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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (4)transporters (4) Show 8 proteins XML

enzymes (4)transporters (4) Show 8 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:35 UTC

HMDB ID

HMDB0014344

Secondary Accession Numbers

HMDB14344

Metabolite Identification

Common Name

Erythromycin

Description

Erythromycin belongs to the class of organic compounds known as xanthines. These are purine derivatives with a ketone group conjugated at carbons 2 and 6 of the purine moiety. Thus, erythromycin is considered to be a macrolide lipid molecule. Erythromycin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Erythromycin is a macrolide antibiotic produced by Streptomyces erythreus. It inhibits bacterial protein synthesis by binding to bacterial 50S ribosomal subunits; binding inhibits peptidyl transferase activity and interferes with the translocation of amino acids during the translation and assembly of proteins. Erythromycin may be bacteriostatic or bactericidal depending on the organism and drug concentration.

Structure

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


  Mrv1652303112019362D          

 53 55  0  0  0  0            999 V2000
10015.242110014.9257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10014.527510015.3403    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10015.955710015.3403    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10013.815410014.9236    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10014.527510016.1714    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10016.669410014.9257    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10015.955710016.1653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10013.101410015.3361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.815410014.0939    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10015.339010016.0271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10014.809010016.9450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10013.815410016.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10016.669410014.1021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10017.383010015.3403    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10016.669410016.5757    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10014.534710013.6930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10013.103510013.6764    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10013.815410017.4172    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10018.096610014.9257    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10017.383010016.1653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10016.669410017.4007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10014.534710012.8684    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10013.103510012.8520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.391510014.0939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10014.529510017.8297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.103510017.8318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10018.812310015.3403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10018.096610014.1021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.823610012.4592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10015.250310012.4572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10011.675310013.6806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10012.391510014.9236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10013.103510018.6568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10012.391510017.4172    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10013.821610011.6328    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10015.250310011.6348    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10011.677410015.3403    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10011.675310017.8297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.391510016.5860    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10013.107610012.0440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10013.115810011.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10014.534710011.2194    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10015.963910011.2215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10010.963410014.9257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10011.677410016.1714    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10013.105510016.1735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10012.360710011.6123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10014.534710010.3948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10010.249410015.3403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10011.395110016.9450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10010.867310016.0271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10015.250310013.2817    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10015.242110015.7507    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  1  3  1  0  0  0  0
  3 53  1  1  0  0  0
  4  8  1  6  0  0  0
  5 10  1  6  0  0  0
  5 11  1  1  0  0  0
  6 13  1  1  0  0  0
  9 16  1  6  0  0  0
 14 19  1  6  0  0  0
 15 21  1  6  0  0  0
 16 22  1  0  0  0  0
 17 23  1  1  0  0  0
 18 25  1  6  0  0  0
 19 27  1  0  0  0  0
 19 28  1  0  0  0  0
 22 52  1  1  0  0  0
 24 31  2  0  0  0  0
 26 33  2  0  0  0  0
 34 38  1  1  0  0  0
 35 40  1  6  0  0  0
 35 41  1  0  0  0  0
 36 43  1  1  0  0  0
 37 44  1  6  0  0  0
 39 46  1  1  0  0  0
 40 47  1  0  0  0  0
 42 48  1  6  0  0  0
 44 49  1  0  0  0  0
 45 50  1  6  0  0  0
 45 51  1  1  0  0  0
 34 39  1  0  0  0  0
 39 45  1  0  0  0  0
 45 37  1  0  0  0  0
 37 32  1  0  0  0  0
 32 24  1  0  0  0  0
 24 17  1  0  0  0  0
 17  9  1  0  0  0  0
  9  4  1  0  0  0  0
  4  2  1  0  0  0  0
  2  5  1  0  0  0  0
  5 12  1  0  0  0  0
 12 18  1  0  0  0  0
 18 26  1  0  0  0  0
 26 34  1  0  0  0  0
  7  3  1  0  0  0  0
  7 15  1  0  0  0  0
 15 20  1  0  0  0  0
 20 14  1  0  0  0  0
 14  6  1  0  0  0  0
  6  3  1  0  0  0  0
 22 29  1  0  0  0  0
 29 35  1  0  0  0  0
 35 42  1  0  0  0  0
 42 36  1  0  0  0  0
 36 30  1  0  0  0  0
 30 22  1  0  0  0  0
M  END

HMDB0014344
     RDKit          3D
Erythromycin
118120  0  0  0  0  0  0  0  0999 V2000
   -5.8136   -1.9846   -3.9744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8410   -1.2553   -3.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9152   -2.1412   -2.3540 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9994   -1.5195   -1.5521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5837   -0.2839   -1.2611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0270    0.4629   -0.3016 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5304    0.3768   -2.0394 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3464   -0.0923   -3.4410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2270    0.6540   -1.2978 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4133    1.5438   -0.2639 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0859    2.8475   -0.4842 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2637    3.7892   -0.5437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1405    4.9394    0.4279 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3411    6.0715   -0.2075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3801    5.4943    0.7325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3411    6.5494    1.5960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4624    4.5748    1.7007 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4116    4.1065    2.6484 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6191    3.5630    1.6244 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8255    3.9489    2.4543 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9109    3.2646    0.3363 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6679   -0.4291   -0.9578 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5947   -1.6708   -1.8557 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0716   -0.7838    0.4191 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8888    0.2366    0.9954 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2096   -0.0624    1.0649 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5514   -0.2068    2.4337 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8273   -0.7037    2.5850 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5303    0.1722    3.6181 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6091   -0.8645    1.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4892    0.2627    0.3572 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5291    1.2497    0.4899 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8477    0.7060    0.2328 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3330    2.3012   -0.4994 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1438    0.9837    0.5435 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7429    1.4789   -0.6624 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3000   -1.3177    1.4888 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0185   -0.2091    2.5410 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1626   -2.1797    2.2666 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9371   -2.0659    1.4604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0641   -3.3808    0.7870 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0431   -4.3574    1.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3151   -4.0311    1.2980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1660   -4.6080    2.3870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6264   -4.0567    0.6829 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3653   -5.2792    1.2520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7315   -4.1098   -0.7921 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1935   -5.3886   -1.2053 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6816   -3.1014   -1.4167 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4436   -2.3048   -0.3943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6309   -3.7248   -2.2283 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4219   -2.9127   -4.4019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7784   -2.1004   -3.4256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1131   -1.3653   -4.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2089   -0.6282   -3.7976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3580   -0.5044   -2.4728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3703   -2.7745   -3.1053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9545    1.4376   -2.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8602   -1.0355   -3.7051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7455    0.6303   -4.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2483   -0.1191   -3.7165 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2279    1.3310   -2.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3447    2.8627   -1.5271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3627    4.2426   -1.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2420    3.3066   -0.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6241    5.6953   -0.6076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0994    6.8472    0.5419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9740    6.4993   -1.0066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9173    6.3657    2.5877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9184    7.4917    1.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4210    6.8244    1.7974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0200    5.4794    2.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8981    4.0821    3.5169 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2522    2.6017    2.0951 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9575    5.0604    2.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7615    3.4922    2.1406 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6262    3.8498    3.5486 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6993   -0.0564   -1.3559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0178   -2.4999   -1.2070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829   -1.9907   -2.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2381   -1.6540   -2.7280 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8885   -1.5756    0.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4672   -1.0447    0.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7309   -1.7146    3.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5820   -0.1586    3.7222 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0415   -0.0346    4.5943 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5060    1.2291    3.3420 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3109   -1.8335    0.8526 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6849   -1.0324    1.6407 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4840   -0.1212   -0.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3231    0.3086    1.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4926    1.5528   -0.0813 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8543   -0.0245   -0.6008 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4901    2.9674   -0.2697 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2776    2.8565   -0.6895 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1150    1.7811   -1.4669 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2840    1.8225    1.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9267    0.8158   -1.3782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8036    0.4528    2.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8958    0.3944    2.7352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2941   -0.6615    3.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9170   -2.4843    1.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1606   -2.3136    2.5633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8494   -1.4749    1.2109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2597   -3.2070   -0.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3832   -5.3794    0.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9254   -4.2569    0.4152 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2441   -4.3868    2.1282 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652303112019362D          

 53 55  0  0  0  0            999 V2000
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 17  9  1  0  0  0  0
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  5 12  1  0  0  0  0
 12 18  1  0  0  0  0
 18 26  1  0  0  0  0
 26 34  1  0  0  0  0
  7  3  1  0  0  0  0
  7 15  1  0  0  0  0
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 14  6  1  0  0  0  0
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 35 42  1  0  0  0  0
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 36 30  1  0  0  0  0
 30 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014344

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]1(C[C@@](C)(OC)[C@@H](O)[C@H](C)O1)O[C@H]1[C@H](C)[C@@H](O[C@]2([H])O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@](C)(O)C[C@@H](C)C(=O)[C@H](C)[C@@H](O)[C@](C)(O)[C@@H](CC)OC(=O)[C@@H]1C

> <INCHI_IDENTIFIER>
InChI=1S/C37H67NO13/c1-14-25-37(10,45)30(41)20(4)27(39)18(2)16-35(8,44)32(51-34-28(40)24(38(11)12)15-19(3)47-34)21(5)29(22(6)33(43)49-25)50-26-17-36(9,46-13)31(42)23(7)48-26/h18-26,28-32,34,40-42,44-45H,14-17H2,1-13H3/t18-,19-,20+,21+,22-,23+,24+,25-,26+,28-,29+,30-,31+,32-,34+,35-,36-,37-/m1/s1

> <INCHI_KEY>
ULGZDMOVFRHVEP-RWJQBGPGSA-N

> <FORMULA>
C37H67NO13

> <MOLECULAR_WEIGHT>
733.9268

> <EXACT_MASS>
733.461241235

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
118

> <JCHEM_AVERAGE_POLARIZABILITY>
78.51174002042384

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-6-{[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy}-14-ethyl-7,12,13-trihydroxy-4-{[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy}-3,5,7,9,11,13-hexamethyl-1-oxacyclotetradecane-2,10-dione

> <ALOGPS_LOGP>
2.37

> <JCHEM_LOGP>
2.596388847333333

> <ALOGPS_LOGS>
-3.20

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.90862050588721

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.438841177083088

> <JCHEM_PKA_STRONGEST_BASIC>
8.380974796874835

> <JCHEM_POLAR_SURFACE_AREA>
193.91

> <JCHEM_REFRACTIVITY>
186.03709999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.59e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
erythromycin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014344
     RDKit          3D
Erythromycin
118120  0  0  0  0  0  0  0  0999 V2000
   -5.8136   -1.9846   -3.9744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8410   -1.2553   -3.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9152   -2.1412   -2.3540 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9994   -1.5195   -1.5521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5837   -0.2839   -1.2611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0270    0.4629   -0.3016 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5304    0.3768   -2.0394 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3464   -0.0923   -3.4410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2270    0.6540   -1.2978 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4133    1.5438   -0.2639 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0859    2.8475   -0.4842 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2637    3.7892   -0.5437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1405    4.9394    0.4279 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3411    6.0715   -0.2075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3801    5.4943    0.7325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3411    6.5494    1.5960 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1660   -4.6080    2.3870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6264   -4.0567    0.6829 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3653   -5.2792    1.2520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7315   -4.1098   -0.7921 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1935   -5.3886   -1.2053 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.6309   -3.7248   -2.2283 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

HEADER    PROTEIN                                 11-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-MAR-20         0                                  
HETATM    1  O   UNK     0    8695.1198694.528   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0    8693.7858695.302   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8696.4518695.302   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8692.4558694.524   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8693.7858696.853   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8697.7838694.528   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0    8696.4518696.842   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0    8691.1238695.294   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8692.4558692.975   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8695.3008696.584   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0    8694.3108698.297   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0    8692.4558697.627   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0    8697.7838692.991   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0    8699.1158695.302   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8697.7838697.608   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0    8693.7988692.227   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0    8691.1278692.196   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8692.4558699.179   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0    8700.4478694.528   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0    8699.1158696.842   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8697.7838699.148   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8693.7988690.688   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8691.1278690.657   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8689.7978692.975   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8693.7888699.949   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8691.1278699.953   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8701.7838695.302   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8700.4478692.991   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8692.4718689.924   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0    8695.1348689.920   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0    8688.4618692.204   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0    8689.7978694.524   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0    8691.1278701.493   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0    8689.7978699.179   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0    8692.4678688.381   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0    8695.1348688.385   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0    8688.4658695.302   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0    8688.4618699.949   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0    8689.7978697.627   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0    8691.1348689.149   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0    8691.1508687.586   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0    8693.7988687.609   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0    8696.4668687.613   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0    8687.1328694.528   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0    8688.4658696.853   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0    8691.1308696.857   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0    8689.7408688.343   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0    8693.7988686.070   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0    8685.7998695.302   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0    8687.9388698.297   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0    8686.9528696.584   0.000  0.00  0.00           O+0
HETATM   52  H   UNK     0    8695.1348691.459   0.000  0.00  0.00           H+0
HETATM   53  H   UNK     0    8695.1198696.068   0.000  0.00  0.00           H+0
CONECT    1    2    3                                                       
CONECT    2    1    4    5                                                  
CONECT    3    1   53    7    6                                             
CONECT    4    8    9    2                                                  
CONECT    5   10   11    2   12                                             
CONECT    6   13   14    3                                                  
CONECT    7    3   15                                                       
CONECT    8    4                                                            
CONECT    9   16   17    4                                                  
CONECT   10    5                                                            
CONECT   11    5                                                            
CONECT   12    5   18                                                       
CONECT   13    6                                                            
CONECT   14   19   20    6                                                  
CONECT   15   21    7   20                                                  
CONECT   16    9   22                                                       
CONECT   17   23   24    9                                                  
CONECT   18   25   12   26                                                  
CONECT   19   14   27   28                                                  
CONECT   20   15   14                                                       
CONECT   21   15                                                            
CONECT   22   16   52   29   30                                             
CONECT   23   17                                                            
CONECT   24   31   32   17                                                  
CONECT   25   18                                                            
CONECT   26   33   18   34                                                  
CONECT   27   19                                                            
CONECT   28   19                                                            
CONECT   29   22   35                                                       
CONECT   30   36   22                                                       
CONECT   31   24                                                            
CONECT   32   37   24                                                       
CONECT   33   26                                                            
CONECT   34   38   39   26                                                  
CONECT   35   40   41   29   42                                             
CONECT   36   43   42   30                                                  
CONECT   37   44   45   32                                                  
CONECT   38   34                                                            
CONECT   39   46   34   45                                                  
CONECT   40   35   47                                                       
CONECT   41   35                                                            
CONECT   42   48   35   36                                                  
CONECT   43   36                                                            
CONECT   44   37   49                                                       
CONECT   45   50   51   39   37                                             
CONECT   46   39                                                            
CONECT   47   40                                                            
CONECT   48   42                                                            
CONECT   49   44                                                            
CONECT   50   45                                                            
CONECT   51   45                                                            
CONECT   52   22                                                            
CONECT   53    3                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  110    0
END

COMPND    HMDB0014344
HETATM    1  C1  UNL     1      -5.814  -1.985  -3.974  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.841  -1.255  -3.109  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.915  -2.141  -2.354  1.00  0.00           C  
HETATM    4  O1  UNL     1      -2.999  -1.519  -1.552  1.00  0.00           O  
HETATM    5  C4  UNL     1      -2.584  -0.284  -1.261  1.00  0.00           C  
HETATM    6  O2  UNL     1      -3.027   0.463  -0.302  1.00  0.00           O  
HETATM    7  C5  UNL     1      -1.530   0.377  -2.039  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.346  -0.092  -3.441  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.227   0.654  -1.298  1.00  0.00           C  
HETATM   10  O3  UNL     1      -0.413   1.544  -0.264  1.00  0.00           O  
HETATM   11  C8  UNL     1      -0.086   2.848  -0.484  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.264   3.789  -0.544  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.140   4.939   0.428  1.00  0.00           C  
HETATM   14  C11 UNL     1      -0.341   6.072  -0.208  1.00  0.00           C  
HETATM   15  O4  UNL     1      -2.380   5.494   0.733  1.00  0.00           O  
HETATM   16  C12 UNL     1      -2.341   6.549   1.596  1.00  0.00           C  
HETATM   17  C13 UNL     1      -0.462   4.575   1.701  1.00  0.00           C  
HETATM   18  O5  UNL     1      -1.412   4.107   2.648  1.00  0.00           O  
HETATM   19  C14 UNL     1       0.619   3.563   1.624  1.00  0.00           C  
HETATM   20  C15 UNL     1       1.826   3.949   2.454  1.00  0.00           C  
HETATM   21  O6  UNL     1       0.911   3.265   0.336  1.00  0.00           O  
HETATM   22  C16 UNL     1       0.668  -0.429  -0.958  1.00  0.00           C  
HETATM   23  C17 UNL     1       0.595  -1.671  -1.856  1.00  0.00           C  
HETATM   24  C18 UNL     1       1.072  -0.784   0.419  1.00  0.00           C  
HETATM   25  O7  UNL     1       1.889   0.237   0.995  1.00  0.00           O  
HETATM   26  C19 UNL     1       3.210  -0.062   1.065  1.00  0.00           C  
HETATM   27  O8  UNL     1       3.551  -0.207   2.434  1.00  0.00           O  
HETATM   28  C20 UNL     1       4.827  -0.704   2.585  1.00  0.00           C  
HETATM   29  C21 UNL     1       5.530   0.172   3.618  1.00  0.00           C  
HETATM   30  C22 UNL     1       5.609  -0.865   1.334  1.00  0.00           C  
HETATM   31  C23 UNL     1       5.489   0.263   0.357  1.00  0.00           C  
HETATM   32  N1  UNL     1       6.529   1.250   0.490  1.00  0.00           N  
HETATM   33  C24 UNL     1       7.848   0.706   0.233  1.00  0.00           C  
HETATM   34  C25 UNL     1       6.333   2.301  -0.499  1.00  0.00           C  
HETATM   35  C26 UNL     1       4.144   0.984   0.544  1.00  0.00           C  
HETATM   36  O9  UNL     1       3.743   1.479  -0.662  1.00  0.00           O  
HETATM   37  C27 UNL     1       0.300  -1.318   1.489  1.00  0.00           C  
HETATM   38  C28 UNL     1       0.018  -0.209   2.541  1.00  0.00           C  
HETATM   39  O10 UNL     1       1.163  -2.180   2.267  1.00  0.00           O  
HETATM   40  C29 UNL     1      -0.937  -2.066   1.460  1.00  0.00           C  
HETATM   41  C30 UNL     1      -1.064  -3.381   0.787  1.00  0.00           C  
HETATM   42  C31 UNL     1       0.043  -4.357   1.039  1.00  0.00           C  
HETATM   43  C32 UNL     1      -2.315  -4.031   1.298  1.00  0.00           C  
HETATM   44  O11 UNL     1      -2.166  -4.608   2.387  1.00  0.00           O  
HETATM   45  C33 UNL     1      -3.626  -4.057   0.683  1.00  0.00           C  
HETATM   46  C34 UNL     1      -4.365  -5.279   1.252  1.00  0.00           C  
HETATM   47  C35 UNL     1      -3.732  -4.110  -0.792  1.00  0.00           C  
HETATM   48  O12 UNL     1      -4.193  -5.389  -1.205  1.00  0.00           O  
HETATM   49  C36 UNL     1      -4.682  -3.101  -1.417  1.00  0.00           C  
HETATM   50  C37 UNL     1      -5.444  -2.305  -0.394  1.00  0.00           C  
HETATM   51  O13 UNL     1      -5.631  -3.725  -2.228  1.00  0.00           O  
HETATM   52  H1  UNL     1      -5.422  -2.913  -4.402  1.00  0.00           H  
HETATM   53  H2  UNL     1      -6.778  -2.100  -3.426  1.00  0.00           H  
HETATM   54  H3  UNL     1      -6.113  -1.365  -4.878  1.00  0.00           H  
HETATM   55  H4  UNL     1      -4.209  -0.628  -3.798  1.00  0.00           H  
HETATM   56  H5  UNL     1      -5.358  -0.504  -2.473  1.00  0.00           H  
HETATM   57  H6  UNL     1      -3.370  -2.775  -3.105  1.00  0.00           H  
HETATM   58  H7  UNL     1      -1.955   1.438  -2.181  1.00  0.00           H  
HETATM   59  H8  UNL     1      -1.860  -1.036  -3.705  1.00  0.00           H  
HETATM   60  H9  UNL     1      -1.745   0.630  -4.224  1.00  0.00           H  
HETATM   61  H10 UNL     1      -0.248  -0.119  -3.716  1.00  0.00           H  
HETATM   62  H11 UNL     1       0.228   1.331  -2.109  1.00  0.00           H  
HETATM   63  H12 UNL     1       0.345   2.863  -1.527  1.00  0.00           H  
HETATM   64  H13 UNL     1      -1.363   4.243  -1.549  1.00  0.00           H  
HETATM   65  H14 UNL     1      -2.242   3.307  -0.351  1.00  0.00           H  
HETATM   66  H15 UNL     1       0.624   5.695  -0.608  1.00  0.00           H  
HETATM   67  H16 UNL     1      -0.099   6.847   0.542  1.00  0.00           H  
HETATM   68  H17 UNL     1      -0.974   6.499  -1.007  1.00  0.00           H  
HETATM   69  H18 UNL     1      -1.917   6.366   2.588  1.00  0.00           H  
HETATM   70  H19 UNL     1      -1.918   7.492   1.160  1.00  0.00           H  
HETATM   71  H20 UNL     1      -3.421   6.824   1.797  1.00  0.00           H  
HETATM   72  H21 UNL     1      -0.020   5.479   2.220  1.00  0.00           H  
HETATM   73  H22 UNL     1      -0.898   4.082   3.517  1.00  0.00           H  
HETATM   74  H23 UNL     1       0.252   2.602   2.095  1.00  0.00           H  
HETATM   75  H24 UNL     1       1.957   5.060   2.298  1.00  0.00           H  
HETATM   76  H25 UNL     1       2.761   3.492   2.141  1.00  0.00           H  
HETATM   77  H26 UNL     1       1.626   3.850   3.549  1.00  0.00           H  
HETATM   78  H27 UNL     1       1.699  -0.056  -1.356  1.00  0.00           H  
HETATM   79  H28 UNL     1       1.018  -2.500  -1.207  1.00  0.00           H  
HETATM   80  H29 UNL     1      -0.383  -1.991  -2.132  1.00  0.00           H  
HETATM   81  H30 UNL     1       1.238  -1.654  -2.728  1.00  0.00           H  
HETATM   82  H31 UNL     1       1.889  -1.576   0.183  1.00  0.00           H  
HETATM   83  H32 UNL     1       3.467  -1.045   0.574  1.00  0.00           H  
HETATM   84  H33 UNL     1       4.731  -1.715   3.067  1.00  0.00           H  
HETATM   85  H34 UNL     1       6.582  -0.159   3.722  1.00  0.00           H  
HETATM   86  H35 UNL     1       5.042  -0.035   4.594  1.00  0.00           H  
HETATM   87  H36 UNL     1       5.506   1.229   3.342  1.00  0.00           H  
HETATM   88  H37 UNL     1       5.311  -1.833   0.853  1.00  0.00           H  
HETATM   89  H38 UNL     1       6.685  -1.032   1.641  1.00  0.00           H  
HETATM   90  H39 UNL     1       5.484  -0.121  -0.680  1.00  0.00           H  
HETATM   91  H40 UNL     1       8.323   0.309   1.162  1.00  0.00           H  
HETATM   92  H41 UNL     1       8.493   1.553  -0.081  1.00  0.00           H  
HETATM   93  H42 UNL     1       7.854  -0.024  -0.601  1.00  0.00           H  
HETATM   94  H43 UNL     1       5.490   2.967  -0.270  1.00  0.00           H  
HETATM   95  H44 UNL     1       7.278   2.856  -0.689  1.00  0.00           H  
HETATM   96  H45 UNL     1       6.115   1.781  -1.467  1.00  0.00           H  
HETATM   97  H46 UNL     1       4.284   1.822   1.270  1.00  0.00           H  
HETATM   98  H47 UNL     1       3.927   0.816  -1.378  1.00  0.00           H  
HETATM   99  H48 UNL     1      -0.804   0.453   2.222  1.00  0.00           H  
HETATM  100  H49 UNL     1       0.896   0.394   2.735  1.00  0.00           H  
HETATM  101  H50 UNL     1      -0.294  -0.661   3.503  1.00  0.00           H  
HETATM  102  H51 UNL     1       1.917  -2.484   1.693  1.00  0.00           H  
HETATM  103  H52 UNL     1      -1.161  -2.314   2.563  1.00  0.00           H  
HETATM  104  H53 UNL     1      -1.849  -1.475   1.211  1.00  0.00           H  
HETATM  105  H54 UNL     1      -1.260  -3.207  -0.283  1.00  0.00           H  
HETATM  106  H55 UNL     1      -0.383  -5.379   0.803  1.00  0.00           H  
HETATM  107  H56 UNL     1       0.925  -4.257   0.415  1.00  0.00           H  
HETATM  108  H57 UNL     1       0.244  -4.387   2.128  1.00  0.00           H  
HETATM  109  H58 UNL     1      -4.199  -3.190   1.135  1.00  0.00           H  
HETATM  110  H59 UNL     1      -3.961  -6.153   0.662  1.00  0.00           H  
HETATM  111  H60 UNL     1      -5.446  -5.191   1.204  1.00  0.00           H  
HETATM  112  H61 UNL     1      -4.013  -5.495   2.304  1.00  0.00           H  
HETATM  113  H62 UNL     1      -2.774  -4.012  -1.348  1.00  0.00           H  
HETATM  114  H63 UNL     1      -5.120  -5.535  -0.888  1.00  0.00           H  
HETATM  115  H64 UNL     1      -4.859  -1.554   0.130  1.00  0.00           H  
HETATM  116  H65 UNL     1      -6.011  -3.015   0.234  1.00  0.00           H  
HETATM  117  H66 UNL     1      -6.235  -1.739  -0.972  1.00  0.00           H  
HETATM  118  H67 UNL     1      -5.164  -4.517  -2.650  1.00  0.00           H  
CONECT    1    2   52   53   54
CONECT    2    3   55   56
CONECT    3    4   49   57
CONECT    4    5
CONECT    5    6    6    7
CONECT    7    8    9   58
CONECT    8   59   60   61
CONECT    9   10   22   62
CONECT   10   11
CONECT   11   12   21   63
CONECT   12   13   64   65
CONECT   13   14   15   17
CONECT   14   66   67   68
CONECT   15   16
CONECT   16   69   70   71
CONECT   17   18   19   72
CONECT   18   73
CONECT   19   20   21   74
CONECT   20   75   76   77
CONECT   22   23   24   78
CONECT   23   79   80   81
CONECT   24   25   37   82
CONECT   25   26
CONECT   26   27   35   83
CONECT   27   28
CONECT   28   29   30   84
CONECT   29   85   86   87
CONECT   30   31   88   89
CONECT   31   32   35   90
CONECT   32   33   34
CONECT   33   91   92   93
CONECT   34   94   95   96
CONECT   35   36   97
CONECT   36   98
CONECT   37   38   39   40
CONECT   38   99  100  101
CONECT   39  102
CONECT   40   41  103  104
CONECT   41   42   43  105
CONECT   42  106  107  108
CONECT   43   44   44   45
CONECT   45   46   47  109
CONECT   46  110  111  112
CONECT   47   48   49  113
CONECT   48  114
CONECT   49   50   51
CONECT   50  115  116  117
CONECT   51  118
END

HMDB0014344
     RDKit          3D
Erythromycin
118120  0  0  0  0  0  0  0  0999 V2000
   -5.8136   -1.9846   -3.9744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8410   -1.2553   -3.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9152   -2.1412   -2.3540 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9994   -1.5195   -1.5521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5837   -0.2839   -1.2611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0270    0.4629   -0.3016 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5304    0.3768   -2.0394 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3464   -0.0923   -3.4410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2270    0.6540   -1.2978 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4133    1.5438   -0.2639 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0859    2.8475   -0.4842 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2637    3.7892   -0.5437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1405    4.9394    0.4279 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3411    6.0715   -0.2075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3801    5.4943    0.7325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3411    6.5494    1.5960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4624    4.5748    1.7007 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4116    4.1065    2.6484 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6191    3.5630    1.6244 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8255    3.9489    2.4543 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9109    3.2646    0.3363 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6679   -0.4291   -0.9578 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5947   -1.6708   -1.8557 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0716   -0.7838    0.4191 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8888    0.2366    0.9954 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2096   -0.0624    1.0649 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5514   -0.2068    2.4337 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8273   -0.7037    2.5850 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5303    0.1722    3.6181 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6091   -0.8645    1.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4892    0.2627    0.3572 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5291    1.2497    0.4899 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8477    0.7060    0.2328 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3330    2.3012   -0.4994 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1438    0.9837    0.5435 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7429    1.4789   -0.6624 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3000   -1.3177    1.4888 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0185   -0.2091    2.5410 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1626   -2.1797    2.2666 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9371   -2.0659    1.4604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0641   -3.3808    0.7870 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0431   -4.3574    1.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3151   -4.0311    1.2980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1660   -4.6080    2.3870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6264   -4.0567    0.6829 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3653   -5.2792    1.2520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7315   -4.1098   -0.7921 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1935   -5.3886   -1.2053 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6816   -3.1014   -1.4167 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4436   -2.3048   -0.3943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6309   -3.7248   -2.2283 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4219   -2.9127   -4.4019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7784   -2.1004   -3.4256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1131   -1.3653   -4.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2089   -0.6282   -3.7976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3580   -0.5044   -2.4728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3703   -2.7745   -3.1053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9545    1.4376   -2.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8602   -1.0355   -3.7051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7455    0.6303   -4.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2483   -0.1191   -3.7165 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2279    1.3310   -2.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3447    2.8627   -1.5271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3627    4.2426   -1.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2420    3.3066   -0.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6241    5.6953   -0.6076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0994    6.8472    0.5419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9740    6.4993   -1.0066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9173    6.3657    2.5877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9184    7.4917    1.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4210    6.8244    1.7974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0200    5.4794    2.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8981    4.0821    3.5169 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2522    2.6017    2.0951 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9575    5.0604    2.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7615    3.4922    2.1406 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6262    3.8498    3.5486 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6993   -0.0564   -1.3559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0178   -2.4999   -1.2070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829   -1.9907   -2.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2381   -1.6540   -2.7280 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8885   -1.5756    0.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4672   -1.0447    0.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7309   -1.7146    3.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5820   -0.1586    3.7222 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0415   -0.0346    4.5943 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5060    1.2291    3.3420 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3109   -1.8335    0.8526 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6849   -1.0324    1.6407 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4840   -0.1212   -0.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3231    0.3086    1.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4926    1.5528   -0.0813 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8543   -0.0245   -0.6008 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4901    2.9674   -0.2697 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2776    2.8565   -0.6895 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1150    1.7811   -1.4669 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2840    1.8225    1.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9267    0.8158   -1.3782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8036    0.4528    2.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8958    0.3944    2.7352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2941   -0.6615    3.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9170   -2.4843    1.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1606   -2.3136    2.5633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8494   -1.4749    1.2109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2597   -3.2070   -0.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3832   -5.3794    0.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9254   -4.2569    0.4152 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2441   -4.3868    2.1282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1993   -3.1903    1.1345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9612   -6.1531    0.6624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4462   -5.1910    1.2042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0126   -5.4952    2.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7744   -4.0119   -1.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1203   -5.5353   -0.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8589   -1.5544    0.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0110   -3.0146    0.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2347   -1.7388   -0.9720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1640   -4.5165   -2.6495 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  2  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
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 12 13  1  0
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  9 22  1  0
 22 23  1  0
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 24 25  1  0
 25 26  1  0
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 27 28  1  0
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 21 11  1  0
 35 26  1  0
  1 52  1  0
  1 53  1  0
  1 54  1  0
  2 55  1  0
  2 56  1  0
  3 57  1  6
  7 58  1  6
  8 59  1  0
  8 60  1  0
  8 61  1  0
  9 62  1  6
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 46110  1  0
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 50115  1  0
 50116  1  0
 50117  1  0
 51118  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-6-{[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}-14-ethyl-7,12,13-trihydroxy-4-{[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yl]oxy}-3,5,7,9,11,13-hexamethyloxacyclotetradecane-2,10-dione	ChEBI
3''-O-Demethylerythromycin	ChEBI
Abomacetin	ChEBI
Eritromicina	ChEBI
Erthromycin	ChEBI
Erythromycin C	ChEBI
Erythromycine	ChEBI
Erythromycinum	ChEBI
Erythromycin a	Kegg
EM	Kegg
Akne-mycin	Kegg
Eryc	Kegg
Erygel	Kegg
Pce	Kegg
Staticin	Kegg
T-Stat	Kegg
Erythrocin stearate	HMDB
Erythromycin ethylsuccinate	HMDB
Erythromycin glucoheptonate	HMDB
Erythromycin lactobionate	HMDB
Erythromycin oxime	HMDB
Erythromycin stearate	HMDB
Erymax	HMDB
C, Erythromycin	HMDB
Ilotycin	HMDB
Phosphate, erythromycin	HMDB
TStat	HMDB
Erycette	HMDB
Erythromycin phosphate	HMDB
Lactate, erythromycin	HMDB
Erythromycin lactate	HMDB
T Stat	HMDB

Chemical Formula

C₃₇H₆₇NO₁₃

Average Molecular Weight

733.9268

Monoisotopic Molecular Weight

733.461241235

IUPAC Name

(3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-6-{[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy}-14-ethyl-7,12,13-trihydroxy-4-{[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy}-3,5,7,9,11,13-hexamethyl-1-oxacyclotetradecane-2,10-dione

Traditional Name

erythromycin

CAS Registry Number

114-07-8

SMILES

[H][C@@]1(C[C@@](C)(OC)[C@@H](O)[C@H](C)O1)O[C@H]1[C@H](C)[C@@H](O[C@]2([H])O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@](C)(O)C[C@@H](C)C(=O)[C@H](C)[C@@H](O)[C@](C)(O)[C@@H](CC)OC(=O)[C@@H]1C

InChI Identifier

InChI=1S/C37H67NO13/c1-14-25-37(10,45)30(41)20(4)27(39)18(2)16-35(8,44)32(51-34-28(40)24(38(11)12)15-19(3)47-34)21(5)29(22(6)33(43)49-25)50-26-17-36(9,46-13)31(42)23(7)48-26/h18-26,28-32,34,40-42,44-45H,14-17H2,1-13H3/t18-,19-,20+,21+,22-,23+,24+,25-,26+,28-,29+,30-,31+,32-,34+,35-,36-,37-/m1/s1

InChI Key

ULGZDMOVFRHVEP-RWJQBGPGSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aminoglycosides. These are molecules or a portion of a molecule composed of amino-modified sugars.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Aminoglycosides

Alternative Parents

Substituents

Aminoglycoside core
Macrolide
Glycosyl compound
O-glycosyl compound
Oxane
Monosaccharide
Tertiary alcohol
1,2-aminoalcohol
Amino acid or derivatives
Carboxylic acid ester
Ketone
Cyclic ketone
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
Lactone
Acetal
Carboxylic acid derivative
Dialkyl ether
Ether
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Organic nitrogen compound
Hydrocarbon derivative
Alcohol
Amine
Organopnictogen compound
Organic oxide
Organonitrogen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

erythromycin (CHEBI:42355 )
Macrolides and lactone polyketides (C01912 )
Macrolides (C01912 )
Macrolides and lactone polyketides (LMPK04000006 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Blood (PMID: 21059682)

Urine (HMDB: HMDB0014344)

Cellular substructure

Cytoplasm (HMDB: HMDB0014344)
Membrane (HMDB: HMDB0014344)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0014344)

Source

Endogenous

Endogenous (HMDB: HMDB0014344)

Plant

Plant (HMDB: HMDB0014344)

Animal

Animal (HMDB: HMDB0014344)

Exogenous

Food

Food (HMDB: HMDB0014344)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Erythromycin Action Pathway (PathBank: SMP0000250)

Lipid metabolism pathway (HMDB: HMDB0014344)

Chemical reaction

Lipid peroxidation (HMDB: HMDB0014344)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0014344)

Role

Biological role

Nutrient

Nutrient (HMDB: HMDB0014344)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0014344)

Emulsifier (HMDB: HMDB0014344)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	191 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.46 g/L	Not Available
LogP	3.06	MCFARLAND,JW ET AL. (1997)

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.46 g/L	ALOGPS
logP	2.37	ALOGPS
logP	2.6	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	12.44	ChemAxon
pKa (Strongest Basic)	8.38	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	193.91 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	186.04 m³·mol⁻¹	ChemAxon
Polarizability	78.51 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	252.996	30932474
DeepCCS	[M-H]-	251.272	30932474
DeepCCS	[M-2H]-	285.304	30932474
DeepCCS	[M+Na]+	259.238	30932474
AllCCS	[M+H]+	259.9	32859911
AllCCS	[M+H-H2O]+	259.4	32859911
AllCCS	[M+NH4]+	260.4	32859911
AllCCS	[M+Na]+	260.5	32859911
AllCCS	[M-H]-	257.7	32859911
AllCCS	[M+Na-2H]-	263.3	32859911
AllCCS	[M+HCOO]-	269.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Erythromycin	[H][C@@]1(C[C@@](C)(OC)[C@@H](O)[C@H](C)O1)O[C@H]1[C@H](C)[C@@H](O[C@]2([H])O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@](C)(O)C[C@@H](C)C(=O)[C@H](C)[C@@H](O)[C@](C)(O)[C@@H](CC)OC(=O)[C@@H]1C	3309.8	Standard polar	33892256
Erythromycin	[H][C@@]1(C[C@@](C)(OC)[C@@H](O)[C@H](C)O1)O[C@H]1[C@H](C)[C@@H](O[C@]2([H])O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@](C)(O)C[C@@H](C)C(=O)[C@H](C)[C@@H](O)[C@](C)(O)[C@@H](CC)OC(=O)[C@@H]1C	4319.0	Standard non polar	33892256
Erythromycin	[H][C@@]1(C[C@@](C)(OC)[C@@H](O)[C@H](C)O1)O[C@H]1[C@H](C)[C@@H](O[C@]2([H])O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@](C)(O)C[C@@H](C)C(=O)[C@H](C)[C@@H](O)[C@](C)(O)[C@@H](CC)OC(=O)[C@@H]1C	4382.2	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 - Erythromycin GC-MS (Non-derivatized) - 70eV, Positive	splash10-06di-9400002400-18cc27308908580ca1df	2017-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Erythromycin GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Erythromycin GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Erythromycin GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Erythromycin GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Erythromycin GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Erythromycin GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Erythromycin GC-MS (TMS_1_7) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Erythromycin GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Erythromycin GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Erythromycin GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Erythromycin GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Erythromycin GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Erythromycin GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Erythromycin GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Erythromycin GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Erythromycin GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Erythromycin GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Erythromycin GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Erythromycin GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Erythromycin GC-MS (TMS_2_13) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Erythromycin GC-MS (TMS_2_14) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Erythromycin GC-MS (TMS_2_15) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Erythromycin GC-MS (TMS_2_16) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Erythromycin GC-MS (TMS_2_17) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Erythromycin DI-ESI-Ion Trap , Positive-QTOF	splash10-00di-2901000023-e1b4c2a4d54a44d851b1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Erythromycin DI-ESI-Hybrid FT , Positive-QTOF	splash10-00di-2901000023-e1b4c2a4d54a44d851b1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Erythromycin LC-ESI-QTOF , positive-QTOF	splash10-0a7i-0900070700-45f1a3bf3aac26069507	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Erythromycin LC-ESI-QTOF , positive-QTOF	splash10-0a4i-0900020000-c282d6a703a3a812c91a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Erythromycin LC-ESI-QTOF , positive-QTOF	splash10-0a4i-0900000000-b11e26802dca28ea88f0	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Erythromycin LC-ESI-QTOF , positive-QTOF	splash10-0a4i-0900000000-5ea1e94063a49c0d6ddb	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Erythromycin LC-ESI-ITFT , positive-QTOF	splash10-004i-0000090000-f0fcdc5ed4d00170f2a3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Erythromycin LC-ESI-ITFT , positive-QTOF	splash10-001i-0200000900-439b7d31b57ea93dff40	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Erythromycin LC-ESI-ITFT , positive-QTOF	splash10-0a59-4900000000-1cb488a53f50cba638cf	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Erythromycin LC-ESI-ITFT , positive-QTOF	splash10-001i-9700000000-239fd7095409362c75bc	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Erythromycin LC-ESI-ITFT , positive-QTOF	splash10-001i-9000000000-37757a9a6c61ec2bac1b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Erythromycin LC-ESI-ITFT , positive-QTOF	splash10-001i-9000000000-2d04ae69b21d82ee0763	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Erythromycin LC-ESI-ITFT , positive-QTOF	splash10-001i-9000000000-2d04ae69b21d82ee0763	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Erythromycin LC-ESI-ITFT , positive-QTOF	splash10-053r-0500000900-20a1c46dfdef404c9d3e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Erythromycin LC-ESI-ITFT , positive-QTOF	splash10-0a59-5900000000-c7e9166d7e79e23023a5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Erythromycin LC-ESI-ITFT , positive-QTOF	splash10-053r-9800000000-07e4c66bcd0be93f7c09	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Erythromycin LC-ESI-ITFT , positive-QTOF	splash10-001i-9200000000-553fb27002eceacb9270	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Erythromycin LC-ESI-ITFT , positive-QTOF	splash10-001i-9000000000-9725c29b26f7cbbef576	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Erythromycin LC-ESI-ITFT , positive-QTOF	splash10-001i-9000000000-2d04ae69b21d82ee0763	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erythromycin 10V, Positive-QTOF	splash10-0a6r-0100190400-bba224728cad417eed35	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erythromycin 20V, Positive-QTOF	splash10-0aor-2300890000-9f5f37c2d871150986c8	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erythromycin 40V, Positive-QTOF	splash10-0006-9202310000-eded1d6e9587fe9797c5	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erythromycin 10V, Negative-QTOF	splash10-05cr-0700162900-29e82d5292241ea5e1e2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erythromycin 20V, Negative-QTOF	splash10-0l90-1302393200-c98df51d2d2c1a447702	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erythromycin 40V, Negative-QTOF	splash10-0006-4500981000-7a2274e0e23ee0c26b22	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Erythromycin Action Pathway		Not Available

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 DB00199	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00199	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00199

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB015812

KNApSAcK ID

Not Available

Chemspider ID

12041

KEGG Compound ID

C01912

BioCyc ID

CPD-13804

BiGG ID

Not Available

Wikipedia Link

Erythromycin

METLIN ID

Not Available

PubChem Compound

12560

PDB ID

Not Available

ChEBI ID

42355

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)

Download (PDF)

General References

Kanazawa S, Ohkubo T, Sugawara K: The effects of grapefruit juice on the pharmacokinetics of erythromycin. Eur J Clin Pharmacol. 2001 Jan-Feb;56(11):799-803. [PubMed:11294369 ]
Ogwal S, Xide TU: Bioavailability and stability of erythromycin delayed release tablets. Afr Health Sci. 2001 Dec;1(2):90-6. [PubMed:12789122 ]
Okudaira T, Kotegawa T, Imai H, Tsutsumi K, Nakano S, Ohashi K: Effect of the treatment period with erythromycin on cytochrome P450 3A activity in humans. J Clin Pharmacol. 2007 Jul;47(7):871-6. [PubMed:17585116 ]

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
Ekins S, Bravi G, Wikel JH, Wrighton SA: Three-dimensional-quantitative structure activity relationship analysis of cytochrome P-450 3A4 substrates. J Pharmacol Exp Ther. 1999 Oct;291(1):424-33. [PubMed:10490933 ]

Enzyme Details

2. Cytochrome P450 3A5

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:: CYP3A5
Uniprot ID:: P20815
Molecular weight:: 57108.065

Enzyme Details

3. Cytochrome P450 3A7

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:: CYP3A7
Uniprot ID:: P24462
Molecular weight:: 57525.03

Enzyme Details

4. Cytochrome P450 1A2

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Most active in catalyzing 2-hydroxylation. Caffeine is metabolized primarily by cytochrome CYP1A2 in the liver through an initial N3-demethylation. Also acts in the metabolism of aflatoxin B1 and acetaminophen. Participates in the bioactivation of carcinogenic aromatic and heterocyclic amines. Catalizes the N-hydroxylation of heterocyclic amines and the O-deethylation of phenacetin.
Gene Name:: CYP1A2
Uniprot ID:: P05177
Molecular weight:: 58406.915

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Transporters

Enzyme Details

1. Multidrug resistance-associated protein 1

General function:: Involved in ATP binding
Specific function:: Mediates export of organic anions and drugs from the cytoplasm. Mediates ATP-dependent transport of glutathione and glutathione conjugates, leukotriene C4, estradiol-17-beta-o- glucuronide, methotrexate, antiviral drugs and other xenobiotics. Confers resistance to anticancer drugs. Hydrolyzes ATP with low efficiency
Gene Name:: ABCC1
Uniprot ID:: P33527
Molecular weight:: 171589.5

References

Terashi K, Oka M, Soda H, Fukuda M, Kawabata S, Nakatomi K, Shiozawa K, Nakamura T, Tsukamoto K, Noguchi Y, Suenaga M, Tei C, Kohno S: Interactions of ofloxacin and erythromycin with the multidrug resistance protein (MRP) in MRP-overexpressing human leukemia cells. Antimicrob Agents Chemother. 2000 Jun;44(6):1697-700. [PubMed:10817732 ]

Enzyme Details

2. Multidrug resistance protein 1

General function:: Involved in ATP binding
Specific function:: Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells
Gene Name:: ABCB1
Uniprot ID:: P08183
Molecular weight:: 141477.3

References

Schuetz EG, Beck WT, Schuetz JD: Modulators and substrates of P-glycoprotein and cytochrome P4503A coordinately up-regulate these proteins in human colon carcinoma cells. Mol Pharmacol. 1996 Feb;49(2):311-8. [PubMed:8632764 ]
Polli JW, Wring SA, Humphreys JE, Huang L, Morgan JB, Webster LO, Serabjit-Singh CS: Rational use of in vitro P-glycoprotein assays in drug discovery. J Pharmacol Exp Ther. 2001 Nov;299(2):620-8. [PubMed:11602674 ]
Ekins S, Kim RB, Leake BF, Dantzig AH, Schuetz EG, Lan LB, Yasuda K, Shepard RL, Winter MA, Schuetz JD, Wikel JH, Wrighton SA: Three-dimensional quantitative structure-activity relationships of inhibitors of P-glycoprotein. Mol Pharmacol. 2002 May;61(5):964-73. [PubMed:11961113 ]
Schwab D, Fischer H, Tabatabaei A, Poli S, Huwyler J: Comparison of in vitro P-glycoprotein screening assays: recommendations for their use in drug discovery. J Med Chem. 2003 Apr 24;46(9):1716-25. [PubMed:12699389 ]
Takano M, Hasegawa R, Fukuda T, Yumoto R, Nagai J, Murakami T: Interaction with P-glycoprotein and transport of erythromycin, midazolam and ketoconazole in Caco-2 cells. Eur J Pharmacol. 1998 Oct 9;358(3):289-94. [PubMed:9822896 ]
Kim RB, Wandel C, Leake B, Cvetkovic M, Fromm MF, Dempsey PJ, Roden MM, Belas F, Chaudhary AK, Roden DM, Wood AJ, Wilkinson GR: Interrelationship between substrates and inhibitors of human CYP3A and P-glycoprotein. Pharm Res. 1999 Mar;16(3):408-14. [PubMed:10213372 ]
Asakura E, Nakayama H, Sugie M, Zhao YL, Nadai M, Kitaichi K, Shimizu A, Miyoshi M, Takagi K, Takagi K, Hasegawa T: Azithromycin reverses anticancer drug resistance and modifies hepatobiliary excretion of doxorubicin in rats. Eur J Pharmacol. 2004 Jan 26;484(2-3):333-9. [PubMed:14744620 ]
Yasuda K, Lan LB, Sanglard D, Furuya K, Schuetz JD, Schuetz EG: Interaction of cytochrome P450 3A inhibitors with P-glycoprotein. J Pharmacol Exp Ther. 2002 Oct;303(1):323-32. [PubMed:12235267 ]
Dahan A, Sabit H, Amidon GL: The H2 receptor antagonist nizatidine is a P-glycoprotein substrate: characterization of its intestinal epithelial cell efflux transport. AAPS J. 2009 Jun;11(2):205-13. doi: 10.1208/s12248-009-9092-5. Epub 2009 Mar 25. [PubMed:19319690 ]
Sun H, Huang Y, Frassetto L, Benet LZ: Effects of uremic toxins on hepatic uptake and metabolism of erythromycin. Drug Metab Dispos. 2004 Nov;32(11):1239-46. Epub 2004 Jul 30. [PubMed:15286055 ]

Enzyme Details

3. Solute carrier organic anion transporter family member 1A2

General function:: Involved in transporter activity
Specific function:: Mediates the Na(+)-independent transport of organic anions such as sulfobromophthalein (BSP) and conjugated (taurocholate) and unconjugated (cholate) bile acids
Gene Name:: SLCO1A2
Uniprot ID:: P46721
Molecular weight:: 74144.1

References

Cvetkovic M, Leake B, Fromm MF, Wilkinson GR, Kim RB: OATP and P-glycoprotein transporters mediate the cellular uptake and excretion of fexofenadine. Drug Metab Dispos. 1999 Aug;27(8):866-71. [PubMed:10421612 ]

Enzyme Details

4. Solute carrier family 22 member 7

General function:: Involved in transmembrane transport
Specific function:: Mediates sodium-independent multispecific organic anion transport. Transport of prostaglandin E2, prostaglandin F2, tetracycline, bumetanide, estrone sulfate, glutarate, dehydroepiandrosterone sulfate, allopurinol, 5-fluorouracil, paclitaxel, L-ascorbic acid, salicylate, ethotrexate, and alpha- ketoglutarate
Gene Name:: SLC22A7
Uniprot ID:: Q9Y694
Molecular weight:: 60025.0

References

Kobayashi Y, Sakai R, Ohshiro N, Ohbayashi M, Kohyama N, Yamamoto T: Possible involvement of organic anion transporter 2 on the interaction of theophylline with erythromycin in the human liver. Drug Metab Dispos. 2005 May;33(5):619-22. Epub 2005 Feb 11. [PubMed:15708966 ]
Kobayashi Y, Ohshiro N, Shibusawa A, Sasaki T, Tokuyama S, Sekine T, Endou H, Yamamoto T: Isolation, characterization and differential gene expression of multispecific organic anion transporter 2 in mice. Mol Pharmacol. 2002 Jul;62(1):7-14. [PubMed:12065749 ]

Showing metabocard for Erythromycin (HMDB0014344)

MOL for HMDB0014344 (Erythromycin)

3D MOL for HMDB0014344 (Erythromycin)

3D SDF for HMDB0014344 (Erythromycin)

3D-SDF for HMDB0014344 (Erythromycin)

PDB for HMDB0014344 (Erythromycin)

3D PDB for HMDB0014344 (Erythromycin)

SMILES for HMDB0014344 (Erythromycin)

INCHI for HMDB0014344 (Erythromycin)

Structure for HMDB0014344 (Erythromycin)

3D Structure for HMDB0014344 (Erythromycin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

Transporters

References

References

References

References