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

2012-09-12 03:04:33 UTC

Update Date

2022-03-07 02:57:00 UTC

HMDB ID

HMDB0041394

Secondary Accession Numbers

HMDB41394

Metabolite Identification

Common Name

Khelmarin D

Description

Khelmarin D belongs to the class of organic compounds known as angular pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) angularly fused to a coumarin moiety. Khelmarin D has been detected, but not quantified in, citrus. This could make khelmarin D a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Khelmarin D.

Structure

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

  Mrv0541 05061312382D          

 36 41  0  0  0  0            999 V2000
    6.0754   -0.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0754    0.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8379    3.4546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8379    4.5152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0809    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0309   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0809    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0309    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    4.6993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  5  2  0  0  0  0
  9  6  2  0  0  0  0
 10  7  2  0  0  0  0
 12 11  2  0  0  0  0
 14  5  1  0  0  0  0
 14  6  1  0  0  0  0
 15  7  1  0  0  0  0
 16 11  1  0  0  0  0
 17  8  1  0  0  0  0
 18 13  2  0  0  0  0
 18 15  1  0  0  0  0
 19 13  1  0  0  0  0
 19 16  2  0  0  0  0
 20  9  1  0  0  0  0
 21 10  1  0  0  0  0
 22 17  2  0  0  0  0
 23 14  2  0  0  0  0
 23 22  1  0  0  0  0
 24 15  2  0  0  0  0
 24 16  1  0  0  0  0
 25 22  1  0  0  0  0
 26 25  1  0  0  0  0
 27  1  1  0  0  0  0
 27  2  1  0  0  0  0
 27 12  1  0  0  0  0
 28  3  1  0  0  0  0
 28  4  1  0  0  0  0
 28 26  1  0  0  0  0
 29 20  2  0  0  0  0
 30 21  2  0  0  0  0
 31 26  1  0  0  0  0
 32 18  1  0  0  0  0
 32 25  1  0  0  0  0
 33 20  1  0  0  0  0
 33 23  1  0  0  0  0
 34 21  1  0  0  0  0
 34 24  1  0  0  0  0
 35 19  1  0  0  0  0
 35 27  1  0  0  0  0
 36 17  1  0  0  0  0
 36 28  1  0  0  0  0
M  END

HMDB0041394
     RDKit          3D
Khelmarin D
 60 65  0  0  0  0  0  0  0  0999 V2000
    5.0743   -3.2808   -0.1362 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8253   -1.9251    0.5185 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6542   -1.8940    1.8100 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4375   -0.9100   -0.3724 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7794    0.1085   -0.8846 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3748    0.2585   -0.5677 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7307   -0.6423    0.2527 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4047   -0.5151    0.5619 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6194    0.5491    0.0565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6347    0.6795    0.3416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8759    1.0290    0.4704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8301   -0.0710    0.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9746   -0.3698    0.7107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8069   -1.3919    0.2374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5253   -2.1118   -0.8968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3653   -1.7976   -1.5860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0609   -2.5074   -2.7293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9060   -2.1893   -3.4094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1223   -1.1721   -2.8973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0675   -0.9077   -3.5498 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4442   -0.5171   -1.8041 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5401   -0.7925   -1.1267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3673    0.2998    1.8863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6559    1.4972    2.1634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8858    1.8668    3.6055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1025    2.6023    1.2258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1998    1.1715    1.9877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9139   -0.0545    2.5321 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3241    1.4328   -0.7700 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6605    2.5136   -1.3232 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3879    3.3648   -2.1335 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7267    3.1919   -2.4147 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3331    4.0075   -3.1643 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3040    2.1506   -1.8632 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6454    1.3093   -1.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4758   -1.7027    0.7676 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2302   -3.1664   -1.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9822   -3.7635    0.2639 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2032   -3.9538    0.0024 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7109   -1.8811    1.4753 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4345   -0.9553    2.3492 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4423   -2.7878    2.4252 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4844   -1.0202   -0.6098 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2439    0.8435   -1.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8803   -1.2071    1.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2902    1.9387   -0.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7062   -1.6056    0.8077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1624   -2.9025   -1.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6976   -3.2890   -3.0912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6488   -2.7290   -4.3034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7907    2.9870    3.7021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8872    1.5304    3.9502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0567    1.4613    4.2117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3218    2.1032    0.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3666    3.3984    1.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0458    3.0455    1.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6023    1.9426    2.4617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0077   -0.1212    3.5086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3703    2.6444   -1.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8638    4.2075   -2.5628 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 13 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
  9 29  1  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 32 34  1  0
 34 35  1  0
  7 36  1  0
 36  2  1  0
 35  6  1  0
 27 11  1  0
 35 29  2  0
 22 12  2  0
 22 16  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  3 40  1  0
  3 41  1  0
  3 42  1  0
  4 43  1  0
  5 44  1  0
  8 45  1  0
 11 46  1  0
 14 47  1  0
 15 48  1  0
 17 49  1  0
 18 50  1  0
 25 51  1  0
 25 52  1  0
 25 53  1  0
 26 54  1  0
 26 55  1  0
 26 56  1  0
 27 57  1  0
 28 58  1  0
 30 59  1  0
 31 60  1  0
M  END

  Mrv0541 05061312382D          

 36 41  0  0  0  0            999 V2000
    6.0754   -0.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0754    0.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8379    3.4546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8379    4.5152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0809    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0309   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0809    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0309    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    4.6993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  5  2  0  0  0  0
  9  6  2  0  0  0  0
 10  7  2  0  0  0  0
 12 11  2  0  0  0  0
 14  5  1  0  0  0  0
 14  6  1  0  0  0  0
 15  7  1  0  0  0  0
 16 11  1  0  0  0  0
 17  8  1  0  0  0  0
 18 13  2  0  0  0  0
 18 15  1  0  0  0  0
 19 13  1  0  0  0  0
 19 16  2  0  0  0  0
 20  9  1  0  0  0  0
 21 10  1  0  0  0  0
 22 17  2  0  0  0  0
 23 14  2  0  0  0  0
 23 22  1  0  0  0  0
 24 15  2  0  0  0  0
 24 16  1  0  0  0  0
 25 22  1  0  0  0  0
 26 25  1  0  0  0  0
 27  1  1  0  0  0  0
 27  2  1  0  0  0  0
 27 12  1  0  0  0  0
 28  3  1  0  0  0  0
 28  4  1  0  0  0  0
 28 26  1  0  0  0  0
 29 20  2  0  0  0  0
 30 21  2  0  0  0  0
 31 26  1  0  0  0  0
 32 18  1  0  0  0  0
 32 25  1  0  0  0  0
 33 20  1  0  0  0  0
 33 23  1  0  0  0  0
 34 21  1  0  0  0  0
 34 24  1  0  0  0  0
 35 19  1  0  0  0  0
 35 27  1  0  0  0  0
 36 17  1  0  0  0  0
 36 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041394

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)OC2=C(C=C1)C1=C(C=CC(=O)O1)C(OC1C(O)C(C)(C)OC3=C1C1=C(C=CC(=O)O1)C=C3)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C28H24O8/c1-27(2)12-11-16-19(35-27)13-18(15-7-10-21(30)34-24(15)16)32-25-22-17(36-28(3,4)26(25)31)8-5-14-6-9-20(29)33-23(14)22/h5-13,25-26,31H,1-4H3

> <INCHI_KEY>
SVNBKSLEKBMPRA-UHFFFAOYSA-N

> <FORMULA>
C28H24O8

> <MOLECULAR_WEIGHT>
488.4854

> <EXACT_MASS>
488.147117744

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
48.89118646308566

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
4.32

> <JCHEM_LOGP>
3.8582862803333335

> <ALOGPS_LOGS>
-5.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.828273551997139

> <JCHEM_PKA_STRONGEST_BASIC>
-3.748713148356452

> <JCHEM_POLAR_SURFACE_AREA>
100.52000000000002

> <JCHEM_REFRACTIVITY>
131.6922999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.45e-03 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041394
     RDKit          3D
Khelmarin D
 60 65  0  0  0  0  0  0  0  0999 V2000
    5.0743   -3.2808   -0.1362 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8253   -1.9251    0.5185 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6542   -1.8940    1.8100 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4375   -0.9100   -0.3724 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7794    0.1085   -0.8846 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3748    0.2585   -0.5677 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7307   -0.6423    0.2527 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4047   -0.5151    0.5619 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6194    0.5491    0.0565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6347    0.6795    0.3416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8759    1.0290    0.4704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8301   -0.0710    0.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9746   -0.3698    0.7107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8069   -1.3919    0.2374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5253   -2.1118   -0.8968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3653   -1.7976   -1.5860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0609   -2.5074   -2.7293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9060   -2.1893   -3.4094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1223   -1.1721   -2.8973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0675   -0.9077   -3.5498 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4442   -0.5171   -1.8041 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5401   -0.7925   -1.1267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3673    0.2998    1.8863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6559    1.4972    2.1634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8858    1.8668    3.6055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1025    2.6023    1.2258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1998    1.1715    1.9877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9139   -0.0545    2.5321 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3241    1.4328   -0.7700 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6605    2.5136   -1.3232 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3879    3.3648   -2.1335 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7267    3.1919   -2.4147 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3331    4.0075   -3.1643 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3040    2.1506   -1.8632 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6454    1.3093   -1.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4758   -1.7027    0.7676 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2302   -3.1664   -1.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9822   -3.7635    0.2639 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2032   -3.9538    0.0024 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7109   -1.8811    1.4753 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4345   -0.9553    2.3492 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4423   -2.7878    2.4252 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4844   -1.0202   -0.6098 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2439    0.8435   -1.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8803   -1.2071    1.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2902    1.9387   -0.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7062   -1.6056    0.8077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1624   -2.9025   -1.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6976   -3.2890   -3.0912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6488   -2.7290   -4.3034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7907    2.9870    3.7021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8872    1.5304    3.9502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0567    1.4613    4.2117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3218    2.1032    0.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3666    3.3984    1.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0458    3.0455    1.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6023    1.9426    2.4617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0077   -0.1212    3.5086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3703    2.6444   -1.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8638    4.2075   -2.5628 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 13 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
  9 29  1  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 32 34  1  0
 34 35  1  0
  7 36  1  0
 36  2  1  0
 35  6  1  0
 27 11  1  0
 35 29  2  0
 22 12  2  0
 22 16  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  3 40  1  0
  3 41  1  0
  3 42  1  0
  4 43  1  0
  5 44  1  0
  8 45  1  0
 11 46  1  0
 14 47  1  0
 15 48  1  0
 17 49  1  0
 18 50  1  0
 25 51  1  0
 25 52  1  0
 25 53  1  0
 26 54  1  0
 26 55  1  0
 26 56  1  0
 27 57  1  0
 28 58  1  0
 30 59  1  0
 31 60  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      11.341  -0.220   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.341   1.760   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.031   6.449   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.031   8.428   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.231  10.106   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.921   8.772   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.231   2.104   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.771  10.106   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.151   7.438   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.461   0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.851  -0.564   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.391  -0.564   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.081   3.437   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.461   8.772   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.771   2.104   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.081   0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.541   8.772   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.541   3.437   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.851   2.104   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.921   6.105   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.231  -0.564   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.771   7.438   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.231   7.438   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.541   0.770   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.541   6.105   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.081   6.105   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      10.161   0.770   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.851   7.438   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       0.151   4.771   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       2.461  -1.897   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       7.851   4.771   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       4.771   4.771   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       2.461   6.105   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       4.771  -0.564   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       9.391   2.104   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       7.081   8.772   0.000  0.00  0.00           O+0
CONECT    1   27                                                            
CONECT    2   27                                                            
CONECT    3   28                                                            
CONECT    4   28                                                            
CONECT    5    8   14                                                       
CONECT    6    9   14                                                       
CONECT    7   10   15                                                       
CONECT    8    5   17                                                       
CONECT    9    6   20                                                       
CONECT   10    7   21                                                       
CONECT   11   12   16                                                       
CONECT   12   11   27                                                       
CONECT   13   18   19                                                       
CONECT   14    5    6   23                                                  
CONECT   15    7   18   24                                                  
CONECT   16   11   19   24                                                  
CONECT   17    8   22   36                                                  
CONECT   18   13   15   32                                                  
CONECT   19   13   16   35                                                  
CONECT   20    9   29   33                                                  
CONECT   21   10   30   34                                                  
CONECT   22   17   23   25                                                  
CONECT   23   14   22   33                                                  
CONECT   24   15   16   34                                                  
CONECT   25   22   26   32                                                  
CONECT   26   25   28   31                                                  
CONECT   27    1    2   12   35                                             
CONECT   28    3    4   26   36                                             
CONECT   29   20                                                            
CONECT   30   21                                                            
CONECT   31   26                                                            
CONECT   32   18   25                                                       
CONECT   33   20   23                                                       
CONECT   34   21   24                                                       
CONECT   35   19   27                                                       
CONECT   36   17   28                                                       
MASTER        0    0    0    0    0    0    0    0   36    0   82    0
END

COMPND    HMDB0041394
HETATM    1  C1  UNL     1       5.074  -3.281  -0.136  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.825  -1.925   0.519  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.654  -1.894   1.810  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.437  -0.910  -0.372  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.779   0.109  -0.885  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.375   0.259  -0.568  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.731  -0.642   0.253  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.405  -0.515   0.562  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.619   0.549   0.057  1.00  0.00           C  
HETATM   10  O1  UNL     1      -0.635   0.680   0.342  1.00  0.00           O  
HETATM   11  C10 UNL     1      -1.876   1.029   0.470  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.830  -0.071   0.017  1.00  0.00           C  
HETATM   13  C12 UNL     1      -3.975  -0.370   0.711  1.00  0.00           C  
HETATM   14  C13 UNL     1      -4.807  -1.392   0.237  1.00  0.00           C  
HETATM   15  C14 UNL     1      -4.525  -2.112  -0.897  1.00  0.00           C  
HETATM   16  C15 UNL     1      -3.365  -1.798  -1.586  1.00  0.00           C  
HETATM   17  C16 UNL     1      -3.061  -2.507  -2.729  1.00  0.00           C  
HETATM   18  C17 UNL     1      -1.906  -2.189  -3.409  1.00  0.00           C  
HETATM   19  C18 UNL     1      -1.122  -1.172  -2.897  1.00  0.00           C  
HETATM   20  O2  UNL     1      -0.068  -0.908  -3.550  1.00  0.00           O  
HETATM   21  O3  UNL     1      -1.444  -0.517  -1.804  1.00  0.00           O  
HETATM   22  C19 UNL     1      -2.540  -0.792  -1.127  1.00  0.00           C  
HETATM   23  O4  UNL     1      -4.367   0.300   1.886  1.00  0.00           O  
HETATM   24  C20 UNL     1      -3.656   1.497   2.163  1.00  0.00           C  
HETATM   25  C21 UNL     1      -3.886   1.867   3.605  1.00  0.00           C  
HETATM   26  C22 UNL     1      -4.103   2.602   1.226  1.00  0.00           C  
HETATM   27  C23 UNL     1      -2.200   1.171   1.988  1.00  0.00           C  
HETATM   28  O5  UNL     1      -1.914  -0.054   2.532  1.00  0.00           O  
HETATM   29  C24 UNL     1       1.324   1.433  -0.770  1.00  0.00           C  
HETATM   30  C25 UNL     1       0.661   2.514  -1.323  1.00  0.00           C  
HETATM   31  C26 UNL     1       1.388   3.365  -2.134  1.00  0.00           C  
HETATM   32  C27 UNL     1       2.727   3.192  -2.415  1.00  0.00           C  
HETATM   33  O6  UNL     1       3.333   4.008  -3.164  1.00  0.00           O  
HETATM   34  O7  UNL     1       3.304   2.151  -1.863  1.00  0.00           O  
HETATM   35  C28 UNL     1       2.645   1.309  -1.080  1.00  0.00           C  
HETATM   36  O8  UNL     1       3.476  -1.703   0.768  1.00  0.00           O  
HETATM   37  H1  UNL     1       5.230  -3.166  -1.241  1.00  0.00           H  
HETATM   38  H2  UNL     1       5.982  -3.764   0.264  1.00  0.00           H  
HETATM   39  H3  UNL     1       4.203  -3.954   0.002  1.00  0.00           H  
HETATM   40  H4  UNL     1       6.711  -1.881   1.475  1.00  0.00           H  
HETATM   41  H5  UNL     1       5.434  -0.955   2.349  1.00  0.00           H  
HETATM   42  H6  UNL     1       5.442  -2.788   2.425  1.00  0.00           H  
HETATM   43  H7  UNL     1       6.484  -1.020  -0.610  1.00  0.00           H  
HETATM   44  H8  UNL     1       5.244   0.843  -1.536  1.00  0.00           H  
HETATM   45  H9  UNL     1       0.880  -1.207   1.201  1.00  0.00           H  
HETATM   46  H10 UNL     1      -2.290   1.939  -0.039  1.00  0.00           H  
HETATM   47  H11 UNL     1      -5.706  -1.606   0.808  1.00  0.00           H  
HETATM   48  H12 UNL     1      -5.162  -2.902  -1.269  1.00  0.00           H  
HETATM   49  H13 UNL     1      -3.698  -3.289  -3.091  1.00  0.00           H  
HETATM   50  H14 UNL     1      -1.649  -2.729  -4.303  1.00  0.00           H  
HETATM   51  H15 UNL     1      -3.791   2.987   3.702  1.00  0.00           H  
HETATM   52  H16 UNL     1      -4.887   1.530   3.950  1.00  0.00           H  
HETATM   53  H17 UNL     1      -3.057   1.461   4.212  1.00  0.00           H  
HETATM   54  H18 UNL     1      -4.322   2.103   0.251  1.00  0.00           H  
HETATM   55  H19 UNL     1      -3.367   3.398   1.115  1.00  0.00           H  
HETATM   56  H20 UNL     1      -5.046   3.046   1.597  1.00  0.00           H  
HETATM   57  H21 UNL     1      -1.602   1.943   2.462  1.00  0.00           H  
HETATM   58  H22 UNL     1      -2.008  -0.121   3.509  1.00  0.00           H  
HETATM   59  H23 UNL     1      -0.370   2.644  -1.105  1.00  0.00           H  
HETATM   60  H24 UNL     1       0.864   4.208  -2.563  1.00  0.00           H  
CONECT    1    2   37   38   39
CONECT    2    3    4   36
CONECT    3   40   41   42
CONECT    4    5    5   43
CONECT    5    6   44
CONECT    6    7    7   35
CONECT    7    8   36
CONECT    8    9    9   45
CONECT    9   10   29
CONECT   10   11
CONECT   11   12   27   46
CONECT   12   13   22   22
CONECT   13   14   14   23
CONECT   14   15   47
CONECT   15   16   16   48
CONECT   16   17   22
CONECT   17   18   18   49
CONECT   18   19   50
CONECT   19   20   20   21
CONECT   21   22
CONECT   23   24
CONECT   24   25   26   27
CONECT   25   51   52   53
CONECT   26   54   55   56
CONECT   27   28   57
CONECT   28   58
CONECT   29   30   35   35
CONECT   30   31   31   59
CONECT   31   32   60
CONECT   32   33   33   34
CONECT   34   35
END

HMDB0041394
     RDKit          3D
Khelmarin D
 60 65  0  0  0  0  0  0  0  0999 V2000
    5.0743   -3.2808   -0.1362 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8253   -1.9251    0.5185 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6542   -1.8940    1.8100 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4375   -0.9100   -0.3724 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7794    0.1085   -0.8846 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3748    0.2585   -0.5677 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7307   -0.6423    0.2527 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4047   -0.5151    0.5619 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6194    0.5491    0.0565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6347    0.6795    0.3416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8759    1.0290    0.4704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8301   -0.0710    0.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9746   -0.3698    0.7107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8069   -1.3919    0.2374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5253   -2.1118   -0.8968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3653   -1.7976   -1.5860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0609   -2.5074   -2.7293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9060   -2.1893   -3.4094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1223   -1.1721   -2.8973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0675   -0.9077   -3.5498 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4442   -0.5171   -1.8041 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5401   -0.7925   -1.1267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3673    0.2998    1.8863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6559    1.4972    2.1634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8858    1.8668    3.6055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1025    2.6023    1.2258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1998    1.1715    1.9877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9139   -0.0545    2.5321 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3241    1.4328   -0.7700 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6605    2.5136   -1.3232 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3879    3.3648   -2.1335 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7267    3.1919   -2.4147 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3331    4.0075   -3.1643 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3040    2.1506   -1.8632 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6454    1.3093   -1.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4758   -1.7027    0.7676 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2302   -3.1664   -1.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9822   -3.7635    0.2639 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2032   -3.9538    0.0024 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7109   -1.8811    1.4753 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4345   -0.9553    2.3492 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4423   -2.7878    2.4252 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4844   -1.0202   -0.6098 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2439    0.8435   -1.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8803   -1.2071    1.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2902    1.9387   -0.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7062   -1.6056    0.8077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1624   -2.9025   -1.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6976   -3.2890   -3.0912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6488   -2.7290   -4.3034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7907    2.9870    3.7021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8872    1.5304    3.9502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0567    1.4613    4.2117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3218    2.1032    0.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3666    3.3984    1.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0458    3.0455    1.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6023    1.9426    2.4617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0077   -0.1212    3.5086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3703    2.6444   -1.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8638    4.2075   -2.5628 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 13 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
  9 29  1  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 32 34  1  0
 34 35  1  0
  7 36  1  0
 36  2  1  0
 35  6  1  0
 27 11  1  0
 35 29  2  0
 22 12  2  0
 22 16  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  3 40  1  0
  3 41  1  0
  3 42  1  0
  4 43  1  0
  5 44  1  0
  8 45  1  0
 11 46  1  0
 14 47  1  0
 15 48  1  0
 17 49  1  0
 18 50  1  0
 25 51  1  0
 25 52  1  0
 25 53  1  0
 26 54  1  0
 26 55  1  0
 26 56  1  0
 27 57  1  0
 28 58  1  0
 30 59  1  0
 31 60  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₈H₂₄O₈

Average Molecular Weight

488.4854

Monoisotopic Molecular Weight

488.147117744

IUPAC Name

14-({8,8-dimethyl-2-oxo-2H,8H-pyrano[2,3-f]chromen-5-yl}oxy)-13-hydroxy-12,12-dimethyl-3,11-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(10),2(7),5,8-tetraen-4-one

Traditional Name

14-({8,8-dimethyl-2-oxopyrano[2,3-f]chromen-5-yl}oxy)-13-hydroxy-12,12-dimethyl-3,11-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(10),2(7),5,8-tetraen-4-one

CAS Registry Number

175923-64-5

SMILES

CC1(C)OC2=C(C=C1)C1=C(C=CC(=O)O1)C(OC1C(O)C(C)(C)OC3=C1C1=C(C=CC(=O)O1)C=C3)=C2

InChI Identifier

InChI=1S/C28H24O8/c1-27(2)12-11-16-19(35-27)13-18(15-7-10-21(30)34-24(15)16)32-25-22-17(36-28(3,4)26(25)31)8-5-14-6-9-20(29)33-23(14)22/h5-13,25-26,31H,1-4H3

InChI Key

SVNBKSLEKBMPRA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as angular pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) angularly fused to a coumarin moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Pyranocoumarins

Direct Parent

Angular pyranocoumarins

Alternative Parents

Substituents

Angular pyranocoumarin
Pyranochromene
2,2-dimethyl-1-benzopyran
Chromane
Benzopyran
1-benzopyran
Alkyl aryl ether
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Lactone
Secondary alcohol
Ether
Oxacycle
Organoheterocyclic compound
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen 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: HMDB0041394)
Cell membrane (HMDB: HMDB0041394)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041394)

Source

Exogenous

Exogenous (HMDB: HMDB0041394)

Food

Food (HMDB: HMDB0041394)

Fruit

Citrus

Citrus (FooDB: FOOD00859)

Endogenous

Plant

Plant (HMDB: HMDB0041394)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0041394)

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	0.98 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0034 g/L	ALOGPS
logP	4.32	ALOGPS
logP	3.86	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	12.83	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	100.52 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	131.69 m³·mol⁻¹	ChemAxon
Polarizability	48.89 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	208.834	31661259
DarkChem	[M-H]-	207.399	31661259
DeepCCS	[M+H]+	211.501	30932474
DeepCCS	[M-H]-	209.106	30932474
DeepCCS	[M-2H]-	241.99	30932474
DeepCCS	[M+Na]+	217.414	30932474
AllCCS	[M+H]+	214.3	32859911
AllCCS	[M+H-H2O]+	212.1	32859911
AllCCS	[M+NH4]+	216.3	32859911
AllCCS	[M+Na]+	216.8	32859911
AllCCS	[M-H]-	214.1	32859911
AllCCS	[M+Na-2H]-	214.0	32859911
AllCCS	[M+HCOO]-	214.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Khelmarin D	CC1(C)OC2=C(C=C1)C1=C(C=CC(=O)O1)C(OC1C(O)C(C)(C)OC3=C1C1=C(C=CC(=O)O1)C=C3)=C2	5272.8	Standard polar	33892256
Khelmarin D	CC1(C)OC2=C(C=C1)C1=C(C=CC(=O)O1)C(OC1C(O)C(C)(C)OC3=C1C1=C(C=CC(=O)O1)C=C3)=C2	3908.1	Standard non polar	33892256
Khelmarin D	CC1(C)OC2=C(C=C1)C1=C(C=CC(=O)O1)C(OC1C(O)C(C)(C)OC3=C1C1=C(C=CC(=O)O1)C=C3)=C2	4287.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Khelmarin D,1TMS,isomer #1	CC1(C)C=CC2=C(C=C(OC3C4=C5OC(=O)C=CC5=CC=C4OC(C)(C)C3O[Si](C)(C)C)C3=C2OC(=O)C=C3)O1	4038.1	Semi standard non polar	33892256
Khelmarin D,1TBDMS,isomer #1	CC1(C)C=CC2=C(C=C(OC3C4=C5OC(=O)C=CC5=CC=C4OC(C)(C)C3O[Si](C)(C)C(C)(C)C)C3=C2OC(=O)C=C3)O1	4249.7	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 - Khelmarin D GC-MS (Non-derivatized) - 70eV, Positive	splash10-006t-0090800000-9bfd34ac035ce6f93a4b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Khelmarin D GC-MS (1 TMS) - 70eV, Positive	splash10-00y1-4030090000-0f22503f566a787d2cac	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Khelmarin D GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Khelmarin D 10V, Positive-QTOF	splash10-000i-1000900000-07043e2a8fc2b460853d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Khelmarin D 20V, Positive-QTOF	splash10-033a-1010900000-d5da1ee8ebaf1e4fcfbe	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Khelmarin D 40V, Positive-QTOF	splash10-0109-9631200000-502b851a9707d6e13e94	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Khelmarin D 10V, Negative-QTOF	splash10-000i-0000900000-c3632a38464b64275ed5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Khelmarin D 20V, Negative-QTOF	splash10-00ko-0021900000-7f885844462aca533671	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Khelmarin D 40V, Negative-QTOF	splash10-002b-3790000000-76246440620628e30778	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Khelmarin D 10V, Negative-QTOF	splash10-000i-0000900000-56c6c84a86381d76ed8c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Khelmarin D 20V, Negative-QTOF	splash10-052s-0000900000-819742f730385e29a6d5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Khelmarin D 40V, Negative-QTOF	splash10-02t9-2432900000-8bc8f618d458f6ad95d5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Khelmarin D 10V, Positive-QTOF	splash10-000i-0000900000-2e1ff1a35957bc989df2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Khelmarin D 20V, Positive-QTOF	splash10-0002-0090700000-0a4d4dfab08a5064e78c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Khelmarin D 40V, Positive-QTOF	splash10-03ka-2580900000-bd6be5ab52124d8c32e7	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

FDB021332

KNApSAcK ID

Not Available

Chemspider ID

8847988

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10672636

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1892001

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 Khelmarin D (HMDB0041394)

MOL for HMDB0041394 (Khelmarin D)

3D MOL for HMDB0041394 (Khelmarin D)

3D SDF for HMDB0041394 (Khelmarin D)

3D-SDF for HMDB0041394 (Khelmarin D)

PDB for HMDB0041394 (Khelmarin D)

3D PDB for HMDB0041394 (Khelmarin D)

SMILES for HMDB0041394 (Khelmarin D)

INCHI for HMDB0041394 (Khelmarin D)

Structure for HMDB0041394 (Khelmarin D)

3D Structure for HMDB0041394 (Khelmarin D)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra