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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:22:36 UTC

Update Date

2022-03-07 02:56:44 UTC

HMDB ID

HMDB0040791

Secondary Accession Numbers

HMDB40791

Metabolite Identification

Common Name

Acrimarine N

Description

Acrimarine N 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. Acrimarine N has been detected, but not quantified in, citrus. This could make acrimarine N a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Acrimarine N.

Structure

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

  Mrv0541 05061312082D          

 41 45  0  0  0  0            999 V2000
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2007    0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  2  0  0  0  0
 11  8  2  0  0  0  0
 16  1  1  0  0  0  0
 16  2  1  0  0  0  0
 16 12  2  0  0  0  0
 17  8  1  0  0  0  0
 17 13  2  0  0  0  0
 18  9  1  0  0  0  0
 19 13  1  0  0  0  0
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 27 25  2  0  0  0  0
 28 21  1  0  0  0  0
 29 18  2  0  0  0  0
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 32 29  1  0  0  0  0
 33  3  1  0  0  0  0
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 34 26  2  0  0  0  0
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 36 31  1  0  0  0  0
 37  4  1  0  0  0  0
 37 22  1  0  0  0  0
 38  5  1  0  0  0  0
 38 24  1  0  0  0  0
 39  6  1  0  0  0  0
 39 25  1  0  0  0  0
 40  7  1  0  0  0  0
 40 32  1  0  0  0  0
 41 23  1  0  0  0  0
 41 26  1  0  0  0  0
M  END

HMDB0040791
     RDKit          3D
Acrimarine N
 72 76  0  0  0  0  0  0  0  0999 V2000
   -2.9006   -1.6927   -2.8807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7550   -1.2056   -1.5774 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5138   -0.1603   -1.0834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4482    0.3970   -1.9614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2557    1.4386   -1.5796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1197    1.9241   -2.4521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9052    2.9142   -2.1280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7208    3.3622   -2.9723 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8671    3.4815   -0.8905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9734    2.9983    0.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1389    1.9469   -0.2924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2226    1.4054    0.5788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4097    0.3528    0.1860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4173   -0.2361    1.1192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6636   -1.6745    1.3598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4865   -2.2787    2.5244 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.8432    3.7169    1.1639 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8497    1.5442    0.4733 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6679    0.5053    0.1397 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.1715   -1.0086    0.4407 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3344   -1.5620   -0.4839 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1323   -2.6590   -0.7813 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4662   -2.4382   -1.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9888   -1.1687   -1.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3242   -0.9161   -1.3207 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1967   -1.9824   -1.6324 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1498   -0.0790   -0.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7234    1.1847   -0.7237 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3418    1.6755    0.4689 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8230   -0.2668   -0.4615 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9849    0.7361   -0.1565 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4288    2.1100   -0.2477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2575   -2.5532   -3.1068 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.5272    4.3018   -0.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6928   -3.6394   -0.7844 H   0  0  0  0  0  0  0  0  0  0  0  0
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    8.3769   -2.5990   -0.7480 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7126   -2.6162   -2.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1244   -1.5931   -2.1100 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3302    2.7700    0.4210 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7735    1.3119    1.3353 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3875    1.3142    0.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5052    2.6894   -0.6388 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
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 13  3  1  0
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  1 42  1  0
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  4 45  1  0
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 35 66  1  0
 38 67  1  0
 38 68  1  0
 38 69  1  0
 41 70  1  0
 41 71  1  0
 41 72  1  0
M  END

  Mrv0541 05061312082D          

 41 45  0  0  0  0            999 V2000
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2007    0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4289   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 10  9  2  0  0  0  0
 11  8  2  0  0  0  0
 16  1  1  0  0  0  0
 16  2  1  0  0  0  0
 16 12  2  0  0  0  0
 17  8  1  0  0  0  0
 17 13  2  0  0  0  0
 18  9  1  0  0  0  0
 19 13  1  0  0  0  0
 20 12  1  0  0  0  0
 20 19  1  0  0  0  0
 21 14  2  0  0  0  0
 22 10  1  0  0  0  0
 23 15  2  0  0  0  0
 23 17  1  0  0  0  0
 24 15  1  0  0  0  0
 24 19  2  0  0  0  0
 25 14  1  0  0  0  0
 26 11  1  0  0  0  0
 27 20  1  0  0  0  0
 27 25  2  0  0  0  0
 28 21  1  0  0  0  0
 29 18  2  0  0  0  0
 30 18  1  0  0  0  0
 30 28  1  0  0  0  0
 31 27  1  0  0  0  0
 31 28  2  0  0  0  0
 32 22  2  0  0  0  0
 32 29  1  0  0  0  0
 33  3  1  0  0  0  0
 33 21  1  0  0  0  0
 33 29  1  0  0  0  0
 34 26  2  0  0  0  0
 35 30  2  0  0  0  0
 36 31  1  0  0  0  0
 37  4  1  0  0  0  0
 37 22  1  0  0  0  0
 38  5  1  0  0  0  0
 38 24  1  0  0  0  0
 39  6  1  0  0  0  0
 39 25  1  0  0  0  0
 40  7  1  0  0  0  0
 40 32  1  0  0  0  0
 41 23  1  0  0  0  0
 41 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040791

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OC)C2=C(C=C1)C(=O)C1=C(O)C(C(C=C(C)C)C3=C(OC)C=C4OC(=O)C=CC4=C3)=C(OC)C=C1N2C

> <INCHI_IDENTIFIER>
InChI=1S/C32H31NO8/c1-16(2)12-20(19-13-17-8-11-26(34)41-23(17)15-24(19)38-5)27-25(39-6)14-21-28(31(27)36)30(35)18-9-10-22(37-4)32(40-7)29(18)33(21)3/h8-15,20,36H,1-7H3

> <INCHI_KEY>
DRQKNTLMXYUGTO-UHFFFAOYSA-N

> <FORMULA>
C32H31NO8

> <MOLECULAR_WEIGHT>
557.5904

> <EXACT_MASS>
557.204966973

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
59.530311744213556

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-hydroxy-3,5,6-trimethoxy-2-[1-(7-methoxy-2-oxo-2H-chromen-6-yl)-3-methylbut-2-en-1-yl]-10-methyl-9,10-dihydroacridin-9-one

> <ALOGPS_LOGP>
4.58

> <JCHEM_LOGP>
5.798208361666667

> <ALOGPS_LOGS>
-5.46

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.785098118916048

> <JCHEM_PKA_STRONGEST_BASIC>
-3.667834493392229

> <JCHEM_POLAR_SURFACE_AREA>
103.76000000000002

> <JCHEM_REFRACTIVITY>
156.1691

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.93e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-hydroxy-3,5,6-trimethoxy-2-[1-(7-methoxy-2-oxochromen-6-yl)-3-methylbut-2-en-1-yl]-10-methylacridin-9-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040791
     RDKit          3D
Acrimarine N
 72 76  0  0  0  0  0  0  0  0999 V2000
   -2.9006   -1.6927   -2.8807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7550   -1.2056   -1.5774 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5138   -0.1603   -1.0834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4482    0.3970   -1.9614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2557    1.4386   -1.5796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1197    1.9241   -2.4521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9052    2.9142   -2.1280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7208    3.3622   -2.9723 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8671    3.4815   -0.8905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9734    2.9983    0.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1389    1.9469   -0.2924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2226    1.4054    0.5788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4097    0.3528    0.1860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4173   -0.2361    1.1192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6636   -1.6745    1.3598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4865   -2.2787    2.5244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7454   -3.7266    2.7237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0099   -1.4910    3.6891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0199    0.0580    0.7830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4786    1.3065    0.7886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2692    2.3841    1.1184 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8432    3.7169    1.1639 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8497    1.5442    0.4733 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6679    0.5053    0.1397 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1723   -0.7818    0.1197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1715   -1.0086    0.4407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6980   -2.2294    0.4369 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0259   -1.7968   -0.1958 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6099   -2.9734   -0.2246 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3344   -1.5620   -0.4839 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1323   -2.6590   -0.7813 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4662   -2.4382   -1.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9888   -1.1687   -1.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3242   -0.9161   -1.3207 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1967   -1.9824   -1.6324 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1498   -0.0790   -0.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7234    1.1847   -0.7237 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3418    1.6755    0.4689 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8230   -0.2668   -0.4615 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9849    0.7361   -0.1565 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4288    2.1100   -0.2477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2575   -2.5532   -3.1068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6484   -0.9089   -3.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9482   -2.0176   -3.0806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5548    0.0155   -2.9670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5272    4.3018   -0.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9062    3.4168    1.0478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1518    1.8128    1.5618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6006    0.2619    2.1198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0212   -2.2804    0.5088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0671   -4.2201    1.7786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7556   -4.1909    2.9775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4407   -3.9180    3.5645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9670   -1.1233    3.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7077   -0.6492    3.9380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9689   -2.1048    4.6150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2738    3.9631    2.0825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7583    4.3542    1.1906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2255    4.0264    0.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2212    2.5501    0.5242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3880   -3.1070    0.2556 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6928   -3.6394   -0.7844 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0800   -3.2966   -1.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3769   -2.5990   -0.7480 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7126   -2.6162   -2.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1244   -1.5931   -2.1100 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3302    2.7700    0.4210 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7735    1.3119    1.3353 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3875    1.3142    0.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6805    2.6068    0.6652 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0977    2.3081   -1.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5052    2.6894   -0.6388 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  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  3
 16 17  1  0
 16 18  1  0
 14 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 20 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 25 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  1  0
 33 36  1  0
 36 37  1  0
 37 38  1  0
 36 39  2  0
 39 40  1  0
 40 41  1  0
 13  3  1  0
 26 19  1  0
 39 30  1  0
 11  5  2  0
 40 24  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
  4 45  1  0
  9 46  1  0
 10 47  1  0
 12 48  1  0
 14 49  1  0
 15 50  1  0
 17 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  0
 18 55  1  0
 18 56  1  0
 22 57  1  0
 22 58  1  0
 22 59  1  0
 23 60  1  0
 27 61  1  0
 31 62  1  0
 32 63  1  0
 35 64  1  0
 35 65  1  0
 35 66  1  0
 38 67  1  0
 38 68  1  0
 38 69  1  0
 41 70  1  0
 41 71  1  0
 41 72  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      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.575   1.246   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   33  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
HETATM   34  O   UNK     0       6.668   8.470   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      10.669   1.540   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       8.002   6.160   0.000  0.00  0.00           O+0
CONECT    1   16                                                            
CONECT    2   16                                                            
CONECT    3   33                                                            
CONECT    4   37                                                            
CONECT    5   38                                                            
CONECT    6   39                                                            
CONECT    7   40                                                            
CONECT    8   11   17                                                       
CONECT    9   10   18                                                       
CONECT   10    9   22                                                       
CONECT   11    8   26                                                       
CONECT   12   16   20                                                       
CONECT   13   17   19                                                       
CONECT   14   21   25                                                       
CONECT   15   23   24                                                       
CONECT   16    1    2   12                                                  
CONECT   17    8   13   23                                                  
CONECT   18    9   29   30                                                  
CONECT   19   13   20   24                                                  
CONECT   20   12   19   27                                                  
CONECT   21   14   28   33                                                  
CONECT   22   10   32   37                                                  
CONECT   23   15   17   41                                                  
CONECT   24   15   19   38                                                  
CONECT   25   14   27   39                                                  
CONECT   26   11   34   41                                                  
CONECT   27   20   25   31                                                  
CONECT   28   21   30   31                                                  
CONECT   29   18   32   33                                                  
CONECT   30   18   28   35                                                  
CONECT   31   27   28   36                                                  
CONECT   32   22   29   40                                                  
CONECT   33    3   21   29                                                  
CONECT   34   26                                                            
CONECT   35   30                                                            
CONECT   36   31                                                            
CONECT   37    4   22                                                       
CONECT   38    5   24                                                       
CONECT   39    6   25                                                       
CONECT   40    7   32                                                       
CONECT   41   23   26                                                       
MASTER        0    0    0    0    0    0    0    0   41    0   90    0
END

COMPND    HMDB0040791
HETATM    1  C1  UNL     1      -2.901  -1.693  -2.881  1.00  0.00           C  
HETATM    2  O1  UNL     1      -2.755  -1.206  -1.577  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.514  -0.160  -1.083  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.448   0.397  -1.961  1.00  0.00           C  
HETATM    5  C4  UNL     1      -5.256   1.439  -1.580  1.00  0.00           C  
HETATM    6  O2  UNL     1      -6.120   1.924  -2.452  1.00  0.00           O  
HETATM    7  C5  UNL     1      -6.905   2.914  -2.128  1.00  0.00           C  
HETATM    8  O3  UNL     1      -7.721   3.362  -2.972  1.00  0.00           O  
HETATM    9  C6  UNL     1      -6.867   3.482  -0.891  1.00  0.00           C  
HETATM   10  C7  UNL     1      -5.973   2.998   0.051  1.00  0.00           C  
HETATM   11  C8  UNL     1      -5.139   1.947  -0.292  1.00  0.00           C  
HETATM   12  C9  UNL     1      -4.223   1.405   0.579  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.410   0.353   0.186  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.417  -0.236   1.119  1.00  0.00           C  
HETATM   15  C12 UNL     1      -2.664  -1.675   1.360  1.00  0.00           C  
HETATM   16  C13 UNL     1      -2.486  -2.279   2.524  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.745  -3.727   2.724  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.010  -1.491   3.689  1.00  0.00           C  
HETATM   19  C16 UNL     1      -1.020   0.058   0.783  1.00  0.00           C  
HETATM   20  C17 UNL     1      -0.479   1.307   0.789  1.00  0.00           C  
HETATM   21  O4  UNL     1      -1.269   2.384   1.118  1.00  0.00           O  
HETATM   22  C18 UNL     1      -0.843   3.717   1.164  1.00  0.00           C  
HETATM   23  C19 UNL     1       0.850   1.544   0.473  1.00  0.00           C  
HETATM   24  C20 UNL     1       1.668   0.505   0.140  1.00  0.00           C  
HETATM   25  C21 UNL     1       1.172  -0.782   0.120  1.00  0.00           C  
HETATM   26  C22 UNL     1      -0.172  -1.009   0.441  1.00  0.00           C  
HETATM   27  O5  UNL     1      -0.698  -2.229   0.437  1.00  0.00           O  
HETATM   28  C23 UNL     1       2.026  -1.797  -0.196  1.00  0.00           C  
HETATM   29  O6  UNL     1       1.610  -2.973  -0.225  1.00  0.00           O  
HETATM   30  C24 UNL     1       3.334  -1.562  -0.484  1.00  0.00           C  
HETATM   31  C25 UNL     1       4.132  -2.659  -0.781  1.00  0.00           C  
HETATM   32  C26 UNL     1       5.466  -2.438  -1.062  1.00  0.00           C  
HETATM   33  C27 UNL     1       5.989  -1.169  -1.045  1.00  0.00           C  
HETATM   34  O7  UNL     1       7.324  -0.916  -1.321  1.00  0.00           O  
HETATM   35  C28 UNL     1       8.197  -1.982  -1.632  1.00  0.00           C  
HETATM   36  C29 UNL     1       5.150  -0.079  -0.739  1.00  0.00           C  
HETATM   37  O8  UNL     1       5.723   1.185  -0.724  1.00  0.00           O  
HETATM   38  C30 UNL     1       6.342   1.676   0.469  1.00  0.00           C  
HETATM   39  C31 UNL     1       3.823  -0.267  -0.462  1.00  0.00           C  
HETATM   40  N1  UNL     1       2.985   0.736  -0.156  1.00  0.00           N  
HETATM   41  C32 UNL     1       3.429   2.110  -0.248  1.00  0.00           C  
HETATM   42  H1  UNL     1      -2.258  -2.553  -3.107  1.00  0.00           H  
HETATM   43  H2  UNL     1      -2.648  -0.909  -3.646  1.00  0.00           H  
HETATM   44  H3  UNL     1      -3.948  -2.018  -3.081  1.00  0.00           H  
HETATM   45  H4  UNL     1      -4.555   0.016  -2.967  1.00  0.00           H  
HETATM   46  H5  UNL     1      -7.527   4.302  -0.643  1.00  0.00           H  
HETATM   47  H6  UNL     1      -5.906   3.417   1.048  1.00  0.00           H  
HETATM   48  H7  UNL     1      -4.152   1.813   1.562  1.00  0.00           H  
HETATM   49  H8  UNL     1      -2.601   0.262   2.120  1.00  0.00           H  
HETATM   50  H9  UNL     1      -3.021  -2.280   0.509  1.00  0.00           H  
HETATM   51  H10 UNL     1      -3.067  -4.220   1.779  1.00  0.00           H  
HETATM   52  H11 UNL     1      -1.756  -4.191   2.978  1.00  0.00           H  
HETATM   53  H12 UNL     1      -3.441  -3.918   3.564  1.00  0.00           H  
HETATM   54  H13 UNL     1      -0.967  -1.123   3.523  1.00  0.00           H  
HETATM   55  H14 UNL     1      -2.708  -0.649   3.938  1.00  0.00           H  
HETATM   56  H15 UNL     1      -1.969  -2.105   4.615  1.00  0.00           H  
HETATM   57  H16 UNL     1      -0.274   3.963   2.083  1.00  0.00           H  
HETATM   58  H17 UNL     1      -1.758   4.354   1.191  1.00  0.00           H  
HETATM   59  H18 UNL     1      -0.226   4.026   0.315  1.00  0.00           H  
HETATM   60  H19 UNL     1       1.221   2.550   0.524  1.00  0.00           H  
HETATM   61  H20 UNL     1      -0.388  -3.107   0.256  1.00  0.00           H  
HETATM   62  H21 UNL     1       3.693  -3.639  -0.784  1.00  0.00           H  
HETATM   63  H22 UNL     1       6.080  -3.297  -1.293  1.00  0.00           H  
HETATM   64  H23 UNL     1       8.377  -2.599  -0.748  1.00  0.00           H  
HETATM   65  H24 UNL     1       7.713  -2.616  -2.424  1.00  0.00           H  
HETATM   66  H25 UNL     1       9.124  -1.593  -2.110  1.00  0.00           H  
HETATM   67  H26 UNL     1       6.330   2.770   0.421  1.00  0.00           H  
HETATM   68  H27 UNL     1       5.773   1.312   1.335  1.00  0.00           H  
HETATM   69  H28 UNL     1       7.388   1.314   0.435  1.00  0.00           H  
HETATM   70  H29 UNL     1       3.680   2.607   0.665  1.00  0.00           H  
HETATM   71  H30 UNL     1       4.098   2.308  -1.140  1.00  0.00           H  
HETATM   72  H31 UNL     1       2.505   2.689  -0.639  1.00  0.00           H  
CONECT    1    2   42   43   44
CONECT    2    3
CONECT    3    4    4   13
CONECT    4    5   45
CONECT    5    6   11   11
CONECT    6    7
CONECT    7    8    8    9
CONECT    9   10   10   46
CONECT   10   11   47
CONECT   11   12
CONECT   12   13   13   48
CONECT   13   14
CONECT   14   15   19   49
CONECT   15   16   16   50
CONECT   16   17   18
CONECT   17   51   52   53
CONECT   18   54   55   56
CONECT   19   20   20   26
CONECT   20   21   23
CONECT   21   22
CONECT   22   57   58   59
CONECT   23   24   24   60
CONECT   24   25   40
CONECT   25   26   26   28
CONECT   26   27
CONECT   27   61
CONECT   28   29   29   30
CONECT   30   31   31   39
CONECT   31   32   62
CONECT   32   33   33   63
CONECT   33   34   36
CONECT   34   35
CONECT   35   64   65   66
CONECT   36   37   39   39
CONECT   37   38
CONECT   38   67   68   69
CONECT   39   40
CONECT   40   41
CONECT   41   70   71   72
END

HMDB0040791
     RDKit          3D
Acrimarine N
 72 76  0  0  0  0  0  0  0  0999 V2000
   -2.9006   -1.6927   -2.8807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7550   -1.2056   -1.5774 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5138   -0.1603   -1.0834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4482    0.3970   -1.9614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2557    1.4386   -1.5796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1197    1.9241   -2.4521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9052    2.9142   -2.1280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7208    3.3622   -2.9723 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8671    3.4815   -0.8905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9734    2.9983    0.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1389    1.9469   -0.2924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2226    1.4054    0.5788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4097    0.3528    0.1860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4173   -0.2361    1.1192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6636   -1.6745    1.3598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4865   -2.2787    2.5244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7454   -3.7266    2.7237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0099   -1.4910    3.6891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0199    0.0580    0.7830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4786    1.3065    0.7886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2692    2.3841    1.1184 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8432    3.7169    1.1639 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8497    1.5442    0.4733 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6679    0.5053    0.1397 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1723   -0.7818    0.1197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1715   -1.0086    0.4407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6980   -2.2294    0.4369 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0259   -1.7968   -0.1958 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6099   -2.9734   -0.2246 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3344   -1.5620   -0.4839 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1323   -2.6590   -0.7813 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4662   -2.4382   -1.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9888   -1.1687   -1.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3242   -0.9161   -1.3207 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1967   -1.9824   -1.6324 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1498   -0.0790   -0.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7234    1.1847   -0.7237 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3418    1.6755    0.4689 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8230   -0.2668   -0.4615 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9849    0.7361   -0.1565 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4288    2.1100   -0.2477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2575   -2.5532   -3.1068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6484   -0.9089   -3.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9482   -2.0176   -3.0806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5548    0.0155   -2.9670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5272    4.3018   -0.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9062    3.4168    1.0478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1518    1.8128    1.5618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6006    0.2619    2.1198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0212   -2.2804    0.5088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0671   -4.2201    1.7786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7556   -4.1909    2.9775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4407   -3.9180    3.5645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9670   -1.1233    3.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7077   -0.6492    3.9380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9689   -2.1048    4.6150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2738    3.9631    2.0825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7583    4.3542    1.1906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2255    4.0264    0.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2212    2.5501    0.5242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3880   -3.1070    0.2556 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6928   -3.6394   -0.7844 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0800   -3.2966   -1.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3769   -2.5990   -0.7480 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7126   -2.6162   -2.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1244   -1.5931   -2.1100 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3302    2.7700    0.4210 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7735    1.3119    1.3353 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3875    1.3142    0.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6805    2.6068    0.6652 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0977    2.3081   -1.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5052    2.6894   -0.6388 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  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  3
 16 17  1  0
 16 18  1  0
 14 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 20 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 25 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  1  0
 33 36  1  0
 36 37  1  0
 37 38  1  0
 36 39  2  0
 39 40  1  0
 40 41  1  0
 13  3  1  0
 26 19  1  0
 39 30  1  0
 11  5  2  0
 40 24  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
  4 45  1  0
  9 46  1  0
 10 47  1  0
 12 48  1  0
 14 49  1  0
 15 50  1  0
 17 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  0
 18 55  1  0
 18 56  1  0
 22 57  1  0
 22 58  1  0
 22 59  1  0
 23 60  1  0
 27 61  1  0
 31 62  1  0
 32 63  1  0
 35 64  1  0
 35 65  1  0
 35 66  1  0
 38 67  1  0
 38 68  1  0
 38 69  1  0
 41 70  1  0
 41 71  1  0
 41 72  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₃₂H₃₁NO₈

Average Molecular Weight

557.5904

Monoisotopic Molecular Weight

557.204966973

IUPAC Name

1-hydroxy-3,5,6-trimethoxy-2-[1-(7-methoxy-2-oxo-2H-chromen-6-yl)-3-methylbut-2-en-1-yl]-10-methyl-9,10-dihydroacridin-9-one

Traditional Name

1-hydroxy-3,5,6-trimethoxy-2-[1-(7-methoxy-2-oxochromen-6-yl)-3-methylbut-2-en-1-yl]-10-methylacridin-9-one

CAS Registry Number

Not Available

SMILES

COC1=C(OC)C2=C(C=C1)C(=O)C1=C(O)C(C(C=C(C)C)C3=C(OC)C=C4OC(=O)C=CC4=C3)=C(OC)C=C1N2C

InChI Identifier

InChI=1S/C32H31NO8/c1-16(2)12-20(19-13-17-8-11-26(34)41-23(17)15-24(19)38-5)27-25(39-6)14-21-28(31(27)36)30(35)18-9-10-22(37-4)32(40-7)29(18)33(21)3/h8-15,20,36H,1-7H3

InChI Key

DRQKNTLMXYUGTO-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
Coumarin
Dihydroquinolone
Benzopyran
Dihydroquinoline
1-benzopyran
Anisole
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Pyran
Pyridine
Benzenoid
Heteroaromatic compound
Vinylogous amide
Vinylogous acid
Lactone
Azacycle
Oxacycle
Ether
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0040791)
Cell membrane (HMDB: HMDB0040791)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040791)

Source

Exogenous

Exogenous (HMDB: HMDB0040791)

Food

Food (HMDB: HMDB0040791)

Fruit

Citrus

Citrus (FooDB: FOOD00859)

Endogenous

Plant

Plant (HMDB: HMDB0040791)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0040791)

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	0.0019 g/L	ALOGPS
logP	4.58	ALOGPS
logP	5.8	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	9.79	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	103.76 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	156.17 m³·mol⁻¹	ChemAxon
Polarizability	59.53 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	226.582	31661259
DarkChem	[M-H]-	228.518	31661259
DeepCCS	[M+H]+	233.405	30932474
DeepCCS	[M-H]-	231.298	30932474
DeepCCS	[M-2H]-	264.538	30932474
DeepCCS	[M+Na]+	239.301	30932474
AllCCS	[M+H]+	233.4	32859911
AllCCS	[M+H-H2O]+	231.6	32859911
AllCCS	[M+NH4]+	235.1	32859911
AllCCS	[M+Na]+	235.6	32859911
AllCCS	[M-H]-	224.0	32859911
AllCCS	[M+Na-2H]-	225.1	32859911
AllCCS	[M+HCOO]-	226.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Acrimarine N	COC1=C(OC)C2=C(C=C1)C(=O)C1=C(O)C(C(C=C(C)C)C3=C(OC)C=C4OC(=O)C=CC4=C3)=C(OC)C=C1N2C	5868.0	Standard polar	33892256
Acrimarine N	COC1=C(OC)C2=C(C=C1)C(=O)C1=C(O)C(C(C=C(C)C)C3=C(OC)C=C4OC(=O)C=CC4=C3)=C(OC)C=C1N2C	4106.0	Standard non polar	33892256
Acrimarine N	COC1=C(OC)C2=C(C=C1)C(=O)C1=C(O)C(C(C=C(C)C)C3=C(OC)C=C4OC(=O)C=CC4=C3)=C(OC)C=C1N2C	4880.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Acrimarine N,1TMS,isomer #1	COC1=CC2=C(C=CC(=O)O2)C=C1C(C=C(C)C)C1=C(OC)C=C2C(=C1O[Si](C)(C)C)C(=O)C1=CC=C(OC)C(OC)=C1N2C	4535.8	Semi standard non polar	33892256
Acrimarine N,1TBDMS,isomer #1	COC1=CC2=C(C=CC(=O)O2)C=C1C(C=C(C)C)C1=C(OC)C=C2C(=C1O[Si](C)(C)C(C)(C)C)C(=O)C1=CC=C(OC)C(OC)=C1N2C	4755.3	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 - Acrimarine N GC-MS (Non-derivatized) - 70eV, Positive	splash10-002f-1001090000-dada08bcb2e6cf1d9871	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Acrimarine N GC-MS (1 TMS) - 70eV, Positive	splash10-0ir0-3020269000-a49d860763cbd4776a10	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Acrimarine N GC-MS ("Acrimarine N,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Acrimarine N GC-MS (TBDMS_1_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 - Acrimarine N 10V, Positive-QTOF	splash10-0a4i-0000090000-2801bb903a690056706c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acrimarine N 20V, Positive-QTOF	splash10-0a6u-1000090000-ffe52249678a0151ddb0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acrimarine N 40V, Positive-QTOF	splash10-01tc-1011190000-6f7e00bfda1de9b51885	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acrimarine N 10V, Negative-QTOF	splash10-0a4i-0000090000-89aba0fd4a3663f2180a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acrimarine N 20V, Negative-QTOF	splash10-08i0-0113090000-32c944b03112d8bac87c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acrimarine N 40V, Negative-QTOF	splash10-003r-1321910000-eddedab0fdf0f3d852d2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acrimarine N 10V, Negative-QTOF	splash10-0a4i-0014090000-f4fe0868fa48ceab89c0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acrimarine N 20V, Negative-QTOF	splash10-0ce9-0009070000-01e12603520e03235c96	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acrimarine N 40V, Negative-QTOF	splash10-01t9-0894120000-f6974a0bd1d48ded0ebb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acrimarine N 10V, Positive-QTOF	splash10-0a6r-0601090000-8864d7f0e536749a5d66	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acrimarine N 20V, Positive-QTOF	splash10-069r-0213090000-bd2ea4171716a4def4c9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acrimarine N 40V, Positive-QTOF	splash10-00c1-0509450000-5d6770186499e2d4f293	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

FDB020607

KNApSAcK ID

Not Available

Chemspider ID

35015027

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752938

PDB ID

Not Available

ChEBI ID

171887

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 Acrimarine N (HMDB0040791)

MOL for HMDB0040791 (Acrimarine N)

3D MOL for HMDB0040791 (Acrimarine N)

3D SDF for HMDB0040791 (Acrimarine N)

3D-SDF for HMDB0040791 (Acrimarine N)

PDB for HMDB0040791 (Acrimarine N)

3D PDB for HMDB0040791 (Acrimarine N)

SMILES for HMDB0040791 (Acrimarine N)

INCHI for HMDB0040791 (Acrimarine N)

Structure for HMDB0040791 (Acrimarine N)

3D Structure for HMDB0040791 (Acrimarine N)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra