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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 06:07:32 UTC

Update Date

2021-09-24 06:07:32 UTC

HMDB ID

HMDB0303975

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(3Z)-phytochromobilin

Description

3-(2-{[3-(2-carboxylatoethyl)-5-[(3-ethylidene-4-methyl-5-oxopyrrolidin-2-ylidene)methyl]-4-methyl-1H-pyrrol-2-yl]methylidene}-5-[(4-ethenyl-3-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylidene)methyl]-4-methyl-2H-pyrrol-3-yl)propanoate belongs to the class of organic compounds known as bilirubins. These are organic compounds containing a dicarboxylic acyclic tetrapyrrole derivative. Based on a literature review very few articles have been published on 3-(2-{[3-(2-carboxylatoethyl)-5-[(3-ethylidene-4-methyl-5-oxopyrrolidin-2-ylidene)methyl]-4-methyl-1H-pyrrol-2-yl]methylidene}-5-[(4-ethenyl-3-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylidene)methyl]-4-methyl-2H-pyrrol-3-yl)propanoate.

Structure

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

  Mrv1533005141512232D          

 43 46  0  0  0  0            999 V2000
    4.0982   -3.9730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3837   -4.3855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3837   -5.2105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7163   -5.6954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9317   -5.4405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3186   -5.9925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5116   -5.8210    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0991   -6.5354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7214   -6.6217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2063   -5.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9514   -5.1696    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6188   -4.6847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6188   -3.8597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3333   -3.4472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0870   -3.7828    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6390   -3.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4595   -3.2559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2265   -2.4552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5620   -1.7015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3825   -1.6153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4195   -2.6267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8064   -2.0747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2862   -5.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0709   -4.9147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0313   -5.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5162   -6.6217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3367   -6.5354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8216   -7.2029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4861   -7.9566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6421   -7.1166    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.6511   -7.1485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4796   -7.9555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0927   -8.5075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9212   -9.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1365   -9.5694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5343   -9.8665    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.4048   -6.8130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1193   -7.2255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9712   -6.4800    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7962   -6.4800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2811   -7.1475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0512   -5.6954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8358   -5.4405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  4  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  4  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  4  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 13 12  1  4  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 18 21  2  0  0  0  0
 21 22  1  0  0  0  0
 14 21  1  0  0  0  0
 12 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 10 25  1  0  0  0  0
  8 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 31 37  1  0  0  0  0
 37 38  1  0  0  0  0
  6 37  2  0  0  0  0
  4 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
 42 43  1  0  0  0  0
  3 42  1  0  0  0  0
M  CHG  2  30  -1  36  -1
M  END

HMDB0303975
     RDKit          3D
(3Z)-phytochromobilin
 77 80  0  0  0  0  0  0  0  0999 V2000
    9.2447    2.1685   -1.1137 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9491    2.2485   -1.3235 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0247    1.4445   -0.4934 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7286    1.4822   -0.6564 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9900    2.3030   -1.6599 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0451    0.5777    0.3145 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7773    0.4249    0.4049 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8453   -0.3219    1.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5497   -0.1101    0.9216 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7644   -0.8966    1.7410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5810   -0.9357    1.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3667   -0.1057    0.8962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2071    0.8860    1.3081 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8115    1.4322    0.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7154    2.5580    0.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8866    2.7078   -0.2637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7386    3.8824   -0.2183 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9475    3.5782   -0.9284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1098    3.9650   -0.8114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4960    2.5739   -1.9796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6158    1.7734   -2.5186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6702    1.7329   -1.0119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8284    0.4509   -0.9057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2572   -0.5023    0.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3404    0.7661   -0.8621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7304    1.0366   -2.2540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4168   -0.2215   -0.4708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7501   -1.1399   -1.4085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3712   -2.5237   -1.3873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6616   -3.4006   -2.3486 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2895   -2.9345   -3.0440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9853   -4.7309   -2.5349 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.6627   -1.6665    2.5764 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2421   -2.6295    3.6196 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6329   -3.8922    3.0540 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6012   -4.5981    2.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5371   -5.2956    2.6220 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4335   -4.4591    0.8000 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.8868   -1.2983    2.2128 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0814   -1.9079    2.8338 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0987    0.0210    1.0493 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3610    0.5470    0.5637 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5031    0.2544    1.0035 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9185    2.7543   -1.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6943    1.5457   -0.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5926    2.9047   -2.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6108    1.5998   -2.4338 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1365    2.7630   -1.0892 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6012    3.0950   -2.0990 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2404    1.0947   -0.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0403   -1.5866    2.4820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3279    1.1437    2.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3637    3.4785    0.8164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5310    4.7737    0.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8535    3.0467   -2.7015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2772    1.0148   -3.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3426    2.4729   -2.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1822    1.2684   -1.7079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4995   -0.0103   -1.6564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0416   -1.3064    0.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3794   -1.0651   -0.2978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0600   -0.0576    1.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5007    0.3302   -2.6238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1403    2.0808   -2.3650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8443    1.0320   -2.9558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7836   -0.7560   -2.4581 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3033   -1.2558   -1.1524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4322   -2.4279   -1.7190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2839   -2.9888   -0.3822 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4680   -2.1022    4.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0631   -2.8973    4.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5175   -4.5853    3.9425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3026   -3.7829    2.5298 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7361   -2.3457    2.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6031   -1.1320    3.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7847   -2.6977    3.5469 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1551   -0.6453    1.8290 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  3
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  3
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  2  3
 23 24  1  0
 14 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 10 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  2  0
 36 38  1  0
 33 39  2  0
 39 40  1  0
  6 41  1  0
 41 42  1  0
 42 43  2  0
 42  3  1  0
 39  8  1  0
 27 12  2  0
 22 16  1  0
  1 44  1  0
  1 45  1  0
  2 46  1  0
  5 47  1  0
  5 48  1  0
  5 49  1  0
  7 50  1  0
 11 51  1  0
 13 52  1  0
 15 53  1  0
 17 54  1  0
 20 55  1  0
 21 56  1  0
 21 57  1  0
 21 58  1  0
 23 59  1  0
 24 60  1  0
 24 61  1  0
 24 62  1  0
 26 63  1  0
 26 64  1  0
 26 65  1  0
 28 66  1  0
 28 67  1  0
 29 68  1  0
 29 69  1  0
 34 70  1  0
 34 71  1  0
 35 72  1  0
 35 73  1  0
 40 74  1  0
 40 75  1  0
 40 76  1  0
 41 77  1  0
M  CHG  2  32  -1  38  -1
M  END

  Mrv1533005141512232D          

 43 46  0  0  0  0            999 V2000
    4.0982   -3.9730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3837   -4.3855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3837   -5.2105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7163   -5.6954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9317   -5.4405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3186   -5.9925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5116   -5.8210    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0991   -6.5354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7214   -6.6217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2063   -5.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9514   -5.1696    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6188   -4.6847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6188   -3.8597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3333   -3.4472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0870   -3.7828    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6390   -3.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4595   -3.2559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2265   -2.4552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5620   -1.7015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3825   -1.6153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4195   -2.6267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8064   -2.0747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2862   -5.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0709   -4.9147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0313   -5.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5162   -6.6217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3367   -6.5354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8216   -7.2029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4861   -7.9566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6421   -7.1166    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.6511   -7.1485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4796   -7.9555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0927   -8.5075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9212   -9.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1365   -9.5694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5343   -9.8665    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.4048   -6.8130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1193   -7.2255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9712   -6.4800    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7962   -6.4800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2811   -7.1475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0512   -5.6954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8358   -5.4405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  4  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  4  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  4  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 13 12  1  4  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 18 21  2  0  0  0  0
 21 22  1  0  0  0  0
 14 21  1  0  0  0  0
 12 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 10 25  1  0  0  0  0
  8 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 31 37  1  0  0  0  0
 37 38  1  0  0  0  0
  6 37  2  0  0  0  0
  4 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
 42 43  1  0  0  0  0
  3 42  1  0  0  0  0
M  CHG  2  30  -1  36  -1
M  END
> <DATABASE_ID>
HMDB0303975

> <DATABASE_NAME>
hmdb

> <SMILES>
CC=C1C(C)C(=O)NC1=CC1=C(C)C(CCC([O-])=O)=C(N1)C=C1N=C(C=C2NC(=O)C(C=C)=C2C)C(C)=C1CCC([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C33H36N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h7-8,13-15,19,35H,2,9-12H2,1,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/p-2

> <INCHI_KEY>
DKMLMZVDTGOEGU-UHFFFAOYSA-L

> <FORMULA>
C33H34N4O6

> <MOLECULAR_WEIGHT>
582.658

> <EXACT_MASS>
582.248931991

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
77

> <JCHEM_AVERAGE_POLARIZABILITY>
64.6766355000635

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(2-{[3-(2-carboxylatoethyl)-5-[(4-ethenyl-3-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylidene)methyl]-4-methyl-2H-pyrrol-2-ylidene]methyl}-5-[(3-ethylidene-4-methyl-5-oxopyrrolidin-2-ylidene)methyl]-4-methyl-1H-pyrrol-3-yl)propanoate

> <ALOGPS_LOGP>
4.44

> <JCHEM_LOGP>
0.662480298605604

> <ALOGPS_LOGS>
-4.56

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.448451109102631

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.8555039606054606

> <JCHEM_PKA_STRONGEST_BASIC>
5.85035594266676

> <JCHEM_POLAR_SURFACE_AREA>
166.60999999999999

> <JCHEM_REFRACTIVITY>
191.2259000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.72e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(2-{[3-(2-carboxylatoethyl)-5-[(4-ethenyl-3-methyl-5-oxo-1H-pyrrol-2-ylidene)methyl]-4-methylpyrrol-2-ylidene]methyl}-5-[(3-ethylidene-4-methyl-5-oxopyrrolidin-2-ylidene)methyl]-4-methyl-1H-pyrrol-3-yl)propanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0303975
     RDKit          3D
(3Z)-phytochromobilin
 77 80  0  0  0  0  0  0  0  0999 V2000
    9.2447    2.1685   -1.1137 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9491    2.2485   -1.3235 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0247    1.4445   -0.4934 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7286    1.4822   -0.6564 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9900    2.3030   -1.6599 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0451    0.5777    0.3145 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7773    0.4249    0.4049 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8453   -0.3219    1.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5497   -0.1101    0.9216 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7644   -0.8966    1.7410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5810   -0.9357    1.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3667   -0.1057    0.8962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2071    0.8860    1.3081 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8115    1.4322    0.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7154    2.5580    0.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8866    2.7078   -0.2637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7386    3.8824   -0.2183 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9475    3.5782   -0.9284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1098    3.9650   -0.8114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4960    2.5739   -1.9796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6158    1.7734   -2.5186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6702    1.7329   -1.0119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8284    0.4509   -0.9057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2572   -0.5023    0.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3404    0.7661   -0.8621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7304    1.0366   -2.2540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4168   -0.2215   -0.4708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7501   -1.1399   -1.4085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3712   -2.5237   -1.3873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6616   -3.4006   -2.3486 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2895   -2.9345   -3.0440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9853   -4.7309   -2.5349 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.6627   -1.6665    2.5764 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2421   -2.6295    3.6196 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6329   -3.8922    3.0540 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6012   -4.5981    2.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5371   -5.2956    2.6220 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4335   -4.4591    0.8000 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.8868   -1.2983    2.2128 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0814   -1.9079    2.8338 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0987    0.0210    1.0493 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3610    0.5470    0.5637 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5031    0.2544    1.0035 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9185    2.7543   -1.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6943    1.5457   -0.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5926    2.9047   -2.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6108    1.5998   -2.4338 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1365    2.7630   -1.0892 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6012    3.0950   -2.0990 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2404    1.0947   -0.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0403   -1.5866    2.4820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3279    1.1437    2.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3637    3.4785    0.8164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5310    4.7737    0.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8535    3.0467   -2.7015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2772    1.0148   -3.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3426    2.4729   -2.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1822    1.2684   -1.7079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4995   -0.0103   -1.6564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0416   -1.3064    0.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3794   -1.0651   -0.2978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0600   -0.0576    1.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5007    0.3302   -2.6238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1403    2.0808   -2.3650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8443    1.0320   -2.9558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7836   -0.7560   -2.4581 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3033   -1.2558   -1.1524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4322   -2.4279   -1.7190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2839   -2.9888   -0.3822 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4680   -2.1022    4.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0631   -2.8973    4.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5175   -4.5853    3.9425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3026   -3.7829    2.5298 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7361   -2.3457    2.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6031   -1.1320    3.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7847   -2.6977    3.5469 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1551   -0.6453    1.8290 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  3
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  3
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  2  3
 23 24  1  0
 14 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 10 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  2  0
 36 38  1  0
 33 39  2  0
 39 40  1  0
  6 41  1  0
 41 42  1  0
 42 43  2  0
 42  3  1  0
 39  8  1  0
 27 12  2  0
 22 16  1  0
  1 44  1  0
  1 45  1  0
  2 46  1  0
  5 47  1  0
  5 48  1  0
  5 49  1  0
  7 50  1  0
 11 51  1  0
 13 52  1  0
 15 53  1  0
 17 54  1  0
 20 55  1  0
 21 56  1  0
 21 57  1  0
 21 58  1  0
 23 59  1  0
 24 60  1  0
 24 61  1  0
 24 62  1  0
 26 63  1  0
 26 64  1  0
 26 65  1  0
 28 66  1  0
 28 67  1  0
 29 68  1  0
 29 69  1  0
 34 70  1  0
 34 71  1  0
 35 72  1  0
 35 73  1  0
 40 74  1  0
 40 75  1  0
 40 76  1  0
 41 77  1  0
M  CHG  2  32  -1  38  -1
M  END

HEADER    PROTEIN                                 14-MAY-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-MAY-15         0                                  
HETATM    1  C   UNK     0       7.650  -7.416   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.316  -8.186   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.316  -9.726   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.070 -10.631   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.606 -10.156   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.461 -11.186   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       0.955 -10.866   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       0.185 -12.199   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.347 -12.360   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.252 -11.115   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      -1.776  -9.650   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      -3.022  -8.745   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.022  -7.205   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.355  -6.435   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      -5.762  -7.061   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      -6.793  -5.917   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -8.324  -6.078   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -6.023  -4.583   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -6.649  -3.176   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -8.181  -3.015   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.516  -4.903   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.372  -3.873   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.268  -9.650   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.732  -9.174   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.792 -11.115   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -4.697 -12.360   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -6.229 -12.199   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -7.134 -13.445   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -6.507 -14.852   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -8.665 -13.284   0.000  0.00  0.00           O-1
HETATM   31  C   UNK     0       1.215 -13.344   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       0.895 -14.850   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.040 -15.881   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.720 -17.387   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       0.255 -17.863   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       2.864 -18.418   0.000  0.00  0.00           O-1
HETATM   37  C   UNK     0       2.622 -12.718   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       3.956 -13.488   0.000  0.00  0.00           C+0
HETATM   39  N   UNK     0       5.546 -12.096   0.000  0.00  0.00           N+0
HETATM   40  C   UNK     0       7.086 -12.096   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       7.991 -13.342   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       7.562 -10.631   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       9.027 -10.156   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   42                                                  
CONECT    4    3    5   39                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   37                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   31                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   25                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   23                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   21                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21   18   22   14                                                  
CONECT   22   21                                                            
CONECT   23   12   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   10                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31    8   32   37                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   31   38    6                                                  
CONECT   38   37                                                            
CONECT   39    4   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   43    3                                                  
CONECT   43   42                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   92    0
END

COMPND    HMDB0303975
HETATM    1  C1  UNL     1       9.245   2.169  -1.114  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.949   2.248  -1.323  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.025   1.444  -0.493  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.729   1.482  -0.656  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.990   2.303  -1.660  1.00  0.00           C  
HETATM    6  C6  UNL     1       5.045   0.578   0.315  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.777   0.425   0.405  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.845  -0.322   1.179  1.00  0.00           C  
HETATM    9  N1  UNL     1       1.550  -0.110   0.922  1.00  0.00           N  
HETATM   10  C9  UNL     1       0.764  -0.897   1.741  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.581  -0.936   1.777  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.367  -0.106   0.896  1.00  0.00           C  
HETATM   13  N2  UNL     1      -2.207   0.886   1.308  1.00  0.00           N  
HETATM   14  C12 UNL     1      -2.812   1.432   0.241  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.715   2.558   0.256  1.00  0.00           C  
HETATM   16  C14 UNL     1      -4.887   2.708  -0.264  1.00  0.00           C  
HETATM   17  N3  UNL     1      -5.739   3.882  -0.218  1.00  0.00           N  
HETATM   18  C15 UNL     1      -6.948   3.578  -0.928  1.00  0.00           C  
HETATM   19  O1  UNL     1      -8.110   3.965  -0.811  1.00  0.00           O  
HETATM   20  C16 UNL     1      -6.496   2.574  -1.980  1.00  0.00           C  
HETATM   21  C17 UNL     1      -7.616   1.773  -2.519  1.00  0.00           C  
HETATM   22  C18 UNL     1      -5.670   1.733  -1.012  1.00  0.00           C  
HETATM   23  C19 UNL     1      -5.828   0.451  -0.906  1.00  0.00           C  
HETATM   24  C20 UNL     1      -5.257  -0.502   0.048  1.00  0.00           C  
HETATM   25  C21 UNL     1      -2.340   0.766  -0.862  1.00  0.00           C  
HETATM   26  C22 UNL     1      -2.730   1.037  -2.254  1.00  0.00           C  
HETATM   27  C23 UNL     1      -1.417  -0.221  -0.471  1.00  0.00           C  
HETATM   28  C24 UNL     1      -0.750  -1.140  -1.409  1.00  0.00           C  
HETATM   29  C25 UNL     1      -1.371  -2.524  -1.387  1.00  0.00           C  
HETATM   30  C26 UNL     1      -0.662  -3.401  -2.349  1.00  0.00           C  
HETATM   31  O2  UNL     1       0.290  -2.935  -3.044  1.00  0.00           O  
HETATM   32  O3  UNL     1      -0.985  -4.731  -2.535  1.00  0.00           O1-
HETATM   33  C27 UNL     1       1.663  -1.667   2.576  1.00  0.00           C  
HETATM   34  C28 UNL     1       1.242  -2.629   3.620  1.00  0.00           C  
HETATM   35  C29 UNL     1       0.633  -3.892   3.054  1.00  0.00           C  
HETATM   36  C30 UNL     1       1.601  -4.598   2.168  1.00  0.00           C  
HETATM   37  O4  UNL     1       2.537  -5.296   2.622  1.00  0.00           O  
HETATM   38  O5  UNL     1       1.433  -4.459   0.800  1.00  0.00           O1-
HETATM   39  C31 UNL     1       2.887  -1.298   2.213  1.00  0.00           C  
HETATM   40  C32 UNL     1       4.081  -1.908   2.834  1.00  0.00           C  
HETATM   41  N4  UNL     1       6.099   0.021   1.049  1.00  0.00           N  
HETATM   42  C33 UNL     1       7.361   0.547   0.564  1.00  0.00           C  
HETATM   43  O6  UNL     1       8.503   0.254   1.004  1.00  0.00           O  
HETATM   44  H1  UNL     1       9.919   2.754  -1.719  1.00  0.00           H  
HETATM   45  H2  UNL     1       9.694   1.546  -0.366  1.00  0.00           H  
HETATM   46  H3  UNL     1       7.593   2.905  -2.103  1.00  0.00           H  
HETATM   47  H4  UNL     1       4.611   1.600  -2.434  1.00  0.00           H  
HETATM   48  H5  UNL     1       4.137   2.763  -1.089  1.00  0.00           H  
HETATM   49  H6  UNL     1       5.601   3.095  -2.099  1.00  0.00           H  
HETATM   50  H7  UNL     1       3.240   1.095  -0.385  1.00  0.00           H  
HETATM   51  H8  UNL     1      -1.040  -1.587   2.482  1.00  0.00           H  
HETATM   52  H9  UNL     1      -2.328   1.144   2.307  1.00  0.00           H  
HETATM   53  H10 UNL     1      -3.364   3.479   0.816  1.00  0.00           H  
HETATM   54  H11 UNL     1      -5.531   4.774   0.234  1.00  0.00           H  
HETATM   55  H12 UNL     1      -5.854   3.047  -2.702  1.00  0.00           H  
HETATM   56  H13 UNL     1      -7.277   1.015  -3.235  1.00  0.00           H  
HETATM   57  H14 UNL     1      -8.343   2.473  -2.999  1.00  0.00           H  
HETATM   58  H15 UNL     1      -8.182   1.268  -1.708  1.00  0.00           H  
HETATM   59  H16 UNL     1      -6.500  -0.010  -1.656  1.00  0.00           H  
HETATM   60  H17 UNL     1      -6.042  -1.306   0.298  1.00  0.00           H  
HETATM   61  H18 UNL     1      -4.379  -1.065  -0.298  1.00  0.00           H  
HETATM   62  H19 UNL     1      -5.060  -0.058   1.049  1.00  0.00           H  
HETATM   63  H20 UNL     1      -3.501   0.330  -2.624  1.00  0.00           H  
HETATM   64  H21 UNL     1      -3.140   2.081  -2.365  1.00  0.00           H  
HETATM   65  H22 UNL     1      -1.844   1.032  -2.956  1.00  0.00           H  
HETATM   66  H23 UNL     1      -0.784  -0.756  -2.458  1.00  0.00           H  
HETATM   67  H24 UNL     1       0.303  -1.256  -1.152  1.00  0.00           H  
HETATM   68  H25 UNL     1      -2.432  -2.428  -1.719  1.00  0.00           H  
HETATM   69  H26 UNL     1      -1.284  -2.989  -0.382  1.00  0.00           H  
HETATM   70  H27 UNL     1       0.468  -2.102   4.278  1.00  0.00           H  
HETATM   71  H28 UNL     1       2.063  -2.897   4.287  1.00  0.00           H  
HETATM   72  H29 UNL     1       0.518  -4.585   3.943  1.00  0.00           H  
HETATM   73  H30 UNL     1      -0.303  -3.783   2.530  1.00  0.00           H  
HETATM   74  H31 UNL     1       4.736  -2.346   2.041  1.00  0.00           H  
HETATM   75  H32 UNL     1       4.603  -1.132   3.410  1.00  0.00           H  
HETATM   76  H33 UNL     1       3.785  -2.698   3.547  1.00  0.00           H  
HETATM   77  H34 UNL     1       6.155  -0.645   1.829  1.00  0.00           H  
CONECT    1    2    2   44   45
CONECT    2    3   46
CONECT    3    4    4   42
CONECT    4    5    6
CONECT    5   47   48   49
CONECT    6    7    7   41
CONECT    7    8   50
CONECT    8    9    9   39
CONECT    9   10
CONECT   10   11   11   33
CONECT   11   12   51
CONECT   12   13   27   27
CONECT   13   14   52
CONECT   14   15   25   25
CONECT   15   16   16   53
CONECT   16   17   22
CONECT   17   18   54
CONECT   18   19   19   20
CONECT   20   21   22   55
CONECT   21   56   57   58
CONECT   22   23   23
CONECT   23   24   59
CONECT   24   60   61   62
CONECT   25   26   27
CONECT   26   63   64   65
CONECT   27   28
CONECT   28   29   66   67
CONECT   29   30   68   69
CONECT   30   31   31   32
CONECT   33   34   39   39
CONECT   34   35   70   71
CONECT   35   36   72   73
CONECT   36   37   37   38
CONECT   39   40
CONECT   40   74   75   76
CONECT   41   42   77
CONECT   42   43   43
END

HMDB0303975
     RDKit          3D
(3Z)-phytochromobilin
 77 80  0  0  0  0  0  0  0  0999 V2000
    9.2447    2.1685   -1.1137 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9491    2.2485   -1.3235 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0247    1.4445   -0.4934 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7286    1.4822   -0.6564 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9900    2.3030   -1.6599 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0451    0.5777    0.3145 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7773    0.4249    0.4049 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8453   -0.3219    1.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5497   -0.1101    0.9216 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7644   -0.8966    1.7410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5810   -0.9357    1.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3667   -0.1057    0.8962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2071    0.8860    1.3081 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8115    1.4322    0.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7154    2.5580    0.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8866    2.7078   -0.2637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7386    3.8824   -0.2183 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9475    3.5782   -0.9284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1098    3.9650   -0.8114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4960    2.5739   -1.9796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6158    1.7734   -2.5186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6702    1.7329   -1.0119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8284    0.4509   -0.9057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2572   -0.5023    0.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3404    0.7661   -0.8621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7304    1.0366   -2.2540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4168   -0.2215   -0.4708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7501   -1.1399   -1.4085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3712   -2.5237   -1.3873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6616   -3.4006   -2.3486 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2895   -2.9345   -3.0440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9853   -4.7309   -2.5349 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.6627   -1.6665    2.5764 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2421   -2.6295    3.6196 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6329   -3.8922    3.0540 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6012   -4.5981    2.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5371   -5.2956    2.6220 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4335   -4.4591    0.8000 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.8868   -1.2983    2.2128 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0814   -1.9079    2.8338 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0987    0.0210    1.0493 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3610    0.5470    0.5637 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5031    0.2544    1.0035 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9185    2.7543   -1.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6943    1.5457   -0.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5926    2.9047   -2.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6108    1.5998   -2.4338 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1365    2.7630   -1.0892 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6012    3.0950   -2.0990 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2404    1.0947   -0.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0403   -1.5866    2.4820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3279    1.1437    2.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3637    3.4785    0.8164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5310    4.7737    0.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8535    3.0467   -2.7015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2772    1.0148   -3.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3426    2.4729   -2.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1822    1.2684   -1.7079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4995   -0.0103   -1.6564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0416   -1.3064    0.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3794   -1.0651   -0.2978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0600   -0.0576    1.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5007    0.3302   -2.6238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1403    2.0808   -2.3650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8443    1.0320   -2.9558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7836   -0.7560   -2.4581 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3033   -1.2558   -1.1524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4322   -2.4279   -1.7190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2839   -2.9888   -0.3822 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4680   -2.1022    4.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0631   -2.8973    4.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5175   -4.5853    3.9425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3026   -3.7829    2.5298 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7361   -2.3457    2.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6031   -1.1320    3.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7847   -2.6977    3.5469 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1551   -0.6453    1.8290 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  3
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  3
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  2  3
 23 24  1  0
 14 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 10 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  2  0
 36 38  1  0
 33 39  2  0
 39 40  1  0
  6 41  1  0
 41 42  1  0
 42 43  2  0
 42  3  1  0
 39  8  1  0
 27 12  2  0
 22 16  1  0
  1 44  1  0
  1 45  1  0
  2 46  1  0
  5 47  1  0
  5 48  1  0
  5 49  1  0
  7 50  1  0
 11 51  1  0
 13 52  1  0
 15 53  1  0
 17 54  1  0
 20 55  1  0
 21 56  1  0
 21 57  1  0
 21 58  1  0
 23 59  1  0
 24 60  1  0
 24 61  1  0
 24 62  1  0
 26 63  1  0
 26 64  1  0
 26 65  1  0
 28 66  1  0
 28 67  1  0
 29 68  1  0
 29 69  1  0
 34 70  1  0
 34 71  1  0
 35 72  1  0
 35 73  1  0
 40 74  1  0
 40 75  1  0
 40 76  1  0
 41 77  1  0
M  CHG  2  32  -1  38  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-(2-{[3-(2-carboxylatoethyl)-5-[(3-ethylidene-4-methyl-5-oxopyrrolidin-2-ylidene)methyl]-4-methyl-1H-pyrrol-2-yl]methylidene}-5-[(4-ethenyl-3-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylidene)methyl]-4-methyl-2H-pyrrol-3-yl)propanoic acid	Generator

Chemical Formula

C₃₃H₃₄N₄O₆

Average Molecular Weight

582.658

Monoisotopic Molecular Weight

582.248931991

IUPAC Name

3-(2-{[3-(2-carboxylatoethyl)-5-[(4-ethenyl-3-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylidene)methyl]-4-methyl-2H-pyrrol-2-ylidene]methyl}-5-[(3-ethylidene-4-methyl-5-oxopyrrolidin-2-ylidene)methyl]-4-methyl-1H-pyrrol-3-yl)propanoate

Traditional Name

3-(2-{[3-(2-carboxylatoethyl)-5-[(4-ethenyl-3-methyl-5-oxo-1H-pyrrol-2-ylidene)methyl]-4-methylpyrrol-2-ylidene]methyl}-5-[(3-ethylidene-4-methyl-5-oxopyrrolidin-2-ylidene)methyl]-4-methyl-1H-pyrrol-3-yl)propanoate

CAS Registry Number

Not Available

SMILES

CC=C1C(C)C(=O)NC1=CC1=C(C)C(CCC([O-])=O)=C(N1)C=C1N=C(C=C2NC(=O)C(C=C)=C2C)C(C)=C1CCC([O-])=O

InChI Identifier

InChI=1S/C33H36N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h7-8,13-15,19,35H,2,9-12H2,1,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/p-2

InChI Key

DKMLMZVDTGOEGU-UHFFFAOYSA-L

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bilirubins. These are organic compounds containing a dicarboxylic acyclic tetrapyrrole derivative.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Tetrapyrroles and derivatives

Sub Class

Bilirubins

Direct Parent

Bilirubins

Alternative Parents

Substituents

Bilirubin skeleton
Dipyrrin
Dicarboxylic acid or derivatives
Pyrrolidone
2-pyrrolidone
Substituted pyrrole
Pyrrole
Pyrrolidine
Pyrroline
Heteroaromatic compound
Carboxamide group
Secondary carboxylic acid amide
Ketimine
Lactam
Azacycle
Carboxylic acid derivative
Carboxylic acid
Organic nitrogen compound
Organic oxide
Imine
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organic anion
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

a small molecule (3Z-PHYTOCHROMOBILIN )

Ontology

Not Available

Exogenous (HMDB: HMDB0303975)

Herbs and Spices (FooDB: FOOD00866)

Nut

Almond (FooDB: FOOD00148)
Brazil nut (FooDB: FOOD00024)
Cashew nut (FooDB: FOOD00011)
Chestnut (FooDB: FOOD00045)
Hazelnut (FooDB: FOOD00376)
Peanut (FooDB: FOOD00016)
Pecan nut (FooDB: FOOD00044)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Walnut (FooDB: FOOD00608)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hickory nut (FooDB: FOOD00377)
Macadamia nut (FooDB: FOOD00525)
Mixed nuts (FooDB: FOOD00771)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Japanese chestnut (FooDB: FOOD00385)
Common hazelnut (FooDB: FOOD00062)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Nuts (FooDB: FOOD00869)

Fruit

Pome

Drupe

Apricot (FooDB: FOOD00144)
Prunus (Cherry, Plum) (FooDB: FOOD00143)
Nectarine (FooDB: FOOD00229)
Peach (FooDB: FOOD00149)
European plum (FooDB: FOOD00147)
Sour cherry (FooDB: FOOD00146)
Sweet cherry (FooDB: FOOD00145)
Common chokecherry (FooDB: FOOD00562)
Peach (var.) (FooDB: FOOD00230)

Tropical fruit

Berry

Bilberry (FooDB: FOOD00193)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Elderberry (FooDB: FOOD00358)
Gooseberry (FooDB: FOOD00157)
Grape (FooDB: FOOD00369)
Lingonberry (FooDB: FOOD00194)
Loganberry (FooDB: FOOD00400)
Strawberry (FooDB: FOOD00083)
Boysenberry (FooDB: FOOD00542)
American cranberry (FooDB: FOOD00192)
Common grape (FooDB: FOOD00204)
Strawberry guava (FooDB: FOOD00482)
Black mulberry (FooDB: FOOD00117)
Red raspberry (FooDB: FOOD00162)
Muscadine grape (FooDB: FOOD00203)
Salmonberry (FooDB: FOOD00456)
Alaska blueberry (FooDB: FOOD00380)
Sea-buckthornberry (FooDB: FOOD00087)
Black elderberry (FooDB: FOOD00166)
Black crowberry (FooDB: FOOD00075)
Black huckleberry (FooDB: FOOD00084)
Mulberry (FooDB: FOOD00116)
Black chokeberry (FooDB: FOOD00136)
Cloudberry (FooDB: FOOD00161)
Black raspberry (FooDB: FOOD00163)
Rowanberry (FooDB: FOOD00176)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Ohelo berry (FooDB: FOOD00419)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)

Other fruit

Date (FooDB: FOOD00135)
Fig (FooDB: FOOD00081)
Jujube (FooDB: FOOD00388)

Citrus

Grapefruit (FooDB: FOOD00256)
Lemon (FooDB: FOOD00054)
Lime (FooDB: FOOD00053)
Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Persian lime (FooDB: FOOD00543)
Pummelo (FooDB: FOOD00055)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Citrus (FooDB: FOOD00859)

Fruits (FooDB: FOOD00871)

Vegetable

Shoot vegetable

Fruit vegetable

Eggplant (FooDB: FOOD00174)
Avocado (FooDB: FOOD00130)
Groundcherry (FooDB: FOOD00371)
Olive (FooDB: FOOD00121)
Pepper (FooDB: FOOD00040)
Garden tomato (FooDB: FOOD00171)
Mexican groundcherry (FooDB: FOOD00491)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Garden tomato (var.) (FooDB: FOOD00173)
Cherry tomato (FooDB: FOOD00172)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Pepper (C. frutescens) (FooDB: FOOD00428)
Pepper (C. pubescens) (FooDB: FOOD00849)
Orange bell pepper (FooDB: FOOD00879)

Root vegetable

Cabbage

Leaf vegetable

Lettuce (FooDB: FOOD00095)
Swiss chard (FooDB: FOOD00237)
Garden cress (FooDB: FOOD00099)
Endive (FooDB: FOOD00048)
Spinach (FooDB: FOOD00178)
Common beet (FooDB: FOOD00025)
Garland chrysanthemum (FooDB: FOOD00333)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
New Zealand spinach (FooDB: FOOD00415)
Swamp cabbage (FooDB: FOOD00091)
Rocket salad (ssp.) (FooDB: FOOD00077)
Yautia (FooDB: FOOD00510)
Romaine lettuce (FooDB: FOOD00888)
Rocket salad (FooDB: FOOD00244)
Chicory leaves (FooDB: FOOD00250)
Corn salad (FooDB: FOOD00340)
Malabar spinach (FooDB: FOOD00404)
Ostrich fern (FooDB: FOOD00556)
Green vegetables (FooDB: FOOD00872)

Mushroom

Tuber

Onion-family vegetable

Leek (FooDB: FOOD00007)
Allium (FooDB: FOOD00005)
Wild leek (FooDB: FOOD00396)
Shallot (FooDB: FOOD00243)
Garden onion (FooDB: FOOD00006)
Garden onion (var.) (FooDB: FOOD00226)
Onion-family vegetables (FooDB: FOOD00855)
Green onion (FooDB: FOOD00963)
Red onion (FooDB: FOOD00962)

Other vegetable

Okra (FooDB: FOOD00420)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Tree fern (FooDB: FOOD00797)
Chinese water chestnut (FooDB: FOOD00332)
Nopal (FooDB: FOOD00416)
Carob (FooDB: FOOD00321)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Giant butterbur (FooDB: FOOD00314)
Sesbania flower (FooDB: FOOD00469)

Stalk vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Pulse

Bean

Lentil

Lentils (FooDB: FOOD00098)

Pea

Other pulse

White lupine (FooDB: FOOD00403)
Lupine (FooDB: FOOD00104)

Pulses (FooDB: FOOD00867)

Cereal and cereal product

Other bread

Other bread (FooDB: FOOD00269)

Cereal

Cereal product

Dough

Sourdough (FooDB: FOOD00275)

Cereals and cereal products (FooDB: FOOD00858)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Other soy product (FooDB: FOOD00271)

Abalone (FooDB: FOOD00279)
Conch (FooDB: FOOD00611)

Gourd

Chayote (FooDB: FOOD00325)
Cucumber (FooDB: FOOD00065)
Muskmelon (FooDB: FOOD00064)
Cucurbita (FooDB: FOOD00066)
Watermelon (FooDB: FOOD00052)
Bitter gourd (FooDB: FOOD00115)
Calabash (FooDB: FOOD00318)
Towel gourd (FooDB: FOOD00492)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Wax gourd (FooDB: FOOD00499)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)

Tea

Herbal tea

Greenthread tea (FooDB: FOOD00820)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

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	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.44	ALOGPS
logP	0.66	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	3.86	ChemAxon
pKa (Strongest Basic)	5.85	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	166.61 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	191.23 m³·mol⁻¹	ChemAxon
Polarizability	64.68 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
AllCCS	[M+H]+	240.248	32859911
AllCCS	[M+H-H2O]+	238.549	32859911
AllCCS	[M+Na]+	242.24	32859911
AllCCS	[M+NH4]+	241.798	32859911
AllCCS	[M-H]-	242.802	32859911
AllCCS	[M+Na-2H]-	245.949	32859911
AllCCS	[M+HCOO]-	249.547	32859911
DeepCCS	[M+H]+	230.756	30932474
DeepCCS	[M-H]-	228.931	30932474
DeepCCS	[M-2H]-	262.172	30932474
DeepCCS	[M+Na]+	236.362	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(3Z)-phytochromobilin,1TMS,isomer #1	C=CC1=C(C)C(=CC2=NC(=CC3=C(CCC(=O)[O-])C(C)=C(C=C4C(=CC)C(C)C(=O)N4[Si](C)(C)C)[NH]3)C(CCC(=O)[O-])=C2C)NC1=O	5006.7	Semi standard non polar	33892256
(3Z)-phytochromobilin,1TMS,isomer #1	C=CC1=C(C)C(=CC2=NC(=CC3=C(CCC(=O)[O-])C(C)=C(C=C4C(=CC)C(C)C(=O)N4[Si](C)(C)C)[NH]3)C(CCC(=O)[O-])=C2C)NC1=O	4755.7	Standard non polar	33892256
(3Z)-phytochromobilin,1TMS,isomer #1	C=CC1=C(C)C(=CC2=NC(=CC3=C(CCC(=O)[O-])C(C)=C(C=C4C(=CC)C(C)C(=O)N4[Si](C)(C)C)[NH]3)C(CCC(=O)[O-])=C2C)NC1=O	6910.0	Standard polar	33892256
(3Z)-phytochromobilin,1TMS,isomer #2	C=CC1=C(C)C(=CC2=NC(=CC3=C(CCC(=O)[O-])C(C)=C(C=C4NC(=O)C(C)C4=CC)N3[Si](C)(C)C)C(CCC(=O)[O-])=C2C)NC1=O	5165.6	Semi standard non polar	33892256
(3Z)-phytochromobilin,1TMS,isomer #2	C=CC1=C(C)C(=CC2=NC(=CC3=C(CCC(=O)[O-])C(C)=C(C=C4NC(=O)C(C)C4=CC)N3[Si](C)(C)C)C(CCC(=O)[O-])=C2C)NC1=O	5004.7	Standard non polar	33892256
(3Z)-phytochromobilin,1TMS,isomer #2	C=CC1=C(C)C(=CC2=NC(=CC3=C(CCC(=O)[O-])C(C)=C(C=C4NC(=O)C(C)C4=CC)N3[Si](C)(C)C)C(CCC(=O)[O-])=C2C)NC1=O	7263.4	Standard polar	33892256
(3Z)-phytochromobilin,1TMS,isomer #3	C=CC1=C(C)C(=CC2=NC(=CC3=C(CCC(=O)[O-])C(C)=C(C=C4NC(=O)C(C)C4=CC)[NH]3)C(CCC(=O)[O-])=C2C)N([Si](C)(C)C)C1=O	4925.9	Semi standard non polar	33892256
(3Z)-phytochromobilin,1TMS,isomer #3	C=CC1=C(C)C(=CC2=NC(=CC3=C(CCC(=O)[O-])C(C)=C(C=C4NC(=O)C(C)C4=CC)[NH]3)C(CCC(=O)[O-])=C2C)N([Si](C)(C)C)C1=O	4636.8	Standard non polar	33892256
(3Z)-phytochromobilin,1TMS,isomer #3	C=CC1=C(C)C(=CC2=NC(=CC3=C(CCC(=O)[O-])C(C)=C(C=C4NC(=O)C(C)C4=CC)[NH]3)C(CCC(=O)[O-])=C2C)N([Si](C)(C)C)C1=O	7010.6	Standard polar	33892256
(3Z)-phytochromobilin,2TMS,isomer #1	C=CC1=C(C)C(=CC2=NC(=CC3=C(CCC(=O)[O-])C(C)=C(C=C4C(=CC)C(C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)C(CCC(=O)[O-])=C2C)NC1=O	5008.1	Semi standard non polar	33892256
(3Z)-phytochromobilin,2TMS,isomer #1	C=CC1=C(C)C(=CC2=NC(=CC3=C(CCC(=O)[O-])C(C)=C(C=C4C(=CC)C(C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)C(CCC(=O)[O-])=C2C)NC1=O	4870.6	Standard non polar	33892256
(3Z)-phytochromobilin,2TMS,isomer #1	C=CC1=C(C)C(=CC2=NC(=CC3=C(CCC(=O)[O-])C(C)=C(C=C4C(=CC)C(C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)C(CCC(=O)[O-])=C2C)NC1=O	6661.1	Standard polar	33892256
(3Z)-phytochromobilin,2TMS,isomer #2	C=CC1=C(C)C(=CC2=NC(=CC3=C(CCC(=O)[O-])C(C)=C(C=C4C(=CC)C(C)C(=O)N4[Si](C)(C)C)[NH]3)C(CCC(=O)[O-])=C2C)N([Si](C)(C)C)C1=O	4687.0	Semi standard non polar	33892256
(3Z)-phytochromobilin,2TMS,isomer #2	C=CC1=C(C)C(=CC2=NC(=CC3=C(CCC(=O)[O-])C(C)=C(C=C4C(=CC)C(C)C(=O)N4[Si](C)(C)C)[NH]3)C(CCC(=O)[O-])=C2C)N([Si](C)(C)C)C1=O	4532.5	Standard non polar	33892256
(3Z)-phytochromobilin,2TMS,isomer #2	C=CC1=C(C)C(=CC2=NC(=CC3=C(CCC(=O)[O-])C(C)=C(C=C4C(=CC)C(C)C(=O)N4[Si](C)(C)C)[NH]3)C(CCC(=O)[O-])=C2C)N([Si](C)(C)C)C1=O	6332.2	Standard polar	33892256
(3Z)-phytochromobilin,2TMS,isomer #3	C=CC1=C(C)C(=CC2=NC(=CC3=C(CCC(=O)[O-])C(C)=C(C=C4NC(=O)C(C)C4=CC)N3[Si](C)(C)C)C(CCC(=O)[O-])=C2C)N([Si](C)(C)C)C1=O	4921.8	Semi standard non polar	33892256
(3Z)-phytochromobilin,2TMS,isomer #3	C=CC1=C(C)C(=CC2=NC(=CC3=C(CCC(=O)[O-])C(C)=C(C=C4NC(=O)C(C)C4=CC)N3[Si](C)(C)C)C(CCC(=O)[O-])=C2C)N([Si](C)(C)C)C1=O	4751.4	Standard non polar	33892256
(3Z)-phytochromobilin,2TMS,isomer #3	C=CC1=C(C)C(=CC2=NC(=CC3=C(CCC(=O)[O-])C(C)=C(C=C4NC(=O)C(C)C4=CC)N3[Si](C)(C)C)C(CCC(=O)[O-])=C2C)N([Si](C)(C)C)C1=O	6748.4	Standard polar	33892256
(3Z)-phytochromobilin,3TMS,isomer #1	C=CC1=C(C)C(=CC2=NC(=CC3=C(CCC(=O)[O-])C(C)=C(C=C4C(=CC)C(C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)C(CCC(=O)[O-])=C2C)N([Si](C)(C)C)C1=O	4717.4	Semi standard non polar	33892256
(3Z)-phytochromobilin,3TMS,isomer #1	C=CC1=C(C)C(=CC2=NC(=CC3=C(CCC(=O)[O-])C(C)=C(C=C4C(=CC)C(C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)C(CCC(=O)[O-])=C2C)N([Si](C)(C)C)C1=O	4623.7	Standard non polar	33892256
(3Z)-phytochromobilin,3TMS,isomer #1	C=CC1=C(C)C(=CC2=NC(=CC3=C(CCC(=O)[O-])C(C)=C(C=C4C(=CC)C(C)C(=O)N4[Si](C)(C)C)N3[Si](C)(C)C)C(CCC(=O)[O-])=C2C)N([Si](C)(C)C)C1=O	6051.8	Standard polar	33892256
(3Z)-phytochromobilin,1TBDMS,isomer #1	C=CC1=C(C)C(=CC2=NC(=CC3=C(CCC(=O)[O-])C(C)=C(C=C4C(=CC)C(C)C(=O)N4[Si](C)(C)C(C)(C)C)[NH]3)C(CCC(=O)[O-])=C2C)NC1=O	5161.7	Semi standard non polar	33892256
(3Z)-phytochromobilin,1TBDMS,isomer #1	C=CC1=C(C)C(=CC2=NC(=CC3=C(CCC(=O)[O-])C(C)=C(C=C4C(=CC)C(C)C(=O)N4[Si](C)(C)C(C)(C)C)[NH]3)C(CCC(=O)[O-])=C2C)NC1=O	4938.1	Standard non polar	33892256
(3Z)-phytochromobilin,1TBDMS,isomer #1	C=CC1=C(C)C(=CC2=NC(=CC3=C(CCC(=O)[O-])C(C)=C(C=C4C(=CC)C(C)C(=O)N4[Si](C)(C)C(C)(C)C)[NH]3)C(CCC(=O)[O-])=C2C)NC1=O	6841.7	Standard polar	33892256
(3Z)-phytochromobilin,1TBDMS,isomer #2	C=CC1=C(C)C(=CC2=NC(=CC3=C(CCC(=O)[O-])C(C)=C(C=C4NC(=O)C(C)C4=CC)N3[Si](C)(C)C(C)(C)C)C(CCC(=O)[O-])=C2C)NC1=O	5260.2	Semi standard non polar	33892256
(3Z)-phytochromobilin,1TBDMS,isomer #2	C=CC1=C(C)C(=CC2=NC(=CC3=C(CCC(=O)[O-])C(C)=C(C=C4NC(=O)C(C)C4=CC)N3[Si](C)(C)C(C)(C)C)C(CCC(=O)[O-])=C2C)NC1=O	5191.3	Standard non polar	33892256
(3Z)-phytochromobilin,1TBDMS,isomer #2	C=CC1=C(C)C(=CC2=NC(=CC3=C(CCC(=O)[O-])C(C)=C(C=C4NC(=O)C(C)C4=CC)N3[Si](C)(C)C(C)(C)C)C(CCC(=O)[O-])=C2C)NC1=O	7196.1	Standard polar	33892256
(3Z)-phytochromobilin,1TBDMS,isomer #3	C=CC1=C(C)C(=CC2=NC(=CC3=C(CCC(=O)[O-])C(C)=C(C=C4NC(=O)C(C)C4=CC)[NH]3)C(CCC(=O)[O-])=C2C)N([Si](C)(C)C(C)(C)C)C1=O	5116.2	Semi standard non polar	33892256
(3Z)-phytochromobilin,1TBDMS,isomer #3	C=CC1=C(C)C(=CC2=NC(=CC3=C(CCC(=O)[O-])C(C)=C(C=C4NC(=O)C(C)C4=CC)[NH]3)C(CCC(=O)[O-])=C2C)N([Si](C)(C)C(C)(C)C)C1=O	4825.3	Standard non polar	33892256
(3Z)-phytochromobilin,1TBDMS,isomer #3	C=CC1=C(C)C(=CC2=NC(=CC3=C(CCC(=O)[O-])C(C)=C(C=C4NC(=O)C(C)C4=CC)[NH]3)C(CCC(=O)[O-])=C2C)N([Si](C)(C)C(C)(C)C)C1=O	6925.3	Standard polar	33892256
(3Z)-phytochromobilin,2TBDMS,isomer #1	C=CC1=C(C)C(=CC2=NC(=CC3=C(CCC(=O)[O-])C(C)=C(C=C4C(=CC)C(C)C(=O)N4[Si](C)(C)C(C)(C)C)N3[Si](C)(C)C(C)(C)C)C(CCC(=O)[O-])=C2C)NC1=O	5275.9	Semi standard non polar	33892256
(3Z)-phytochromobilin,2TBDMS,isomer #1	C=CC1=C(C)C(=CC2=NC(=CC3=C(CCC(=O)[O-])C(C)=C(C=C4C(=CC)C(C)C(=O)N4[Si](C)(C)C(C)(C)C)N3[Si](C)(C)C(C)(C)C)C(CCC(=O)[O-])=C2C)NC1=O	5213.8	Standard non polar	33892256
(3Z)-phytochromobilin,2TBDMS,isomer #1	C=CC1=C(C)C(=CC2=NC(=CC3=C(CCC(=O)[O-])C(C)=C(C=C4C(=CC)C(C)C(=O)N4[Si](C)(C)C(C)(C)C)N3[Si](C)(C)C(C)(C)C)C(CCC(=O)[O-])=C2C)NC1=O	6537.8	Standard polar	33892256
(3Z)-phytochromobilin,2TBDMS,isomer #2	C=CC1=C(C)C(=CC2=NC(=CC3=C(CCC(=O)[O-])C(C)=C(C=C4C(=CC)C(C)C(=O)N4[Si](C)(C)C(C)(C)C)[NH]3)C(CCC(=O)[O-])=C2C)N([Si](C)(C)C(C)(C)C)C1=O	5037.0	Semi standard non polar	33892256
(3Z)-phytochromobilin,2TBDMS,isomer #2	C=CC1=C(C)C(=CC2=NC(=CC3=C(CCC(=O)[O-])C(C)=C(C=C4C(=CC)C(C)C(=O)N4[Si](C)(C)C(C)(C)C)[NH]3)C(CCC(=O)[O-])=C2C)N([Si](C)(C)C(C)(C)C)C1=O	4895.1	Standard non polar	33892256
(3Z)-phytochromobilin,2TBDMS,isomer #2	C=CC1=C(C)C(=CC2=NC(=CC3=C(CCC(=O)[O-])C(C)=C(C=C4C(=CC)C(C)C(=O)N4[Si](C)(C)C(C)(C)C)[NH]3)C(CCC(=O)[O-])=C2C)N([Si](C)(C)C(C)(C)C)C1=O	6196.5	Standard polar	33892256
(3Z)-phytochromobilin,2TBDMS,isomer #3	C=CC1=C(C)C(=CC2=NC(=CC3=C(CCC(=O)[O-])C(C)=C(C=C4NC(=O)C(C)C4=CC)N3[Si](C)(C)C(C)(C)C)C(CCC(=O)[O-])=C2C)N([Si](C)(C)C(C)(C)C)C1=O	5209.8	Semi standard non polar	33892256
(3Z)-phytochromobilin,2TBDMS,isomer #3	C=CC1=C(C)C(=CC2=NC(=CC3=C(CCC(=O)[O-])C(C)=C(C=C4NC(=O)C(C)C4=CC)N3[Si](C)(C)C(C)(C)C)C(CCC(=O)[O-])=C2C)N([Si](C)(C)C(C)(C)C)C1=O	5105.7	Standard non polar	33892256
(3Z)-phytochromobilin,2TBDMS,isomer #3	C=CC1=C(C)C(=CC2=NC(=CC3=C(CCC(=O)[O-])C(C)=C(C=C4NC(=O)C(C)C4=CC)N3[Si](C)(C)C(C)(C)C)C(CCC(=O)[O-])=C2C)N([Si](C)(C)C(C)(C)C)C1=O	6599.2	Standard polar	33892256

Spectra

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

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030122

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for (3Z)-phytochromobilin (HMDB0303975)

MOL for HMDB0303975 ((3Z)-phytochromobilin)

3D MOL for HMDB0303975 ((3Z)-phytochromobilin)

3D SDF for HMDB0303975 ((3Z)-phytochromobilin)

3D-SDF for HMDB0303975 ((3Z)-phytochromobilin)

PDB for HMDB0303975 ((3Z)-phytochromobilin)

3D PDB for HMDB0303975 ((3Z)-phytochromobilin)

SMILES for HMDB0303975 ((3Z)-phytochromobilin)

INCHI for HMDB0303975 ((3Z)-phytochromobilin)

Structure for HMDB0303975 ((3Z)-phytochromobilin)

3D Structure for HMDB0303975 ((3Z)-phytochromobilin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized