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Showing NP-Card for 2,3-dehydroadipyl-CoA (NP0339497)

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Record Information
Version2.0
Created at2024-09-11 22:07:50 UTC
Updated at2024-09-11 22:07:50 UTC
NP-MRD IDNP0339497
Secondary Accession NumbersNone
Natural Product Identification
Common Name2,3-dehydroadipyl-CoA
Description5-Carboxy-2-pentenoyl-CoA, also known as (e)-3,4-dehydroadipoyl-CoA or 2,3-didehydroadipyl-CoA, belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. Thus, 5-carboxy-2-pentenoyl-CoA is considered to be a fatty ester lipid molecule. These are organic compounds contaning a coenzyme A substructure linked to another moeity through an ester bond. 5-Carboxy-2-pentenoyl-CoA is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 5-Carboxy-2-pentenoyl-CoA exists in all living organisms, ranging from bacteria to humans. Outside of the human body, 5-Carboxy-2-pentenoyl-CoA has been detected, but not quantified in, several different foods, such as purple mangosteens, grapes, pineapples, common beets, and wheats. This could make 5-carboxy-2-pentenoyl-CoA a potential biomarker for the consumption of these foods.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0339497 (2,3-dehydroadipyl-CoA)

 
  Mrv0541 07191212442D          
 
 57 59  0  0  1  0            999 V2000
    9.2400  -12.1275    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.9413  -11.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6838  -12.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3850  -11.7150    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0863  -12.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8288  -11.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5300  -12.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2313  -11.7150    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9738  -12.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6750  -11.7150    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.3763  -12.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0775  -11.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8200  -12.1275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0863  -12.9525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9738  -12.9525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6750  -10.8900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3763  -11.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3763  -12.9525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6450  -12.1275    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   19.4700  -12.1275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6450  -12.9525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8088   -9.1988    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.6338   -9.1988    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.8813   -8.4150    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.2213   -7.9200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5613   -8.4150    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.6650   -8.1675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3138   -9.8588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1288   -9.8588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9538   -9.8588    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   16.9538   -9.0338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7788   -9.8588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9538  -10.6838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1275   -7.3425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1275   -8.1675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5713   -8.1675    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5713   -7.3425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8288   -6.9300    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4263   -6.9300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6838   -7.3425    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6838   -8.1675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4263   -8.5800    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4263   -6.1050    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8200   -8.4150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6450   -8.4150    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   18.6450   -7.5900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4700   -8.4150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6450  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4975  -11.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8375  -12.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0950  -11.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3525  -12.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6100  -11.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500  -12.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2488  -11.6738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4975  -10.8900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500  -12.9113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  5 14  2  0  0  0  0
  9 15  2  0  0  0  0
 10 16  1  6  0  0  0
 11 17  1  0  0  0  0
 11 18  1  0  0  0  0
 13 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 22 26  1  0  0  0  0
 24 27  1  6  0  0  0
 22 28  1  1  0  0  0
 23 29  1  1  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 30 33  2  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 34 38  1  0  0  0  0
 34 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 35 42  1  0  0  0  0
 39 43  1  0  0  0  0
 26 36  1  6  0  0  0
 27 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  2  0  0  0  0
 45 48  1  0  0  0  0
 19 48  1  0  0  0  0
  1 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  2  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 49 56  2  0  0  0  0
 54 57  2  0  0  0  0
M  END
Download

3D MOL for NP0339497 (2,3-dehydroadipyl-CoA)

Download
3D SDF for NP0339497 (2,3-dehydroadipyl-CoA)
 
  Mrv0541 07191212442D          
 
 57 59  0  0  1  0            999 V2000
    9.2400  -12.1275    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.9413  -11.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6838  -12.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3850  -11.7150    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0863  -12.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8288  -11.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5300  -12.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2313  -11.7150    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9738  -12.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6750  -11.7150    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.3763  -12.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0775  -11.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8200  -12.1275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0863  -12.9525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9738  -12.9525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6750  -10.8900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3763  -11.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3763  -12.9525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6450  -12.1275    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   19.4700  -12.1275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6450  -12.9525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8088   -9.1988    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.6338   -9.1988    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.8813   -8.4150    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.2213   -7.9200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5613   -8.4150    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.6650   -8.1675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3138   -9.8588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1288   -9.8588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9538   -9.8588    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   16.9538   -9.0338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7788   -9.8588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9538  -10.6838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1275   -7.3425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1275   -8.1675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5713   -8.1675    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5713   -7.3425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8288   -6.9300    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4263   -6.9300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6838   -7.3425    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6838   -8.1675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4263   -8.5800    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4263   -6.1050    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8200   -8.4150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6450   -8.4150    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   18.6450   -7.5900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4700   -8.4150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6450  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4975  -11.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8375  -12.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0950  -11.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3525  -12.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6100  -11.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500  -12.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2488  -11.6738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4975  -10.8900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500  -12.9113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  5 14  2  0  0  0  0
  9 15  2  0  0  0  0
 10 16  1  6  0  0  0
 11 17  1  0  0  0  0
 11 18  1  0  0  0  0
 13 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 22 26  1  0  0  0  0
 24 27  1  6  0  0  0
 22 28  1  1  0  0  0
 23 29  1  1  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 30 33  2  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 34 38  1  0  0  0  0
 34 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 35 42  1  0  0  0  0
 39 43  1  0  0  0  0
 26 36  1  6  0  0  0
 27 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  2  0  0  0  0
 45 48  1  0  0  0  0
 19 48  1  0  0  0  0
  1 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  2  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 49 56  2  0  0  0  0
 54 57  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0339497

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O[C@H](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)C(=O)NCCC(=O)NCCSC(=O)\C=C\CCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C27H42N7O19P3S/c1-27(2,22(40)25(41)30-8-7-16(35)29-9-10-57-18(38)6-4-3-5-17(36)37)12-50-56(47,48)53-55(45,46)49-11-15-21(52-54(42,43)44)20(39)26(51-15)34-14-33-19-23(28)31-13-32-24(19)34/h4,6,13-15,20-22,26,39-40H,3,5,7-12H2,1-2H3,(H,29,35)(H,30,41)(H,36,37)(H,45,46)(H,47,48)(H2,28,31,32)(H2,42,43,44)/b6-4+/t15-,20-,21-,22+,26-/m1/s1

> <INCHI_KEY>
ZFXICKRXPZTFPB-KCQRSJHASA-N

> <FORMULA>
C27H42N7O19P3S

> <MOLECULAR_WEIGHT>
893.644

> <EXACT_MASS>
893.146902423

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
77.97501569801122

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4E)-6-[(2-{3-[(2R)-3-[({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-2-hydroxy-3-methylbutanamido]propanamido}ethyl)sulfanyl]-6-oxohex-4-enoic acid

> <ALOGPS_LOGP>
-0.21

> <JCHEM_LOGP>
-6.0319843965250115

> <ALOGPS_LOGS>
-2.45

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-5

> <JCHEM_PKA>
2.667529651022029

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.825063129796769

> <JCHEM_PKA_STRONGEST_BASIC>
5.00883125864133

> <JCHEM_POLAR_SURFACE_AREA>
400.93

> <JCHEM_REFRACTIVITY>
193.39660000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
24

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.16e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
trans-2,3-didehydroadipoyl-coa

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0339497 (2,3-dehydroadipyl-CoA)
Download
PDB for NP0339497 (2,3-dehydroadipyl-CoA)
HEADER    PROTEIN                                 19-JUL-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUL-12         0                                  
HETATM    1  S   UNK     0      17.248 -22.638   0.000  0.00  0.00           S+0
HETATM    2  C   UNK     0      18.557 -21.868   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      19.943 -22.638   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      21.252 -21.868   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      22.561 -22.638   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      23.947 -21.868   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      25.256 -22.638   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      26.565 -21.868   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      27.951 -22.638   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      29.260 -21.868   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      30.569 -22.638   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      31.878 -21.868   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      33.264 -22.638   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      22.561 -24.178   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      27.951 -24.178   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      29.260 -20.328   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      30.569 -21.098   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      30.569 -24.178   0.000  0.00  0.00           C+0
HETATM   19  P   UNK     0      34.804 -22.638   0.000  0.00  0.00           P+0
HETATM   20  O   UNK     0      36.344 -22.638   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      34.804 -24.178   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      27.643 -17.171   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      29.183 -17.171   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      29.645 -15.708   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      28.413 -14.784   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      27.181 -15.708   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      31.108 -15.246   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      26.719 -18.403   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      30.107 -18.403   0.000  0.00  0.00           O+0
HETATM   30  P   UNK     0      31.647 -18.403   0.000  0.00  0.00           P+0
HETATM   31  O   UNK     0      31.647 -16.863   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      33.187 -18.403   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      31.647 -19.943   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      22.638 -13.706   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      22.638 -15.246   0.000  0.00  0.00           C+0
HETATM   36  N   UNK     0      25.333 -15.246   0.000  0.00  0.00           N+0
HETATM   37  C   UNK     0      25.333 -13.706   0.000  0.00  0.00           C+0
HETATM   38  N   UNK     0      23.947 -12.936   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0      21.329 -12.936   0.000  0.00  0.00           C+0
HETATM   40  N   UNK     0      19.943 -13.706   0.000  0.00  0.00           N+0
HETATM   41  C   UNK     0      19.943 -15.246   0.000  0.00  0.00           C+0
HETATM   42  N   UNK     0      21.329 -16.016   0.000  0.00  0.00           N+0
HETATM   43  N   UNK     0      21.329 -11.396   0.000  0.00  0.00           N+0
HETATM   44  O   UNK     0      33.264 -15.708   0.000  0.00  0.00           O+0
HETATM   45  P   UNK     0      34.804 -15.708   0.000  0.00  0.00           P+0
HETATM   46  O   UNK     0      34.804 -14.168   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      36.344 -15.708   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      34.804 -19.250   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0      15.862 -21.791   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      14.630 -22.638   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      13.244 -21.791   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      11.858 -22.638   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      10.472 -21.791   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       9.240 -22.638   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0       7.931 -21.791   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0      15.862 -20.328   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0       9.240 -24.101   0.000  0.00  0.00           O+0
CONECT    1    2   49                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   14                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   15                                                  
CONECT   10    9   11   16                                                  
CONECT   11   10   12   17   18                                             
CONECT   12   11   13                                                       
CONECT   13   12   19                                                       
CONECT   14    5                                                            
CONECT   15    9                                                            
CONECT   16   10                                                            
CONECT   17   11                                                            
CONECT   18   11                                                            
CONECT   19   13   20   21   48                                             
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   23   26   28                                                  
CONECT   23   22   24   29                                                  
CONECT   24   23   25   27                                                  
CONECT   25   24   26                                                       
CONECT   26   25   22   36                                                  
CONECT   27   24   44                                                       
CONECT   28   22                                                            
CONECT   29   23   30                                                       
CONECT   30   29   31   32   33                                             
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   30                                                            
CONECT   34   35   38   39                                                  
CONECT   35   34   36   42                                                  
CONECT   36   35   37   26                                                  
CONECT   37   36   38                                                       
CONECT   38   37   34                                                       
CONECT   39   34   40   43                                                  
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   35                                                       
CONECT   43   39                                                            
CONECT   44   27   45                                                       
CONECT   45   44   46   47   48                                             
CONECT   46   45                                                            
CONECT   47   45                                                            
CONECT   48   45   19                                                       
CONECT   49    1   50   56                                                  
CONECT   50   49   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53   55   57                                                  
CONECT   55   54                                                            
CONECT   56   49                                                            
CONECT   57   54                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  118    0
END

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3D PDB for NP0339497 (2,3-dehydroadipyl-CoA)
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SMILES for NP0339497 (2,3-dehydroadipyl-CoA)
O[C@H](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)C(=O)NCCC(=O)NCCSC(=O)\C=C\CCC(O)=O
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INCHI for NP0339497 (2,3-dehydroadipyl-CoA)
InChI=1S/C27H42N7O19P3S/c1-27(2,22(40)25(41)30-8-7-16(35)29-9-10-57-18(38)6-4-3-5-17(36)37)12-50-56(47,48)53-55(45,46)49-11-15-21(52-54(42,43)44)20(39)26(51-15)34-14-33-19-23(28)31-13-32-24(19)34/h4,6,13-15,20-22,26,39-40H,3,5,7-12H2,1-2H3,(H,29,35)(H,30,41)(H,36,37)(H,45,46)(H,47,48)(H2,28,31,32)(H2,42,43,44)/b6-4+/t15-,20-,21-,22+,26-/m1/s1
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View in JSmol
Synonyms
ValueSource
(e)-3,4-Dehydroadipoyl-CoAChEBI
2,3-Didehydroadipyl-CoAKegg
Chemical FormulaC27H42N7O19P3S
Average Mass893.6440 Da
Monoisotopic Mass893.14690 Da
IUPAC Name(4E)-6-[(2-{3-[(2R)-3-[({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-2-hydroxy-3-methylbutanamido]propanamido}ethyl)sulfanyl]-6-oxohex-4-enoic acid
Traditional Nametrans-2,3-didehydroadipoyl-coa
CAS Registry NumberNot Available
SMILES
O[C@H](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)C(=O)NCCC(=O)NCCSC(=O)\C=C\CCC(O)=O
InChI Identifier
InChI=1S/C27H42N7O19P3S/c1-27(2,22(40)25(41)30-8-7-16(35)29-9-10-57-18(38)6-4-3-5-17(36)37)12-50-56(47,48)53-55(45,46)49-11-15-21(52-54(42,43)44)20(39)26(51-15)34-14-33-19-23(28)31-13-32-24(19)34/h4,6,13-15,20-22,26,39-40H,3,5,7-12H2,1-2H3,(H,29,35)(H,30,41)(H,36,37)(H,45,46)(H,47,48)(H2,28,31,32)(H2,42,43,44)/b6-4+/t15-,20-,21-,22+,26-/m1/s1
InChI KeyZFXICKRXPZTFPB-KCQRSJHASA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassMonoterpenoids  
Direct ParentAromatic monoterpenoids  
Alternative Parents
Substituents
  • Aromatic monoterpenoid
    • 

  • Hydroxybenzoic acid
    • 

  • Monocyclic monoterpenoid
    • 

  • Benzoic acid or derivatives
    • 

  • Benzoic acid
    • 

  • Benzoyl
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Phenol
    • 

  • Monocyclic benzene moiety
    • 

  • Benzenoid
    • 

  • Carboxylic acid
    • 

  • Carboxylic acid derivative
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Organooxygen compound
    • 

  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-0.21ALOGPS
logP-6ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)0.83ChemAxon
pKa (Strongest Basic)5.01ChemAxon
Physiological Charge-5ChemAxon
Hydrogen Acceptor Count19ChemAxon
Hydrogen Donor Count10ChemAxon
Polar Surface Area400.93 ŲChemAxon
Rotatable Bond Count24ChemAxon
Refractivity193.4 m³·mol⁻¹ChemAxon
Polarizability77.98 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDHMDB0060392  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB030295  
KNApSAcK IDNot Available
Chemspider ID21865675  
KEGG Compound IDC14144  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound24798711  
PDB IDNot Available
ChEBI ID49295  
Good Scents IDNot Available
References
General References