MiMeDB: Showing metabocard for (9Z)-Nonadecenoyl-CoA (MMDBc0050834)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-05-16 20:07:53 UTC

Update Date

2022-09-01 02:17:56 UTC

Metabolite ID

MMDBc0050834

Metabolite Identification

Common Name

(9Z)-Nonadecenoyl-CoA

Description

5-Chloro-4-(guanidino)-2,1,3-benzothiazdiazole, also known as DS 201-341 or N-(5-chloro-2,1,3-benzothiadiazol-4-yl)guanidine, belongs to the class of organic compounds known as benzothiadiazoles. These are heterocyclic aromatic compounds containing a benzene ring fused to a thiadiazole ring. Thiadiazole is a five-membered aromatic heterocycle made up of one sulfur atom and two nitrogen atoms. 5-Chloro-4-(guanidino)-2,1,3-benzothiazdiazole is a strong basic compound (based on its pKa). It is used to treat the spasms, cramping, and tightness of muscles caused by medical problems such as multiple sclerosis, spastic diplegia, back pain, or certain other injuries to the spine or central nervous system. It is also prescribed off-label for migraine headaches, as a sleep aid, and as an anticonvulsant (Wikipedia). Tizanidine (trade names Zanaflex, Sirdalud) is a drug that is used as a muscle relaxant. 5-Chloro-4-(guanidino)-2,1,3-benzothiazdiazole is one of the two major metabolites of tizanidine. It is a centrally acting α2 adrenergic agonist.

Structure

MOL SDF PDB SMILES InChI

      
  Mrv1652308081919502D          

 68 70  0  0  1  0            999 V2000
   14.6015   -3.4197    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.9341   -2.9347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3467   -4.2043    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.2666   -3.4197    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.5216   -4.2043    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.8314   -4.8717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8561   -7.4606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5986   -7.8730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1415   -7.8730    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4272   -7.4606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7126   -7.8730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1699   -6.2230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4272   -6.6356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1699   -5.3981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    7.1699   -3.7481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5824   -3.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4555   -4.1605    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7411   -3.7481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5986   -3.7481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2487   -3.7481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8986   -3.7481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   18.1423   -3.3042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5986   -8.6980    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.3133   -9.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3133   -9.1107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0277   -8.6980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7423   -9.1107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4567   -8.6980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.5683   -8.6971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2827   -9.1097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9969   -8.6971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1399   -9.1090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7113   -9.1093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4255   -8.6968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8541   -8.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5688   -9.1082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2830   -8.6953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 38  1  1  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  3  6  1  6  0  0  0
  4 32  1  1  0  0  0
  5  4  1  0  0  0  0
  5 33  1  6  0  0  0
  9  7  1  0  0  0  0
  7  8  1  0  0  0  0
 10  9  1  0  0  0  0
 13 10  1  0  0  0  0
 10 11  2  0  0  0  0
 12 14  1  0  0  0  0
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 16 14  1  0  0  0  0
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 16 21  1  0  0  0  0
 19 17  1  0  0  0  0
 17 23  1  0  0  0  0
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 21 22  1  6  0  0  0
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 48 50  1  0  0  0  0
 50 49  2  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
  8 48  1  0  0  0  0
 53 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 54  1  0  0  0  0
 58 59  1  0  0  0  0
 59 57  2  0  0  0  0
 54 58  1  0  0  0  0
 60 61  1  0  0  0  0
 61 62  1  0  0  0  0
 62 64  1  0  0  0  0
 64 65  1  0  0  0  0
 65 63  1  0  0  0  0
 63 66  1  0  0  0  0
 57 60  1  0  0  0  0
 66 67  1  0  0  0  0
 67 68  1  0  0  0  0
M  END

      
  Mrv1652308081919502D          

 68 70  0  0  1  0            999 V2000
   14.6015   -3.4197    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.9341   -2.9347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3467   -4.2043    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.2666   -3.4197    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.5216   -4.2043    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.8314   -4.8717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8561   -7.4606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5986   -7.8730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1415   -7.8730    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4272   -7.4606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7126   -7.8730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1699   -6.2230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4272   -6.6356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1699   -5.3981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7411   -5.3981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   10.2487   -3.7481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8986   -3.7481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4236   -2.9230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   11.0736   -4.5731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4236   -3.7481    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   11.0736   -3.7481    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   12.4822   -3.1648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.0367   -5.6968    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   13.0367   -6.5216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3861   -3.1648    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   17.4281   -4.5416    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1423   -3.3042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    9.3133   -9.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3133   -9.1107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0277   -8.6980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7423   -9.1107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4567   -8.6980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6002   -9.1100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1712   -9.1103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.0289   -9.1097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5683   -8.6971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 64 65  1  0  0  0  0
 65 63  1  0  0  0  0
 63 66  1  0  0  0  0
 57 60  1  0  0  0  0
 66 67  1  0  0  0  0
 67 68  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0050834

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCCCCCC\C=C/CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N

> <INCHI_IDENTIFIER>
InChI=1S/C40H70N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-31(49)68-24-23-42-30(48)21-22-43-38(52)35(51)40(2,3)26-61-67(58,59)64-66(56,57)60-25-29-34(63-65(53,54)55)33(50)39(62-29)47-28-46-32-36(41)44-27-45-37(32)47/h12-13,27-29,33-35,39,50-51H,4-11,14-26H2,1-3H3,(H,42,48)(H,43,52)(H,56,57)(H,58,59)(H2,41,44,45)(H2,53,54,55)/b13-12-/t29-,33-,34-,35+,39-/m1/s1

> <INCHI_KEY>
MBAUFAVCBBRIGA-VPTDMFBPSA-N

> <FORMULA>
C40H70N7O17P3S

> <MOLECULAR_WEIGHT>
1046.01

> <EXACT_MASS>
1045.37617599

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
138

> <JCHEM_AVERAGE_POLARIZABILITY>
107.02537442505322

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-2,2-dimethyl-3-{[2-({2-[(9Z)-nonadec-9-enoylsulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
3.10

> <JCHEM_LOGP>
1.5700937171853762

> <ALOGPS_LOGS>
-3.16

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.9001207347761846

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8209787813398228

> <JCHEM_PKA_STRONGEST_BASIC>
4.006053268556904

> <JCHEM_POLAR_SURFACE_AREA>
363.6299999999999

> <JCHEM_REFRACTIVITY>
251.5675

> <JCHEM_ROTATABLE_BOND_COUNT>
36

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.32e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-({[hydroxy([hydroxy((3R)-3-hydroxy-2,2-dimethyl-3-{[2-({2-[(9Z)-nonadec-9-enoylsulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy)phosphoryl]oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-AUG-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-AUG-19         0                                  
HETATM    1  C   UNK     0      27.256  -6.383   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      26.010  -5.478   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      26.781  -7.848   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      24.764  -6.383   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      25.240  -7.848   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      27.685  -9.094   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      14.665 -13.926   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      16.051 -14.696   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      13.331 -14.696   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      11.997 -13.926   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      10.664 -14.696   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      13.384 -11.616   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.997 -12.386   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      13.384 -10.076   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0      10.717 -10.076   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      12.050  -9.306   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.717  -7.766   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.614  -5.663   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.384  -6.996   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.154  -5.663   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.050  -7.766   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      10.717  -6.996   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      16.051  -6.996   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      19.131  -6.996   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      22.211  -6.996   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      17.591  -5.456   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      17.591  -8.536   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      20.671  -5.456   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      20.671  -8.536   0.000  0.00  0.00           O+0
HETATM   30  P   UNK     0      17.591  -6.996   0.000  0.00  0.00           P+0
HETATM   31  P   UNK     0      20.671  -6.996   0.000  0.00  0.00           P+0
HETATM   32  C   UNK     0      23.300  -5.908   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      24.335  -9.094   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      22.795 -10.634   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      25.875 -10.634   0.000  0.00  0.00           O+0
HETATM   36  P   UNK     0      24.335 -10.634   0.000  0.00  0.00           P+0
HETATM   37  O   UNK     0      24.335 -12.174   0.000  0.00  0.00           O+0
HETATM   38  N   UNK     0      28.721  -5.908   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0      29.866  -6.938   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      29.347  -4.501   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      31.199  -6.168   0.000  0.00  0.00           C+0
HETATM   42  N   UNK     0      29.866  -8.478   0.000  0.00  0.00           N+0
HETATM   43  N   UNK     0      30.879  -4.662   0.000  0.00  0.00           N+0
HETATM   44  C   UNK     0      32.532  -6.938   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      31.199  -9.248   0.000  0.00  0.00           C+0
HETATM   46  N   UNK     0      32.532  -8.478   0.000  0.00  0.00           N+0
HETATM   47  N   UNK     0      33.866  -6.168   0.000  0.00  0.00           N+0
HETATM   48  S   UNK     0      16.051 -16.236   0.000  0.00  0.00           S+0
HETATM   49  O   UNK     0      17.385 -18.546   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      17.385 -17.007   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      18.718 -16.236   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      20.052 -17.007   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      21.386 -16.236   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      25.387 -17.005   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      22.720 -17.006   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      24.053 -16.236   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      29.594 -17.005   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      26.721 -16.234   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      28.054 -17.005   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      30.927 -16.235   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      32.261 -17.005   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      33.594 -16.235   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0      37.594 -17.003   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0      34.928 -17.004   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0      36.261 -16.234   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0      38.928 -16.233   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0      40.262 -17.002   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0      41.595 -16.231   0.000  0.00  0.00           C+0
CONECT    1   38    2    3                                                  
CONECT    2    1    4                                                       
CONECT    3    1    5    6                                                  
CONECT    4    2   32    5                                                  
CONECT    5    3    4   33                                                  
CONECT    6    3                                                            
CONECT    7    9    8                                                       
CONECT    8    7   48                                                       
CONECT    9    7   10                                                       
CONECT   10    9   13   11                                                  
CONECT   11   10                                                            
CONECT   12   14   13                                                       
CONECT   13   10   12                                                       
CONECT   14   12   16                                                       
CONECT   15   16                                                            
CONECT   16   14   15   21                                                  
CONECT   17   19   23                                                       
CONECT   18   19                                                            
CONECT   19   17   18   21   20                                             
CONECT   20   19                                                            
CONECT   21   16   19   22                                                  
CONECT   22   21                                                            
CONECT   23   17   30                                                       
CONECT   24   30   31                                                       
CONECT   25   31   32                                                       
CONECT   26   30                                                            
CONECT   27   30                                                            
CONECT   28   31                                                            
CONECT   29   31                                                            
CONECT   30   23   24   26   27                                             
CONECT   31   24   25   28   29                                             
CONECT   32    4   25                                                       
CONECT   33    5   36                                                       
CONECT   34   36                                                            
CONECT   35   36                                                            
CONECT   36   33   34   35   37                                             
CONECT   37   36                                                            
CONECT   38    1   39   40                                                  
CONECT   39   38   41   42                                                  
CONECT   40   38   43                                                       
CONECT   41   39   44   43                                                  
CONECT   42   39   45                                                       
CONECT   43   40   41                                                       
CONECT   44   41   46   47                                                  
CONECT   45   42   46                                                       
CONECT   46   44   45                                                       
CONECT   47   44                                                            
CONECT   48   50    8                                                       
CONECT   49   50                                                            
CONECT   50   48   49   51                                                  
CONECT   51   50   52                                                       
CONECT   52   51   53                                                       
CONECT   53   52   55                                                       
CONECT   54   56   58                                                       
CONECT   55   53   56                                                       
CONECT   56   55   54                                                       
CONECT   57   59   60                                                       
CONECT   58   59   54                                                       
CONECT   59   58   57                                                       
CONECT   60   61   57                                                       
CONECT   61   60   62                                                       
CONECT   62   61   64                                                       
CONECT   63   65   66                                                       
CONECT   64   62   65                                                       
CONECT   65   64   63                                                       
CONECT   66   63   67                                                       
CONECT   67   66   68                                                       
CONECT   68   67                                                            
MASTER        0    0    0    0    0    0    0    0   68    0  140    0
END

Synonyms

Value	Source
DS 201-341	HMDB
N-(5-Chloro-2,1,3-benzothiadiazol-4-yl)guanidine	HMDB

Molecular Formula

C₄₀H₇₀N₇O₁₇P₃S

Average Mass

1046.01

Monoisotopic Mass

1045.37617599

IUPAC Name

{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-2,2-dimethyl-3-{[2-({2-[(9Z)-nonadec-9-enoylsulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid

Traditional Name

[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-({[hydroxy([hydroxy((3R)-3-hydroxy-2,2-dimethyl-3-{[2-({2-[(9Z)-nonadec-9-enoylsulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy)phosphoryl]oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxyphosphonic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCC\C=C/CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N

InChI Identifier

InChI=1S/C40H70N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-31(49)68-24-23-42-30(48)21-22-43-38(52)35(51)40(2,3)26-61-67(58,59)64-66(56,57)60-25-29-34(63-65(53,54)55)33(50)39(62-29)47-28-46-32-36(41)44-27-45-37(32)47/h12-13,27-29,33-35,39,50-51H,4-11,14-26H2,1-3H3,(H,42,48)(H,43,52)(H,56,57)(H,58,59)(H2,41,44,45)(H2,53,54,55)/b13-12-/t29-,33-,34-,35+,39-/m1/s1

InChI Key

MBAUFAVCBBRIGA-VPTDMFBPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzothiadiazoles. These are heterocyclic aromatic compounds containing a benzene ring fused to a thiadiazole ring. Thiadiazole is a five-membered aromatic heterocycle made up of one sulfur atom and two nitrogen atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzothiadiazoles

Sub Class

Not Available

Direct Parent

Benzothiadiazoles

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.73 g/L	ALOGPS
logP	3.1	ALOGPS
logP	1.57	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	4.01	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	363.63 Å²	ChemAxon
Rotatable Bond Count	36	ChemAxon
Refractivity	251.57 m³·mol⁻¹	ChemAxon
Polarizability	107.03 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-10	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0021075	Glycerol 3-phosphate	Coenzyme A	Glycerol-3-phosphate acyltransferase	Acylation	PathBank	31602464
MMDBr0021403	LPA(10:0/0:0)	Coenzyme A	1-acyl-sn-glycerol-3-phosphate acyltransferase	Acylation	PathBank	31602464
MMDBr0021508	LPA(18:0/0:0)	Coenzyme A	1-acyl-sn-glycerol-3-phosphate acyltransferase	Acylation	PathBank	31602464
MMDBr0021526	LPA(12:0/0:0)	Coenzyme A	1-acyl-sn-glycerol-3-phosphate acyltransferase	Acylation	PathBank	31602464
MMDBr0021552	LPA(18:1(9Z)/0:0)	Coenzyme A	1-acyl-sn-glycerol-3-phosphate acyltransferase	Acylation	PathBank	31602464
MMDBr0021588	(9Z)-Nonadecenoyl-CoA	Coenzyme A	1-acyl-sn-glycerol-3-phosphate acyltransferase	Acylation	PathBank	31602464
MMDBr0021633	LPA(14:0/0:0)	Coenzyme A	1-acyl-sn-glycerol-3-phosphate acyltransferase	Acylation	PathBank	31602464
MMDBr0021716	LPA(15:0/0:0)	Coenzyme A	1-acyl-sn-glycerol-3-phosphate acyltransferase	Acylation	PathBank	31602464
MMDBr0038845	(9Z)-Nonadecenoyl-CoA	(9Z)-nonadec-9-enoic acid	Thioesterase TesA	Hydrolysis	RHEA	34755880

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0240364

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

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

65451561

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]

Showing metabocard for (9Z)-Nonadecenoyl-CoA (MMDBc0050834)

MOL for #<Metabolite:0x00007f5a4af44268>

3D MOL for #<Metabolite:0x00007f5a4af44268>

3D SDF for #<Metabolite:0x00007f5a4af44268>

3D-SDF for #<Metabolite:0x00007f5a4af44268>

PDB for #<Metabolite:0x00007f5a4af44268>

3D PDB for #<Metabolite:0x00007f5a4af44268>

SMILES for #<Metabolite:0x00007f5a4af44268>

INCHI for #<Metabolite:0x00007f5a4af44268>

Structure for #<Metabolite:0x00007f5a4af44268>

3D Structure for #<Metabolite:0x00007f5a4af44268>