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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2009-01-29 15:02:25 UTC

Update Date

2021-09-14 15:00:06 UTC

HMDB ID

HMDB0011612

Secondary Accession Numbers

HMDB11612

Metabolite Identification

Common Name

6-Hydroxy flavin adenine dinucleotide

Description

6-Hydroxy flavin adenine dinucleotide, also known as 6-HO-fad, belongs to the class of organic compounds known as flavin nucleotides. These are nucleotides containing a flavin moiety. Flavin is a compound that contains the tricyclic isoalloxazine ring system, which bears 2 oxo groups at the 2- and 4-positions. 6-Hydroxy flavin adenine dinucleotide has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make 6-hydroxy flavin adenine dinucleotide a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 6-Hydroxy flavin adenine dinucleotide.

Structure

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


  Mrv0541 02241201472D          

 54 59  0  0  1  0            999 V2000
    6.4663   -3.3556    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4663   -4.1806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1676   -4.5931    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9101   -4.1806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9101   -3.3556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1676   -2.9431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6113   -4.5931    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3126   -4.1806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3126   -3.3556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6113   -2.9431    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0551   -4.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7563   -4.1806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7563   -3.3556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0551   -2.9431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1676   -2.1181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7651   -4.5931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4576   -2.9431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4576   -4.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6113   -5.9544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3126   -6.3669    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0138   -5.9544    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.7151   -6.3669    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4163   -5.9544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1176   -6.3669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3126   -7.1919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7151   -7.1919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0138   -5.1294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9426   -6.3669    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   13.7676   -6.3669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9426   -5.5419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9426   -7.1919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5926   -6.3669    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   15.4176   -6.3669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5926   -5.5419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5926   -7.1919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8613   -6.3669    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.1601   -5.9544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1088   -7.1506    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.9338   -7.1506    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.1813   -6.3669    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.5213   -5.8719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6138   -7.8106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3876   -7.8519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9026   -3.9744    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9026   -4.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6038   -5.2119    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3463   -4.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3463   -3.9744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6038   -3.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1301   -5.0469    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5838   -4.3869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1301   -3.7269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6038   -2.7369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0652   -2.1182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 10  2  0  0  0  0
  8 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
  9 14  2  0  0  0  0
  6 15  2  0  0  0  0
  2 16  2  0  0  0  0
 13 17  1  0  0  0  0
 12 18  1  0  0  0  0
  7 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 20 25  1  1  0  0  0
 22 26  1  1  0  0  0
 21 27  1  6  0  0  0
 24 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 28 31  1  0  0  0  0
 29 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
 32 35  1  0  0  0  0
 36 37  1  1  0  0  0
 33 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 36 41  1  0  0  0  0
 38 42  1  6  0  0  0
 39 43  1  6  0  0  0
 44 45  2  0  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
 44 49  1  0  0  0  0
 47 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  2  0  0  0  0
 48 52  1  0  0  0  0
 40 50  1  1  0  0  0
 49 53  1  0  0  0  0
 54 14  1  0  0  0  0
M  END

HMDB0011612
     RDKit          3D
6-Hydroxy flavin adenine dinucleotide
 87 92  0  0  0  0  0  0  0  0999 V2000
   -5.3336   -4.2369   -0.4743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2588   -3.1578   -0.0282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0214   -1.8898   -0.4977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8175   -0.7829   -0.1364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8953   -0.9985    0.7391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7149   -0.0180    1.1475 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4916    1.2188    0.6957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2433    2.3278    1.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2089    2.1160    1.8795 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9249    3.5256    0.6225 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9065    3.7523   -0.2221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6630    4.9399   -0.6326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1537    2.7298   -0.6299 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3950    1.4840   -0.2151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5852    0.4480   -0.6038 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6796    0.6926   -1.6486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4877    1.4663   -1.4875 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7684    1.4478   -2.7173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5218    1.3172   -0.3259 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1528    1.3275    0.9154 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5804    2.4908   -0.4595 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1037    2.2858   -1.8485 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4213    2.7325    0.3508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5058    1.6340    0.3193 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9364    2.2888   -0.3203 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.5738    3.5520   -1.1473 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1162    2.7066    0.7209 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4020    1.1423   -1.4930 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3483   -0.0784   -0.7284 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.0695   -1.3696   -1.4333 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9310   -0.2232    0.8811 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9304    0.3645   -0.8908 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7236    0.3614    0.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0064    1.0349   -0.2309 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9096    1.1273    0.7614 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1755    0.9081    0.2057 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.6996   -0.3417    0.7023 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0289   -1.1619    1.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8241   -2.2290    1.8371 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0061   -2.0812    1.1586 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1363   -2.8743    1.1026 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2332   -4.0801    1.8376 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1398   -2.4213    0.3101 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0222   -1.2697   -0.3660 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9242   -0.5201   -0.2962 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8912   -0.9055    0.4673 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0295    0.9527   -1.2918 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0123    2.2256   -1.8035 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6305    0.3096   -1.4095 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0773    0.6863   -2.5991 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1107   -2.3080    1.1980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1729   -2.5490    2.0622 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3103   -3.3652    0.8212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5785   -4.7437    1.2951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8803   -4.8439   -1.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3526   -3.8715   -0.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0966   -4.9044    0.4040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1962   -1.7109   -1.1638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5467    4.3353    0.9599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3542    1.2140   -2.5083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4423   -0.2539   -2.2138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7582    2.6055   -1.3813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4562    0.5048   -2.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0246    0.3312   -0.4448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7202    2.0471    1.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2250    3.4051   -0.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5194    1.4862   -1.7111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8729    3.6602    0.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7327    2.7187    1.4475 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5710    3.5905    0.4366 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0062   -1.1244    1.2337 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9373   -0.6772    0.5896 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2344    0.8676    1.0544 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6691    2.0300   -0.6607 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8268    1.7660    0.4824 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0512   -1.0749    1.9801 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5946   -4.9003    1.7962 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0400   -4.1601    2.5202 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8259   -0.9202   -0.9956 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7429    0.2980   -1.7620 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7131    2.1605   -2.7655 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6348   -0.7621   -1.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2917    1.2796   -2.5539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7652   -1.7623    2.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2789   -4.7472    2.1534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6412   -5.2466    1.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0457   -5.3312    0.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 25 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
 29 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  2  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 41 43  1  0
 43 44  2  0
 44 45  1  0
 45 46  2  0
 36 47  1  0
 47 48  1  0
 47 49  1  0
 49 50  1  0
  5 51  1  0
 51 52  1  0
 51 53  2  0
 53 54  1  0
 53  2  1  0
 15  4  1  0
 49 34  1  0
 14  7  1  0
 46 37  1  0
 46 40  1  0
  1 55  1  0
  1 56  1  0
  1 57  1  0
  3 58  1  0
 10 59  1  0
 16 60  1  0
 16 61  1  0
 17 62  1  1
 18 63  1  0
 19 64  1  6
 20 65  1  0
 21 66  1  6
 22 67  1  0
 23 68  1  0
 23 69  1  0
 27 70  1  0
 31 71  1  0
 33 72  1  0
 33 73  1  0
 34 74  1  6
 36 75  1  1
 38 76  1  0
 42 77  1  0
 42 78  1  0
 44 79  1  0
 47 80  1  6
 48 81  1  0
 49 82  1  1
 50 83  1  0
 52 84  1  0
 54 85  1  0
 54 86  1  0
 54 87  1  0
M  END


  Mrv0541 02241201472D          

 54 59  0  0  1  0            999 V2000
    6.4663   -3.3556    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4663   -4.1806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1676   -4.5931    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9101   -4.1806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9101   -3.3556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1676   -2.9431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6113   -4.5931    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3126   -4.1806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3126   -3.3556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6113   -2.9431    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0551   -4.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7563   -4.1806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7563   -3.3556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0551   -2.9431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1676   -2.1181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7651   -4.5931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4576   -2.9431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4576   -4.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6113   -5.9544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3126   -6.3669    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0138   -5.9544    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.7151   -6.3669    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4163   -5.9544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1176   -6.3669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3126   -7.1919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7151   -7.1919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0138   -5.1294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9426   -6.3669    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   13.7676   -6.3669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9426   -5.5419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9426   -7.1919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5926   -6.3669    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   15.4176   -6.3669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5926   -5.5419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5926   -7.1919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8613   -6.3669    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.1601   -5.9544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1088   -7.1506    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.9338   -7.1506    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.1813   -6.3669    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.5213   -5.8719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6138   -7.8106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3876   -7.8519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9026   -3.9744    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9026   -4.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6038   -5.2119    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3463   -4.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3463   -3.9744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6038   -3.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1301   -5.0469    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5838   -4.3869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1301   -3.7269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6038   -2.7369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0652   -2.1182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 10  2  0  0  0  0
  8 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
  9 14  2  0  0  0  0
  6 15  2  0  0  0  0
  2 16  2  0  0  0  0
 13 17  1  0  0  0  0
 12 18  1  0  0  0  0
  7 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 20 25  1  1  0  0  0
 22 26  1  1  0  0  0
 21 27  1  6  0  0  0
 24 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 28 31  1  0  0  0  0
 29 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
 32 35  1  0  0  0  0
 36 37  1  1  0  0  0
 33 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 36 41  1  0  0  0  0
 38 42  1  6  0  0  0
 39 43  1  6  0  0  0
 44 45  2  0  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
 44 49  1  0  0  0  0
 47 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  2  0  0  0  0
 48 52  1  0  0  0  0
 40 50  1  1  0  0  0
 49 53  1  0  0  0  0
 54 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0011612

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C(C)C(O)=C2N=C3C(=O)NC(=O)N=C3N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(=O)OP(O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)N3C=NC4=C(N)N=CN=C34)C2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C27H33N9O16P2/c1-9-3-11-15(18(39)10(9)2)32-17-24(33-27(44)34-25(17)43)35(11)4-12(37)19(40)13(38)5-49-53(45,46)52-54(47,48)50-6-14-20(41)21(42)26(51-14)36-8-31-16-22(28)29-7-30-23(16)36/h3,7-8,12-14,19-21,26,37-42H,4-6H2,1-2H3,(H,45,46)(H,47,48)(H2,28,29,30)(H,34,43,44)/t12-,13+,14+,19-,20+,21+,26+/m0/s1

> <INCHI_KEY>
BJSUUWFQAMLNKU-OKXKTURISA-N

> <FORMULA>
C27H33N9O16P2

> <MOLECULAR_WEIGHT>
801.5491

> <EXACT_MASS>
801.152049077

> <JCHEM_ACCEPTOR_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
72.30905515329039

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3S,4S)-2,3,4-trihydroxy-5-{6-hydroxy-7,8-dimethyl-2,4-dioxo-2H,3H,4H,10H-benzo[g]pteridin-10-yl}pentyl]oxy})phosphinic acid

> <ALOGPS_LOGP>
-1.00

> <JCHEM_LOGP>
-5.600852384533415

> <ALOGPS_LOGS>
-2.24

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
2.671022951538899

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8574695974702102

> <JCHEM_PKA_STRONGEST_BASIC>
4.99208820120027

> <JCHEM_POLAR_SURFACE_AREA>
376.6499999999999

> <JCHEM_REFRACTIVITY>
179.41170000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.66e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-hydroxy-fad

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0011612
     RDKit          3D
6-Hydroxy flavin adenine dinucleotide
 87 92  0  0  0  0  0  0  0  0999 V2000
   -5.3336   -4.2369   -0.4743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2588   -3.1578   -0.0282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0214   -1.8898   -0.4977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8175   -0.7829   -0.1364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8953   -0.9985    0.7391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7149   -0.0180    1.1475 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4916    1.2188    0.6957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2433    2.3278    1.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2089    2.1160    1.8795 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9249    3.5256    0.6225 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9065    3.7523   -0.2221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6630    4.9399   -0.6326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1537    2.7298   -0.6299 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3950    1.4840   -0.2151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5852    0.4480   -0.6038 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6796    0.6926   -1.6486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4877    1.4663   -1.4875 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7684    1.4478   -2.7173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5218    1.3172   -0.3259 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1528    1.3275    0.9154 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5804    2.4908   -0.4595 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1037    2.2858   -1.8485 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4213    2.7325    0.3508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5058    1.6340    0.3193 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9364    2.2888   -0.3203 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.5738    3.5520   -1.1473 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1162    2.7066    0.7209 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4020    1.1423   -1.4930 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3483   -0.0784   -0.7284 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.0695   -1.3696   -1.4333 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9310   -0.2232    0.8811 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9304    0.3645   -0.8908 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7236    0.3614    0.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0064    1.0349   -0.2309 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9096    1.1273    0.7614 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1755    0.9081    0.2057 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.6996   -0.3417    0.7023 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0289   -1.1619    1.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8241   -2.2290    1.8371 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0061   -2.0812    1.1586 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1363   -2.8743    1.1026 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2332   -4.0801    1.8376 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1398   -2.4213    0.3101 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0222   -1.2697   -0.3660 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9242   -0.5201   -0.2962 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8912   -0.9055    0.4673 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0295    0.9527   -1.2918 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0123    2.2256   -1.8035 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6305    0.3096   -1.4095 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0773    0.6863   -2.5991 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1107   -2.3080    1.1980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1729   -2.5490    2.0622 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3103   -3.3652    0.8212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5785   -4.7437    1.2951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8803   -4.8439   -1.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3526   -3.8715   -0.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0966   -4.9044    0.4040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1962   -1.7109   -1.1638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5467    4.3353    0.9599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3542    1.2140   -2.5083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4423   -0.2539   -2.2138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7582    2.6055   -1.3813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4562    0.5048   -2.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0246    0.3312   -0.4448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7202    2.0471    1.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2250    3.4051   -0.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5194    1.4862   -1.7111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8729    3.6602    0.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7327    2.7187    1.4475 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5710    3.5905    0.4366 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0062   -1.1244    1.2337 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9373   -0.6772    0.5896 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2344    0.8676    1.0544 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6691    2.0300   -0.6607 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8268    1.7660    0.4824 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0512   -1.0749    1.9801 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5946   -4.9003    1.7962 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0400   -4.1601    2.5202 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8259   -0.9202   -0.9956 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7429    0.2980   -1.7620 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7131    2.1605   -2.7655 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6348   -0.7621   -1.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2917    1.2796   -2.5539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7652   -1.7623    2.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2789   -4.7472    2.1534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6412   -5.2466    1.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0457   -5.3312    0.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 25 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
 29 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  2  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 41 43  1  0
 43 44  2  0
 44 45  1  0
 45 46  2  0
 36 47  1  0
 47 48  1  0
 47 49  1  0
 49 50  1  0
  5 51  1  0
 51 52  1  0
 51 53  2  0
 53 54  1  0
 53  2  1  0
 15  4  1  0
 49 34  1  0
 14  7  1  0
 46 37  1  0
 46 40  1  0
  1 55  1  0
  1 56  1  0
  1 57  1  0
  3 58  1  0
 10 59  1  0
 16 60  1  0
 16 61  1  0
 17 62  1  1
 18 63  1  0
 19 64  1  6
 20 65  1  0
 21 66  1  6
 22 67  1  0
 23 68  1  0
 23 69  1  0
 27 70  1  0
 31 71  1  0
 33 72  1  0
 33 73  1  0
 34 74  1  6
 36 75  1  1
 38 76  1  0
 42 77  1  0
 42 78  1  0
 44 79  1  0
 47 80  1  6
 48 81  1  0
 49 82  1  1
 50 83  1  0
 52 84  1  0
 54 85  1  0
 54 86  1  0
 54 87  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  N   UNK     0      12.070  -6.264   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      12.070  -7.804   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      13.380  -8.574   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      14.766  -7.804   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.766  -6.264   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.380  -5.494   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      16.074  -8.574   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      17.384  -7.804   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      17.384  -6.264   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      16.074  -5.494   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      18.770  -8.574   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      20.078  -7.804   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      20.078  -6.264   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      18.770  -5.494   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      13.380  -3.954   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      10.762  -8.574   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      21.388  -5.494   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      21.388  -8.574   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      16.074 -11.115   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      17.384 -11.885   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      18.692 -11.115   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      20.002 -11.885   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      21.310 -11.115   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      22.620 -11.885   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      17.384 -13.425   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      20.002 -13.425   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      18.692  -9.575   0.000  0.00  0.00           O+0
HETATM   28  P   UNK     0      24.160 -11.885   0.000  0.00  0.00           P+0
HETATM   29  O   UNK     0      25.700 -11.885   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      24.160 -10.345   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      24.160 -13.425   0.000  0.00  0.00           O+0
HETATM   32  P   UNK     0      27.240 -11.885   0.000  0.00  0.00           P+0
HETATM   33  O   UNK     0      28.780 -11.885   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      27.240 -10.345   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      27.240 -13.425   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      31.474 -11.885   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      30.166 -11.115   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      31.936 -13.348   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      33.476 -13.348   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      33.938 -11.885   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      32.706 -10.961   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      31.012 -14.580   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      34.324 -14.657   0.000  0.00  0.00           O+0
HETATM   44  N   UNK     0      31.552  -7.419   0.000  0.00  0.00           N+0
HETATM   45  C   UNK     0      31.552  -8.959   0.000  0.00  0.00           C+0
HETATM   46  N   UNK     0      32.860  -9.729   0.000  0.00  0.00           N+0
HETATM   47  C   UNK     0      34.246  -8.959   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      34.246  -7.419   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      32.860  -6.649   0.000  0.00  0.00           C+0
HETATM   50  N   UNK     0      35.710  -9.421   0.000  0.00  0.00           N+0
HETATM   51  C   UNK     0      36.556  -8.189   0.000  0.00  0.00           C+0
HETATM   52  N   UNK     0      35.710  -6.957   0.000  0.00  0.00           N+0
HETATM   53  N   UNK     0      32.860  -5.109   0.000  0.00  0.00           N+0
HETATM   54  O   UNK     0      18.788  -3.954   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   16                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    1   15                                                  
CONECT    7    4    8   19                                                  
CONECT    8    7    9   11                                                  
CONECT    9    8   10   14                                                  
CONECT   10    9    5                                                       
CONECT   11    8   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14   17                                                  
CONECT   14   13    9   54                                                  
CONECT   15    6                                                            
CONECT   16    2                                                            
CONECT   17   13                                                            
CONECT   18   12                                                            
CONECT   19    7   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   22   27                                                  
CONECT   22   21   23   26                                                  
CONECT   23   22   24                                                       
CONECT   24   23   28                                                       
CONECT   25   20                                                            
CONECT   26   22                                                            
CONECT   27   21                                                            
CONECT   28   24   29   30   31                                             
CONECT   29   28   32                                                       
CONECT   30   28                                                            
CONECT   31   28                                                            
CONECT   32   29   33   34   35                                             
CONECT   33   32   37                                                       
CONECT   34   32                                                            
CONECT   35   32                                                            
CONECT   36   37   38   41                                                  
CONECT   37   36   33                                                       
CONECT   38   36   39   42                                                  
CONECT   39   38   40   43                                                  
CONECT   40   39   41   50                                                  
CONECT   41   40   36                                                       
CONECT   42   38                                                            
CONECT   43   39                                                            
CONECT   44   45   49                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48   50                                                  
CONECT   48   47   49   52                                                  
CONECT   49   48   44   53                                                  
CONECT   50   47   51   40                                                  
CONECT   51   50   52                                                       
CONECT   52   51   48                                                       
CONECT   53   49                                                            
CONECT   54   14                                                            
MASTER        0    0    0    0    0    0    0    0   54    0  118    0
END

COMPND    HMDB0011612
HETATM    1  C1  UNL     1      -5.334  -4.237  -0.474  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.259  -3.158  -0.028  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.021  -1.890  -0.498  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.817  -0.783  -0.136  1.00  0.00           C  
HETATM    5  C5  UNL     1      -7.895  -0.999   0.739  1.00  0.00           C  
HETATM    6  N1  UNL     1      -8.715  -0.018   1.148  1.00  0.00           N  
HETATM    7  C6  UNL     1      -8.492   1.219   0.696  1.00  0.00           C  
HETATM    8  C7  UNL     1      -9.243   2.328   1.087  1.00  0.00           C  
HETATM    9  O1  UNL     1     -10.209   2.116   1.879  1.00  0.00           O  
HETATM   10  N2  UNL     1      -8.925   3.526   0.623  1.00  0.00           N  
HETATM   11  C8  UNL     1      -7.906   3.752  -0.222  1.00  0.00           C  
HETATM   12  O2  UNL     1      -7.663   4.940  -0.633  1.00  0.00           O  
HETATM   13  N3  UNL     1      -7.154   2.730  -0.630  1.00  0.00           N  
HETATM   14  C9  UNL     1      -7.395   1.484  -0.215  1.00  0.00           C  
HETATM   15  N4  UNL     1      -6.585   0.448  -0.604  1.00  0.00           N  
HETATM   16  C10 UNL     1      -5.680   0.693  -1.649  1.00  0.00           C  
HETATM   17  C11 UNL     1      -4.488   1.466  -1.488  1.00  0.00           C  
HETATM   18  O3  UNL     1      -3.768   1.448  -2.717  1.00  0.00           O  
HETATM   19  C12 UNL     1      -3.522   1.317  -0.326  1.00  0.00           C  
HETATM   20  O4  UNL     1      -4.153   1.327   0.915  1.00  0.00           O  
HETATM   21  C13 UNL     1      -2.580   2.491  -0.460  1.00  0.00           C  
HETATM   22  O5  UNL     1      -2.104   2.286  -1.849  1.00  0.00           O  
HETATM   23  C14 UNL     1      -1.421   2.732   0.351  1.00  0.00           C  
HETATM   24  O6  UNL     1      -0.506   1.634   0.319  1.00  0.00           O  
HETATM   25  P1  UNL     1       0.936   2.289  -0.320  1.00  0.00           P  
HETATM   26  O7  UNL     1       0.574   3.552  -1.147  1.00  0.00           O  
HETATM   27  O8  UNL     1       2.116   2.707   0.721  1.00  0.00           O  
HETATM   28  O9  UNL     1       1.402   1.142  -1.493  1.00  0.00           O  
HETATM   29  P2  UNL     1       2.348  -0.078  -0.728  1.00  0.00           P  
HETATM   30  O10 UNL     1       2.069  -1.370  -1.433  1.00  0.00           O  
HETATM   31  O11 UNL     1       1.931  -0.223   0.881  1.00  0.00           O  
HETATM   32  O12 UNL     1       3.930   0.364  -0.891  1.00  0.00           O  
HETATM   33  C15 UNL     1       4.724   0.361   0.238  1.00  0.00           C  
HETATM   34  C16 UNL     1       6.006   1.035  -0.231  1.00  0.00           C  
HETATM   35  O13 UNL     1       6.910   1.127   0.761  1.00  0.00           O  
HETATM   36  C17 UNL     1       8.175   0.908   0.206  1.00  0.00           C  
HETATM   37  N5  UNL     1       8.700  -0.342   0.702  1.00  0.00           N  
HETATM   38  C18 UNL     1       8.029  -1.162   1.555  1.00  0.00           C  
HETATM   39  N6  UNL     1       8.824  -2.229   1.837  1.00  0.00           N  
HETATM   40  C19 UNL     1      10.006  -2.081   1.159  1.00  0.00           C  
HETATM   41  C20 UNL     1      11.136  -2.874   1.103  1.00  0.00           C  
HETATM   42  N7  UNL     1      11.233  -4.080   1.838  1.00  0.00           N  
HETATM   43  N8  UNL     1      12.140  -2.421   0.310  1.00  0.00           N  
HETATM   44  C21 UNL     1      12.022  -1.270  -0.366  1.00  0.00           C  
HETATM   45  N9  UNL     1      10.924  -0.520  -0.296  1.00  0.00           N  
HETATM   46  C22 UNL     1       9.891  -0.905   0.467  1.00  0.00           C  
HETATM   47  C23 UNL     1       8.029   0.953  -1.292  1.00  0.00           C  
HETATM   48  O14 UNL     1       8.012   2.226  -1.803  1.00  0.00           O  
HETATM   49  C24 UNL     1       6.631   0.310  -1.409  1.00  0.00           C  
HETATM   50  O15 UNL     1       6.077   0.686  -2.599  1.00  0.00           O  
HETATM   51  C25 UNL     1      -8.111  -2.308   1.198  1.00  0.00           C  
HETATM   52  O16 UNL     1      -9.173  -2.549   2.062  1.00  0.00           O  
HETATM   53  C26 UNL     1      -7.310  -3.365   0.821  1.00  0.00           C  
HETATM   54  C27 UNL     1      -7.579  -4.744   1.295  1.00  0.00           C  
HETATM   55  H1  UNL     1      -5.880  -4.844  -1.241  1.00  0.00           H  
HETATM   56  H2  UNL     1      -4.353  -3.871  -0.822  1.00  0.00           H  
HETATM   57  H3  UNL     1      -5.097  -4.904   0.404  1.00  0.00           H  
HETATM   58  H4  UNL     1      -5.196  -1.711  -1.164  1.00  0.00           H  
HETATM   59  H5  UNL     1      -9.547   4.335   0.960  1.00  0.00           H  
HETATM   60  H6  UNL     1      -6.354   1.214  -2.508  1.00  0.00           H  
HETATM   61  H7  UNL     1      -5.442  -0.254  -2.214  1.00  0.00           H  
HETATM   62  H8  UNL     1      -4.758   2.606  -1.381  1.00  0.00           H  
HETATM   63  H9  UNL     1      -3.456   0.505  -2.842  1.00  0.00           H  
HETATM   64  H10 UNL     1      -3.025   0.331  -0.445  1.00  0.00           H  
HETATM   65  H11 UNL     1      -3.720   2.047   1.451  1.00  0.00           H  
HETATM   66  H12 UNL     1      -3.225   3.405  -0.533  1.00  0.00           H  
HETATM   67  H13 UNL     1      -1.519   1.486  -1.711  1.00  0.00           H  
HETATM   68  H14 UNL     1      -0.873   3.660   0.251  1.00  0.00           H  
HETATM   69  H15 UNL     1      -1.733   2.719   1.447  1.00  0.00           H  
HETATM   70  H16 UNL     1       2.571   3.590   0.437  1.00  0.00           H  
HETATM   71  H17 UNL     1       2.006  -1.124   1.234  1.00  0.00           H  
HETATM   72  H18 UNL     1       4.937  -0.677   0.590  1.00  0.00           H  
HETATM   73  H19 UNL     1       4.234   0.868   1.054  1.00  0.00           H  
HETATM   74  H20 UNL     1       5.669   2.030  -0.661  1.00  0.00           H  
HETATM   75  H21 UNL     1       8.827   1.766   0.482  1.00  0.00           H  
HETATM   76  H22 UNL     1       7.051  -1.075   1.980  1.00  0.00           H  
HETATM   77  H23 UNL     1      10.595  -4.900   1.796  1.00  0.00           H  
HETATM   78  H24 UNL     1      12.040  -4.160   2.520  1.00  0.00           H  
HETATM   79  H25 UNL     1      12.826  -0.920  -0.996  1.00  0.00           H  
HETATM   80  H26 UNL     1       8.743   0.298  -1.762  1.00  0.00           H  
HETATM   81  H27 UNL     1       7.713   2.160  -2.765  1.00  0.00           H  
HETATM   82  H28 UNL     1       6.635  -0.762  -1.249  1.00  0.00           H  
HETATM   83  H29 UNL     1       5.292   1.280  -2.554  1.00  0.00           H  
HETATM   84  H30 UNL     1      -9.765  -1.762   2.326  1.00  0.00           H  
HETATM   85  H31 UNL     1      -8.279  -4.747   2.153  1.00  0.00           H  
HETATM   86  H32 UNL     1      -6.641  -5.247   1.663  1.00  0.00           H  
HETATM   87  H33 UNL     1      -8.046  -5.331   0.465  1.00  0.00           H  
CONECT    1    2   55   56   57
CONECT    2    3    3   53
CONECT    3    4   58
CONECT    4    5    5   15
CONECT    5    6   51
CONECT    6    7    7
CONECT    7    8   14
CONECT    8    9    9   10
CONECT   10   11   59
CONECT   11   12   12   13
CONECT   13   14   14
CONECT   14   15
CONECT   15   16
CONECT   16   17   60   61
CONECT   17   18   19   62
CONECT   18   63
CONECT   19   20   21   64
CONECT   20   65
CONECT   21   22   23   66
CONECT   22   67
CONECT   23   24   68   69
CONECT   24   25
CONECT   25   26   26   27   28
CONECT   27   70
CONECT   28   29
CONECT   29   30   30   31   32
CONECT   31   71
CONECT   32   33
CONECT   33   34   72   73
CONECT   34   35   49   74
CONECT   35   36
CONECT   36   37   47   75
CONECT   37   38   46
CONECT   38   39   39   76
CONECT   39   40
CONECT   40   41   41   46
CONECT   41   42   43
CONECT   42   77   78
CONECT   43   44   44
CONECT   44   45   79
CONECT   45   46   46
CONECT   47   48   49   80
CONECT   48   81
CONECT   49   50   82
CONECT   50   83
CONECT   51   52   53   53
CONECT   52   84
CONECT   53   54
CONECT   54   85   86   87
END

HMDB0011612
     RDKit          3D
6-Hydroxy flavin adenine dinucleotide
 87 92  0  0  0  0  0  0  0  0999 V2000
   -5.3336   -4.2369   -0.4743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2588   -3.1578   -0.0282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0214   -1.8898   -0.4977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8175   -0.7829   -0.1364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8953   -0.9985    0.7391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7149   -0.0180    1.1475 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4916    1.2188    0.6957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2433    2.3278    1.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2089    2.1160    1.8795 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9249    3.5256    0.6225 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9065    3.7523   -0.2221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6630    4.9399   -0.6326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1537    2.7298   -0.6299 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3950    1.4840   -0.2151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5852    0.4480   -0.6038 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6796    0.6926   -1.6486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4877    1.4663   -1.4875 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7684    1.4478   -2.7173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5218    1.3172   -0.3259 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1528    1.3275    0.9154 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5804    2.4908   -0.4595 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1037    2.2858   -1.8485 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4213    2.7325    0.3508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5058    1.6340    0.3193 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9364    2.2888   -0.3203 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.5738    3.5520   -1.1473 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1162    2.7066    0.7209 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4020    1.1423   -1.4930 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3483   -0.0784   -0.7284 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.0695   -1.3696   -1.4333 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9310   -0.2232    0.8811 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9304    0.3645   -0.8908 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7236    0.3614    0.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0064    1.0349   -0.2309 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9096    1.1273    0.7614 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1755    0.9081    0.2057 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.6996   -0.3417    0.7023 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0289   -1.1619    1.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8241   -2.2290    1.8371 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0061   -2.0812    1.1586 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1363   -2.8743    1.1026 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2332   -4.0801    1.8376 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1398   -2.4213    0.3101 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0222   -1.2697   -0.3660 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9242   -0.5201   -0.2962 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8912   -0.9055    0.4673 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0295    0.9527   -1.2918 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0123    2.2256   -1.8035 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6305    0.3096   -1.4095 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0773    0.6863   -2.5991 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1107   -2.3080    1.1980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1729   -2.5490    2.0622 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3103   -3.3652    0.8212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5785   -4.7437    1.2951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8803   -4.8439   -1.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3526   -3.8715   -0.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0966   -4.9044    0.4040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1962   -1.7109   -1.1638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5467    4.3353    0.9599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3542    1.2140   -2.5083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4423   -0.2539   -2.2138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7582    2.6055   -1.3813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4562    0.5048   -2.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0246    0.3312   -0.4448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7202    2.0471    1.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2250    3.4051   -0.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5194    1.4862   -1.7111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8729    3.6602    0.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7327    2.7187    1.4475 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5710    3.5905    0.4366 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0062   -1.1244    1.2337 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9373   -0.6772    0.5896 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2344    0.8676    1.0544 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6691    2.0300   -0.6607 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8268    1.7660    0.4824 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0512   -1.0749    1.9801 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5946   -4.9003    1.7962 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0400   -4.1601    2.5202 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8259   -0.9202   -0.9956 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7429    0.2980   -1.7620 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7131    2.1605   -2.7655 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6348   -0.7621   -1.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2917    1.2796   -2.5539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7652   -1.7623    2.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2789   -4.7472    2.1534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6412   -5.2466    1.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0457   -5.3312    0.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 25 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
 29 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  2  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 41 43  1  0
 43 44  2  0
 44 45  1  0
 45 46  2  0
 36 47  1  0
 47 48  1  0
 47 49  1  0
 49 50  1  0
  5 51  1  0
 51 52  1  0
 51 53  2  0
 53 54  1  0
 53  2  1  0
 15  4  1  0
 49 34  1  0
 14  7  1  0
 46 37  1  0
 46 40  1  0
  1 55  1  0
  1 56  1  0
  1 57  1  0
  3 58  1  0
 10 59  1  0
 16 60  1  0
 16 61  1  0
 17 62  1  1
 18 63  1  0
 19 64  1  6
 20 65  1  0
 21 66  1  6
 22 67  1  0
 23 68  1  0
 23 69  1  0
 27 70  1  0
 31 71  1  0
 33 72  1  0
 33 73  1  0
 34 74  1  6
 36 75  1  1
 38 76  1  0
 42 77  1  0
 42 78  1  0
 44 79  1  0
 47 80  1  6
 48 81  1  0
 49 82  1  1
 50 83  1  0
 52 84  1  0
 54 85  1  0
 54 86  1  0
 54 87  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
6-HO-FAD	ChEBI
6-HYDROXY-flavin-adenine dinucleotide	ChEBI
6-Hydroxyflavin-adenine dinucleotide	ChEBI
6-Hydroxyflavine-adenine dinucleotide	ChEBI
6-Hydroxyriboflavin 5'-(trihydrogen diphosphate) 5'->5'-ester with adenosine	ChEBI
6-OH-Fad	ChEBI
[(2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl (2R,3S,4S)-2,3,4-trihydroxy-5-(6-hydroxy-7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)pentyl dihydrogen diphosphate	ChEBI
Adenosine 5'-(trihydrogen diphosphate) 5'->5'-ester with 6-hydroxyriboflavin	ChEBI
6-Hydroxyriboflavin 5'-(trihydrogen diphosphoric acid) 5'->5'-ester with adenosine	Generator
[(2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl (2R,3S,4S)-2,3,4-trihydroxy-5-(6-hydroxy-7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)pentyl dihydrogen diphosphoric acid	Generator
Adenosine 5'-(trihydrogen diphosphoric acid) 5'->5'-ester with 6-hydroxyriboflavin	Generator
6-Hydroxy-7,8-dimethyl-10-(ribityl-5'-ADP)-isoalloxazine	HMDB
6-Hydroxy-fad	HMDB

Chemical Formula

C₂₇H₃₃N₉O₁₆P₂

Average Molecular Weight

801.5491

Monoisotopic Molecular Weight

801.152049077

IUPAC Name

[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3S,4S)-2,3,4-trihydroxy-5-{6-hydroxy-7,8-dimethyl-2,4-dioxo-2H,3H,4H,10H-benzo[g]pteridin-10-yl}pentyl]oxy})phosphinic acid

Traditional Name

6-hydroxy-fad

CAS Registry Number

52301-43-6

SMILES

CC1=C(C)C(O)=C2N=C3C(=O)NC(=O)N=C3N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(=O)OP(O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)N3C=NC4=C(N)N=CN=C34)C2=C1

InChI Identifier

InChI=1S/C27H33N9O16P2/c1-9-3-11-15(18(39)10(9)2)32-17-24(33-27(44)34-25(17)43)35(11)4-12(37)19(40)13(38)5-49-53(45,46)52-54(47,48)50-6-14-20(41)21(42)26(51-14)36-8-31-16-22(28)29-7-30-23(16)36/h3,7-8,12-14,19-21,26,37-42H,4-6H2,1-2H3,(H,45,46)(H,47,48)(H2,28,29,30)(H,34,43,44)/t12-,13+,14+,19-,20+,21+,26+/m0/s1

InChI Key

BJSUUWFQAMLNKU-OKXKTURISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavin nucleotides. These are nucleotides containing a flavin moiety. Flavin is a compound that contains the tricyclic isoalloxazine ring system, which bears 2 oxo groups at the 2- and 4-positions.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Flavin nucleotides

Sub Class

Not Available

Direct Parent

Flavin nucleotides

Alternative Parents

Substituents

Flavin nucleotide
(3'->5')-dinucleotide
(3'->5')-dinucleotide or analogue
Purine ribonucleoside diphosphate
Purine ribonucleoside monophosphate
Flavin
Isoalloxazine
Pentose-5-phosphate
Pentose phosphate
Glycosyl compound
N-glycosyl compound
Organic pyrophosphate
6-aminopurine
Diazanaphthalene
Pentose monosaccharide
Pteridine
Quinoxaline
Monosaccharide phosphate
Purine
Imidazopyrimidine
1-hydroxy-4-unsubstituted benzenoid
Monoalkyl phosphate
Aminopyrimidine
Pyrimidone
Monosaccharide
N-substituted imidazole
Organic phosphoric acid derivative
Imidolactam
Benzenoid
Alkyl phosphate
Phosphoric acid ester
Pyrimidine
Pyrazine
Tetrahydrofuran
Azole
Vinylogous amide
Heteroaromatic compound
Imidazole
Secondary alcohol
Lactam
Polyol
Oxacycle
Azacycle
Organoheterocyclic compound
Organic oxide
Organic oxygen compound
Organopnictogen compound
Organonitrogen compound
Hydrocarbon derivative
Primary amine
Alcohol
Amine
Organic nitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

flavin adenine dinucleotide (CHEBI:40260 )

Ontology

Not Available

Endogenous (HMDB: HMDB0011612)

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Process

Not Available

Role

Industrial application

Pharmaceutical industry

Pharmaceutical (HMDB: HMDB0011612)

Physical Properties

State

Solid

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	4.66 g/L	ALOGPS
logP	-1	ALOGPS
logP	-5.6	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	1.86	ChemAxon
pKa (Strongest Basic)	4.99	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	376.65 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	179.41 m³·mol⁻¹	ChemAxon
Polarizability	72.31 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	287.986	30932474
DeepCCS	[M+Na]+	262.693	30932474
AllCCS	[M+H]+	248.6	32859911
AllCCS	[M+H-H2O]+	248.7	32859911
AllCCS	[M+NH4]+	248.6	32859911
AllCCS	[M+Na]+	248.5	32859911
AllCCS	[M-H]-	243.6	32859911
AllCCS	[M+Na-2H]-	247.0	32859911
AllCCS	[M+HCOO]-	250.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
6-Hydroxy flavin adenine dinucleotide	CC1=C(C)C(O)=C2N=C3C(=O)NC(=O)N=C3N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(=O)OP(O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)N3C=NC4=C(N)N=CN=C34)C2=C1	6037.4	Standard polar	33892256
6-Hydroxy flavin adenine dinucleotide	CC1=C(C)C(O)=C2N=C3C(=O)NC(=O)N=C3N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(=O)OP(O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)N3C=NC4=C(N)N=CN=C34)C2=C1	3578.6	Standard non polar	33892256
6-Hydroxy flavin adenine dinucleotide	CC1=C(C)C(O)=C2N=C3C(=O)NC(=O)N=C3N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(=O)OP(O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)N3C=NC4=C(N)N=CN=C34)C2=C1	7121.8	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 - 6-Hydroxy flavin adenine dinucleotide GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Hydroxy flavin adenine dinucleotide GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Hydroxy flavin adenine dinucleotide GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Hydroxy flavin adenine dinucleotide GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Hydroxy flavin adenine dinucleotide GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Hydroxy flavin adenine dinucleotide GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Hydroxy flavin adenine dinucleotide GC-MS (TMS_1_7) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Hydroxy flavin adenine dinucleotide GC-MS (TMS_1_8) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Hydroxy flavin adenine dinucleotide GC-MS (TMS_1_9) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Hydroxy flavin adenine dinucleotide GC-MS (TMS_1_10) - 70eV, Positive	Not Available	2021-10-19	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 - 6-Hydroxy flavin adenine dinucleotide 10V, Positive-QTOF	splash10-000i-0932100210-53f37315ec40b23e0ac8	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxy flavin adenine dinucleotide 20V, Positive-QTOF	splash10-000i-0931000000-3538e3388fe23d11f6db	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxy flavin adenine dinucleotide 40V, Positive-QTOF	splash10-000i-0970000000-25dd99cf0c0180b56d92	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxy flavin adenine dinucleotide 10V, Negative-QTOF	splash10-052f-9382310800-7a79689d89b7001f3285	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxy flavin adenine dinucleotide 20V, Negative-QTOF	splash10-053u-6940100000-f40e5ef5d200d04f3e27	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxy flavin adenine dinucleotide 40V, Negative-QTOF	splash10-0a59-3910000000-907e26305901d23d35ae	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxy flavin adenine dinucleotide 10V, Positive-QTOF	splash10-0udi-0000000190-d34a31c9e5de23375bef	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxy flavin adenine dinucleotide 20V, Positive-QTOF	splash10-0uki-0874962580-368434e28e2c047cb143	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxy flavin adenine dinucleotide 40V, Positive-QTOF	splash10-000i-0942300000-9d8dd5a3c36f7951d91d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxy flavin adenine dinucleotide 10V, Negative-QTOF	splash10-0udi-0000000090-760be2b6f7b4852f4f18	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxy flavin adenine dinucleotide 20V, Negative-QTOF	splash10-0fba-8203110960-65798116bee8b1c6d018	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxy flavin adenine dinucleotide 40V, Negative-QTOF	splash10-004j-9423310000-dff8b36d5ccd2e73af04	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB02654

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB028318

KNApSAcK ID

Not Available

Chemspider ID

16743795

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5287546

PDB ID

6FA

ChEBI ID

40260

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Marshall KR, Gong M, Wodke L, Lamb JH, Jones DJ, Farmer PB, Scrutton NS, Munro AW: The human apoptosis-inducing protein AMID is an oxidoreductase with a modified flavin cofactor and DNA binding activity. J Biol Chem. 2005 Sep 2;280(35):30735-40. Epub 2005 Jun 15. [PubMed:15958387 ]

Showing metabocard for 6-Hydroxy flavin adenine dinucleotide (HMDB0011612)

MOL for HMDB0011612 (6-Hydroxy flavin adenine dinucleotide)

3D MOL for HMDB0011612 (6-Hydroxy flavin adenine dinucleotide)

3D SDF for HMDB0011612 (6-Hydroxy flavin adenine dinucleotide)

3D-SDF for HMDB0011612 (6-Hydroxy flavin adenine dinucleotide)

PDB for HMDB0011612 (6-Hydroxy flavin adenine dinucleotide)

3D PDB for HMDB0011612 (6-Hydroxy flavin adenine dinucleotide)

SMILES for HMDB0011612 (6-Hydroxy flavin adenine dinucleotide)

INCHI for HMDB0011612 (6-Hydroxy flavin adenine dinucleotide)

Structure for HMDB0011612 (6-Hydroxy flavin adenine dinucleotide)

3D Structure for HMDB0011612 (6-Hydroxy flavin adenine dinucleotide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra