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

2012-09-11 17:53:21 UTC

Update Date

2022-03-07 02:53:34 UTC

HMDB ID

HMDB0033031

Secondary Accession Numbers

HMDB33031

Metabolite Identification

Common Name

Neoacrimarine H

Description

Neoacrimarine H belongs to the class of organic compounds known as acridones. These are acridines containing a ketone group attached to the C9 carbon atom of the acridine moiety. Neoacrimarine H has been detected, but not quantified in, citrus. This could make neoacrimarine H a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Neoacrimarine H.

Structure

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


  Mrv0541 05061306522D          

 42 48  0  0  0  0            999 V2000
    0.8779   -5.1046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8779   -6.1652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5043   -2.5928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5043   -1.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9849   -4.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8724   -4.9204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4599   -5.6349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4599   -4.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1599   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7474   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7474   -4.9204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9224   -4.9204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1599   -7.0638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9849   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1599   -5.6349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6349   -5.6349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9849   -7.0638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6349   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6349   -4.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7474   -6.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1599   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974   -6.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -4.9204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9849   -5.6349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -6.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6349   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4599   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5099   -5.6349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974   -4.9204    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974   -7.7783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7474   -3.4914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6349   -7.0638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8724   -3.4914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -3.4914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9849   -2.7770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9224   -6.3493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4599   -1.3480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  2  0  0  0  0
  8  6  1  0  0  0  0
 11  9  2  0  0  0  0
 12 10  2  0  0  0  0
 14 13  2  0  0  0  0
 16  9  1  0  0  0  0
 16 10  1  0  0  0  0
 17 13  1  0  0  0  0
 18  7  1  0  0  0  0
 19 15  2  0  0  0  0
 20 11  1  0  0  0  0
 21  8  2  0  0  0  0
 22 15  1  0  0  0  0
 22 17  2  0  0  0  0
 23 12  1  0  0  0  0
 24 19  1  0  0  0  0
 25 20  2  0  0  0  0
 26 18  2  0  0  0  0
 26 21  1  0  0  0  0
 27 17  1  0  0  0  0
 27 24  2  0  0  0  0
 28 18  1  0  0  0  0
 28 24  1  0  0  0  0
 29 16  2  0  0  0  0
 29 25  1  0  0  0  0
 30 25  1  0  0  0  0
 31 30  1  0  0  0  0
 32  1  1  0  0  0  0
 32  2  1  0  0  0  0
 32 14  1  0  0  0  0
 33  3  1  0  0  0  0
 33  4  1  0  0  0  0
 33 31  1  0  0  0  0
 34  5  1  0  0  0  0
 34 26  1  0  0  0  0
 34 27  1  0  0  0  0
 35 19  1  0  0  0  0
 36 23  2  0  0  0  0
 37 28  2  0  0  0  0
 38 31  1  0  0  0  0
 39 21  1  0  0  0  0
 39 30  1  0  0  0  0
 40 23  1  0  0  0  0
 40 29  1  0  0  0  0
 41 22  1  0  0  0  0
 41 32  1  0  0  0  0
 42 20  1  0  0  0  0
 42 33  1  0  0  0  0
M  END

HMDB0033031
     RDKit          3D
Neoacrimarine H
 71 77  0  0  0  0  0  0  0  0999 V2000
    0.8090    0.7280    1.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4381   -0.4070    0.4811 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6345   -1.5150    0.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7299   -1.3466    0.3203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3626   -0.1793    0.5305 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7084    0.1822    0.5623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3657    0.1077   -0.7615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5227   -0.5883   -0.9402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0898   -0.6112   -2.2061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5349    0.0361   -3.2805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3710    0.7394   -3.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7452    1.4267   -4.1659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5791    2.1148   -3.9334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0752    2.0942   -2.6572 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0053    2.7354   -2.4561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6832    1.4373   -1.6760 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8020    0.7680   -1.8637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0905   -1.2443    0.1313 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7583   -1.0172    1.4718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9449   -0.2255    2.0550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8092   -2.3590    2.2139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4896   -0.2931    1.7223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6297   -1.1045    2.5143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5176   -2.4910    0.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9339   -3.7038   -0.1307 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4316   -3.8579   -0.1556 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1874   -2.7397    0.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5468   -2.8835    0.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0531   -4.0254   -0.2100 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3657   -1.8067    0.1702 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7382   -1.9328    0.1247 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3578   -3.1092   -0.0891 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5382   -0.7936    0.3078 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9801    0.4342    0.5219 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5858    0.5860    0.5673 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7729   -0.5359    0.4086 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0248    1.9125    0.5193 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8678    2.9559    0.4445 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3220    2.8307    0.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8404    3.1518   -0.9997 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0056    3.7743    1.3967 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7707    1.5471    0.7029 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1671    1.3821    0.5697 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3885    1.1888    1.9475 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0738    0.2265    1.8644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6385    1.3338    0.7162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0076   -1.1699   -2.3203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9900    0.0050   -4.2510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1891    1.4051   -5.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0923    2.6423   -4.7263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5900    0.1203    3.0562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0538    0.6817    1.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8570   -0.8226    2.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7550   -2.6708    2.4535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2084   -3.1209    1.5455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3446   -2.2696    3.1732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7193    0.5604    2.4416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9810   -1.0767    3.4360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6138   -2.4148    0.1137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5429   -4.5885   -0.3018 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8941   -4.8413   -0.3430 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1084   -3.9982   -0.2382 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6060   -0.9370    0.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0353    2.1701    0.4365 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4405    3.9718    0.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6562    4.1958   -1.2666 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2373    2.5295   -1.6948 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8890    2.8226   -1.0940 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0858    3.7439    1.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9087    3.3706    2.4352 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5601    4.7684    1.4023 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
  8 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
 22 23  1  0
  4 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  2  0
 31 32  1  0
 31 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 35 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  1  0
 39 41  1  0
 39 42  1  0
 36  2  1  0
 27  3  1  0
 36 30  1  0
 22  6  1  0
 42 34  1  0
 17  7  2  0
 17 11  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
  6 46  1  0
  9 47  1  0
 10 48  1  0
 12 49  1  0
 13 50  1  0
 20 51  1  0
 20 52  1  0
 20 53  1  0
 21 54  1  0
 21 55  1  0
 21 56  1  0
 22 57  1  0
 23 58  1  0
 24 59  1  0
 25 60  1  0
 26 61  1  0
 32 62  1  0
 33 63  1  0
 37 64  1  0
 38 65  1  0
 40 66  1  0
 40 67  1  0
 40 68  1  0
 41 69  1  0
 41 70  1  0
 41 71  1  0
M  END


  Mrv0541 05061306522D          

 42 48  0  0  0  0            999 V2000
    0.8779   -5.1046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8779   -6.1652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5043   -2.5928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5043   -1.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9849   -4.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8724   -4.9204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4599   -5.6349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4599   -4.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1599   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7474   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7474   -4.9204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9224   -4.9204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1599   -7.0638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9849   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1599   -5.6349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6349   -5.6349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9849   -7.0638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6349   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6349   -4.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7474   -6.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1599   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974   -6.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -4.9204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9849   -5.6349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -6.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6349   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4599   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5099   -5.6349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974   -4.9204    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974   -7.7783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7474   -3.4914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6349   -7.0638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8724   -3.4914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -3.4914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9849   -2.7770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9224   -6.3493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4599   -1.3480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  2  0  0  0  0
  8  6  1  0  0  0  0
 11  9  2  0  0  0  0
 12 10  2  0  0  0  0
 14 13  2  0  0  0  0
 16  9  1  0  0  0  0
 16 10  1  0  0  0  0
 17 13  1  0  0  0  0
 18  7  1  0  0  0  0
 19 15  2  0  0  0  0
 20 11  1  0  0  0  0
 21  8  2  0  0  0  0
 22 15  1  0  0  0  0
 22 17  2  0  0  0  0
 23 12  1  0  0  0  0
 24 19  1  0  0  0  0
 25 20  2  0  0  0  0
 26 18  2  0  0  0  0
 26 21  1  0  0  0  0
 27 17  1  0  0  0  0
 27 24  2  0  0  0  0
 28 18  1  0  0  0  0
 28 24  1  0  0  0  0
 29 16  2  0  0  0  0
 29 25  1  0  0  0  0
 30 25  1  0  0  0  0
 31 30  1  0  0  0  0
 32  1  1  0  0  0  0
 32  2  1  0  0  0  0
 32 14  1  0  0  0  0
 33  3  1  0  0  0  0
 33  4  1  0  0  0  0
 33 31  1  0  0  0  0
 34  5  1  0  0  0  0
 34 26  1  0  0  0  0
 34 27  1  0  0  0  0
 35 19  1  0  0  0  0
 36 23  2  0  0  0  0
 37 28  2  0  0  0  0
 38 31  1  0  0  0  0
 39 21  1  0  0  0  0
 39 30  1  0  0  0  0
 40 23  1  0  0  0  0
 40 29  1  0  0  0  0
 41 22  1  0  0  0  0
 41 32  1  0  0  0  0
 42 20  1  0  0  0  0
 42 33  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033031

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C2=C(C=CC=C2OC2C(O)C(C)(C)OC3=C2C2=C(C=CC(=O)O2)C=C3)C(=O)C2=C1C1=C(OC(C)(C)C=C1)C=C2O

> <INCHI_IDENTIFIER>
InChI=1S/C33H29NO8/c1-32(2)14-13-17-22(41-32)15-19(35)24-27(17)34(5)26-18(28(24)37)7-6-8-21(26)39-30-25-20(42-33(3,4)31(30)38)11-9-16-10-12-23(36)40-29(16)25/h6-15,30-31,35,38H,1-5H3

> <INCHI_KEY>
KYDGDSAPWLVOME-UHFFFAOYSA-N

> <FORMULA>
C33H29NO8

> <MOLECULAR_WEIGHT>
567.5853

> <EXACT_MASS>
567.189316909

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
58.287187298626776

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
11-hydroxy-6-({13-hydroxy-12,12-dimethyl-4-oxo-3,11-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(10),2(7),5,8-tetraen-14-yl}oxy)-2,2,5-trimethyl-5,10-dihydro-2H-1-oxa-5-azatetraphen-10-one

> <ALOGPS_LOGP>
4.60

> <JCHEM_LOGP>
5.544316221666666

> <ALOGPS_LOGS>
-4.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.829101221606528

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.141133247051693

> <JCHEM_PKA_STRONGEST_BASIC>
-3.748741998497093

> <JCHEM_POLAR_SURFACE_AREA>
114.76000000000002

> <JCHEM_REFRACTIVITY>
156.083

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.02e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
11-hydroxy-6-({13-hydroxy-12,12-dimethyl-4-oxo-3,11-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(10),2(7),5,8-tetraen-14-yl}oxy)-2,2,5-trimethyl-1-oxa-5-azatetraphen-10-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033031
     RDKit          3D
Neoacrimarine H
 71 77  0  0  0  0  0  0  0  0999 V2000
    0.8090    0.7280    1.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4381   -0.4070    0.4811 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6345   -1.5150    0.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7299   -1.3466    0.3203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3626   -0.1793    0.5305 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7084    0.1822    0.5623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3657    0.1077   -0.7615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5227   -0.5883   -0.9402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0898   -0.6112   -2.2061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5349    0.0361   -3.2805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3710    0.7394   -3.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7452    1.4267   -4.1659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5791    2.1148   -3.9334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0752    2.0942   -2.6572 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0053    2.7354   -2.4561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6832    1.4373   -1.6760 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8020    0.7680   -1.8637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0905   -1.2443    0.1313 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7583   -1.0172    1.4718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9449   -0.2255    2.0550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8092   -2.3590    2.2139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4896   -0.2931    1.7223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6297   -1.1045    2.5143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5176   -2.4910    0.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9339   -3.7038   -0.1307 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4316   -3.8579   -0.1556 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1874   -2.7397    0.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5468   -2.8835    0.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0531   -4.0254   -0.2100 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3657   -1.8067    0.1702 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7382   -1.9328    0.1247 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3578   -3.1092   -0.0891 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5382   -0.7936    0.3078 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9801    0.4342    0.5219 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5858    0.5860    0.5673 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7729   -0.5359    0.4086 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0248    1.9125    0.5193 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8678    2.9559    0.4445 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3220    2.8307    0.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8404    3.1518   -0.9997 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0056    3.7743    1.3967 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7707    1.5471    0.7029 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1671    1.3821    0.5697 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3885    1.1888    1.9475 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0738    0.2265    1.8644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6385    1.3338    0.7162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0076   -1.1699   -2.3203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9900    0.0050   -4.2510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1891    1.4051   -5.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0923    2.6423   -4.7263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5900    0.1203    3.0562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0538    0.6817    1.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8570   -0.8226    2.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7550   -2.6708    2.4535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2084   -3.1209    1.5455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3446   -2.2696    3.1732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7193    0.5604    2.4416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9810   -1.0767    3.4360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6138   -2.4148    0.1137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5429   -4.5885   -0.3018 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8941   -4.8413   -0.3430 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1084   -3.9982   -0.2382 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6060   -0.9370    0.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0353    2.1701    0.4365 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4405    3.9718    0.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6562    4.1958   -1.2666 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2373    2.5295   -1.6948 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8890    2.8226   -1.0940 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0858    3.7439    1.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9087    3.3706    2.4352 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5601    4.7684    1.4023 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
  8 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
 22 23  1  0
  4 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  2  0
 31 32  1  0
 31 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 35 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  1  0
 39 41  1  0
 39 42  1  0
 36  2  1  0
 27  3  1  0
 36 30  1  0
 22  6  1  0
 42 34  1  0
 17  7  2  0
 17 11  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
  6 46  1  0
  9 47  1  0
 10 48  1  0
 12 49  1  0
 13 50  1  0
 20 51  1  0
 20 52  1  0
 20 53  1  0
 21 54  1  0
 21 55  1  0
 21 56  1  0
 22 57  1  0
 23 58  1  0
 24 59  1  0
 25 60  1  0
 26 61  1  0
 32 62  1  0
 33 63  1  0
 37 64  1  0
 38 65  1  0
 40 66  1  0
 40 67  1  0
 40 68  1  0
 41 69  1  0
 41 70  1  0
 41 71  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       1.639  -9.529   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.639 -11.508   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.008  -4.840   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.008  -2.860   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.438  -7.851   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.828  -9.185   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.058 -10.518   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.058  -7.851   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.208  -1.183   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.898  -2.516   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.748  -1.183   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.128  -3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.128  -9.185   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.588  -9.185   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.898 -13.186   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.438  -2.516   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.898 -10.518   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.518 -10.518   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.438 -13.186   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.518  -2.516   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.518  -7.851   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.128 -11.852   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.898  -5.184   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.208 -11.852   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.748  -3.850   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.748  -9.185   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.438 -10.518   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       9.748 -11.852   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.208  -3.850   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      10.518  -5.184   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      12.058  -5.184   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.818 -10.518   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      12.828  -3.850   0.000  0.00  0.00           C+0
HETATM   34  N   UNK     0       8.208  -9.185   0.000  0.00  0.00           N+0
HETATM   35  O   UNK     0       8.208 -14.519   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       5.128  -6.517   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      10.518 -13.186   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      12.828  -6.517   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       9.748  -6.517   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       7.438  -5.184   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       3.588 -11.852   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      12.058  -2.516   0.000  0.00  0.00           O+0
CONECT    1   32                                                            
CONECT    2   32                                                            
CONECT    3   33                                                            
CONECT    4   33                                                            
CONECT    5   34                                                            
CONECT    6    7    8                                                       
CONECT    7    6   18                                                       
CONECT    8    6   21                                                       
CONECT    9   11   16                                                       
CONECT   10   12   16                                                       
CONECT   11    9   20                                                       
CONECT   12   10   23                                                       
CONECT   13   14   17                                                       
CONECT   14   13   32                                                       
CONECT   15   19   22                                                       
CONECT   16    9   10   29                                                  
CONECT   17   13   22   27                                                  
CONECT   18    7   26   28                                                  
CONECT   19   15   24   35                                                  
CONECT   20   11   25   42                                                  
CONECT   21    8   26   39                                                  
CONECT   22   15   17   41                                                  
CONECT   23   12   36   40                                                  
CONECT   24   19   27   28                                                  
CONECT   25   20   29   30                                                  
CONECT   26   18   21   34                                                  
CONECT   27   17   24   34                                                  
CONECT   28   18   24   37                                                  
CONECT   29   16   25   40                                                  
CONECT   30   25   31   39                                                  
CONECT   31   30   33   38                                                  
CONECT   32    1    2   14   41                                             
CONECT   33    3    4   31   42                                             
CONECT   34    5   26   27                                                  
CONECT   35   19                                                            
CONECT   36   23                                                            
CONECT   37   28                                                            
CONECT   38   31                                                            
CONECT   39   21   30                                                       
CONECT   40   23   29                                                       
CONECT   41   22   32                                                       
CONECT   42   20   33                                                       
MASTER        0    0    0    0    0    0    0    0   42    0   96    0
END

COMPND    HMDB0033031
HETATM    1  C1  UNL     1       0.809   0.728   1.061  1.00  0.00           C  
HETATM    2  N1  UNL     1       1.438  -0.407   0.481  1.00  0.00           N  
HETATM    3  C2  UNL     1       0.634  -1.515   0.297  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.730  -1.347   0.320  1.00  0.00           C  
HETATM    5  O1  UNL     1      -1.363  -0.179   0.530  1.00  0.00           O  
HETATM    6  C4  UNL     1      -2.708   0.182   0.562  1.00  0.00           C  
HETATM    7  C5  UNL     1      -3.366   0.108  -0.762  1.00  0.00           C  
HETATM    8  C6  UNL     1      -4.523  -0.588  -0.940  1.00  0.00           C  
HETATM    9  C7  UNL     1      -5.090  -0.611  -2.206  1.00  0.00           C  
HETATM   10  C8  UNL     1      -4.535   0.036  -3.281  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.371   0.739  -3.114  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.745   1.427  -4.166  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.579   2.115  -3.933  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.075   2.094  -2.657  1.00  0.00           C  
HETATM   15  O2  UNL     1       0.005   2.735  -2.456  1.00  0.00           O  
HETATM   16  O3  UNL     1      -1.683   1.437  -1.676  1.00  0.00           O  
HETATM   17  C13 UNL     1      -2.802   0.768  -1.864  1.00  0.00           C  
HETATM   18  O4  UNL     1      -5.091  -1.244   0.131  1.00  0.00           O  
HETATM   19  C14 UNL     1      -4.758  -1.017   1.472  1.00  0.00           C  
HETATM   20  C15 UNL     1      -5.945  -0.225   2.055  1.00  0.00           C  
HETATM   21  C16 UNL     1      -4.809  -2.359   2.214  1.00  0.00           C  
HETATM   22  C17 UNL     1      -3.490  -0.293   1.722  1.00  0.00           C  
HETATM   23  O5  UNL     1      -2.630  -1.104   2.514  1.00  0.00           O  
HETATM   24  C18 UNL     1      -1.518  -2.491   0.098  1.00  0.00           C  
HETATM   25  C19 UNL     1      -0.934  -3.704  -0.131  1.00  0.00           C  
HETATM   26  C20 UNL     1       0.432  -3.858  -0.156  1.00  0.00           C  
HETATM   27  C21 UNL     1       1.187  -2.740   0.061  1.00  0.00           C  
HETATM   28  C22 UNL     1       2.547  -2.884   0.002  1.00  0.00           C  
HETATM   29  O6  UNL     1       3.053  -4.025  -0.210  1.00  0.00           O  
HETATM   30  C23 UNL     1       3.366  -1.807   0.170  1.00  0.00           C  
HETATM   31  C24 UNL     1       4.738  -1.933   0.125  1.00  0.00           C  
HETATM   32  O7  UNL     1       5.358  -3.109  -0.089  1.00  0.00           O  
HETATM   33  C25 UNL     1       5.538  -0.794   0.308  1.00  0.00           C  
HETATM   34  C26 UNL     1       4.980   0.434   0.522  1.00  0.00           C  
HETATM   35  C27 UNL     1       3.586   0.586   0.567  1.00  0.00           C  
HETATM   36  C28 UNL     1       2.773  -0.536   0.409  1.00  0.00           C  
HETATM   37  C29 UNL     1       3.025   1.913   0.519  1.00  0.00           C  
HETATM   38  C30 UNL     1       3.868   2.956   0.444  1.00  0.00           C  
HETATM   39  C31 UNL     1       5.322   2.831   0.407  1.00  0.00           C  
HETATM   40  C32 UNL     1       5.840   3.152  -1.000  1.00  0.00           C  
HETATM   41  C33 UNL     1       6.006   3.774   1.397  1.00  0.00           C  
HETATM   42  O8  UNL     1       5.771   1.547   0.703  1.00  0.00           O  
HETATM   43  H1  UNL     1       0.167   1.382   0.570  1.00  0.00           H  
HETATM   44  H2  UNL     1       1.388   1.189   1.948  1.00  0.00           H  
HETATM   45  H3  UNL     1       0.074   0.226   1.864  1.00  0.00           H  
HETATM   46  H4  UNL     1      -2.639   1.334   0.716  1.00  0.00           H  
HETATM   47  H5  UNL     1      -6.008  -1.170  -2.320  1.00  0.00           H  
HETATM   48  H6  UNL     1      -4.990   0.005  -4.251  1.00  0.00           H  
HETATM   49  H7  UNL     1      -3.189   1.405  -5.145  1.00  0.00           H  
HETATM   50  H8  UNL     1      -1.092   2.642  -4.726  1.00  0.00           H  
HETATM   51  H9  UNL     1      -5.590   0.120   3.056  1.00  0.00           H  
HETATM   52  H10 UNL     1      -6.054   0.682   1.414  1.00  0.00           H  
HETATM   53  H11 UNL     1      -6.857  -0.823   2.088  1.00  0.00           H  
HETATM   54  H12 UNL     1      -3.755  -2.671   2.453  1.00  0.00           H  
HETATM   55  H13 UNL     1      -5.208  -3.121   1.545  1.00  0.00           H  
HETATM   56  H14 UNL     1      -5.345  -2.270   3.173  1.00  0.00           H  
HETATM   57  H15 UNL     1      -3.719   0.560   2.442  1.00  0.00           H  
HETATM   58  H16 UNL     1      -2.981  -1.077   3.436  1.00  0.00           H  
HETATM   59  H17 UNL     1      -2.614  -2.415   0.114  1.00  0.00           H  
HETATM   60  H18 UNL     1      -1.543  -4.588  -0.302  1.00  0.00           H  
HETATM   61  H19 UNL     1       0.894  -4.841  -0.343  1.00  0.00           H  
HETATM   62  H20 UNL     1       5.108  -3.998  -0.238  1.00  0.00           H  
HETATM   63  H21 UNL     1       6.606  -0.937   0.271  1.00  0.00           H  
HETATM   64  H22 UNL     1       2.035   2.170   0.436  1.00  0.00           H  
HETATM   65  H23 UNL     1       3.441   3.972   0.410  1.00  0.00           H  
HETATM   66  H24 UNL     1       5.656   4.196  -1.267  1.00  0.00           H  
HETATM   67  H25 UNL     1       5.237   2.530  -1.695  1.00  0.00           H  
HETATM   68  H26 UNL     1       6.889   2.823  -1.094  1.00  0.00           H  
HETATM   69  H27 UNL     1       7.086   3.744   1.154  1.00  0.00           H  
HETATM   70  H28 UNL     1       5.909   3.371   2.435  1.00  0.00           H  
HETATM   71  H29 UNL     1       5.560   4.768   1.402  1.00  0.00           H  
CONECT    1    2   43   44   45
CONECT    2    3   36
CONECT    3    4    4   27
CONECT    4    5   24
CONECT    5    6
CONECT    6    7   22   46
CONECT    7    8   17   17
CONECT    8    9    9   18
CONECT    9   10   47
CONECT   10   11   11   48
CONECT   11   12   17
CONECT   12   13   13   49
CONECT   13   14   50
CONECT   14   15   15   16
CONECT   16   17
CONECT   18   19
CONECT   19   20   21   22
CONECT   20   51   52   53
CONECT   21   54   55   56
CONECT   22   23   57
CONECT   23   58
CONECT   24   25   25   59
CONECT   25   26   60
CONECT   26   27   27   61
CONECT   27   28
CONECT   28   29   29   30
CONECT   30   31   31   36
CONECT   31   32   33
CONECT   32   62
CONECT   33   34   34   63
CONECT   34   35   42
CONECT   35   36   36   37
CONECT   37   38   38   64
CONECT   38   39   65
CONECT   39   40   41   42
CONECT   40   66   67   68
CONECT   41   69   70   71
END

HMDB0033031
     RDKit          3D
Neoacrimarine H
 71 77  0  0  0  0  0  0  0  0999 V2000
    0.8090    0.7280    1.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4381   -0.4070    0.4811 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6345   -1.5150    0.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7299   -1.3466    0.3203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3626   -0.1793    0.5305 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7084    0.1822    0.5623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3657    0.1077   -0.7615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5227   -0.5883   -0.9402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0898   -0.6112   -2.2061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5349    0.0361   -3.2805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3710    0.7394   -3.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7452    1.4267   -4.1659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5791    2.1148   -3.9334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0752    2.0942   -2.6572 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0053    2.7354   -2.4561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6832    1.4373   -1.6760 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8020    0.7680   -1.8637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0905   -1.2443    0.1313 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7583   -1.0172    1.4718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9449   -0.2255    2.0550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8092   -2.3590    2.2139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4896   -0.2931    1.7223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6297   -1.1045    2.5143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5176   -2.4910    0.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9339   -3.7038   -0.1307 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4316   -3.8579   -0.1556 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1874   -2.7397    0.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5468   -2.8835    0.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0531   -4.0254   -0.2100 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3657   -1.8067    0.1702 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7382   -1.9328    0.1247 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3578   -3.1092   -0.0891 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5382   -0.7936    0.3078 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9801    0.4342    0.5219 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5858    0.5860    0.5673 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7729   -0.5359    0.4086 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0248    1.9125    0.5193 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8678    2.9559    0.4445 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3220    2.8307    0.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8404    3.1518   -0.9997 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0056    3.7743    1.3967 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7707    1.5471    0.7029 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1671    1.3821    0.5697 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3885    1.1888    1.9475 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0738    0.2265    1.8644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6385    1.3338    0.7162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0076   -1.1699   -2.3203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9900    0.0050   -4.2510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1891    1.4051   -5.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0923    2.6423   -4.7263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5900    0.1203    3.0562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0538    0.6817    1.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8570   -0.8226    2.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7550   -2.6708    2.4535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2084   -3.1209    1.5455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3446   -2.2696    3.1732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7193    0.5604    2.4416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9810   -1.0767    3.4360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6138   -2.4148    0.1137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5429   -4.5885   -0.3018 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8941   -4.8413   -0.3430 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1084   -3.9982   -0.2382 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6060   -0.9370    0.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0353    2.1701    0.4365 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4405    3.9718    0.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6562    4.1958   -1.2666 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2373    2.5295   -1.6948 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8890    2.8226   -1.0940 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0858    3.7439    1.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9087    3.3706    2.4352 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5601    4.7684    1.4023 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
  8 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
 22 23  1  0
  4 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  2  0
 31 32  1  0
 31 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 35 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  1  0
 39 41  1  0
 39 42  1  0
 36  2  1  0
 27  3  1  0
 36 30  1  0
 22  6  1  0
 42 34  1  0
 17  7  2  0
 17 11  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
  6 46  1  0
  9 47  1  0
 10 48  1  0
 12 49  1  0
 13 50  1  0
 20 51  1  0
 20 52  1  0
 20 53  1  0
 21 54  1  0
 21 55  1  0
 21 56  1  0
 22 57  1  0
 23 58  1  0
 24 59  1  0
 25 60  1  0
 26 61  1  0
 32 62  1  0
 33 63  1  0
 37 64  1  0
 38 65  1  0
 40 66  1  0
 40 67  1  0
 40 68  1  0
 41 69  1  0
 41 70  1  0
 41 71  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+)-Neoacrimarine-H	HMDB

Chemical Formula

C₃₃H₂₉NO₈

Average Molecular Weight

567.5853

Monoisotopic Molecular Weight

567.189316909

IUPAC Name

11-hydroxy-6-({13-hydroxy-12,12-dimethyl-4-oxo-3,11-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(10),2(7),5,8-tetraen-14-yl}oxy)-2,2,5-trimethyl-5,10-dihydro-2H-1-oxa-5-azatetraphen-10-one

Traditional Name

11-hydroxy-6-({13-hydroxy-12,12-dimethyl-4-oxo-3,11-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(10),2(7),5,8-tetraen-14-yl}oxy)-2,2,5-trimethyl-1-oxa-5-azatetraphen-10-one

CAS Registry Number

217199-06-9

SMILES

CN1C2=C(C=CC=C2OC2C(O)C(C)(C)OC3=C2C2=C(C=CC(=O)O2)C=C3)C(=O)C2=C1C1=C(OC(C)(C)C=C1)C=C2O

InChI Identifier

InChI=1S/C33H29NO8/c1-32(2)14-13-17-22(41-32)15-19(35)24-27(17)34(5)26-18(28(24)37)7-6-8-21(26)39-30-25-20(42-33(3,4)31(30)38)11-9-16-10-12-23(36)40-29(16)25/h6-15,30-31,35,38H,1-5H3

InChI Key

KYDGDSAPWLVOME-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acridones. These are acridines containing a ketone group attached to the C9 carbon atom of the acridine moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Benzoquinolines

Direct Parent

Acridones

Alternative Parents

Substituents

Acridone
Pyranocoumarin
Angular pyranocoumarin
Pyranochromene
Chromenopyridine
2,2-dimethyl-1-benzopyran
Coumarin
Dihydroquinolone
Dihydroquinoline
1-benzopyran
Benzopyran
Chromane
Pyranone
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Pyran
Benzenoid
Pyridine
Heteroaromatic compound
Vinylogous amide
Vinylogous acid
Secondary alcohol
Lactone
Azacycle
Ether
Oxacycle
Alcohol
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0033031)

Cellular substructure

Membrane (HMDB: HMDB0033031)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033031)

Source

Exogenous

Food

Food (HMDB: HMDB0033031)

Fruit

Citrus

Citrus (FooDB: FOOD00859)

Endogenous

Plant

Plant (HMDB: HMDB0033031)

Not Available

Nutrient (HMDB: HMDB0033031)

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
Water Solubility	0.006 g/L	ALOGPS
logP	4.6	ALOGPS
logP	5.54	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	10.14	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	114.76 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	156.08 m³·mol⁻¹	ChemAxon
Polarizability	58.29 Å³	ChemAxon
Number of Rings	7	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
DarkChem	[M+H]+	226.17	31661259
DarkChem	[M-H]-	220.436	31661259
DeepCCS	[M+H]+	219.825	30932474
DeepCCS	[M-H]-	217.896	30932474
DeepCCS	[M-2H]-	251.135	30932474
DeepCCS	[M+Na]+	225.632	30932474
AllCCS	[M+H]+	233.6	32859911
AllCCS	[M+H-H2O]+	232.0	32859911
AllCCS	[M+NH4]+	235.1	32859911
AllCCS	[M+Na]+	235.5	32859911
AllCCS	[M-H]-	226.3	32859911
AllCCS	[M+Na-2H]-	227.1	32859911
AllCCS	[M+HCOO]-	228.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Neoacrimarine H	CN1C2=C(C=CC=C2OC2C(O)C(C)(C)OC3=C2C2=C(C=CC(=O)O2)C=C3)C(=O)C2=C1C1=C(OC(C)(C)C=C1)C=C2O	5906.2	Standard polar	33892256
Neoacrimarine H	CN1C2=C(C=CC=C2OC2C(O)C(C)(C)OC3=C2C2=C(C=CC(=O)O2)C=C3)C(=O)C2=C1C1=C(OC(C)(C)C=C1)C=C2O	4149.0	Standard non polar	33892256
Neoacrimarine H	CN1C2=C(C=CC=C2OC2C(O)C(C)(C)OC3=C2C2=C(C=CC(=O)O2)C=C3)C(=O)C2=C1C1=C(OC(C)(C)C=C1)C=C2O	5094.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Neoacrimarine H,1TMS,isomer #1	CN1C2=C(OC3C4=C5OC(=O)C=CC5=CC=C4OC(C)(C)C3O[Si](C)(C)C)C=CC=C2C(=O)C2=C(O)C=C3OC(C)(C)C=CC3=C21	4746.3	Semi standard non polar	33892256
Neoacrimarine H,1TMS,isomer #2	CN1C2=C(OC3C4=C5OC(=O)C=CC5=CC=C4OC(C)(C)C3O)C=CC=C2C(=O)C2=C(O[Si](C)(C)C)C=C3OC(C)(C)C=CC3=C21	4773.4	Semi standard non polar	33892256
Neoacrimarine H,2TMS,isomer #1	CN1C2=C(OC3C4=C5OC(=O)C=CC5=CC=C4OC(C)(C)C3O[Si](C)(C)C)C=CC=C2C(=O)C2=C(O[Si](C)(C)C)C=C3OC(C)(C)C=CC3=C21	4636.9	Semi standard non polar	33892256
Neoacrimarine H,1TBDMS,isomer #1	CN1C2=C(OC3C4=C5OC(=O)C=CC5=CC=C4OC(C)(C)C3O[Si](C)(C)C(C)(C)C)C=CC=C2C(=O)C2=C(O)C=C3OC(C)(C)C=CC3=C21	4938.4	Semi standard non polar	33892256
Neoacrimarine H,1TBDMS,isomer #2	CN1C2=C(OC3C4=C5OC(=O)C=CC5=CC=C4OC(C)(C)C3O)C=CC=C2C(=O)C2=C(O[Si](C)(C)C(C)(C)C)C=C3OC(C)(C)C=CC3=C21	4974.2	Semi standard non polar	33892256
Neoacrimarine H,2TBDMS,isomer #1	CN1C2=C(OC3C4=C5OC(=O)C=CC5=CC=C4OC(C)(C)C3O[Si](C)(C)C(C)(C)C)C=CC=C2C(=O)C2=C(O[Si](C)(C)C(C)(C)C)C=C3OC(C)(C)C=CC3=C21	5027.2	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 - Neoacrimarine H GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udr-0063090000-cea4ce0208dd004c3f50	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Neoacrimarine H GC-MS (1 TMS) - 70eV, Positive	splash10-00di-6062029000-fc7ca5add166de65baa8	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Neoacrimarine H GC-MS ("Neoacrimarine H,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Neoacrimarine H GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Neoacrimarine H GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Neoacrimarine H GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Neoacrimarine H GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Neoacrimarine H GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neoacrimarine H 10V, Positive-QTOF	splash10-014i-1000190000-fe36dcf43b2002dfc47d	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neoacrimarine H 20V, Positive-QTOF	splash10-0hft-1000390000-733d11297f5d20aac467	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neoacrimarine H 40V, Positive-QTOF	splash10-01ds-8291200000-1827a68dffade0e1ff76	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neoacrimarine H 10V, Negative-QTOF	splash10-014i-0000190000-f001be052c57a01e6feb	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neoacrimarine H 20V, Negative-QTOF	splash10-00r6-1002590000-b448983d169d7efb0cf0	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neoacrimarine H 40V, Negative-QTOF	splash10-0ab9-2189100000-168a67550a45235a0504	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neoacrimarine H 10V, Positive-QTOF	splash10-014i-0010090000-7f97c20856457bc297f8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neoacrimarine H 20V, Positive-QTOF	splash10-014i-0011190000-72e9deeb47f77e45fde0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neoacrimarine H 40V, Positive-QTOF	splash10-03ml-3534590000-801400b93c08d1bd7cf3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neoacrimarine H 10V, Negative-QTOF	splash10-014i-0000090000-34a65b92c40e8cbfd3cf	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neoacrimarine H 20V, Negative-QTOF	splash10-014i-0001090000-fb6943bdebad1eb3b52b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neoacrimarine H 40V, Negative-QTOF	splash10-07bf-1565590000-e4ce681eed0cabf29268	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB011023

KNApSAcK ID

C00024226

Chemspider ID

8682617

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10507216

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Neoacrimarine H (HMDB0033031)

MOL for HMDB0033031 (Neoacrimarine H)

3D MOL for HMDB0033031 (Neoacrimarine H)

3D SDF for HMDB0033031 (Neoacrimarine H)

3D-SDF for HMDB0033031 (Neoacrimarine H)

PDB for HMDB0033031 (Neoacrimarine H)

3D PDB for HMDB0033031 (Neoacrimarine H)

SMILES for HMDB0033031 (Neoacrimarine H)

INCHI for HMDB0033031 (Neoacrimarine H)

Structure for HMDB0033031 (Neoacrimarine H)

3D Structure for HMDB0033031 (Neoacrimarine H)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra