM   53  H27 UNL     1       4.877  -1.398  -1.860  1.00  0.00           H  
HETATM   54  H28 UNL     1       5.989  -1.992  -0.615  1.00  0.00           H  
HETATM   55  H29 UNL     1       5.488   0.993  -1.189  1.00  0.00           H  
HETATM   56  H30 UNL     1       6.924  -0.050  -1.523  1.00  0.00           H  
HETATM   57  H31 UNL     1       5.817   0.381   1.293  1.00  0.00           H  
HETATM   58  H32 UNL     1       7.356  -0.469   0.769  1.00  0.00           H  
HETATM   59  H33 UNL     1       6.846   2.670  -1.194  1.00  0.00           H  
HETATM   60  H34 UNL     1      -3.319   0.126  -3.561  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3   30   31
CONECT    3    4   32   33
CONECT    4    5   34   35
CONECT    5    6   36   37
CONECT    6    7   25   38
CONECT    7    8    8   39
CONECT    8    9   40
CONECT    9   10   15   41
CONECT   10   11   14   42
CONECT   11   12   43   44
CONECT   12   13   15   45
CONECT   13   14
CONECT   15   16   46
CONECT   16   17   47   48
CONECT   17   18   49   50
CONECT   18   19   51   52
CONECT   19   20   53   54
CONECT   20   21   55   56
CONECT   21   22   57   58
CONECT   22   23   23   24
CONECT   24   59
CONECT   25   26
CONECT   26   60
END

HMDB0013039
     RDKit          3D
Prostaglandin G1
 60 61  0  0  0  0  0  0  0  0999 V2000
   -6.5826   -0.1994    0.4375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9435    1.2000    0.1564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0208    2.0827   -0.5845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6834    2.3553   -0.0387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6851    1.2804    0.0896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2040    0.6417   -1.1690 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2109   -0.4192   -0.7412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9233   -0.2337   -0.7275 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0998   -1.2169   -0.3248 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4265   -2.5256    0.1571 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4983   -2.2945    1.6758 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0258   -1.9277    1.7169 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4732   -3.0418    1.0759 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6524   -3.4196    0.1589 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9170   -0.7224    0.8388 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0085    0.1797    0.6431 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1936   -0.0537   -0.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1071   -1.1816    0.1465 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2754   -1.1671   -0.8599 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0541    0.1087   -0.8090 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6458    0.3499    0.5550 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4173    1.6265    0.5656 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9691    1.9574    1.6429 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5547    2.4466   -0.5214 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2035   -0.0040   -1.8570 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1568    0.4269   -3.1211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9928   -0.3141    1.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2483   -0.8027   -0.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5751   -0.7095    0.7395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9184    1.1837   -0.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1715    1.7082    1.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5477    3.0998   -0.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0099    1.8118   -1.6795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8308    2.7797    1.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2050    3.2087   -0.6130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8920    0.4969    0.8462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7503    1.7872    0.5257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6636    1.3868   -1.8152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6109   -1.3550   -0.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5489    0.7422   -1.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7110   -1.4215   -1.2264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3193   -2.9102   -0.2745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0445   -1.4002    1.9432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6902   -3.2019    2.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3540   -1.7658    2.7215 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1117   -0.0932    1.4309 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4101    0.4668    1.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6131    1.2116    0.3158 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9952    0.0198   -1.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8465    0.8765   -0.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6856   -2.1988    0.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4596   -1.1152    1.1746 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8772   -1.3984   -1.8596 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9890   -1.9919   -0.6152 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4876    0.9930   -1.1887 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9236   -0.0501   -1.5228 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8169    0.3813    1.2926 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3556   -0.4694    0.7690 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8463    2.6698   -1.1939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3189    0.1256   -3.5611 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
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 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  2  0
 22 24  1  0
  6 25  1  0
 25 26  1  0
 15  9  1  0
 14 10  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  6
  7 39  1  0
  8 40  1  0
  9 41  1  6
 10 42  1  6
 11 43  1  0
 11 44  1  0
 12 45  1  1
 15 46  1  1
 16 47  1  0
 16 48  1  0
 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
 24 59  1  0
 26 60  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(9S)-Hydroperoxy-(5Z,7E,11Z,14Z)-eicosatetraenoate	HMDB
(9S)-Hydroperoxy-(5Z,7E,11Z,14Z)-eicosatetraenoic acid	HMDB
9alpha, 11alpha-Epidioxy-15(S)-hydroperoxy-13-trans-prostenoate	HMDB
9alpha, 11alpha-Epidioxy-15(S)-hydroperoxy-13-trans-prostenoic acid	HMDB
9S-HPETE	HMDB
PGG(,1)	HMDB
7-[(1S,4R,5S,6S)-6-[(1E,3S)-3-Hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl]heptanoate	Generator

Chemical Formula

C₂₀H₃₄O₆

Average Molecular Weight

370.4804

Monoisotopic Molecular Weight

370.23553882

IUPAC Name

7-[(1S,4R,5S,6S)-6-[(1E,3S)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl]heptanoic acid

Traditional Name

7-[(1S,4R,5S,6S)-6-[(1E,3S)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl]heptanoic acid

CAS Registry Number

Not Available

SMILES

CCCCC[C@H](OO)\C=C\[C@@H]1[C@@H]2C[C@@H](OO2)[C@H]1CCCCCCC(O)=O

InChI Identifier

InChI=1S/C20H34O6/c1-2-3-6-9-15(24-23)12-13-17-16(18-14-19(17)26-25-18)10-7-4-5-8-11-20(21)22/h12-13,15-19,23H,2-11,14H2,1H3,(H,21,22)/b13-12+/t15-,16-,17-,18+,19-/m0/s1

InChI Key

QXCRWNZYEVOQMB-NDWDMBLISA-N

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
Hydroperoxy fatty acid
Heterocyclic fatty acid
Ortho-dioxane
Allylic hydroperoxide
Ortho-dioxolane
Dialkyl peroxide
Hydroperoxide
Alkyl hydroperoxide
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Peroxol
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
Organooxygen compound
Organic oxide
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0013039)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0013039)

Source

Endogenous

Endogenous (HMDB: HMDB0013039)

Animal

Animal (HMDB: HMDB0013039)

Exogenous

Food

Food (HMDB: HMDB0013039)

Exogenous (HMDB: HMDB0013039)

Process

Role

Biological role

Membrane stabilizer (HMDB: HMDB0013039)

Modulator

Immunomodulator (HMDB: HMDB0013039)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0013039)

Physical Properties

State

Solid

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.014 g/L	ALOGPS
logP	4.32	ALOGPS
logP	4.77	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	4.41	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.22 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	98.28 m³·mol⁻¹	ChemAxon
Polarizability	42.05 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	192.264	31661259
DarkChem	[M-H]-	191.488	31661259
DeepCCS	[M+H]+	197.621	30932474
DeepCCS	[M-H]-	195.223	30932474
DeepCCS	[M-2H]-	228.724	30932474
DeepCCS	[M+Na]+	203.388	30932474
AllCCS	[M+H]+	196.8	32859911
AllCCS	[M+H-H2O]+	194.3	32859911
AllCCS	[M+NH4]+	199.2	32859911
AllCCS	[M+Na]+	199.8	32859911
AllCCS	[M-H]-	196.1	32859911
AllCCS	[M+Na-2H]-	197.5	32859911
AllCCS	[M+HCOO]-	199.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.56 minutes	32390414
Predicted by Siyang on May 30, 2022	19.6645 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.02 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	46.0 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2942.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	223.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	202.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	177.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	418.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	675.1 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	515.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	161.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1416.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	535.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1549.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	431.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	402.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	278.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	269.0 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	22.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Prostaglandin G1	CCCCC[C@H](OO)\C=C\[C@@H]1[C@@H]2C[C@@H](OO2)[C@H]1CCCCCCC(O)=O	4080.5	Standard polar	33892256
Prostaglandin G1	CCCCC[C@H](OO)\C=C\[C@@H]1[C@@H]2C[C@@H](OO2)[C@H]1CCCCCCC(O)=O	2618.1	Standard non polar	33892256
Prostaglandin G1	CCCCC[C@H](OO)\C=C\[C@@H]1[C@@H]2C[C@@H](OO2)[C@H]1CCCCCCC(O)=O	2748.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Prostaglandin G1,1TMS,isomer #1	CCCCC[C@@H](/C=C/[C@@H]1[C@@H]2C[C@@H](OO2)[C@H]1CCCCCCC(=O)O[Si](C)(C)C)OO	2738.7	Semi standard non polar	33892256
Prostaglandin G1,1TBDMS,isomer #1	CCCCC[C@@H](/C=C/[C@@H]1[C@@H]2C[C@@H](OO2)[C@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)OO	2968.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Prostaglandin G1 GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-5392000000-a39269272a3d12bcc9cd	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prostaglandin G1 GC-MS (1 TMS) - 70eV, Positive	splash10-00g0-9362200000-117f1f131cbd3e5cd5f5	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prostaglandin G1 GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin G1 10V, Positive-QTOF	splash10-0udi-0119000000-79bbd81864eb098a29ce	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin G1 20V, Positive-QTOF	splash10-0kbr-5739000000-b74e6cc9639a4ea6413d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin G1 40V, Positive-QTOF	splash10-0q2c-9300000000-90bf6e099fd6cfe0688a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin G1 10V, Negative-QTOF	splash10-014i-0009000000-c4b9e12c053ab977e347	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin G1 20V, Negative-QTOF	splash10-0uxr-2139000000-c08770bafb1f5459721e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin G1 40V, Negative-QTOF	splash10-0a4i-9253000000-7403bbe778c714c686f7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin G1 10V, Negative-QTOF	splash10-014i-0009000000-3240dd782ece915daf52	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin G1 20V, Negative-QTOF	splash10-00kr-0009000000-f4307540344396711f17	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin G1 40V, Negative-QTOF	splash10-066r-4097000000-c718deaa24b708c9fb7a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin G1 10V, Positive-QTOF	splash10-0gi9-0009000000-aa97018f038f38eec3ad	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin G1 20V, Positive-QTOF	splash10-0fy9-3169000000-80c4ca9833ca37b7a727	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin G1 40V, Positive-QTOF	splash10-059x-9410000000-3dec3a5ec880fc7a5a11	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB029264

KNApSAcK ID

Not Available

Chemspider ID

30776685

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53481591

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Prostaglandin G1 (HMDB0013039)

MOL for HMDB0013039 (Prostaglandin G1)

3D MOL for HMDB0013039 (Prostaglandin G1)

3D SDF for HMDB0013039 (Prostaglandin G1)

3D-SDF for HMDB0013039 (Prostaglandin G1)

PDB for HMDB0013039 (Prostaglandin G1)

3D PDB for HMDB0013039 (Prostaglandin G1)

SMILES for HMDB0013039 (Prostaglandin G1)

INCHI for HMDB0013039 (Prostaglandin G1)

Structure for HMDB0013039 (Prostaglandin G1)

3D Structure for HMDB0013039 (Prostaglandin G1)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra