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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:38:04 UTC

Update Date

2022-03-07 02:52:37 UTC

HMDB ID

HMDB0030631

Secondary Accession Numbers

HMDB30631

Metabolite Identification

Common Name

Rubraflavone D

Description

Rubraflavone D belongs to the class of organic compounds known as 3-prenylated flavones. These are flavones that features a C5-isoprenoid substituent at the 3-position. Based on a literature review a significant number of articles have been published on Rubraflavone D.

Structure

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


  Mrv0541 05061305242D          

 36 39  0  0  0  0            999 V2000
   -3.5724   -3.7125    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
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0993    0.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5690    1.6002    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
   -2.8579   -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
   -1.4289    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   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    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
    4.2868    0.0000    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
   -3.5724   -2.8875    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
   -2.1434    2.0625    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
    2.8579    0.0000    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    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    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
    2.1434   -0.4125    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
    0.0000    0.8250    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
   -2.8579    2.4750    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
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  8  6  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  2  0  0  0  0
 14 13  2  0  0  0  0
 17  1  1  0  0  0  0
 17  2  1  0  0  0  0
 17  7  2  0  0  0  0
 18  3  1  0  0  0  0
 18  8  1  0  0  0  0
 18  9  2  0  0  0  0
 19 10  1  0  0  0  0
 19 15  2  0  0  0  0
 20 12  1  0  0  0  0
 21 13  1  0  0  0  0
 22 11  1  0  0  0  0
 23 15  1  0  0  0  0
 23 20  2  0  0  0  0
 24 16  2  0  0  0  0
 24 21  1  0  0  0  0
 25 16  1  0  0  0  0
 26 25  2  0  0  0  0
 27 21  2  0  0  0  0
 27 26  1  0  0  0  0
 28 22  1  0  0  0  0
 28 26  1  0  0  0  0
 29 20  1  0  0  0  0
 29 22  2  0  0  0  0
 30  4  1  0  0  0  0
 30  5  1  0  0  0  0
 30 14  1  0  0  0  0
 31 19  1  0  0  0  0
 32 23  1  0  0  0  0
 33 27  1  0  0  0  0
 34 28  2  0  0  0  0
 35 25  1  0  0  0  0
 35 29  1  0  0  0  0
 36 24  1  0  0  0  0
 36 30  1  0  0  0  0
M  END

HMDB0030631
     RDKit          3D
Rubraflavone D
 68 71  0  0  0  0  0  0  0  0999 V2000
   -6.5830    2.9912   -1.3257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7000    1.5107   -1.3976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7522    0.9115   -2.2432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8689    0.7309   -0.7102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8248    1.3137    0.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4089    1.0110   -0.2433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0153   -0.3976   -0.2348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6552   -1.3924   -1.1883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0923   -0.9342    0.5322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2926   -0.1704    1.5293 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1468   -0.2567    1.2537 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9177   -1.3473    1.5313 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4686   -2.5238    2.2356 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5402   -3.7439    1.5796 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2138   -4.9416    2.1499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2141   -4.9519    3.4560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5649   -6.1406    4.0974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2987   -3.7749    4.1430 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0478   -2.5487    3.5280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0458   -1.3998    4.2898 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1990   -1.3676    1.1270 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7862   -0.4209    0.4844 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1145   -0.5333    0.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7118    0.5036   -0.5790 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9909    1.6184   -0.8787 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6371    1.7713   -0.5148 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9854    2.9297   -0.8578 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0669    0.7280    0.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7622    0.7967    0.5539 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0325    1.8012    0.3098 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6020    2.7194   -1.5980 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8597    2.6284   -1.9566 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6770    1.4522   -1.6576 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.9087   -0.8059 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2187    0.8376   -2.9537 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0413    0.4210   -0.9689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3821    3.4691   -1.9221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5721    3.3377   -1.6778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7368    3.3663   -0.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5815   -0.1861   -2.4022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7618    1.0929   -1.8101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7256    1.4363   -3.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0075   -0.3359   -0.7877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0454    1.0178    1.2018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9815    2.4349    0.1671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6888    1.7257    0.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3608    1.3078   -1.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3846   -2.0284   -0.7030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8592   -2.0411   -1.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0791   -0.8309   -2.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8801   -1.9900    0.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6146   -0.5303    2.5176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5769    0.9023    1.5107 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8727   -3.7564    0.5560 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2784   -5.8752    1.6174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5216   -7.0395    3.6379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6356   -3.8048    5.1639 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2182   -0.4918    3.9506 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6644   -1.4299    0.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1175    3.3097   -0.7592 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9996    3.6056   -1.8272 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3278    3.4367   -2.4911 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5633    2.4688   -1.4683 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3428    1.0366   -0.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4417    2.5546   -0.0092 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5814    1.6125   -3.6463 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0552    0.1833   -2.6555 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3703    0.3018   -3.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 12 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 28 29  1  0
 29 30  2  0
 25 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  1  0
 33 35  1  0
 33 36  1  0
 29 11  1  0
 19 13  1  0
 28 22  1  0
 36 24  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
  5 45  1  0
  6 46  1  0
  6 47  1  0
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  8 50  1  0
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 17 56  1  0
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 27 60  1  0
 31 61  1  0
 32 62  1  0
 34 63  1  0
 34 64  1  0
 34 65  1  0
 35 66  1  0
 35 67  1  0
 35 68  1  0
M  END


  Mrv0541 05061305242D          

 36 39  0  0  0  0            999 V2000
   -3.5724   -3.7125    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
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0993    0.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5690    1.6002    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
   -2.8579   -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
   -1.4289    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   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    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
    4.2868    0.0000    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
   -3.5724   -2.8875    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
   -2.1434    2.0625    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
    2.8579    0.0000    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
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   -2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  8  6  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  2  0  0  0  0
 14 13  2  0  0  0  0
 17  1  1  0  0  0  0
 17  2  1  0  0  0  0
 17  7  2  0  0  0  0
 18  3  1  0  0  0  0
 18  8  1  0  0  0  0
 18  9  2  0  0  0  0
 19 10  1  0  0  0  0
 19 15  2  0  0  0  0
 20 12  1  0  0  0  0
 21 13  1  0  0  0  0
 22 11  1  0  0  0  0
 23 15  1  0  0  0  0
 23 20  2  0  0  0  0
 24 16  2  0  0  0  0
 24 21  1  0  0  0  0
 25 16  1  0  0  0  0
 26 25  2  0  0  0  0
 27 21  2  0  0  0  0
 27 26  1  0  0  0  0
 28 22  1  0  0  0  0
 28 26  1  0  0  0  0
 29 20  1  0  0  0  0
 29 22  2  0  0  0  0
 30  4  1  0  0  0  0
 30  5  1  0  0  0  0
 30 14  1  0  0  0  0
 31 19  1  0  0  0  0
 32 23  1  0  0  0  0
 33 27  1  0  0  0  0
 34 28  2  0  0  0  0
 35 25  1  0  0  0  0
 35 29  1  0  0  0  0
 36 24  1  0  0  0  0
 36 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030631

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC\C(C)=C/CC1=C(OC2=C(C(O)=C3C=CC(C)(C)OC3=C2)C1=O)C1=C(O)C=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C30H32O6/c1-17(2)7-6-8-18(3)9-11-22-28(34)26-25(35-29(22)20-12-10-19(31)15-23(20)32)16-24-21(27(26)33)13-14-30(4,5)36-24/h7,9-10,12-16,31-33H,6,8,11H2,1-5H3/b18-9-

> <INCHI_KEY>
SKCPIJZMAFLOJW-NVMNQCDNSA-N

> <FORMULA>
C30H32O6

> <MOLECULAR_WEIGHT>
488.5715

> <EXACT_MASS>
488.219888756

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
54.14449324995566

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(2,4-dihydroxyphenyl)-3-[(2Z)-3,7-dimethylocta-2,6-dien-1-yl]-5-hydroxy-8,8-dimethyl-4H,8H-pyrano[3,2-g]chromen-4-one

> <ALOGPS_LOGP>
6.19

> <JCHEM_LOGP>
6.877722909999998

> <ALOGPS_LOGS>
-5.36

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.591560581043293

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.964363188658497

> <JCHEM_PKA_STRONGEST_BASIC>
-4.807809928080635

> <JCHEM_POLAR_SURFACE_AREA>
96.22

> <JCHEM_REFRACTIVITY>
144.66860000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.15e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(2,4-dihydroxyphenyl)-3-[(2Z)-3,7-dimethylocta-2,6-dien-1-yl]-5-hydroxy-8,8-dimethylpyrano[3,2-g]chromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030631
     RDKit          3D
Rubraflavone D
 68 71  0  0  0  0  0  0  0  0999 V2000
   -6.5830    2.9912   -1.3257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7000    1.5107   -1.3976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7522    0.9115   -2.2432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8689    0.7309   -0.7102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8248    1.3137    0.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4089    1.0110   -0.2433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0153   -0.3976   -0.2348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6552   -1.3924   -1.1883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0923   -0.9342    0.5322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2926   -0.1704    1.5293 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1468   -0.2567    1.2537 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9177   -1.3473    1.5313 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4686   -2.5238    2.2356 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5402   -3.7439    1.5796 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2138   -4.9416    2.1499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2141   -4.9519    3.4560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5649   -6.1406    4.0974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2987   -3.7749    4.1430 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0478   -2.5487    3.5280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0458   -1.3998    4.2898 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1990   -1.3676    1.1270 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7862   -0.4209    0.4844 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1145   -0.5333    0.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7118    0.5036   -0.5790 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9909    1.6184   -0.8787 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6371    1.7713   -0.5148 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9854    2.9297   -0.8578 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0669    0.7280    0.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7622    0.7967    0.5539 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0325    1.8012    0.3098 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6020    2.7194   -1.5980 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8597    2.6284   -1.9566 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6770    1.4522   -1.6576 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.9087   -0.8059 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2187    0.8376   -2.9537 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0413    0.4210   -0.9689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3821    3.4691   -1.9221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5721    3.3377   -1.6778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7368    3.3663   -0.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5815   -0.1861   -2.4022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7618    1.0929   -1.8101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7256    1.4363   -3.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0075   -0.3359   -0.7877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0454    1.0178    1.2018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9815    2.4349    0.1671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6888    1.7257    0.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3608    1.3078   -1.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3846   -2.0284   -0.7030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8592   -2.0411   -1.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0791   -0.8309   -2.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8801   -1.9900    0.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6146   -0.5303    2.5176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5769    0.9023    1.5107 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8727   -3.7564    0.5560 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2784   -5.8752    1.6174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5216   -7.0395    3.6379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6356   -3.8048    5.1639 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2182   -0.4918    3.9506 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6644   -1.4299    0.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1175    3.3097   -0.7592 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9996    3.6056   -1.8272 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3278    3.4367   -2.4911 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5633    2.4688   -1.4683 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3428    1.0366   -0.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4417    2.5546   -0.0092 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5814    1.6125   -3.6463 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0552    0.1833   -2.6555 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3703    0.3018   -3.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 12 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 28 29  1  0
 29 30  2  0
 25 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  1  0
 33 35  1  0
 33 36  1  0
 29 11  1  0
 19 13  1  0
 28 22  1  0
 36 24  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
  5 45  1  0
  6 46  1  0
  6 47  1  0
  8 48  1  0
  8 49  1  0
  8 50  1  0
  9 51  1  0
 10 52  1  0
 10 53  1  0
 14 54  1  0
 15 55  1  0
 17 56  1  0
 18 57  1  0
 20 58  1  0
 23 59  1  0
 27 60  1  0
 31 61  1  0
 32 62  1  0
 34 63  1  0
 34 64  1  0
 34 65  1  0
 35 66  1  0
 35 67  1  0
 35 68  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      -6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.002  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.519   1.273   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.529   2.987   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -5.335   4.620   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       6.668   2.310   0.000  0.00  0.00           O+0
CONECT    1   17                                                            
CONECT    2   17                                                            
CONECT    3   18                                                            
CONECT    4   30                                                            
CONECT    5   30                                                            
CONECT    6    7    8                                                       
CONECT    7    6   17                                                       
CONECT    8    6   18                                                       
CONECT    9   11   18                                                       
CONECT   10   12   19                                                       
CONECT   11    9   22                                                       
CONECT   12   10   20                                                       
CONECT   13   14   21                                                       
CONECT   14   13   30                                                       
CONECT   15   19   23                                                       
CONECT   16   24   25                                                       
CONECT   17    1    2    7                                                  
CONECT   18    3    8    9                                                  
CONECT   19   10   15   31                                                  
CONECT   20   12   23   29                                                  
CONECT   21   13   24   27                                                  
CONECT   22   11   28   29                                                  
CONECT   23   15   20   32                                                  
CONECT   24   16   21   36                                                  
CONECT   25   16   26   35                                                  
CONECT   26   25   27   28                                                  
CONECT   27   21   26   33                                                  
CONECT   28   22   26   34                                                  
CONECT   29   20   22   35                                                  
CONECT   30    4    5   14   36                                             
CONECT   31   19                                                            
CONECT   32   23                                                            
CONECT   33   27                                                            
CONECT   34   28                                                            
CONECT   35   25   29                                                       
CONECT   36   24   30                                                       
MASTER        0    0    0    0    0    0    0    0   36    0   78    0
END

COMPND    HMDB0030631
HETATM    1  C1  UNL     1      -6.583   2.991  -1.326  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.700   1.511  -1.398  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.752   0.912  -2.243  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.869   0.731  -0.710  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.825   1.314   0.129  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.409   1.011  -0.243  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.015  -0.398  -0.235  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.655  -1.392  -1.188  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.092  -0.934   0.532  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.293  -0.170   1.529  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.147  -0.257   1.254  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.918  -1.347   1.531  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.469  -2.524   2.236  1.00  0.00           C  
HETATM   14  C14 UNL     1       0.540  -3.744   1.580  1.00  0.00           C  
HETATM   15  C15 UNL     1       0.214  -4.942   2.150  1.00  0.00           C  
HETATM   16  C16 UNL     1      -0.214  -4.952   3.456  1.00  0.00           C  
HETATM   17  O1  UNL     1      -0.565  -6.141   4.097  1.00  0.00           O  
HETATM   18  C17 UNL     1      -0.299  -3.775   4.143  1.00  0.00           C  
HETATM   19  C18 UNL     1       0.048  -2.549   3.528  1.00  0.00           C  
HETATM   20  O2  UNL     1      -0.046  -1.400   4.290  1.00  0.00           O  
HETATM   21  O3  UNL     1       2.199  -1.368   1.127  1.00  0.00           O  
HETATM   22  C19 UNL     1       2.786  -0.421   0.484  1.00  0.00           C  
HETATM   23  C20 UNL     1       4.114  -0.533   0.109  1.00  0.00           C  
HETATM   24  C21 UNL     1       4.712   0.504  -0.579  1.00  0.00           C  
HETATM   25  C22 UNL     1       3.991   1.618  -0.879  1.00  0.00           C  
HETATM   26  C23 UNL     1       2.637   1.771  -0.515  1.00  0.00           C  
HETATM   27  O4  UNL     1       1.985   2.930  -0.858  1.00  0.00           O  
HETATM   28  C24 UNL     1       2.067   0.728   0.168  1.00  0.00           C  
HETATM   29  C25 UNL     1       0.762   0.797   0.554  1.00  0.00           C  
HETATM   30  O5  UNL     1       0.032   1.801   0.310  1.00  0.00           O  
HETATM   31  C26 UNL     1       4.602   2.719  -1.598  1.00  0.00           C  
HETATM   32  C27 UNL     1       5.860   2.628  -1.957  1.00  0.00           C  
HETATM   33  C28 UNL     1       6.677   1.452  -1.658  1.00  0.00           C  
HETATM   34  C29 UNL     1       7.859   1.909  -0.806  1.00  0.00           C  
HETATM   35  C30 UNL     1       7.219   0.838  -2.954  1.00  0.00           C  
HETATM   36  O6  UNL     1       6.041   0.421  -0.969  1.00  0.00           O  
HETATM   37  H1  UNL     1      -7.382   3.469  -1.922  1.00  0.00           H  
HETATM   38  H2  UNL     1      -5.572   3.338  -1.678  1.00  0.00           H  
HETATM   39  H3  UNL     1      -6.737   3.366  -0.278  1.00  0.00           H  
HETATM   40  H4  UNL     1      -7.582  -0.186  -2.402  1.00  0.00           H  
HETATM   41  H5  UNL     1      -8.762   1.093  -1.810  1.00  0.00           H  
HETATM   42  H6  UNL     1      -7.726   1.436  -3.228  1.00  0.00           H  
HETATM   43  H7  UNL     1      -6.007  -0.336  -0.788  1.00  0.00           H  
HETATM   44  H8  UNL     1      -5.045   1.018   1.202  1.00  0.00           H  
HETATM   45  H9  UNL     1      -4.982   2.435   0.167  1.00  0.00           H  
HETATM   46  H10 UNL     1      -2.689   1.726   0.197  1.00  0.00           H  
HETATM   47  H11 UNL     1      -3.361   1.308  -1.362  1.00  0.00           H  
HETATM   48  H12 UNL     1      -4.385  -2.028  -0.703  1.00  0.00           H  
HETATM   49  H13 UNL     1      -2.859  -2.041  -1.626  1.00  0.00           H  
HETATM   50  H14 UNL     1      -4.079  -0.831  -2.035  1.00  0.00           H  
HETATM   51  H15 UNL     1      -1.880  -1.990   0.457  1.00  0.00           H  
HETATM   52  H16 UNL     1      -1.615  -0.530   2.518  1.00  0.00           H  
HETATM   53  H17 UNL     1      -1.577   0.902   1.511  1.00  0.00           H  
HETATM   54  H18 UNL     1       0.873  -3.756   0.556  1.00  0.00           H  
HETATM   55  H19 UNL     1       0.278  -5.875   1.617  1.00  0.00           H  
HETATM   56  H20 UNL     1      -0.522  -7.039   3.638  1.00  0.00           H  
HETATM   57  H21 UNL     1      -0.636  -3.805   5.164  1.00  0.00           H  
HETATM   58  H22 UNL     1       0.218  -0.492   3.951  1.00  0.00           H  
HETATM   59  H23 UNL     1       4.664  -1.430   0.360  1.00  0.00           H  
HETATM   60  H24 UNL     1       1.118   3.310  -0.759  1.00  0.00           H  
HETATM   61  H25 UNL     1       4.000   3.606  -1.827  1.00  0.00           H  
HETATM   62  H26 UNL     1       6.328   3.437  -2.491  1.00  0.00           H  
HETATM   63  H27 UNL     1       8.563   2.469  -1.468  1.00  0.00           H  
HETATM   64  H28 UNL     1       8.343   1.037  -0.329  1.00  0.00           H  
HETATM   65  H29 UNL     1       7.442   2.555  -0.009  1.00  0.00           H  
HETATM   66  H30 UNL     1       7.581   1.613  -3.646  1.00  0.00           H  
HETATM   67  H31 UNL     1       8.055   0.183  -2.656  1.00  0.00           H  
HETATM   68  H32 UNL     1       6.370   0.302  -3.412  1.00  0.00           H  
CONECT    1    2   37   38   39
CONECT    2    3    4    4
CONECT    3   40   41   42
CONECT    4    5   43
CONECT    5    6   44   45
CONECT    6    7   46   47
CONECT    7    8    9    9
CONECT    8   48   49   50
CONECT    9   10   51
CONECT   10   11   52   53
CONECT   11   12   12   29
CONECT   12   13   21
CONECT   13   14   14   19
CONECT   14   15   54
CONECT   15   16   16   55
CONECT   16   17   18
CONECT   17   56
CONECT   18   19   19   57
CONECT   19   20
CONECT   20   58
CONECT   21   22
CONECT   22   23   23   28
CONECT   23   24   59
CONECT   24   25   25   36
CONECT   25   26   31
CONECT   26   27   28   28
CONECT   27   60
CONECT   28   29
CONECT   29   30   30
CONECT   31   32   32   61
CONECT   32   33   62
CONECT   33   34   35   36
CONECT   34   63   64   65
CONECT   35   66   67   68
END

HMDB0030631
     RDKit          3D
Rubraflavone D
 68 71  0  0  0  0  0  0  0  0999 V2000
   -6.5830    2.9912   -1.3257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7000    1.5107   -1.3976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7522    0.9115   -2.2432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8689    0.7309   -0.7102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8248    1.3137    0.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4089    1.0110   -0.2433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0153   -0.3976   -0.2348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6552   -1.3924   -1.1883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0923   -0.9342    0.5322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2926   -0.1704    1.5293 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1468   -0.2567    1.2537 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9177   -1.3473    1.5313 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4686   -2.5238    2.2356 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5402   -3.7439    1.5796 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2138   -4.9416    2.1499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2141   -4.9519    3.4560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5649   -6.1406    4.0974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2987   -3.7749    4.1430 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0478   -2.5487    3.5280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0458   -1.3998    4.2898 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1990   -1.3676    1.1270 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7862   -0.4209    0.4844 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1145   -0.5333    0.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7118    0.5036   -0.5790 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9909    1.6184   -0.8787 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6371    1.7713   -0.5148 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9854    2.9297   -0.8578 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0669    0.7280    0.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7622    0.7967    0.5539 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0325    1.8012    0.3098 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6020    2.7194   -1.5980 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8597    2.6284   -1.9566 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6770    1.4522   -1.6576 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.9087   -0.8059 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2187    0.8376   -2.9537 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0413    0.4210   -0.9689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3821    3.4691   -1.9221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5721    3.3377   -1.6778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7368    3.3663   -0.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5815   -0.1861   -2.4022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7618    1.0929   -1.8101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7256    1.4363   -3.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0075   -0.3359   -0.7877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0454    1.0178    1.2018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9815    2.4349    0.1671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6888    1.7257    0.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3608    1.3078   -1.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3846   -2.0284   -0.7030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8592   -2.0411   -1.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0791   -0.8309   -2.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8801   -1.9900    0.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6146   -0.5303    2.5176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5769    0.9023    1.5107 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8727   -3.7564    0.5560 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2784   -5.8752    1.6174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5216   -7.0395    3.6379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6356   -3.8048    5.1639 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2182   -0.4918    3.9506 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6644   -1.4299    0.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1175    3.3097   -0.7592 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9996    3.6056   -1.8272 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3278    3.4367   -2.4911 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5633    2.4688   -1.4683 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3428    1.0366   -0.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4417    2.5546   -0.0092 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5814    1.6125   -3.6463 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0552    0.1833   -2.6555 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3703    0.3018   -3.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 12 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 28 29  1  0
 29 30  2  0
 25 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  1  0
 33 35  1  0
 33 36  1  0
 29 11  1  0
 19 13  1  0
 28 22  1  0
 36 24  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
  5 45  1  0
  6 46  1  0
  6 47  1  0
  8 48  1  0
  8 49  1  0
  8 50  1  0
  9 51  1  0
 10 52  1  0
 10 53  1  0
 14 54  1  0
 15 55  1  0
 17 56  1  0
 18 57  1  0
 20 58  1  0
 23 59  1  0
 27 60  1  0
 31 61  1  0
 32 62  1  0
 34 63  1  0
 34 64  1  0
 34 65  1  0
 35 66  1  0
 35 67  1  0
 35 68  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
8-(2,4-Dihydroxyphenyl)-7-(3,7-dimethyl-2,6-octadienyl)-5-hydroxy-2,2-dimethyl-2H,6H-benzo[1,2-b:5,4-b']dipyran-6-one, 9ci	HMDB

Chemical Formula

C₃₀H₃₂O₆

Average Molecular Weight

488.5715

Monoisotopic Molecular Weight

488.219888756

IUPAC Name

2-(2,4-dihydroxyphenyl)-3-[(2Z)-3,7-dimethylocta-2,6-dien-1-yl]-5-hydroxy-8,8-dimethyl-4H,8H-pyrano[3,2-g]chromen-4-one

Traditional Name

2-(2,4-dihydroxyphenyl)-3-[(2Z)-3,7-dimethylocta-2,6-dien-1-yl]-5-hydroxy-8,8-dimethylpyrano[3,2-g]chromen-4-one

CAS Registry Number

54835-66-4

SMILES

CC(C)=CCC\C(C)=C/CC1=C(OC2=C(C(O)=C3C=CC(C)(C)OC3=C2)C1=O)C1=C(O)C=C(O)C=C1

InChI Identifier

InChI=1S/C30H32O6/c1-17(2)7-6-8-18(3)9-11-22-28(34)26-25(35-29(22)20-12-10-19(31)15-23(20)32)16-24-21(27(26)33)13-14-30(4,5)36-24/h7,9-10,12-16,31-33H,6,8,11H2,1-5H3/b18-9-

InChI Key

SKCPIJZMAFLOJW-NVMNQCDNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-prenylated flavones. These are flavones that features a C5-isoprenoid substituent at the 3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavones

Direct Parent

3-prenylated flavones

Alternative Parents

Substituents

3-prenylated flavone
Pyranoflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
Hydroxyflavonoid
Pyranochromene
2,2-dimethyl-1-benzopyran
Chromone
Aromatic monoterpenoid
Benzopyran
Monoterpenoid
1-benzopyran
Resorcinol
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Pyranone
Phenol
Alkyl aryl ether
Benzenoid
Pyran
Monocyclic benzene moiety
Vinylogous acid
Heteroaromatic compound
Oxacycle
Ether
Organoheterocyclic compound
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

Cell membrane (HMDB: HMDB0030631)

Cellular substructure

Membrane (HMDB: HMDB0030631)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030631)

Source

Endogenous

Endogenous (HMDB: HMDB0030631)

Plant

Plant (HMDB: HMDB0030631)

Exogenous

Food

Food (HMDB: HMDB0030631)

Fruit

Fruits (FooDB: FOOD00871)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	4.9e-05 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	0.0022 g/L	ALOGPS
logP	6.19	ALOGPS
logP	6.88	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	7.96	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	144.67 m³·mol⁻¹	ChemAxon
Polarizability	54.14 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	217.432	30932474
DeepCCS	[M-H]-	215.036	30932474
DeepCCS	[M-2H]-	247.919	30932474
DeepCCS	[M+Na]+	223.344	30932474
AllCCS	[M+H]+	222.5	32859911
AllCCS	[M+H-H2O]+	220.3	32859911
AllCCS	[M+NH4]+	224.5	32859911
AllCCS	[M+Na]+	225.0	32859911
AllCCS	[M-H]-	209.5	32859911
AllCCS	[M+Na-2H]-	210.1	32859911
AllCCS	[M+HCOO]-	210.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Rubraflavone D	CC(C)=CCC\C(C)=C/CC1=C(OC2=C(C(O)=C3C=CC(C)(C)OC3=C2)C1=O)C1=C(O)C=C(O)C=C1	5321.7	Standard polar	33892256
Rubraflavone D	CC(C)=CCC\C(C)=C/CC1=C(OC2=C(C(O)=C3C=CC(C)(C)OC3=C2)C1=O)C1=C(O)C=C(O)C=C1	3911.2	Standard non polar	33892256
Rubraflavone D	CC(C)=CCC\C(C)=C/CC1=C(OC2=C(C(O)=C3C=CC(C)(C)OC3=C2)C1=O)C1=C(O)C=C(O)C=C1	4132.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Rubraflavone D,1TMS,isomer #1	CC(C)=CCC/C(C)=C\CC1=C(C2=CC=C(O)C=C2O)OC2=CC3=C(C=CC(C)(C)O3)C(O[Si](C)(C)C)=C2C1=O	3831.4	Semi standard non polar	33892256
Rubraflavone D,1TMS,isomer #2	CC(C)=CCC/C(C)=C\CC1=C(C2=CC=C(O)C=C2O[Si](C)(C)C)OC2=CC3=C(C=CC(C)(C)O3)C(O)=C2C1=O	3787.2	Semi standard non polar	33892256
Rubraflavone D,1TMS,isomer #3	CC(C)=CCC/C(C)=C\CC1=C(C2=CC=C(O[Si](C)(C)C)C=C2O)OC2=CC3=C(C=CC(C)(C)O3)C(O)=C2C1=O	3815.4	Semi standard non polar	33892256
Rubraflavone D,2TMS,isomer #1	CC(C)=CCC/C(C)=C\CC1=C(C2=CC=C(O[Si](C)(C)C)C=C2O)OC2=CC3=C(C=CC(C)(C)O3)C(O[Si](C)(C)C)=C2C1=O	3763.0	Semi standard non polar	33892256
Rubraflavone D,2TMS,isomer #2	CC(C)=CCC/C(C)=C\CC1=C(C2=CC=C(O)C=C2O[Si](C)(C)C)OC2=CC3=C(C=CC(C)(C)O3)C(O[Si](C)(C)C)=C2C1=O	3737.0	Semi standard non polar	33892256
Rubraflavone D,2TMS,isomer #3	CC(C)=CCC/C(C)=C\CC1=C(C2=CC=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)OC2=CC3=C(C=CC(C)(C)O3)C(O)=C2C1=O	3736.5	Semi standard non polar	33892256
Rubraflavone D,3TMS,isomer #1	CC(C)=CCC/C(C)=C\CC1=C(C2=CC=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)OC2=CC3=C(C=CC(C)(C)O3)C(O[Si](C)(C)C)=C2C1=O	3739.7	Semi standard non polar	33892256
Rubraflavone D,1TBDMS,isomer #1	CC(C)=CCC/C(C)=C\CC1=C(C2=CC=C(O)C=C2O)OC2=CC3=C(C=CC(C)(C)O3)C(O[Si](C)(C)C(C)(C)C)=C2C1=O	4056.6	Semi standard non polar	33892256
Rubraflavone D,1TBDMS,isomer #2	CC(C)=CCC/C(C)=C\CC1=C(C2=CC=C(O)C=C2O[Si](C)(C)C(C)(C)C)OC2=CC3=C(C=CC(C)(C)O3)C(O)=C2C1=O	4024.1	Semi standard non polar	33892256
Rubraflavone D,1TBDMS,isomer #3	CC(C)=CCC/C(C)=C\CC1=C(C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2O)OC2=CC3=C(C=CC(C)(C)O3)C(O)=C2C1=O	4055.6	Semi standard non polar	33892256
Rubraflavone D,2TBDMS,isomer #1	CC(C)=CCC/C(C)=C\CC1=C(C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2O)OC2=CC3=C(C=CC(C)(C)O3)C(O[Si](C)(C)C(C)(C)C)=C2C1=O	4166.9	Semi standard non polar	33892256
Rubraflavone D,2TBDMS,isomer #2	CC(C)=CCC/C(C)=C\CC1=C(C2=CC=C(O)C=C2O[Si](C)(C)C(C)(C)C)OC2=CC3=C(C=CC(C)(C)O3)C(O[Si](C)(C)C(C)(C)C)=C2C1=O	4126.3	Semi standard non polar	33892256
Rubraflavone D,2TBDMS,isomer #3	CC(C)=CCC/C(C)=C\CC1=C(C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2O[Si](C)(C)C(C)(C)C)OC2=CC3=C(C=CC(C)(C)O3)C(O)=C2C1=O	4161.2	Semi standard non polar	33892256
Rubraflavone D,3TBDMS,isomer #1	CC(C)=CCC/C(C)=C\CC1=C(C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2O[Si](C)(C)C(C)(C)C)OC2=CC3=C(C=CC(C)(C)O3)C(O[Si](C)(C)C(C)(C)C)=C2C1=O	4303.9	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 - Rubraflavone D GC-MS (Non-derivatized) - 70eV, Positive	splash10-06di-4101900000-a00b52c799a5d4010e72	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rubraflavone D GC-MS (2 TMS) - 70eV, Positive	splash10-014i-4100059000-38633dc530584542b3b1	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rubraflavone 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 - Rubraflavone D 10V, Positive-QTOF	splash10-000i-0101900000-e5cf214b60e38c1600a1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rubraflavone D 20V, Positive-QTOF	splash10-01bi-4604900000-76e562d8e7ff59329c21	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rubraflavone D 40V, Positive-QTOF	splash10-066r-9435200000-560f565ea651cd7c4ed0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rubraflavone D 10V, Negative-QTOF	splash10-000i-0000900000-060546e4b9e64d285fac	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rubraflavone D 20V, Negative-QTOF	splash10-000i-0001900000-fe30d450b7e417c94f9f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rubraflavone D 40V, Negative-QTOF	splash10-0a4i-1903700000-a265bfa21d4501017203	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rubraflavone D 10V, Positive-QTOF	splash10-000i-0000900000-2a626b788626a03e7985	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rubraflavone D 20V, Positive-QTOF	splash10-000i-0000900000-2a626b788626a03e7985	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rubraflavone D 40V, Positive-QTOF	splash10-01bi-0090400000-9802eb6214030a7e4b24	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rubraflavone D 10V, Negative-QTOF	splash10-000i-0000900000-a60217270a0730e47563	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rubraflavone D 20V, Negative-QTOF	splash10-000i-0000900000-a60217270a0730e47563	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rubraflavone D 40V, Negative-QTOF	splash10-03y0-0249200000-d5fe997a3b3843542a4c	2021-09-25	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

FDB002532

KNApSAcK ID

C00004060

Chemspider ID

30776842

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751060

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1821581

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 Rubraflavone D (HMDB0030631)

MOL for HMDB0030631 (Rubraflavone D)

3D MOL for HMDB0030631 (Rubraflavone D)

3D SDF for HMDB0030631 (Rubraflavone D)

3D-SDF for HMDB0030631 (Rubraflavone D)

PDB for HMDB0030631 (Rubraflavone D)

3D PDB for HMDB0030631 (Rubraflavone D)

SMILES for HMDB0030631 (Rubraflavone D)

INCHI for HMDB0030631 (Rubraflavone D)

Structure for HMDB0030631 (Rubraflavone D)

3D Structure for HMDB0030631 (Rubraflavone D)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra