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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1)transporters (1) Show 2 proteins XML

enzymes (1)transporters (1) Show 2 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:44 UTC

HMDB ID

HMDB0014792

Secondary Accession Numbers

HMDB14792

Metabolite Identification

Common Name

Latanoprost

Description

Latanoprost, also known as xalatan or phxa 41, 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. Latanoprost is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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


  Mrv0541 04191212142D          
 
 31 32  0  0  1  0            999 V2000
   -0.2169    0.6674    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5678    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5678   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7018    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2169   -0.6674    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2822   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9967    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4718    1.4521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4718   -1.4521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4256    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8546    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1401    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2835    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5691    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9980    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8546    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2835    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9967   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7112   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1401   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8546   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5691   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2835   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2835    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5691    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4256   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8546    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  6  0  0  0
  2  1  1  0  0  0  0
  2  8  1  6  0  0  0
  3  2  1  0  0  0  0
  3  6  1  1  0  0  0
  1  4  1  0  0  0  0
  4  5  1  0  0  0  0
  3  5  1  0  0  0  0
  5 10  1  6  0  0  0
  6 20  1  0  0  0  0
  7  8  1  0  0  0  0
  7 30  2  0  0  0  0
 11 12  1  0  0  0  0
 11 14  1  0  0  0  0
 30 12  1  0  0  0  0
 13 14  1  0  0  0  0
 13 16  1  0  0  0  0
 13 18  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 19  1  0  0  0  0
 20 21  1  0  0  0  0
 21 29  1  0  0  0  0
 21 22  1  6  0  0  0
 29 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 31  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 31  2  0  0  0  0
M  END

HMDB0014792
     RDKit          3D
Latanoprost
 71 72  0  0  0  0  0  0  0  0999 V2000
    9.9152   -0.4601   -0.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5515    0.1748    0.0583 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7168    1.6735    0.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7715   -0.3852    1.0784 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5377   -1.0007    0.7799 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2222   -0.9986   -0.4274 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7510   -1.5754    1.8840 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4317   -2.0751    1.3900 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5165   -1.0296    0.8174 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1657    0.0231    1.7736 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9416    0.2686    2.1510 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7834   -0.4910    1.6538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2334    0.4030    0.9286 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3886    1.0914   -0.2675 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6663    1.4993   -0.0017 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3882    0.0841   -1.3793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5492   -1.0125   -1.0169 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0393   -2.2624   -0.8705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2109   -0.5229    0.2627 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4447    0.2172   -0.1486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1382    0.8199    1.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4053    1.5247    0.5379 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0957    2.5234   -0.3713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4286    0.5579    0.0418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6389    1.3878   -0.4053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6868    0.4639   -0.9068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6791    0.1352   -2.2490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6708   -0.7276   -2.6816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6181   -1.2381   -1.8362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6158   -0.9022   -0.4952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6351   -0.0444   -0.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9260   -1.3153    0.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1069   -0.7707   -1.0691 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7188    0.2626    0.2373 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0346    0.0363   -0.9053 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8094    2.2353   -0.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5275    2.0235   -0.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9545    1.8610    1.3122 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6468   -0.8660    2.7399 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3247   -2.4925    2.2148 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6669   -2.7734    0.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9531   -2.6429    2.2156 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6820   -1.4740    0.2498 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1090   -0.4960    0.0038 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9592    0.6694    2.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7221    1.0881    2.8870 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2116   -0.7839    2.6047 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9657   -1.3468    1.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6934    1.0972    1.6224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2304    1.9873   -0.4777 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0848    1.9244   -0.7732 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4048   -0.2940   -1.6237 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0426    0.6120   -2.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3438   -1.0859   -1.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6059   -2.4016   -1.6693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4491   -1.3956    0.9305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1014    1.0020   -0.8906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1085   -0.4360   -0.7674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4039    0.0864    1.7821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5239    1.6290    1.4478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8335    2.0056    1.4616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4550    3.4023   -0.0961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6958   -0.1247    0.8569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1096   -0.0510   -0.8110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0456    1.9838    0.4421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3141    2.1093   -1.1738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9443    0.5211   -2.9449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6625   -0.9845   -3.7364 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3617   -1.9037   -2.2373 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3427   -1.2821    0.2014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5747    0.2620    0.9984 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 19 13  1  0
 31 26  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
  7 39  1  0
  7 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 13 49  1  1
 14 50  1  6
 15 51  1  0
 16 52  1  0
 16 53  1  0
 17 54  1  6
 18 55  1  0
 19 56  1  1
 20 57  1  0
 20 58  1  0
 21 59  1  0
 21 60  1  0
 22 61  1  1
 23 62  1  0
 24 63  1  0
 24 64  1  0
 25 65  1  0
 25 66  1  0
 27 67  1  0
 28 68  1  0
 29 69  1  0
 30 70  1  0
 31 71  1  0
M  END


  Mrv0541 04191212142D          
 
 31 32  0  0  1  0            999 V2000
   -0.2169    0.6674    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5678    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5678   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7018    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2169   -0.6674    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2822   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9967    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4718    1.4521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4718   -1.4521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4256    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8546    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1401    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2835    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5691    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9980    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8546    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2835    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9967   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7112   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1401   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8546   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5691   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2835   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2835    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5691    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4256   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8546    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  6  0  0  0
  2  1  1  0  0  0  0
  2  8  1  6  0  0  0
  3  2  1  0  0  0  0
  3  6  1  1  0  0  0
  1  4  1  0  0  0  0
  4  5  1  0  0  0  0
  3  5  1  0  0  0  0
  5 10  1  6  0  0  0
  6 20  1  0  0  0  0
  7  8  1  0  0  0  0
  7 30  2  0  0  0  0
 11 12  1  0  0  0  0
 11 14  1  0  0  0  0
 30 12  1  0  0  0  0
 13 14  1  0  0  0  0
 13 16  1  0  0  0  0
 13 18  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 19  1  0  0  0  0
 20 21  1  0  0  0  0
 21 29  1  0  0  0  0
 21 22  1  6  0  0  0
 29 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 31  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 31  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014792

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)OC(=O)CCC\C=C/C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1CC[C@@H](O)CCC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C26H40O5/c1-19(2)31-26(30)13-9-4-3-8-12-22-23(25(29)18-24(22)28)17-16-21(27)15-14-20-10-6-5-7-11-20/h3,5-8,10-11,19,21-25,27-29H,4,9,12-18H2,1-2H3/b8-3-/t21-,22+,23+,24-,25+/m0/s1

> <INCHI_KEY>
GGXICVAJURFBLW-CEYXHVGTSA-N

> <FORMULA>
C26H40O5

> <MOLECULAR_WEIGHT>
432.5928

> <EXACT_MASS>
432.28757439

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
50.705778922667164

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
propan-2-yl (5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]hept-5-enoate

> <ALOGPS_LOGP>
4.16

> <JCHEM_LOGP>
3.9810122920000004

> <ALOGPS_LOGS>
-4.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.030507756558752

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.468506924942975

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6894106134355082

> <JCHEM_POLAR_SURFACE_AREA>
86.99

> <JCHEM_REFRACTIVITY>
124.3376

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.29e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
latanoprost

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014792
     RDKit          3D
Latanoprost
 71 72  0  0  0  0  0  0  0  0999 V2000
    9.9152   -0.4601   -0.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5515    0.1748    0.0583 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7168    1.6735    0.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7715   -0.3852    1.0784 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5377   -1.0007    0.7799 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2222   -0.9986   -0.4274 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7510   -1.5754    1.8840 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4317   -2.0751    1.3900 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5165   -1.0296    0.8174 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1657    0.0231    1.7736 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9416    0.2686    2.1510 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7834   -0.4910    1.6538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2334    0.4030    0.9286 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3886    1.0914   -0.2675 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6663    1.4993   -0.0017 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3882    0.0841   -1.3793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5492   -1.0125   -1.0169 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0393   -2.2624   -0.8705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2109   -0.5229    0.2627 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4447    0.2172   -0.1486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1382    0.8199    1.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4053    1.5247    0.5379 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0957    2.5234   -0.3713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4286    0.5579    0.0418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6389    1.3878   -0.4053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6868    0.4639   -0.9068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6791    0.1352   -2.2490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6708   -0.7276   -2.6816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6181   -1.2381   -1.8362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6158   -0.9022   -0.4952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6351   -0.0444   -0.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9260   -1.3153    0.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1069   -0.7707   -1.0691 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7188    0.2626    0.2373 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0346    0.0363   -0.9053 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8094    2.2353   -0.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5275    2.0235   -0.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9545    1.8610    1.3122 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6468   -0.8660    2.7399 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3247   -2.4925    2.2148 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6669   -2.7734    0.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9531   -2.6429    2.2156 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6820   -1.4740    0.2498 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1090   -0.4960    0.0038 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9592    0.6694    2.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7221    1.0881    2.8870 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2116   -0.7839    2.6047 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9657   -1.3468    1.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6934    1.0972    1.6224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2304    1.9873   -0.4777 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0848    1.9244   -0.7732 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4048   -0.2940   -1.6237 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0426    0.6120   -2.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3438   -1.0859   -1.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6059   -2.4016   -1.6693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4491   -1.3956    0.9305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1014    1.0020   -0.8906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1085   -0.4360   -0.7674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4039    0.0864    1.7821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5239    1.6290    1.4478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8335    2.0056    1.4616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4550    3.4023   -0.0961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6958   -0.1247    0.8569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1096   -0.0510   -0.8110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0456    1.9838    0.4421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3141    2.1093   -1.1738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9443    0.5211   -2.9449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6625   -0.9845   -3.7364 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3617   -1.9037   -2.2373 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3427   -1.2821    0.2014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5747    0.2620    0.9984 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 19 13  1  0
 31 26  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
  7 39  1  0
  7 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 13 49  1  1
 14 50  1  6
 15 51  1  0
 16 52  1  0
 16 53  1  0
 17 54  1  6
 18 55  1  0
 19 56  1  1
 20 57  1  0
 20 58  1  0
 21 59  1  0
 21 60  1  0
 22 61  1  1
 23 62  1  0
 24 63  1  0
 24 64  1  0
 25 65  1  0
 25 66  1  0
 27 67  1  0
 28 68  1  0
 29 69  1  0
 30 70  1  0
 31 71  1  0
M  END

HEADER    PROTEIN                                 19-APR-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-12         0                                  
HETATM    1  C   UNK     0      -0.405   1.246   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.060   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.060  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.310   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.405  -1.246   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.393  -1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.727   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.393   1.540   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.881   2.711   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -0.881  -2.711   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       6.394   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.061   3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.062   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.728   3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.729   3.850   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      10.396   3.080   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      13.063   3.080   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       9.062   5.390   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      11.729   5.390   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.727  -0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.061  -1.540   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       5.061  -3.080   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       7.728  -1.540   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.062  -0.770   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.396  -1.540   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.729  -0.770   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.729   0.770   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.396   1.540   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.394  -0.770   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.061   1.540   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       9.062   0.770   0.000  0.00  0.00           C+0
CONECT    1    9    2    4                                                  
CONECT    2    1    8    3                                                  
CONECT    3    2    6    5                                                  
CONECT    4    1    5                                                       
CONECT    5    4    3   10                                                  
CONECT    6    3   20                                                       
CONECT    7    8   30                                                       
CONECT    8    2    7                                                       
CONECT    9    1                                                            
CONECT   10    5                                                            
CONECT   11   12   14                                                       
CONECT   12   11   30                                                       
CONECT   13   14   16   18                                                  
CONECT   14   11   13                                                       
CONECT   15   16   17   19                                                  
CONECT   16   13   15                                                       
CONECT   17   15                                                            
CONECT   18   13                                                            
CONECT   19   15                                                            
CONECT   20    6   21                                                       
CONECT   21   20   29   22                                                  
CONECT   22   21                                                            
CONECT   23   29   24                                                       
CONECT   24   23   25   31                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   31                                                       
CONECT   29   21   23                                                       
CONECT   30    7   12                                                       
CONECT   31   24   28                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   64    0
END

COMPND    HMDB0014792
HETATM    1  C1  UNL     1       9.915  -0.460  -0.031  1.00  0.00           C  
HETATM    2  C2  UNL     1       8.552   0.175   0.058  1.00  0.00           C  
HETATM    3  C3  UNL     1       8.717   1.674   0.227  1.00  0.00           C  
HETATM    4  O1  UNL     1       7.771  -0.385   1.078  1.00  0.00           O  
HETATM    5  C4  UNL     1       6.538  -1.001   0.780  1.00  0.00           C  
HETATM    6  O2  UNL     1       6.222  -0.999  -0.427  1.00  0.00           O  
HETATM    7  C5  UNL     1       5.751  -1.575   1.884  1.00  0.00           C  
HETATM    8  C6  UNL     1       4.432  -2.075   1.390  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.517  -1.030   0.817  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.166   0.023   1.774  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.942   0.269   2.151  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.783  -0.491   1.654  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.233   0.403   0.929  1.00  0.00           C  
HETATM   14  C12 UNL     1       0.389   1.091  -0.268  1.00  0.00           C  
HETATM   15  O3  UNL     1       1.666   1.499  -0.002  1.00  0.00           O  
HETATM   16  C13 UNL     1       0.388   0.084  -1.379  1.00  0.00           C  
HETATM   17  C14 UNL     1      -0.549  -1.013  -1.017  1.00  0.00           C  
HETATM   18  O4  UNL     1       0.039  -2.262  -0.870  1.00  0.00           O  
HETATM   19  C15 UNL     1      -1.211  -0.523   0.263  1.00  0.00           C  
HETATM   20  C16 UNL     1      -2.445   0.217  -0.149  1.00  0.00           C  
HETATM   21  C17 UNL     1      -3.138   0.820   1.018  1.00  0.00           C  
HETATM   22  C18 UNL     1      -4.405   1.525   0.538  1.00  0.00           C  
HETATM   23  O5  UNL     1      -4.096   2.523  -0.371  1.00  0.00           O  
HETATM   24  C19 UNL     1      -5.429   0.558   0.042  1.00  0.00           C  
HETATM   25  C20 UNL     1      -6.639   1.388  -0.405  1.00  0.00           C  
HETATM   26  C21 UNL     1      -7.687   0.464  -0.907  1.00  0.00           C  
HETATM   27  C22 UNL     1      -7.679   0.135  -2.249  1.00  0.00           C  
HETATM   28  C23 UNL     1      -8.671  -0.728  -2.682  1.00  0.00           C  
HETATM   29  C24 UNL     1      -9.618  -1.238  -1.836  1.00  0.00           C  
HETATM   30  C25 UNL     1      -9.616  -0.902  -0.495  1.00  0.00           C  
HETATM   31  C26 UNL     1      -8.635  -0.044  -0.049  1.00  0.00           C  
HETATM   32  H1  UNL     1       9.926  -1.315   0.693  1.00  0.00           H  
HETATM   33  H2  UNL     1      10.107  -0.771  -1.069  1.00  0.00           H  
HETATM   34  H3  UNL     1      10.719   0.263   0.237  1.00  0.00           H  
HETATM   35  H4  UNL     1       8.035   0.036  -0.905  1.00  0.00           H  
HETATM   36  H5  UNL     1       7.809   2.235  -0.010  1.00  0.00           H  
HETATM   37  H6  UNL     1       9.527   2.023  -0.432  1.00  0.00           H  
HETATM   38  H7  UNL     1       8.954   1.861   1.312  1.00  0.00           H  
HETATM   39  H8  UNL     1       5.647  -0.866   2.740  1.00  0.00           H  
HETATM   40  H9  UNL     1       6.325  -2.492   2.215  1.00  0.00           H  
HETATM   41  H10 UNL     1       4.667  -2.773   0.531  1.00  0.00           H  
HETATM   42  H11 UNL     1       3.953  -2.643   2.216  1.00  0.00           H  
HETATM   43  H12 UNL     1       2.682  -1.474   0.250  1.00  0.00           H  
HETATM   44  H13 UNL     1       4.109  -0.496   0.004  1.00  0.00           H  
HETATM   45  H14 UNL     1       3.959   0.669   2.223  1.00  0.00           H  
HETATM   46  H15 UNL     1       1.722   1.088   2.887  1.00  0.00           H  
HETATM   47  H16 UNL     1       0.212  -0.784   2.605  1.00  0.00           H  
HETATM   48  H17 UNL     1       0.966  -1.347   1.033  1.00  0.00           H  
HETATM   49  H18 UNL     1      -0.693   1.097   1.622  1.00  0.00           H  
HETATM   50  H19 UNL     1      -0.230   1.987  -0.478  1.00  0.00           H  
HETATM   51  H20 UNL     1       2.085   1.924  -0.773  1.00  0.00           H  
HETATM   52  H21 UNL     1       1.405  -0.294  -1.624  1.00  0.00           H  
HETATM   53  H22 UNL     1       0.043   0.612  -2.303  1.00  0.00           H  
HETATM   54  H23 UNL     1      -1.344  -1.086  -1.790  1.00  0.00           H  
HETATM   55  H24 UNL     1       0.606  -2.402  -1.669  1.00  0.00           H  
HETATM   56  H25 UNL     1      -1.449  -1.396   0.930  1.00  0.00           H  
HETATM   57  H26 UNL     1      -2.101   1.002  -0.891  1.00  0.00           H  
HETATM   58  H27 UNL     1      -3.108  -0.436  -0.767  1.00  0.00           H  
HETATM   59  H28 UNL     1      -3.404   0.086   1.782  1.00  0.00           H  
HETATM   60  H29 UNL     1      -2.524   1.629   1.448  1.00  0.00           H  
HETATM   61  H30 UNL     1      -4.834   2.006   1.462  1.00  0.00           H  
HETATM   62  H31 UNL     1      -4.455   3.402  -0.096  1.00  0.00           H  
HETATM   63  H32 UNL     1      -5.696  -0.125   0.857  1.00  0.00           H  
HETATM   64  H33 UNL     1      -5.110  -0.051  -0.811  1.00  0.00           H  
HETATM   65  H34 UNL     1      -7.046   1.984   0.442  1.00  0.00           H  
HETATM   66  H35 UNL     1      -6.314   2.109  -1.174  1.00  0.00           H  
HETATM   67  H36 UNL     1      -6.944   0.521  -2.945  1.00  0.00           H  
HETATM   68  H37 UNL     1      -8.662  -0.984  -3.736  1.00  0.00           H  
HETATM   69  H38 UNL     1     -10.362  -1.904  -2.237  1.00  0.00           H  
HETATM   70  H39 UNL     1     -10.343  -1.282   0.201  1.00  0.00           H  
HETATM   71  H40 UNL     1      -8.575   0.262   0.998  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3    4   35
CONECT    3   36   37   38
CONECT    4    5
CONECT    5    6    6    7
CONECT    7    8   39   40
CONECT    8    9   41   42
CONECT    9   10   43   44
CONECT   10   11   11   45
CONECT   11   12   46
CONECT   12   13   47   48
CONECT   13   14   19   49
CONECT   14   15   16   50
CONECT   15   51
CONECT   16   17   52   53
CONECT   17   18   19   54
CONECT   18   55
CONECT   19   20   56
CONECT   20   21   57   58
CONECT   21   22   59   60
CONECT   22   23   24   61
CONECT   23   62
CONECT   24   25   63   64
CONECT   25   26   65   66
CONECT   26   27   27   31
CONECT   27   28   67
CONECT   28   29   29   68
CONECT   29   30   69
CONECT   30   31   31   70
CONECT   31   71
END

HMDB0014792
     RDKit          3D
Latanoprost
 71 72  0  0  0  0  0  0  0  0999 V2000
    9.9152   -0.4601   -0.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5515    0.1748    0.0583 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7168    1.6735    0.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7715   -0.3852    1.0784 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5377   -1.0007    0.7799 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2222   -0.9986   -0.4274 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7510   -1.5754    1.8840 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4317   -2.0751    1.3900 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5165   -1.0296    0.8174 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1657    0.0231    1.7736 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9416    0.2686    2.1510 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7834   -0.4910    1.6538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2334    0.4030    0.9286 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3886    1.0914   -0.2675 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6663    1.4993   -0.0017 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3882    0.0841   -1.3793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5492   -1.0125   -1.0169 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0393   -2.2624   -0.8705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2109   -0.5229    0.2627 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4447    0.2172   -0.1486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1382    0.8199    1.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4053    1.5247    0.5379 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0957    2.5234   -0.3713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4286    0.5579    0.0418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6389    1.3878   -0.4053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6868    0.4639   -0.9068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6791    0.1352   -2.2490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6708   -0.7276   -2.6816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6181   -1.2381   -1.8362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6158   -0.9022   -0.4952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6351   -0.0444   -0.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9260   -1.3153    0.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1069   -0.7707   -1.0691 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7188    0.2626    0.2373 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0346    0.0363   -0.9053 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8094    2.2353   -0.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5275    2.0235   -0.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9545    1.8610    1.3122 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6468   -0.8660    2.7399 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3247   -2.4925    2.2148 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6669   -2.7734    0.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9531   -2.6429    2.2156 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6820   -1.4740    0.2498 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1090   -0.4960    0.0038 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9592    0.6694    2.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7221    1.0881    2.8870 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2116   -0.7839    2.6047 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9657   -1.3468    1.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6934    1.0972    1.6224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2304    1.9873   -0.4777 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0848    1.9244   -0.7732 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4048   -0.2940   -1.6237 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0426    0.6120   -2.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3438   -1.0859   -1.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6059   -2.4016   -1.6693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4491   -1.3956    0.9305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1014    1.0020   -0.8906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1085   -0.4360   -0.7674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4039    0.0864    1.7821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5239    1.6290    1.4478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8335    2.0056    1.4616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4550    3.4023   -0.0961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6958   -0.1247    0.8569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1096   -0.0510   -0.8110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0456    1.9838    0.4421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3141    2.1093   -1.1738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9443    0.5211   -2.9449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6625   -0.9845   -3.7364 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3617   -1.9037   -2.2373 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3427   -1.2821    0.2014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5747    0.2620    0.9984 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 19 13  1  0
 31 26  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
  7 39  1  0
  7 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 13 49  1  1
 14 50  1  6
 15 51  1  0
 16 52  1  0
 16 53  1  0
 17 54  1  6
 18 55  1  0
 19 56  1  1
 20 57  1  0
 20 58  1  0
 21 59  1  0
 21 60  1  0
 22 61  1  1
 23 62  1  0
 24 63  1  0
 24 64  1  0
 25 65  1  0
 25 66  1  0
 27 67  1  0
 28 68  1  0
 29 69  1  0
 30 70  1  0
 31 71  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Isopropyl (Z)-7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((3R)-3-hydroxy-5-phenylpentyl)cyclopentyl)-5-heptenoate	ChEBI
Latanoprostum	ChEBI
PhXA 41	ChEBI
Propan-2-yl (5Z)-7-{(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl}hept-5-enoate	ChEBI
Xalatan	ChEBI
Isopropyl (Z)-7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((3R)-3-hydroxy-5-phenylpentyl)cyclopentyl)-5-heptenoic acid	Generator
Propan-2-yl (5Z)-7-{(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl}hept-5-enoic acid	Generator
PHXA41	HMDB
Pfizer brand OF latanoprost	HMDB
PhXA34	HMDB

Chemical Formula

C₂₆H₄₀O₅

Average Molecular Weight

432.5928

Monoisotopic Molecular Weight

432.28757439

IUPAC Name

propan-2-yl (5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]hept-5-enoate

Traditional Name

latanoprost

CAS Registry Number

130209-82-4

SMILES

CC(C)OC(=O)CCC\C=C/C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1CC[C@@H](O)CCC1=CC=CC=C1

InChI Identifier

InChI=1S/C26H40O5/c1-19(2)31-26(30)13-9-4-3-8-12-22-23(25(29)18-24(22)28)17-16-21(27)15-14-20-10-6-5-7-11-20/h3,5-8,10-11,19,21-25,27-29H,4,9,12-18H2,1-2H3/b8-3-/t21-,22+,23+,24-,25+/m0/s1

InChI Key

GGXICVAJURFBLW-CEYXHVGTSA-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
Fatty acid ester
Monocyclic benzene moiety
Cyclopentanol
Benzenoid
Cyclic alcohol
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organic oxygen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

carboxylic ester (CHEBI:6384 )
prostaglandins Falpha (CHEBI:6384 )
triol (CHEBI:6384 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0014792)
Extracellular (HMDB: HMDB0014792)

Process

Not Available

Role

Not Available

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.013 g/L	Not Available
LogP	4.4	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.013 g/L	ALOGPS
logP	4.16	ALOGPS
logP	3.98	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	14.47	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	124.34 m³·mol⁻¹	ChemAxon
Polarizability	50.71 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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]+	206.514	31661259
DarkChem	[M-H]-	198.652	31661259
DeepCCS	[M+H]+	212.992	30932474
DeepCCS	[M-H]-	210.637	30932474
DeepCCS	[M-2H]-	243.878	30932474
DeepCCS	[M+Na]+	218.905	30932474
AllCCS	[M+H]+	214.0	32859911
AllCCS	[M+H-H2O]+	211.9	32859911
AllCCS	[M+NH4]+	216.0	32859911
AllCCS	[M+Na]+	216.6	32859911
AllCCS	[M-H]-	207.9	32859911
AllCCS	[M+Na-2H]-	210.3	32859911
AllCCS	[M+HCOO]-	213.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Latanoprost	CC(C)OC(=O)CCC\C=C/C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1CC[C@@H](O)CCC1=CC=CC=C1	3853.6	Standard polar	33892256
Latanoprost	CC(C)OC(=O)CCC\C=C/C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1CC[C@@H](O)CCC1=CC=CC=C1	2830.4	Standard non polar	33892256
Latanoprost	CC(C)OC(=O)CCC\C=C/C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1CC[C@@H](O)CCC1=CC=CC=C1	3437.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Latanoprost,1TMS,isomer #1	CC(C)OC(=O)CCC/C=C\C[C@H]1[C@@H](O[Si](C)(C)C)C[C@@H](O)[C@@H]1CC[C@@H](O)CCC1=CC=CC=C1	3225.4	Semi standard non polar	33892256
Latanoprost,1TMS,isomer #2	CC(C)OC(=O)CCC/C=C\C[C@H]1[C@@H](O)C[C@@H](O[Si](C)(C)C)[C@@H]1CC[C@@H](O)CCC1=CC=CC=C1	3235.7	Semi standard non polar	33892256
Latanoprost,1TMS,isomer #3	CC(C)OC(=O)CCC/C=C\C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1CC[C@H](CCC1=CC=CC=C1)O[Si](C)(C)C	3308.4	Semi standard non polar	33892256
Latanoprost,2TMS,isomer #1	CC(C)OC(=O)CCC/C=C\C[C@H]1[C@@H](O[Si](C)(C)C)C[C@@H](O[Si](C)(C)C)[C@@H]1CC[C@@H](O)CCC1=CC=CC=C1	3199.7	Semi standard non polar	33892256
Latanoprost,2TMS,isomer #2	CC(C)OC(=O)CCC/C=C\C[C@H]1[C@@H](O[Si](C)(C)C)C[C@@H](O)[C@@H]1CC[C@H](CCC1=CC=CC=C1)O[Si](C)(C)C	3217.2	Semi standard non polar	33892256
Latanoprost,2TMS,isomer #3	CC(C)OC(=O)CCC/C=C\C[C@H]1[C@@H](O)C[C@@H](O[Si](C)(C)C)[C@@H]1CC[C@H](CCC1=CC=CC=C1)O[Si](C)(C)C	3226.8	Semi standard non polar	33892256
Latanoprost,3TMS,isomer #1	CC(C)OC(=O)CCC/C=C\C[C@H]1[C@@H](O[Si](C)(C)C)C[C@@H](O[Si](C)(C)C)[C@@H]1CC[C@H](CCC1=CC=CC=C1)O[Si](C)(C)C	3211.3	Semi standard non polar	33892256
Latanoprost,1TBDMS,isomer #1	CC(C)OC(=O)CCC/C=C\C[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@H](O)[C@@H]1CC[C@@H](O)CCC1=CC=CC=C1	3444.5	Semi standard non polar	33892256
Latanoprost,1TBDMS,isomer #2	CC(C)OC(=O)CCC/C=C\C[C@H]1[C@@H](O)C[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC[C@@H](O)CCC1=CC=CC=C1	3454.9	Semi standard non polar	33892256
Latanoprost,1TBDMS,isomer #3	CC(C)OC(=O)CCC/C=C\C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1CC[C@H](CCC1=CC=CC=C1)O[Si](C)(C)C(C)(C)C	3533.3	Semi standard non polar	33892256
Latanoprost,2TBDMS,isomer #1	CC(C)OC(=O)CCC/C=C\C[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC[C@@H](O)CCC1=CC=CC=C1	3634.1	Semi standard non polar	33892256
Latanoprost,2TBDMS,isomer #2	CC(C)OC(=O)CCC/C=C\C[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@H](O)[C@@H]1CC[C@H](CCC1=CC=CC=C1)O[Si](C)(C)C(C)(C)C	3657.9	Semi standard non polar	33892256
Latanoprost,2TBDMS,isomer #3	CC(C)OC(=O)CCC/C=C\C[C@H]1[C@@H](O)C[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC[C@H](CCC1=CC=CC=C1)O[Si](C)(C)C(C)(C)C	3672.4	Semi standard non polar	33892256
Latanoprost,3TBDMS,isomer #1	CC(C)OC(=O)CCC/C=C\C[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1CC[C@H](CCC1=CC=CC=C1)O[Si](C)(C)C(C)(C)C	3839.4	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 - Latanoprost GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kf-5469500000-3070e3312e2f54422eeb	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Latanoprost GC-MS (3 TMS) - 70eV, Positive	splash10-001l-7110196000-109246e3e73496dba6fd	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Latanoprost 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Latanoprost LC-ESI-qTof , Positive-QTOF	splash10-052r-1958000000-c694c9459db45a20b9af	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Latanoprost , positive-QTOF	splash10-052r-1958000000-c694c9459db45a20b9af	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Latanoprost 35V, Positive-QTOF	splash10-053i-1944000000-f34558bc420a9182b5a7	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Latanoprost 10V, Positive-QTOF	splash10-014j-1019700000-ea3b09b676d18f1597e8	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Latanoprost 20V, Positive-QTOF	splash10-03di-5119100000-970c5bfecae331f19237	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Latanoprost 40V, Positive-QTOF	splash10-03dl-9123000000-71493bbb4b5c38c17db2	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Latanoprost 10V, Negative-QTOF	splash10-053r-3002900000-194e702a216b0d2dfe90	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Latanoprost 20V, Negative-QTOF	splash10-0a4i-9104400000-d8c800c6e0be22ba0c3b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Latanoprost 40V, Negative-QTOF	splash10-0a4i-9001000000-d471d19421c5af96709a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Latanoprost 10V, Positive-QTOF	splash10-00kb-0009500000-d2a48aae87364fb994dd	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Latanoprost 20V, Positive-QTOF	splash10-00xs-1129200000-ed0b6de04b391bc1df9d	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Latanoprost 40V, Positive-QTOF	splash10-052g-7900000000-8bffc330b362b9ac0f99	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Latanoprost 10V, Negative-QTOF	splash10-001i-0001900000-1b7b5dcba43a1725ab4f	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Latanoprost 20V, Negative-QTOF	splash10-05ai-1019400000-26284711fd786b2aa592	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Latanoprost 40V, Negative-QTOF	splash10-0a4l-9521000000-3fb318e74064f7c25805	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00654	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00654	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00654

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4470740

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Latanoprost

METLIN ID

Not Available

PubChem Compound

5311221

PDB ID

Not Available

ChEBI ID

6384

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

Hara T: [Increased iris pigmentation after use of latanoprost in Japanese brown eyes]. Nippon Ganka Gakkai Zasshi. 2001 May;105(5):314-21. [PubMed:11406947 ]
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.

Enzymes

Enzyme Details

1. Prostaglandin F2-alpha receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Receptor for prostaglandin F2-alpha (PGF2-alpha). The activity of this receptor is mediated by G proteins which activate a phosphatidylinositol-calcium second messenger system. Initiates luteolysis in the corpus luteum
Gene Name:: PTGFR
Uniprot ID:: P43088
Molecular weight:: 40054.1

References

Ota T, Aihara M, Narumiya S, Araie M: The effects of prostaglandin analogues on IOP in prostanoid FP-receptor-deficient mice. Invest Ophthalmol Vis Sci. 2005 Nov;46(11):4159-63. [PubMed:16249494 ]
Nakajima T, Matsugi T, Goto W, Kageyama M, Mori N, Matsumura Y, Hara H: New fluoroprostaglandin F(2alpha) derivatives with prostanoid FP-receptor agonistic activity as potent ocular-hypotensive agents. Biol Pharm Bull. 2003 Dec;26(12):1691-5. [PubMed:14646172 ]
Takagi Y, Nakajima T, Shimazaki A, Kageyama M, Matsugi T, Matsumura Y, Gabelt BT, Kaufman PL, Hara H: Pharmacological characteristics of AFP-168 (tafluprost), a new prostanoid FP receptor agonist, as an ocular hypotensive drug. Exp Eye Res. 2004 Apr;78(4):767-76. [PubMed:15037111 ]
Ocklind A: Effect of latanoprost on the extracellular matrix of the ciliary muscle. A study on cultured cells and tissue sections. Exp Eye Res. 1998 Aug;67(2):179-91. [PubMed:9733584 ]
Maxey KM, Johnson JL, LaBrecque J: The hydrolysis of bimatoprost in corneal tissue generates a potent prostanoid FP receptor agonist. Surv Ophthalmol. 2002 Aug;47 Suppl 1:S34-40. [PubMed:12204699 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Transporters

Enzyme Details

1. Solute carrier organic anion transporter family member 2B1

General function:: Involved in transporter activity
Specific function:: Mediates the Na(+)-independent transport of organic anions such as taurocholate, the prostaglandins PGD2, PGE1, PGE2, leukotriene C4, thromboxane B2 and iloprost
Gene Name:: SLCO2B1
Uniprot ID:: O94956
Molecular weight:: 76697.9

References

Kraft ME, Glaeser H, Mandery K, Konig J, Auge D, Fromm MF, Schlotzer-Schrehardt U, Welge-Lussen U, Kruse FE, Zolk O: The prostaglandin transporter OATP2A1 is expressed in human ocular tissues and transports the antiglaucoma prostanoid latanoprost. Invest Ophthalmol Vis Sci. 2010 May;51(5):2504-11. doi: 10.1167/iovs.09-4290. Epub 2009 Dec 17. [PubMed:20019365 ]

Showing metabocard for Latanoprost (HMDB0014792)

MOL for HMDB0014792 (Latanoprost)

3D MOL for HMDB0014792 (Latanoprost)

3D SDF for HMDB0014792 (Latanoprost)

3D-SDF for HMDB0014792 (Latanoprost)

PDB for HMDB0014792 (Latanoprost)

3D PDB for HMDB0014792 (Latanoprost)

SMILES for HMDB0014792 (Latanoprost)

INCHI for HMDB0014792 (Latanoprost)

Structure for HMDB0014792 (Latanoprost)

3D Structure for HMDB0014792 (Latanoprost)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

Transporters

References