NP-MRD: Showing NP-Card for 3-(2-{[3-(2-carboxyethyl)-5-{[(2z)-3-ethenyl-5-hydroxy-4-methylpyrrol-2-ylidene]methyl}-4-methyl-1h-pyrrol-2-yl]methylidene}-5-{[(2z)-4-ethenyl-5-hydroxy-3-methylpyrrol-2-ylidene]methyl}-4-methylpyrrol-3-yl)propanoic acid (NP0246512)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 08:01:13 UTC

Updated at

2022-09-07 08:01:13 UTC

NP-MRD ID

NP0246512

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-(2-{[3-(2-carboxyethyl)-5-{[(2z)-3-ethenyl-5-hydroxy-4-methylpyrrol-2-ylidene]methyl}-4-methyl-1h-pyrrol-2-yl]methylidene}-5-{[(2z)-4-ethenyl-5-hydroxy-3-methylpyrrol-2-ylidene]methyl}-4-methylpyrrol-3-yl)propanoic acid

Description

3-(2-{[3-(2-Carboxyethyl)-5-{[(2Z)-3-ethenyl-5-hydroxy-4-methyl-2H-pyrrol-2-ylidene]methyl}-4-methyl-1H-pyrrol-2-yl]methylidene}-5-{[(2Z)-4-ethenyl-5-hydroxy-3-methyl-2H-pyrrol-2-ylidene]methyl}-4-methyl-2H-pyrrol-3-yl)propanoic acid belongs to the class of organic compounds known as bilirubins. These are organic compounds containing a dicarboxylic acyclic tetrapyrrole derivative. 3-(2-{[3-(2-carboxyethyl)-5-{[(2z)-3-ethenyl-5-hydroxy-4-methylpyrrol-2-ylidene]methyl}-4-methyl-1h-pyrrol-2-yl]methylidene}-5-{[(2z)-4-ethenyl-5-hydroxy-3-methylpyrrol-2-ylidene]methyl}-4-methylpyrrol-3-yl)propanoic acid is found in Mus musculus. Based on a literature review very few articles have been published on 3-(2-{[3-(2-carboxyethyl)-5-{[(2Z)-3-ethenyl-5-hydroxy-4-methyl-2H-pyrrol-2-ylidene]methyl}-4-methyl-1H-pyrrol-2-yl]methylidene}-5-{[(2Z)-4-ethenyl-5-hydroxy-3-methyl-2H-pyrrol-2-ylidene]methyl}-4-methyl-2H-pyrrol-3-yl)propanoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072210012D          

 43 46  0  0  0  0            999 V2000
   -4.7660    2.7217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0515    2.3092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0515    1.4842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3840    0.9993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5994    1.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6390    0.2147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1541   -0.4528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4896   -1.2064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0771   -1.9209    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6292   -2.5340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4576   -3.3410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6730   -3.5959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0056   -3.1110    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3381   -3.5959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5535   -3.3410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3820   -2.5340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9340   -1.9209    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5215   -1.2064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8571   -0.4528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2855   -1.3780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8986   -0.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3717   -2.1985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0862   -2.6110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0862   -3.4360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5931   -4.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1081   -5.0480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4181   -4.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9030   -5.0480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7235   -4.9617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2084   -5.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8728   -6.3829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0289   -5.5429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3828   -2.1985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0973   -2.6110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8118   -2.1985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5262   -2.6110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5262   -3.4360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2407   -2.1985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2966   -1.3780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9097   -0.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4640    0.2147    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7189    0.9993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5035    1.2542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  4  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 16 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 14 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 12 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 10 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 33 39  2  0  0  0  0
  8 39  1  0  0  0  0
 39 40  1  0  0  0  0
  6 41  1  0  0  0  0
 41 42  2  0  0  0  0
  3 42  1  0  0  0  0
 42 43  1  0  0  0  0
M  END

     RDKit          3D

 77 80  0  0  0  0  0  0  0  0999 V2000
   -3.9602    6.2388   -0.1465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6795    5.1980   -0.5106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1611    3.8428   -0.5216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9119    2.7911   -0.8983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3242    2.8434   -1.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0350    1.6328   -0.7712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3474    0.3712   -1.0354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3557   -0.6993   -0.8594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1388   -0.5692   -0.4632 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5473   -1.8902   -0.4424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3177   -2.1868   -0.0860 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6883   -1.2370    0.3576 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0044   -0.0367   -0.1494 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0372    0.5253    0.5541 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6540    1.8068    0.2474 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9234    2.0311    0.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9193    1.0104    0.0374 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0511    1.5378   -0.2314 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2382    0.7968   -0.3169 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9294    2.9683   -0.4287 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0788    3.8383   -0.7425 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6261    3.2783   -0.2589 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1035    4.6152   -0.3643 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9292    5.1219   -0.2480 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3513   -0.3762    1.5256 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3781   -0.2110    2.5810 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5391   -1.4915    1.4435 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5279   -2.7095    2.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6334   -3.6409    1.8433 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6424   -4.8853    2.6881 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4897   -5.7936    2.5547 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6447   -4.9914    3.6490 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5512   -2.8516   -0.8766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5123   -4.3100   -1.0283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5937   -4.7584   -2.1387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5828   -6.2580   -2.2481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8560   -6.8020   -3.1235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3827   -6.9662   -1.3688 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6350   -2.1018   -1.1213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9526   -2.6421   -1.6015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7734    2.0532   -0.3157 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8393    3.3579   -0.1645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7861    4.1624    0.2759 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9463    6.0394    0.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3153    7.2518   -0.1320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7061    5.4280   -0.8085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0657    2.8321   -0.5552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5492    2.0044   -2.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4130    3.7795   -1.9760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3355    0.1465   -1.3788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0004   -3.2219   -0.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5607    0.4408   -0.9574 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9914    2.6418    0.1792 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2567   -0.0938   -0.8204 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0089    3.3985   -0.3099 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2735    3.9464   -1.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8604    4.8567   -0.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9178    5.3722   -0.6035 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9914    4.6742   -0.0339 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8856    6.2429   -0.3979 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1391   -1.0049    2.5002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9059   -0.3308    3.5941 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9205    0.7614    2.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7563   -2.3821    3.3267 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5367   -3.1923    2.2498 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6230   -3.1696    1.7669 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4324   -4.0389    0.8009 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6805   -4.8895    3.3924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5456   -4.6981   -1.2667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2485   -4.8399   -0.0844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9630   -4.3307   -3.1184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5593   -4.4021   -2.0557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6654   -7.9360   -1.5309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9397   -2.7778   -2.6929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7449   -1.8666   -1.4034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2565   -3.5244   -1.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6318    4.2698    1.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 20  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  3
 22 16  1  0
 16 15  2  0
 15 14  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 32  1  0
 30 31  2  0
 27 12  2  0
 12 13  1  0
 12 11  1  0
 11 10  2  0
 10  9  1  0
  9  8  2  0
  8  7  1  0
  7  6  2  0
  6 41  1  0
 41 42  2  0
 42 43  1  0
 42  3  1  0
  3  2  1  0
  2  1  2  3
  3  4  2  0
  4  5  1  0
  8 39  1  0
 39 40  1  0
 39 33  2  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 38  1  0
 36 37  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 13 14  1  0
 33 10  1  0
  4  6  1  0
 21 55  1  0
 21 56  1  0
 21 57  1  0
 23 58  1  0
 24 59  1  0
 24 60  1  0
 15 53  1  0
 26 61  1  0
 26 62  1  0
 26 63  1  0
 28 64  1  0
 28 65  1  0
 29 66  1  0
 29 67  1  0
 32 68  1  0
 13 52  1  0
 11 51  1  0
  7 50  1  0
 43 77  1  0
  2 46  1  0
  1 44  1  0
  1 45  1  0
  5 47  1  0
  5 48  1  0
  5 49  1  0
 40 74  1  0
 40 75  1  0
 40 76  1  0
 34 69  1  0
 34 70  1  0
 35 71  1  0
 35 72  1  0
 38 73  1  0
 19 54  1  0
M  END


  Mrv1652309072210012D          

 43 46  0  0  0  0            999 V2000
   -4.7660    2.7217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0515    2.3092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0515    1.4842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3840    0.9993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5994    1.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6390    0.2147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1541   -0.4528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4896   -1.2064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0771   -1.9209    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6292   -2.5340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4576   -3.3410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6730   -3.5959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0056   -3.1110    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3381   -3.5959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5535   -3.3410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3820   -2.5340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9340   -1.9209    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5215   -1.2064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8571   -0.4528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2855   -1.3780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8986   -0.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3717   -2.1985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0862   -2.6110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0862   -3.4360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5931   -4.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1081   -5.0480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4181   -4.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9030   -5.0480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7235   -4.9617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2084   -5.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8728   -6.3829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0289   -5.5429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3828   -2.1985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0973   -2.6110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8118   -2.1985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5262   -2.6110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5262   -3.4360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2407   -2.1985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2966   -1.3780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9097   -0.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4640    0.2147    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7189    0.9993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5035    1.2542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  4  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 16 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 14 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 12 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 10 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 33 39  2  0  0  0  0
  8 39  1  0  0  0  0
 39 40  1  0  0  0  0
  6 41  1  0  0  0  0
 41 42  2  0  0  0  0
  3 42  1  0  0  0  0
 42 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0246512

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=C(C=C)\C(=C\C2=C(C)C(CCC(O)=O)=C(N2)C=C2N=C(\C=C3/N=C(O)C(C=C)=C3C)C(C)=C2CCC(O)=O)N=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C33H34N4O6/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/h7-8,13-15,35H,1-2,9-12H2,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b26-13-,27-14-,28-15?

> <INCHI_KEY>
QBUVFDKTZJNUPP-UTURQPCESA-N

> <FORMULA>
C33H34N4O6

> <MOLECULAR_WEIGHT>
582.657

> <EXACT_MASS>
582.247834831

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
77

> <JCHEM_AVERAGE_POLARIZABILITY>
66.29633451886932

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(2-{[3-(2-carboxyethyl)-5-{[(2Z)-3-ethenyl-5-hydroxy-4-methyl-2H-pyrrol-2-ylidene]methyl}-4-methyl-1H-pyrrol-2-yl]methylidene}-5-{[(2Z)-4-ethenyl-5-hydroxy-3-methyl-2H-pyrrol-2-ylidene]methyl}-4-methyl-2H-pyrrol-3-yl)propanoic acid

> <JCHEM_LOGP>
1.6758005184100744

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.526795829768361

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7635005913923902

> <JCHEM_PKA_STRONGEST_BASIC>
5.334341299365738

> <JCHEM_POLAR_SURFACE_AREA>
167.92999999999998

> <JCHEM_REFRACTIVITY>
170.39850000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3-(2-{[3-(2-carboxyethyl)-5-{[(2Z)-3-ethenyl-5-hydroxy-4-methylpyrrol-2-ylidene]methyl}-4-methyl-1H-pyrrol-2-yl]methylidene}-5-{[(2Z)-4-ethenyl-5-hydroxy-3-methylpyrrol-2-ylidene]methyl}-4-methylpyrrol-3-yl)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0      -8.896   5.081   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.563   4.311   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.563   2.771   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.317   1.865   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.852   2.341   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.793   0.401   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.888  -0.845   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.514  -2.252   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      -5.744  -3.586   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      -6.774  -4.730   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.454  -6.237   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.990  -6.712   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      -3.744  -5.807   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      -2.498  -6.712   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.033  -6.237   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.713  -4.730   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      -1.743  -3.586   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0      -0.973  -2.252   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.600  -0.845   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.533  -2.572   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.677  -1.542   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.694  -4.104   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.028  -4.874   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.028  -6.414   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.974  -8.177   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.069  -9.423   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -4.514  -8.177   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -5.419  -9.423   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -6.950  -9.262   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -7.856 -10.508   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -7.229 -11.915   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -9.387 -10.347   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -8.181  -4.104   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -9.515  -4.874   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -10.849  -4.104   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -12.182  -4.874   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0     -12.182  -6.414   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0     -13.516  -4.104   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -8.020  -2.572   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -9.165  -1.542   0.000  0.00  0.00           C+0
HETATM   41  N   UNK     0      -8.333   0.401   0.000  0.00  0.00           N+0
HETATM   42  C   UNK     0      -8.809   1.865   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0     -10.273   2.341   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   42                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   41                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   39                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   33                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   27                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   25                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   22                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   16   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   14   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   12   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   10   34   39                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36                                                            
CONECT   39   33    8   40                                                  
CONECT   40   39                                                            
CONECT   41    6   42                                                       
CONECT   42   41    3   43                                                  
CONECT   43   42                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   92    0
END

View in JSmol

Synonyms

Value	Source
3-(2-{[3-(2-carboxyethyl)-5-{[(2Z)-3-ethenyl-5-hydroxy-4-methyl-2H-pyrrol-2-ylidene]methyl}-4-methyl-1H-pyrrol-2-yl]methylidene}-5-{[(2Z)-4-ethenyl-5-hydroxy-3-methyl-2H-pyrrol-2-ylidene]methyl}-4-methyl-2H-pyrrol-3-yl)propanoate	Generator

Chemical Formula

C₃₃H₃₄N₄O₆

Average Mass

582.6570 Da

Monoisotopic Mass

582.24783 Da

IUPAC Name

3-(2-{[3-(2-carboxyethyl)-5-{[(2Z)-3-ethenyl-5-hydroxy-4-methyl-2H-pyrrol-2-ylidene]methyl}-4-methyl-1H-pyrrol-2-yl]methylidene}-5-{[(2Z)-4-ethenyl-5-hydroxy-3-methyl-2H-pyrrol-2-ylidene]methyl}-4-methyl-2H-pyrrol-3-yl)propanoic acid

Traditional Name

3-(2-{[3-(2-carboxyethyl)-5-{[(2Z)-3-ethenyl-5-hydroxy-4-methylpyrrol-2-ylidene]methyl}-4-methyl-1H-pyrrol-2-yl]methylidene}-5-{[(2Z)-4-ethenyl-5-hydroxy-3-methylpyrrol-2-ylidene]methyl}-4-methylpyrrol-3-yl)propanoic acid

CAS Registry Number

Not Available

SMILES

CC1=C(C=C)\C(=C\C2=C(C)C(CCC(O)=O)=C(N2)C=C2N=C(\C=C3/N=C(O)C(C=C)=C3C)C(C)=C2CCC(O)=O)N=C1O

InChI Identifier

InChI=1S/C33H34N4O6/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/h7-8,13-15,35H,1-2,9-12H2,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b26-13-,27-14-,28-15?

InChI Key

QBUVFDKTZJNUPP-UTURQPCESA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Mus musculus	LOTUS Database	35616633

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
Substituted pyrrole
Dicarboxylic acid or derivatives
Heteroaromatic compound
Cyclic carboximidic acid
Pyrrole
Ketimine
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Imine
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	1.68	ChemAxon
pKa (Strongest Acidic)	3.76	ChemAxon
pKa (Strongest Basic)	5.33	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	167.93 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	170.4 m³·mol⁻¹	ChemAxon
Polarizability	66.3 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

58130958

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

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-(2-{[3-(2-carboxyethyl)-5-{[(2z)-3-ethenyl-5-hydroxy-4-methylpyrrol-2-ylidene]methyl}-4-methyl-1h-pyrrol-2-yl]methylidene}-5-{[(2z)-4-ethenyl-5-hydroxy-3-methylpyrrol-2-ylidene]methyl}-4-methylpyrrol-3-yl)propanoic acid (NP0246512)

MOL for NP0246512 (3-(2-{[3-(2-carboxyethyl)-5-{[(2z)-3-ethenyl-5-hydroxy-4-methylpyrrol-2-ylidene]methyl}-4-methyl-1h-pyrrol-2-yl]methylidene}-5-{[(2z)-4-ethenyl-5-hydroxy-3-methylpyrrol-2-ylidene]methyl}-4-methylpyrrol-3-yl)propanoic acid)

3D MOL for NP0246512 (3-(2-{[3-(2-carboxyethyl)-5-{[(2z)-3-ethenyl-5-hydroxy-4-methylpyrrol-2-ylidene]methyl}-4-methyl-1h-pyrrol-2-yl]methylidene}-5-{[(2z)-4-ethenyl-5-hydroxy-3-methylpyrrol-2-ylidene]methyl}-4-methylpyrrol-3-yl)propanoic acid)

3D SDF for NP0246512 (3-(2-{[3-(2-carboxyethyl)-5-{[(2z)-3-ethenyl-5-hydroxy-4-methylpyrrol-2-ylidene]methyl}-4-methyl-1h-pyrrol-2-yl]methylidene}-5-{[(2z)-4-ethenyl-5-hydroxy-3-methylpyrrol-2-ylidene]methyl}-4-methylpyrrol-3-yl)propanoic acid)

3D-SDF for NP0246512 (3-(2-{[3-(2-carboxyethyl)-5-{[(2z)-3-ethenyl-5-hydroxy-4-methylpyrrol-2-ylidene]methyl}-4-methyl-1h-pyrrol-2-yl]methylidene}-5-{[(2z)-4-ethenyl-5-hydroxy-3-methylpyrrol-2-ylidene]methyl}-4-methylpyrrol-3-yl)propanoic acid)

PDB for NP0246512 (3-(2-{[3-(2-carboxyethyl)-5-{[(2z)-3-ethenyl-5-hydroxy-4-methylpyrrol-2-ylidene]methyl}-4-methyl-1h-pyrrol-2-yl]methylidene}-5-{[(2z)-4-ethenyl-5-hydroxy-3-methylpyrrol-2-ylidene]methyl}-4-methylpyrrol-3-yl)propanoic acid)

3D PDB for NP0246512 (3-(2-{[3-(2-carboxyethyl)-5-{[(2z)-3-ethenyl-5-hydroxy-4-methylpyrrol-2-ylidene]methyl}-4-methyl-1h-pyrrol-2-yl]methylidene}-5-{[(2z)-4-ethenyl-5-hydroxy-3-methylpyrrol-2-ylidene]methyl}-4-methylpyrrol-3-yl)propanoic acid)

SMILES for NP0246512 (3-(2-{[3-(2-carboxyethyl)-5-{[(2z)-3-ethenyl-5-hydroxy-4-methylpyrrol-2-ylidene]methyl}-4-methyl-1h-pyrrol-2-yl]methylidene}-5-{[(2z)-4-ethenyl-5-hydroxy-3-methylpyrrol-2-ylidene]methyl}-4-methylpyrrol-3-yl)propanoic acid)

INCHI for NP0246512 (3-(2-{[3-(2-carboxyethyl)-5-{[(2z)-3-ethenyl-5-hydroxy-4-methylpyrrol-2-ylidene]methyl}-4-methyl-1h-pyrrol-2-yl]methylidene}-5-{[(2z)-4-ethenyl-5-hydroxy-3-methylpyrrol-2-ylidene]methyl}-4-methylpyrrol-3-yl)propanoic acid)

Structure for NP0246512 (3-(2-{[3-(2-carboxyethyl)-5-{[(2z)-3-ethenyl-5-hydroxy-4-methylpyrrol-2-ylidene]methyl}-4-methyl-1h-pyrrol-2-yl]methylidene}-5-{[(2z)-4-ethenyl-5-hydroxy-3-methylpyrrol-2-ylidene]methyl}-4-methylpyrrol-3-yl)propanoic acid)

3D Structure for NP0246512 (3-(2-{[3-(2-carboxyethyl)-5-{[(2z)-3-ethenyl-5-hydroxy-4-methylpyrrol-2-ylidene]methyl}-4-methyl-1h-pyrrol-2-yl]methylidene}-5-{[(2z)-4-ethenyl-5-hydroxy-3-methylpyrrol-2-ylidene]methyl}-4-methylpyrrol-3-yl)propanoic acid)