Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 03:47:37 UTC

Update Date

2021-09-24 03:47:37 UTC

HMDB ID

HMDB0303680

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Citrusin I

Description

15-benzyl-9-(butan-2-yl)-3,18-bis(1-hydroxyethyl)-6-methyl-12-(2-methylpropyl)-1,4,7,10,13,16,19-heptaazacyclohenicosa-1,4,7,10,13,16,19-heptaene-2,5,8,11,14,17,20-heptol belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. Based on a literature review very few articles have been published on 15-benzyl-9-(butan-2-yl)-3,18-bis(1-hydroxyethyl)-6-methyl-12-(2-methylpropyl)-1,4,7,10,13,16,19-heptaazacyclohenicosa-1,4,7,10,13,16,19-heptaene-2,5,8,11,14,17,20-heptol.

Structure

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


  Mrv1533004261502102D          

 50 51  0  0  0  0            999 V2000
   -6.8327   -1.3383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2715   -0.7336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4672   -0.9171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2240   -1.7055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9060   -0.3124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1017   -0.4959    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9788   -1.3117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6238   -1.8261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2108   -1.6131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0878   -2.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7329   -2.9433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6099   -3.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5008   -2.6419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5658   -1.0988    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8513   -1.5113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8513   -2.3363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1369   -1.0988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4224   -1.5113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4224   -2.3363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2921   -2.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2921   -3.5738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4224   -3.9863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1369   -3.5738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1369   -2.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1369   -0.2738    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3689    0.0276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2761   -0.4867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2459    0.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8909    1.3578    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6478    2.1462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1566    2.3297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2089    2.7509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0132    2.5673    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4780    3.2490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1200    3.9923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3006    3.1873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6586    2.4440    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4813    2.5057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8392    3.2490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9460    1.8240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7687    1.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5881    1.0807    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1492    0.4760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9535    0.6596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7654    3.8690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5881    3.8073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4074    4.6123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5221    1.1448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6450    1.9606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1671    0.6305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 19 24  1  0  0  0  0
 17 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
 42 43  1  0  0  0  0
  5 43  1  0  0  0  0
 43 44  2  0  0  0  0
 36 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  1  0  0  0  0
 28 48  1  0  0  0  0
 48 49  1  0  0  0  0
 48 50  1  0  0  0  0
M  END

HMDB0303680
     RDKit          3D
Citrusin I
103104  0  0  0  0  0  0  0  0999 V2000
   -2.0393   -2.9319    3.0533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7436   -3.7370    1.9947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3283   -2.8547    0.8888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9896   -3.7858   -0.0766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1384   -2.2326    0.1450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3399   -3.3111   -0.3977 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0218   -3.5940   -0.1672 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3531   -4.7534    0.2521 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1857   -2.6693   -0.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4219   -3.5285   -0.6903 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1602   -4.3177   -1.9534 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3347   -5.1793   -2.3273 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9806   -3.3107   -3.0993 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3905   -1.8425    0.7998 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3531   -0.8955    1.0977 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0188   -1.0750    2.1911 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7659    0.3191    0.3704 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0911    0.1196   -0.2653 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1475   -0.1678    0.7276 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4896   -1.4354    1.1116 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4955   -1.6210    2.0557 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1634   -0.5610    2.6202 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8236    0.7203    2.2371 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8309    0.9119    1.3053 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7389    0.8747   -0.4951 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6963    2.1970   -0.9926 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5858    2.3024   -2.2500 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7640    3.4444   -0.2247 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1349    3.9660    0.0541 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9396    4.1745   -1.2127 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9751    5.2534    0.6154 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0093    3.3760    1.0230 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3499    3.7648    1.1217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0877    3.0803    1.8693 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9060    4.9024    0.4036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7835    4.5985   -0.6949 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5097    3.4681   -1.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2067    2.8602   -2.1032 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6152    2.7953   -0.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4878    3.7461    0.5244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2859    4.6523   -0.3914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8432    4.4286    1.5148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5545    2.1973   -1.2443 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3537    1.0548   -0.9964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5793    1.0999   -1.2995 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8747   -0.2211   -0.4008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0952   -1.1192   -0.2734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8676   -0.8504   -1.2105 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5781   -1.2712   -0.8998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5727   -0.8064   -1.5688 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2947   -3.3526    4.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3308   -1.8631    3.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9543   -3.0991    2.9377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1075   -4.5325    1.5793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6186   -4.2357    2.4704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9456   -2.1278    1.3852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0799   -3.8152    0.1593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9296   -3.4252   -1.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5917   -4.8186   -0.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6121   -1.6321    0.9101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8419   -3.9728   -1.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0836   -2.0506   -1.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5434   -4.2532    0.1358 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2726   -2.8695   -0.8358 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2076   -4.8782   -1.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1263   -5.1809   -1.5334 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8558   -4.8278   -3.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9962   -6.2300   -2.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9549   -2.9467   -3.1219 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7619   -2.5421   -3.0717 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1453   -3.8857   -4.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6534   -1.9992    1.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9346    1.1751    1.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1068   -0.6486   -1.0626 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4237    1.0600   -0.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9712   -2.2676    0.6727 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7107   -2.6473    2.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9462   -0.7646    3.3583 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3515    1.5571    2.6838 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5678    1.8972    1.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9712    0.2011   -0.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2549    4.2667   -0.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7281    3.3984    0.7530 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0204    4.2956   -0.9489 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6246    5.1368   -1.6566 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8640    3.3231   -1.9181 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4519    5.3386    1.4760 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5629    3.0071    1.8550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4616    5.6169    1.0829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0409    5.5598    0.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8642    5.4144   -1.3947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1767    2.0403    0.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2484    3.0847    1.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2610    4.1705   -0.6599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5518    5.6117    0.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7730    4.8795   -1.3256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6758    3.8997    2.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5914    2.6978   -2.1585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5185    0.0519    0.6130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0378   -0.5440   -0.3986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0020   -1.9376   -1.0085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1543   -1.5582    0.7400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1686   -1.0128   -2.2257 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
  9 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 17 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 28 32  1  0
 32 33  1  0
 33 34  2  0
 33 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  2  0
 37 39  1  0
 39 40  1  0
 40 41  1  0
 40 42  1  0
 39 43  1  0
 43 44  1  0
 44 45  2  0
 44 46  1  0
 46 47  1  0
 46 48  1  0
 48 49  1  0
 49 50  2  0
 49  5  1  0
 24 19  1  0
  1 51  1  0
  1 52  1  0
  1 53  1  0
  2 54  1  0
  2 55  1  0
  3 56  1  0
  4 57  1  0
  4 58  1  0
  4 59  1  0
  5 60  1  0
  6 61  1  0
  9 62  1  0
 10 63  1  0
 10 64  1  0
 11 65  1  0
 12 66  1  0
 12 67  1  0
 12 68  1  0
 13 69  1  0
 13 70  1  0
 13 71  1  0
 14 72  1  0
 17 73  1  0
 18 74  1  0
 18 75  1  0
 20 76  1  0
 21 77  1  0
 22 78  1  0
 23 79  1  0
 24 80  1  0
 25 81  1  0
 28 82  1  0
 29 83  1  0
 30 84  1  0
 30 85  1  0
 30 86  1  0
 31 87  1  0
 32 88  1  0
 35 89  1  0
 35 90  1  0
 36 91  1  0
 39 92  1  0
 40 93  1  0
 41 94  1  0
 41 95  1  0
 41 96  1  0
 42 97  1  0
 43 98  1  0
 46 99  1  0
 47100  1  0
 47101  1  0
 47102  1  0
 48103  1  0
M  END


  Mrv1533004261502102D          

 50 51  0  0  0  0            999 V2000
   -6.8327   -1.3383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2715   -0.7336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4672   -0.9171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2240   -1.7055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9060   -0.3124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1017   -0.4959    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9788   -1.3117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6238   -1.8261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2108   -1.6131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0878   -2.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7329   -2.9433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6099   -3.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5008   -2.6419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5658   -1.0988    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8513   -1.5113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8513   -2.3363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1369   -1.0988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4224   -1.5113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4224   -2.3363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2921   -2.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2921   -3.5738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4224   -3.9863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1369   -3.5738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1369   -2.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1369   -0.2738    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3689    0.0276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2761   -0.4867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2459    0.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8909    1.3578    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6478    2.1462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1566    2.3297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2089    2.7509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0132    2.5673    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4780    3.2490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1200    3.9923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3006    3.1873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6586    2.4440    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4813    2.5057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8392    3.2490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9460    1.8240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7687    1.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5881    1.0807    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1492    0.4760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9535    0.6596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7654    3.8690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5881    3.8073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4074    4.6123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5221    1.1448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6450    1.9606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1671    0.6305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 19 24  1  0  0  0  0
 17 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
 42 43  1  0  0  0  0
  5 43  1  0  0  0  0
 43 44  2  0  0  0  0
 36 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  1  0  0  0  0
 28 48  1  0  0  0  0
 48 49  1  0  0  0  0
 48 50  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0303680

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(C)C1NC(=O)C(CC(C)C)NC(=O)C(CC2=CC=CC=C2)NC(=O)C(NC(=O)CNC(=O)C(NC(=O)C(C)NC1=O)C(C)O)C(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C34H53N7O9/c1-8-18(4)26-33(49)36-19(5)29(45)41-27(20(6)42)32(48)35-16-25(44)39-28(21(7)43)34(50)38-24(15-22-12-10-9-11-13-22)30(46)37-23(14-17(2)3)31(47)40-26/h9-13,17-21,23-24,26-28,42-43H,8,14-16H2,1-7H3,(H,35,48)(H,36,49)(H,37,46)(H,38,50)(H,39,44)(H,40,47)(H,41,45)

> <INCHI_KEY>
LZVXYGLCVNPQDY-UHFFFAOYSA-N

> <FORMULA>
C34H53N7O9

> <MOLECULAR_WEIGHT>
703.838

> <EXACT_MASS>
703.390476315

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
103

> <JCHEM_AVERAGE_POLARIZABILITY>
71.9714744966053

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
15-benzyl-9-(butan-2-yl)-3,18-bis(1-hydroxyethyl)-6-methyl-12-(2-methylpropyl)-1,4,7,10,13,16,19-heptaazacyclohenicosane-2,5,8,11,14,17,20-heptone

> <ALOGPS_LOGP>
0.40

> <JCHEM_LOGP>
-1.3425666973333328

> <ALOGPS_LOGS>
-3.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.751659854826741

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.354484192405595

> <JCHEM_PKA_STRONGEST_BASIC>
-2.937114196742349

> <JCHEM_POLAR_SURFACE_AREA>
244.15999999999997

> <JCHEM_REFRACTIVITY>
180.40210000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.66e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
15-benzyl-3,18-bis(1-hydroxyethyl)-6-methyl-12-(2-methylpropyl)-9-(sec-butyl)-1,4,7,10,13,16,19-heptaazacyclohenicosane-2,5,8,11,14,17,20-heptone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0303680
     RDKit          3D
Citrusin I
103104  0  0  0  0  0  0  0  0999 V2000
   -2.0393   -2.9319    3.0533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7436   -3.7370    1.9947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3283   -2.8547    0.8888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9896   -3.7858   -0.0766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1384   -2.2326    0.1450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3399   -3.3111   -0.3977 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0218   -3.5940   -0.1672 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3531   -4.7534    0.2521 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1857   -2.6693   -0.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4219   -3.5285   -0.6903 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1602   -4.3177   -1.9534 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3347   -5.1793   -2.3273 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9806   -3.3107   -3.0993 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3905   -1.8425    0.7998 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3531   -0.8955    1.0977 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0188   -1.0750    2.1911 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7659    0.3191    0.3704 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0911    0.1196   -0.2653 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1475   -0.1678    0.7276 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4896   -1.4354    1.1116 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4955   -1.6210    2.0557 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1634   -0.5610    2.6202 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8236    0.7203    2.2371 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8309    0.9119    1.3053 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7389    0.8747   -0.4951 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6963    2.1970   -0.9926 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5858    2.3024   -2.2500 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7640    3.4444   -0.2247 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1349    3.9660    0.0541 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9396    4.1745   -1.2127 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9751    5.2534    0.6154 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0093    3.3760    1.0230 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3499    3.7648    1.1217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0877    3.0803    1.8693 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9060    4.9024    0.4036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7835    4.5985   -0.6949 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5097    3.4681   -1.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2067    2.8602   -2.1032 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6152    2.7953   -0.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4878    3.7461    0.5244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2859    4.6523   -0.3914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8432    4.4286    1.5148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5545    2.1973   -1.2443 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3537    1.0548   -0.9964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5793    1.0999   -1.2995 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8747   -0.2211   -0.4008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0952   -1.1192   -0.2734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8676   -0.8504   -1.2105 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5781   -1.2712   -0.8998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5727   -0.8064   -1.5688 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2947   -3.3526    4.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3308   -1.8631    3.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9543   -3.0991    2.9377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1075   -4.5325    1.5793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6186   -4.2357    2.4704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9456   -2.1278    1.3852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0799   -3.8152    0.1593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9296   -3.4252   -1.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5917   -4.8186   -0.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6121   -1.6321    0.9101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8419   -3.9728   -1.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0836   -2.0506   -1.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5434   -4.2532    0.1358 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2726   -2.8695   -0.8358 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2076   -4.8782   -1.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1263   -5.1809   -1.5334 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8558   -4.8278   -3.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9962   -6.2300   -2.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9549   -2.9467   -3.1219 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7619   -2.5421   -3.0717 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1453   -3.8857   -4.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6534   -1.9992    1.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9346    1.1751    1.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1068   -0.6486   -1.0626 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4237    1.0600   -0.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9712   -2.2676    0.6727 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7107   -2.6473    2.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9462   -0.7646    3.3583 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3515    1.5571    2.6838 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5678    1.8972    1.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9712    0.2011   -0.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2549    4.2667   -0.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7281    3.3984    0.7530 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0204    4.2956   -0.9489 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6246    5.1368   -1.6566 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8640    3.3231   -1.9181 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4519    5.3386    1.4760 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5629    3.0071    1.8550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4616    5.6169    1.0829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0409    5.5598    0.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8642    5.4144   -1.3947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1767    2.0403    0.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2484    3.0847    1.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2610    4.1705   -0.6599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5518    5.6117    0.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7730    4.8795   -1.3256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6758    3.8997    2.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5914    2.6978   -2.1585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5185    0.0519    0.6130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0378   -0.5440   -0.3986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0020   -1.9376   -1.0085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1543   -1.5582    0.7400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1686   -1.0128   -2.2257 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
  9 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 17 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 28 32  1  0
 32 33  1  0
 33 34  2  0
 33 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  2  0
 37 39  1  0
 39 40  1  0
 40 41  1  0
 40 42  1  0
 39 43  1  0
 43 44  1  0
 44 45  2  0
 44 46  1  0
 46 47  1  0
 46 48  1  0
 48 49  1  0
 49 50  2  0
 49  5  1  0
 24 19  1  0
  1 51  1  0
  1 52  1  0
  1 53  1  0
  2 54  1  0
  2 55  1  0
  3 56  1  0
  4 57  1  0
  4 58  1  0
  4 59  1  0
  5 60  1  0
  6 61  1  0
  9 62  1  0
 10 63  1  0
 10 64  1  0
 11 65  1  0
 12 66  1  0
 12 67  1  0
 12 68  1  0
 13 69  1  0
 13 70  1  0
 13 71  1  0
 14 72  1  0
 17 73  1  0
 18 74  1  0
 18 75  1  0
 20 76  1  0
 21 77  1  0
 22 78  1  0
 23 79  1  0
 24 80  1  0
 25 81  1  0
 28 82  1  0
 29 83  1  0
 30 84  1  0
 30 85  1  0
 30 86  1  0
 31 87  1  0
 32 88  1  0
 35 89  1  0
 35 90  1  0
 36 91  1  0
 39 92  1  0
 40 93  1  0
 41 94  1  0
 41 95  1  0
 41 96  1  0
 42 97  1  0
 43 98  1  0
 46 99  1  0
 47100  1  0
 47101  1  0
 47102  1  0
 48103  1  0
M  END

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0     -12.754  -2.498   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -11.707  -1.369   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -10.205  -1.712   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.752  -3.184   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -9.158  -0.583   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -7.657  -0.926   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -7.427  -2.449   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -8.631  -3.409   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -5.993  -3.011   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.764  -4.534   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.968  -5.494   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.738  -7.017   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -8.402  -4.932   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      -4.789  -2.051   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      -3.456  -2.821   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -3.456  -4.361   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.122  -2.051   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.788  -2.821   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.788  -4.361   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.545  -5.131   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.545  -6.671   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.788  -7.441   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.122  -6.671   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.122  -5.131   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0      -2.122  -0.511   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0      -0.689   0.052   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       0.515  -0.909   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -0.459   1.574   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0      -1.663   2.535   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0      -1.209   4.006   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       0.292   4.349   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -2.257   5.135   0.000  0.00  0.00           C+0
HETATM   33  N   UNK     0      -3.758   4.792   0.000  0.00  0.00           N+0
HETATM   34  C   UNK     0      -4.626   6.065   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -3.957   7.452   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      -6.161   5.950   0.000  0.00  0.00           C+0
HETATM   37  N   UNK     0      -6.829   4.562   0.000  0.00  0.00           N+0
HETATM   38  C   UNK     0      -8.365   4.677   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -9.033   6.065   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -9.233   3.405   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -10.768   3.520   0.000  0.00  0.00           C+0
HETATM   42  N   UNK     0      -8.564   2.017   0.000  0.00  0.00           N+0
HETATM   43  C   UNK     0      -9.612   0.888   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0     -11.113   1.231   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      -7.029   7.222   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -8.564   7.107   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0      -6.361   8.610   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0       0.974   2.137   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       1.204   3.660   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0       2.179   1.177   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   43                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    9   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   25                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   19                                                       
CONECT   25   17   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   48                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37   45                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   43                                                       
CONECT   43   42    5   44                                                  
CONECT   44   43                                                            
CONECT   45   36   46   47                                                  
CONECT   46   45                                                            
CONECT   47   45                                                            
CONECT   48   28   49   50                                                  
CONECT   49   48                                                            
CONECT   50   48                                                            
MASTER        0    0    0    0    0    0    0    0   50    0  102    0
END

COMPND    HMDB0303680
HETATM    1  C1  UNL     1      -2.039  -2.932   3.053  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.744  -3.737   1.995  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.328  -2.855   0.889  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.990  -3.786  -0.077  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.138  -2.233   0.145  1.00  0.00           C  
HETATM    6  N1  UNL     1      -1.340  -3.311  -0.398  1.00  0.00           N  
HETATM    7  C6  UNL     1       0.022  -3.594  -0.167  1.00  0.00           C  
HETATM    8  O1  UNL     1       0.353  -4.753   0.252  1.00  0.00           O  
HETATM    9  C7  UNL     1       1.186  -2.669  -0.359  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.422  -3.529  -0.690  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.160  -4.318  -1.953  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.335  -5.179  -2.327  1.00  0.00           C  
HETATM   13  C11 UNL     1       1.981  -3.311  -3.099  1.00  0.00           C  
HETATM   14  N2  UNL     1       1.390  -1.843   0.800  1.00  0.00           N  
HETATM   15  C12 UNL     1       2.353  -0.895   1.098  1.00  0.00           C  
HETATM   16  O2  UNL     1       3.019  -1.075   2.191  1.00  0.00           O  
HETATM   17  C13 UNL     1       2.766   0.319   0.370  1.00  0.00           C  
HETATM   18  C14 UNL     1       4.091   0.120  -0.265  1.00  0.00           C  
HETATM   19  C15 UNL     1       5.147  -0.168   0.728  1.00  0.00           C  
HETATM   20  C16 UNL     1       5.490  -1.435   1.112  1.00  0.00           C  
HETATM   21  C17 UNL     1       6.496  -1.621   2.056  1.00  0.00           C  
HETATM   22  C18 UNL     1       7.163  -0.561   2.620  1.00  0.00           C  
HETATM   23  C19 UNL     1       6.824   0.720   2.237  1.00  0.00           C  
HETATM   24  C20 UNL     1       5.831   0.912   1.305  1.00  0.00           C  
HETATM   25  N3  UNL     1       1.739   0.875  -0.495  1.00  0.00           N  
HETATM   26  C21 UNL     1       1.696   2.197  -0.993  1.00  0.00           C  
HETATM   27  O3  UNL     1       1.586   2.302  -2.250  1.00  0.00           O  
HETATM   28  C22 UNL     1       1.764   3.444  -0.225  1.00  0.00           C  
HETATM   29  C23 UNL     1       3.135   3.966   0.054  1.00  0.00           C  
HETATM   30  C24 UNL     1       3.940   4.174  -1.213  1.00  0.00           C  
HETATM   31  O4  UNL     1       2.975   5.253   0.615  1.00  0.00           O  
HETATM   32  N4  UNL     1       1.009   3.376   1.023  1.00  0.00           N  
HETATM   33  C25 UNL     1      -0.350   3.765   1.122  1.00  0.00           C  
HETATM   34  O5  UNL     1      -1.088   3.080   1.869  1.00  0.00           O  
HETATM   35  C26 UNL     1      -0.906   4.902   0.404  1.00  0.00           C  
HETATM   36  N5  UNL     1      -1.783   4.599  -0.695  1.00  0.00           N  
HETATM   37  C27 UNL     1      -2.510   3.468  -1.001  1.00  0.00           C  
HETATM   38  O6  UNL     1      -2.207   2.860  -2.103  1.00  0.00           O  
HETATM   39  C28 UNL     1      -3.615   2.795  -0.276  1.00  0.00           C  
HETATM   40  C29 UNL     1      -4.488   3.746   0.524  1.00  0.00           C  
HETATM   41  C30 UNL     1      -5.286   4.652  -0.391  1.00  0.00           C  
HETATM   42  O7  UNL     1      -3.843   4.429   1.515  1.00  0.00           O  
HETATM   43  N6  UNL     1      -4.555   2.197  -1.244  1.00  0.00           N  
HETATM   44  C31 UNL     1      -5.354   1.055  -0.996  1.00  0.00           C  
HETATM   45  O8  UNL     1      -6.579   1.100  -1.300  1.00  0.00           O  
HETATM   46  C32 UNL     1      -4.875  -0.221  -0.401  1.00  0.00           C  
HETATM   47  C33 UNL     1      -6.095  -1.119  -0.273  1.00  0.00           C  
HETATM   48  N7  UNL     1      -3.868  -0.850  -1.211  1.00  0.00           N  
HETATM   49  C34 UNL     1      -2.578  -1.271  -0.900  1.00  0.00           C  
HETATM   50  O9  UNL     1      -1.573  -0.806  -1.569  1.00  0.00           O  
HETATM   51  H1  UNL     1      -2.295  -3.353   4.069  1.00  0.00           H  
HETATM   52  H2  UNL     1      -2.331  -1.863   3.021  1.00  0.00           H  
HETATM   53  H3  UNL     1      -0.954  -3.099   2.938  1.00  0.00           H  
HETATM   54  H4  UNL     1      -2.108  -4.533   1.579  1.00  0.00           H  
HETATM   55  H5  UNL     1      -3.619  -4.236   2.470  1.00  0.00           H  
HETATM   56  H6  UNL     1      -3.946  -2.128   1.385  1.00  0.00           H  
HETATM   57  H7  UNL     1      -5.080  -3.815   0.159  1.00  0.00           H  
HETATM   58  H8  UNL     1      -3.930  -3.425  -1.135  1.00  0.00           H  
HETATM   59  H9  UNL     1      -3.592  -4.819  -0.023  1.00  0.00           H  
HETATM   60  H10 UNL     1      -1.612  -1.632   0.910  1.00  0.00           H  
HETATM   61  H11 UNL     1      -1.842  -3.973  -1.042  1.00  0.00           H  
HETATM   62  H12 UNL     1       1.084  -2.051  -1.260  1.00  0.00           H  
HETATM   63  H13 UNL     1       2.543  -4.253   0.136  1.00  0.00           H  
HETATM   64  H14 UNL     1       3.273  -2.870  -0.836  1.00  0.00           H  
HETATM   65  H15 UNL     1       1.208  -4.878  -1.909  1.00  0.00           H  
HETATM   66  H16 UNL     1       4.126  -5.181  -1.533  1.00  0.00           H  
HETATM   67  H17 UNL     1       3.856  -4.828  -3.247  1.00  0.00           H  
HETATM   68  H18 UNL     1       2.996  -6.230  -2.560  1.00  0.00           H  
HETATM   69  H19 UNL     1       0.955  -2.947  -3.122  1.00  0.00           H  
HETATM   70  H20 UNL     1       2.762  -2.542  -3.072  1.00  0.00           H  
HETATM   71  H21 UNL     1       2.145  -3.886  -4.057  1.00  0.00           H  
HETATM   72  H22 UNL     1       0.653  -1.999   1.576  1.00  0.00           H  
HETATM   73  H23 UNL     1       2.935   1.175   1.122  1.00  0.00           H  
HETATM   74  H24 UNL     1       4.107  -0.649  -1.063  1.00  0.00           H  
HETATM   75  H25 UNL     1       4.424   1.060  -0.802  1.00  0.00           H  
HETATM   76  H26 UNL     1       4.971  -2.268   0.673  1.00  0.00           H  
HETATM   77  H27 UNL     1       6.711  -2.647   2.310  1.00  0.00           H  
HETATM   78  H28 UNL     1       7.946  -0.765   3.358  1.00  0.00           H  
HETATM   79  H29 UNL     1       7.352   1.557   2.684  1.00  0.00           H  
HETATM   80  H30 UNL     1       5.568   1.897   1.007  1.00  0.00           H  
HETATM   81  H31 UNL     1       0.971   0.201  -0.749  1.00  0.00           H  
HETATM   82  H32 UNL     1       1.255   4.267  -0.812  1.00  0.00           H  
HETATM   83  H33 UNL     1       3.728   3.398   0.753  1.00  0.00           H  
HETATM   84  H34 UNL     1       5.020   4.296  -0.949  1.00  0.00           H  
HETATM   85  H35 UNL     1       3.625   5.137  -1.657  1.00  0.00           H  
HETATM   86  H36 UNL     1       3.864   3.323  -1.918  1.00  0.00           H  
HETATM   87  H37 UNL     1       3.452   5.339   1.476  1.00  0.00           H  
HETATM   88  H38 UNL     1       1.563   3.007   1.855  1.00  0.00           H  
HETATM   89  H39 UNL     1      -1.462   5.617   1.083  1.00  0.00           H  
HETATM   90  H40 UNL     1      -0.041   5.560   0.053  1.00  0.00           H  
HETATM   91  H41 UNL     1      -1.864   5.414  -1.395  1.00  0.00           H  
HETATM   92  H42 UNL     1      -3.177   2.040   0.385  1.00  0.00           H  
HETATM   93  H43 UNL     1      -5.248   3.085   1.035  1.00  0.00           H  
HETATM   94  H44 UNL     1      -6.261   4.170  -0.660  1.00  0.00           H  
HETATM   95  H45 UNL     1      -5.552   5.612   0.089  1.00  0.00           H  
HETATM   96  H46 UNL     1      -4.773   4.880  -1.326  1.00  0.00           H  
HETATM   97  H47 UNL     1      -3.676   3.900   2.330  1.00  0.00           H  
HETATM   98  H48 UNL     1      -4.591   2.698  -2.158  1.00  0.00           H  
HETATM   99  H49 UNL     1      -4.519   0.052   0.613  1.00  0.00           H  
HETATM  100  H50 UNL     1      -7.038  -0.544  -0.399  1.00  0.00           H  
HETATM  101  H51 UNL     1      -6.002  -1.938  -1.008  1.00  0.00           H  
HETATM  102  H52 UNL     1      -6.154  -1.558   0.740  1.00  0.00           H  
HETATM  103  H53 UNL     1      -4.169  -1.013  -2.226  1.00  0.00           H  
CONECT    1    2   51   52   53
CONECT    2    3   54   55
CONECT    3    4    5   56
CONECT    4   57   58   59
CONECT    5    6   49   60
CONECT    6    7   61
CONECT    7    8    8    9
CONECT    9   10   14   62
CONECT   10   11   63   64
CONECT   11   12   13   65
CONECT   12   66   67   68
CONECT   13   69   70   71
CONECT   14   15   72
CONECT   15   16   16   17
CONECT   17   18   25   73
CONECT   18   19   74   75
CONECT   19   20   20   24
CONECT   20   21   76
CONECT   21   22   22   77
CONECT   22   23   78
CONECT   23   24   24   79
CONECT   24   80
CONECT   25   26   81
CONECT   26   27   27   28
CONECT   28   29   32   82
CONECT   29   30   31   83
CONECT   30   84   85   86
CONECT   31   87
CONECT   32   33   88
CONECT   33   34   34   35
CONECT   35   36   89   90
CONECT   36   37   91
CONECT   37   38   38   39
CONECT   39   40   43   92
CONECT   40   41   42   93
CONECT   41   94   95   96
CONECT   42   97
CONECT   43   44   98
CONECT   44   45   45   46
CONECT   46   47   48   99
CONECT   47  100  101  102
CONECT   48   49  103
CONECT   49   50   50
END

HMDB0303680
     RDKit          3D
Citrusin I
103104  0  0  0  0  0  0  0  0999 V2000
   -2.0393   -2.9319    3.0533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7436   -3.7370    1.9947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3283   -2.8547    0.8888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9896   -3.7858   -0.0766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1384   -2.2326    0.1450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3399   -3.3111   -0.3977 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0218   -3.5940   -0.1672 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3531   -4.7534    0.2521 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1857   -2.6693   -0.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4219   -3.5285   -0.6903 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1602   -4.3177   -1.9534 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3347   -5.1793   -2.3273 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9806   -3.3107   -3.0993 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3905   -1.8425    0.7998 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3531   -0.8955    1.0977 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0188   -1.0750    2.1911 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7659    0.3191    0.3704 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0911    0.1196   -0.2653 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1475   -0.1678    0.7276 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4896   -1.4354    1.1116 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4955   -1.6210    2.0557 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1634   -0.5610    2.6202 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8236    0.7203    2.2371 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8309    0.9119    1.3053 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7389    0.8747   -0.4951 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6963    2.1970   -0.9926 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5858    2.3024   -2.2500 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7640    3.4444   -0.2247 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1349    3.9660    0.0541 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9396    4.1745   -1.2127 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9751    5.2534    0.6154 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0093    3.3760    1.0230 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3499    3.7648    1.1217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0877    3.0803    1.8693 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9060    4.9024    0.4036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7835    4.5985   -0.6949 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5097    3.4681   -1.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2067    2.8602   -2.1032 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6152    2.7953   -0.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4878    3.7461    0.5244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2859    4.6523   -0.3914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8432    4.4286    1.5148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5545    2.1973   -1.2443 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3537    1.0548   -0.9964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5793    1.0999   -1.2995 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8747   -0.2211   -0.4008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0952   -1.1192   -0.2734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8676   -0.8504   -1.2105 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5781   -1.2712   -0.8998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5727   -0.8064   -1.5688 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2947   -3.3526    4.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3308   -1.8631    3.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9543   -3.0991    2.9377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1075   -4.5325    1.5793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6186   -4.2357    2.4704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9456   -2.1278    1.3852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0799   -3.8152    0.1593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9296   -3.4252   -1.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5917   -4.8186   -0.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6121   -1.6321    0.9101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8419   -3.9728   -1.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0836   -2.0506   -1.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5434   -4.2532    0.1358 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2726   -2.8695   -0.8358 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2076   -4.8782   -1.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1263   -5.1809   -1.5334 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8558   -4.8278   -3.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9962   -6.2300   -2.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9549   -2.9467   -3.1219 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7619   -2.5421   -3.0717 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1453   -3.8857   -4.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6534   -1.9992    1.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9346    1.1751    1.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1068   -0.6486   -1.0626 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4237    1.0600   -0.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9712   -2.2676    0.6727 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7107   -2.6473    2.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9462   -0.7646    3.3583 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3515    1.5571    2.6838 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5678    1.8972    1.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9712    0.2011   -0.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2549    4.2667   -0.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7281    3.3984    0.7530 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0204    4.2956   -0.9489 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6246    5.1368   -1.6566 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8640    3.3231   -1.9181 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4519    5.3386    1.4760 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5629    3.0071    1.8550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4616    5.6169    1.0829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0409    5.5598    0.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8642    5.4144   -1.3947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1767    2.0403    0.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2484    3.0847    1.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2610    4.1705   -0.6599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5518    5.6117    0.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7730    4.8795   -1.3256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6758    3.8997    2.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5914    2.6978   -2.1585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5185    0.0519    0.6130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0378   -0.5440   -0.3986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0020   -1.9376   -1.0085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1543   -1.5582    0.7400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1686   -1.0128   -2.2257 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
  9 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 17 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 28 32  1  0
 32 33  1  0
 33 34  2  0
 33 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  2  0
 37 39  1  0
 39 40  1  0
 40 41  1  0
 40 42  1  0
 39 43  1  0
 43 44  1  0
 44 45  2  0
 44 46  1  0
 46 47  1  0
 46 48  1  0
 48 49  1  0
 49 50  2  0
 49  5  1  0
 24 19  1  0
  1 51  1  0
  1 52  1  0
  1 53  1  0
  2 54  1  0
  2 55  1  0
  3 56  1  0
  4 57  1  0
  4 58  1  0
  4 59  1  0
  5 60  1  0
  6 61  1  0
  9 62  1  0
 10 63  1  0
 10 64  1  0
 11 65  1  0
 12 66  1  0
 12 67  1  0
 12 68  1  0
 13 69  1  0
 13 70  1  0
 13 71  1  0
 14 72  1  0
 17 73  1  0
 18 74  1  0
 18 75  1  0
 20 76  1  0
 21 77  1  0
 22 78  1  0
 23 79  1  0
 24 80  1  0
 25 81  1  0
 28 82  1  0
 29 83  1  0
 30 84  1  0
 30 85  1  0
 30 86  1  0
 31 87  1  0
 32 88  1  0
 35 89  1  0
 35 90  1  0
 36 91  1  0
 39 92  1  0
 40 93  1  0
 41 94  1  0
 41 95  1  0
 41 96  1  0
 42 97  1  0
 43 98  1  0
 46 99  1  0
 47100  1  0
 47101  1  0
 47102  1  0
 48103  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₃₄H₅₃N₇O₉

Average Molecular Weight

703.838

Monoisotopic Molecular Weight

703.390476315

IUPAC Name

15-benzyl-9-(butan-2-yl)-3,18-bis(1-hydroxyethyl)-6-methyl-12-(2-methylpropyl)-1,4,7,10,13,16,19-heptaazacyclohenicosane-2,5,8,11,14,17,20-heptone

Traditional Name

15-benzyl-3,18-bis(1-hydroxyethyl)-6-methyl-12-(2-methylpropyl)-9-(sec-butyl)-1,4,7,10,13,16,19-heptaazacyclohenicosane-2,5,8,11,14,17,20-heptone

CAS Registry Number

Not Available

SMILES

CCC(C)C1NC(=O)C(CC(C)C)NC(=O)C(CC2=CC=CC=C2)NC(=O)C(NC(=O)CNC(=O)C(NC(=O)C(C)NC1=O)C(C)O)C(C)O

InChI Identifier

InChI=1S/C34H53N7O9/c1-8-18(4)26-33(49)36-19(5)29(45)41-27(20(6)42)32(48)35-16-25(44)39-28(21(7)43)34(50)38-24(15-22-12-10-9-11-13-22)30(46)37-23(14-17(2)3)31(47)40-26/h9-13,17-21,23-24,26-28,42-43H,8,14-16H2,1-7H3,(H,35,48)(H,36,49)(H,37,46)(H,38,50)(H,39,44)(H,40,47)(H,41,45)

InChI Key

LZVXYGLCVNPQDY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
Cyclic alpha peptide
Macrolactam
Alpha-amino acid or derivatives
Monocyclic benzene moiety
Benzenoid
Carboxamide group
Lactam
Secondary alcohol
Secondary carboxylic acid amide
Organoheterocyclic compound
Azacycle
Organooxygen compound
Organonitrogen compound
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Alcohol
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Citrus (FooDB: FOOD00859)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	0.4	ALOGPS
logP	-1.3	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	11.35	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	244.16 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	180.4 m³·mol⁻¹	ChemAxon
Polarizability	71.97 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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
AllCCS	[M+H]+	264.325	32859911
AllCCS	[M+H-H2O]+	263.82	32859911
AllCCS	[M+Na]+	264.868	32859911
AllCCS	[M+NH4]+	264.753	32859911
AllCCS	[M-H]-	253.663	32859911
AllCCS	[M+Na-2H]-	257.505	32859911
AllCCS	[M+HCOO]-	261.824	32859911
DeepCCS	[M+H]+	266.531	30932474
DeepCCS	[M-H]-	264.706	30932474
DeepCCS	[M-2H]-	297.949	30932474
DeepCCS	[M+Na]+	272.137	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citrusin I 10V, Positive-QTOF	splash10-00kr-0000009000-258f67eb976ff9961bcc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citrusin I 20V, Positive-QTOF	splash10-014r-0000009000-bfc797bd9743abc49b4b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citrusin I 40V, Positive-QTOF	splash10-0a4i-8933110000-eaa196d1e7a9ac4e2363	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citrusin I 10V, Negative-QTOF	splash10-0kai-0100009100-28733dd31d6e26b6c3cd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citrusin I 20V, Negative-QTOF	splash10-000x-3211259000-14723bacd798fe00bbe7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citrusin I 40V, Negative-QTOF	splash10-00di-9743401000-c0eba4aa832f03fc8c22	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citrusin I 10V, Positive-QTOF	splash10-0udi-0000001900-0c96a841733e48be46fd	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citrusin I 20V, Positive-QTOF	splash10-0udi-1000007900-1e323312be8e9bb113b8	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citrusin I 40V, Positive-QTOF	splash10-0006-9000002000-bf6ffb6562d13f931cf1	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citrusin I 10V, Negative-QTOF	splash10-0udi-0000000900-1834a6794bbc57392ac3	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citrusin I 20V, Negative-QTOF	splash10-0udi-0000004900-17961b298b8ae9b5b7fb	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citrusin I 40V, Negative-QTOF	splash10-0fr6-6000094000-efa27f1d3c4e0adeba88	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB018074

KNApSAcK ID

Not Available

Chemspider ID

57462402

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85632468

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Citrusin I (HMDB0303680)

MOL for HMDB0303680 (Citrusin I)

3D MOL for HMDB0303680 (Citrusin I)

3D SDF for HMDB0303680 (Citrusin I)

3D-SDF for HMDB0303680 (Citrusin I)

PDB for HMDB0303680 (Citrusin I)

3D PDB for HMDB0303680 (Citrusin I)

SMILES for HMDB0303680 (Citrusin I)

INCHI for HMDB0303680 (Citrusin I)

Structure for HMDB0303680 (Citrusin I)

3D Structure for HMDB0303680 (Citrusin I)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra