NP-MRD: Showing NP-Card for (4ar,12as)-3,10,11,12a-tetrahydroxy-6-methyl-1,4,12-trioxo-4a,5-dihydrotetracene-2-carboximidic acid (NP0284043)

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Record Information

Version

2.0

Created at

2022-09-09 11:34:22 UTC

Updated at

2022-09-09 11:34:23 UTC

NP-MRD ID

NP0284043

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(4ar,12as)-3,10,11,12a-tetrahydroxy-6-methyl-1,4,12-trioxo-4a,5-dihydrotetracene-2-carboximidic acid

Description

(4ar,12as)-3,10,11,12a-tetrahydroxy-6-methyl-1,4,12-trioxo-4a,5-dihydrotetracene-2-carboximidic acid is found in Apis cerana. (4ar,12as)-3,10,11,12a-tetrahydroxy-6-methyl-1,4,12-trioxo-4a,5-dihydrotetracene-2-carboximidic acid was first documented in 2008 (PMID: 18422316).

Structure

MOL 3D MOL SDF PDB SMILES InChI

 
  Mrv1533006051517412D          
 
 30 33  0  0  1  0            999 V2000
   14.3172   -9.8690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3240   -9.0441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0287  -10.2849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6022  -10.2780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0424   -8.6350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6090   -8.6247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7436   -9.8793    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.0218  -11.1098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8907   -9.8622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5953  -11.0961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7539   -9.0543    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.8941   -9.0372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6159   -7.7963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4482  -10.2986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7332  -10.7008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1792  -10.2746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4688   -8.6522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1792   -8.6213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1666   -9.8999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4757  -11.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4608   -9.8622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1792  -11.0995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1769   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4654   -7.8273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4608   -9.0372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8782  -10.3227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9021   -8.6729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5999   -9.9206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8644  -11.1476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7539   -8.2293    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  2  0  0  0  0
  4  9  2  0  0  0  0
  4 10  1  0  0  0  0
  5 11  1  0  0  0  0
  6 12  2  0  0  0  0
  6 13  1  0  0  0  0
  7 14  1  0  0  0  0
  7 15  1  6  0  0  0
  9 16  1  0  0  0  0
 11 17  1  0  0  0  0
 12 18  1  0  0  0  0
 14 19  1  0  0  0  0
 14 20  2  0  0  0  0
 16 21  2  0  0  0  0
 16 22  1  0  0  0  0
 17 23  1  0  0  0  0
 17 24  2  0  0  0  0
 18 25  2  0  0  0  0
 19 26  1  0  0  0  0
 23 27  1  0  0  0  0
 26 28  1  0  0  0  0
 26 29  2  0  0  0  0
  7 11  1  0  0  0  0
  9 12  1  0  0  0  0
 19 23  2  0  0  0  0
 21 25  1  0  0  0  0
 11 30  1  6  0  0  0
M  END

     RDKit          3D

 44 47  0  0  0  0  0  0  0  0999 V2000
   -2.1562   -2.7814   -0.3479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0591   -1.3197   -0.3304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8667   -0.6475   -0.3139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9042    0.7425   -0.3073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0557    1.4944   -0.3140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0555    2.8671   -0.3013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2722    0.7842   -0.3312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4485    1.5080   -0.3404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5458    2.8588   -0.3346 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6379    0.7496   -0.3578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6620   -0.6149   -0.3656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4614   -1.2853   -0.3561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2575   -0.5949   -0.3390 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3936    1.4415   -0.3303 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5059    2.5332   -0.9313 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5526    0.8369    0.3605 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7236    1.5362    1.5663 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7643    0.9890   -0.4919 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7466    1.6316   -1.5753 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0248    0.3853   -0.0834 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3099    0.9964   -0.3968 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5121    0.3666    0.0250 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3979    2.0734   -1.0344 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9618   -0.7528    0.5908 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1270   -1.4068    1.0259 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6400   -1.2849    0.8542 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6030   -2.4911    1.2771 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3629   -0.6010    0.6909 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4546   -1.3441   -0.2857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7220   -3.0987    0.5585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8294   -3.0718   -1.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2391   -3.3367   -0.5080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2809    3.4449   -0.2635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0423    3.6505   -0.3252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5755    1.2996   -0.3653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6077   -1.1835   -0.3791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5182   -2.3588   -0.3609 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4832    2.1497    1.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9934   -0.3556   -0.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9708    0.6026    0.9411 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5959   -2.1029    0.4652 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7756   -0.6233    1.6622 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9183   -1.3206   -1.2909 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3798   -2.3657    0.1377 H   0  0  0  0  0  0  0  0  0  0  0  0
 28 29  1  0
 29  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13  2  2  0
  2  1  1  0
  4 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  1
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 20 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 16 28  1  0
 26 28  1  0
  2  3  1  0
 13  7  1  0
 28 42  1  1
 29 43  1  0
 29 44  1  0
  6 33  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 12 37  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
 17 38  1  0
 22 39  1  0
 22 40  1  0
 25 41  1  0
M  END

 
  Mrv1533006051517412D          
 
 30 33  0  0  1  0            999 V2000
   14.3172   -9.8690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3240   -9.0441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0287  -10.2849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6022  -10.2780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0424   -8.6350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6090   -8.6247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7436   -9.8793    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.0218  -11.1098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8907   -9.8622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5953  -11.0961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7539   -9.0543    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.8941   -9.0372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6159   -7.7963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4482  -10.2986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7332  -10.7008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1792  -10.2746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4688   -8.6522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1792   -8.6213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1666   -9.8999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4757  -11.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4608   -9.8622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1792  -11.0995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1769   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4654   -7.8273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4608   -9.0372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8782  -10.3227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9021   -8.6729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5999   -9.9206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8644  -11.1476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7539   -8.2293    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  2  0  0  0  0
  4  9  2  0  0  0  0
  4 10  1  0  0  0  0
  5 11  1  0  0  0  0
  6 12  2  0  0  0  0
  6 13  1  0  0  0  0
  7 14  1  0  0  0  0
  7 15  1  6  0  0  0
  9 16  1  0  0  0  0
 11 17  1  0  0  0  0
 12 18  1  0  0  0  0
 14 19  1  0  0  0  0
 14 20  2  0  0  0  0
 16 21  2  0  0  0  0
 16 22  1  0  0  0  0
 17 23  1  0  0  0  0
 17 24  2  0  0  0  0
 18 25  2  0  0  0  0
 19 26  1  0  0  0  0
 23 27  1  0  0  0  0
 26 28  1  0  0  0  0
 26 29  2  0  0  0  0
  7 11  1  0  0  0  0
  9 12  1  0  0  0  0
 19 23  2  0  0  0  0
 21 25  1  0  0  0  0
 11 30  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0284043

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CC3=C(C(O)=C4C(O)=CC=CC4=C3C)C(=O)[C@]1(O)C(=O)C(C(N)=O)=C(O)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H15NO8/c1-6-7-3-2-4-10(22)11(7)15(24)12-8(6)5-9-14(23)16(25)13(19(21)28)18(27)20(9,29)17(12)26/h2-4,9,22,24-25,29H,5H2,1H3,(H2,21,28)/t9-,20-/m0/s1

> <INCHI_KEY>
OJQSYBOSDDVFNO-LXGOIASLSA-N

> <FORMULA>
C20H15NO8

> <MOLECULAR_WEIGHT>
397.339

> <EXACT_MASS>
397.079766447

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
37.74705093892237

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4aR,12aS)-3,10,11,12a-tetrahydroxy-6-methyl-1,4,12-trioxo-1,4,4a,5,12,12a-hexahydrotetracene-2-carboxamide

> <ALOGPS_LOGP>
0.89

> <JCHEM_LOGP>
1.5194688346666663

> <ALOGPS_LOGS>
-2.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.062058453893314

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.017642769592046

> <JCHEM_PKA_STRONGEST_BASIC>
-1.7199409111219088

> <JCHEM_POLAR_SURFACE_AREA>
175.22

> <JCHEM_REFRACTIVITY>
99.84319999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.17e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4aR,12aS)-3,10,11,12a-tetrahydroxy-6-methyl-1,4,12-trioxo-4a,5-dihydrotetracene-2-carboxamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-JUN-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-JUN-15         0                                  
HETATM    1  C   UNK     0      26.725 -18.422   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      26.738 -16.882   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      28.054 -19.199   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      25.391 -19.186   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      28.079 -16.119   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      25.404 -16.099   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      29.388 -18.441   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      28.041 -20.738   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      24.063 -18.409   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      25.378 -20.713   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      29.407 -16.901   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      24.069 -16.869   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      25.416 -14.553   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      30.703 -19.224   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      29.369 -19.975   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      22.734 -19.179   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      30.742 -16.151   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      22.734 -16.093   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      32.044 -18.480   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      30.755 -20.770   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      21.393 -18.409   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      22.734 -20.719   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      32.064 -16.940   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      30.735 -14.611   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      21.393 -16.869   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      33.373 -19.269   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      33.417 -16.189   0.000  0.00  0.00           O+0
HETATM   28  N   UNK     0      34.720 -18.518   0.000  0.00  0.00           N+0
HETATM   29  O   UNK     0      33.347 -20.809   0.000  0.00  0.00           O+0
HETATM   30  H   UNK     0      29.407 -15.361   0.000  0.00  0.00           H+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7    8                                                  
CONECT    4    1    9   10                                                  
CONECT    5    2   11                                                       
CONECT    6    2   12   13                                                  
CONECT    7    3   14   15   11                                             
CONECT    8    3                                                            
CONECT    9    4   16   12                                                  
CONECT   10    4                                                            
CONECT   11    5   17    7   30                                             
CONECT   12    6   18    9                                                  
CONECT   13    6                                                            
CONECT   14    7   19   20                                                  
CONECT   15    7                                                            
CONECT   16    9   21   22                                                  
CONECT   17   11   23   24                                                  
CONECT   18   12   25                                                       
CONECT   19   14   26   23                                                  
CONECT   20   14                                                            
CONECT   21   16   25                                                       
CONECT   22   16                                                            
CONECT   23   17   27   19                                                  
CONECT   24   17                                                            
CONECT   25   18   21                                                       
CONECT   26   19   28   29                                                  
CONECT   27   23                                                            
CONECT   28   26                                                            
CONECT   29   26                                                            
CONECT   30   11                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

View in JSmol

Synonyms

Value	Source
4-Dedimethylamino-4-oxo-anhydrotetracycline	ChEBI
4-Keto-atc	ChEBI
4-Ketoanhydrotetracycline	ChEBI
(4AR,12as)-3,10,11,12a-tetrahydroxy-6-methyl-1,4,12-trioxo-4a,5-dihydrotetracene-2-carboxamide	Kegg
4-De(dimethylamino)-4-oxoanhydrotetracycline	KEGG

Chemical Formula

C₂₀H₁₅NO₈

Average Mass

397.3390 Da

Monoisotopic Mass

397.07977 Da

IUPAC Name

(4aR,12aS)-3,10,11,12a-tetrahydroxy-6-methyl-1,4,12-trioxo-1,4,4a,5,12,12a-hexahydrotetracene-2-carboxamide

Traditional Name

(4aR,12aS)-3,10,11,12a-tetrahydroxy-6-methyl-1,4,12-trioxo-4a,5-dihydrotetracene-2-carboxamide

CAS Registry Number

Not Available

SMILES

[H][C@@]12CC3=C(C(O)=C4C(O)=CC=CC4=C3C)C(=O)[C@]1(O)C(=O)C(C(N)=O)=C(O)C2=O

InChI Identifier

InChI=1S/C20H15NO8/c1-6-7-3-2-4-10(22)11(7)15(24)12-8(6)5-9-14(23)16(25)13(19(21)28)18(27)20(9,29)17(12)26/h2-4,9,22,24-25,29H,5H2,1H3,(H2,21,28)/t9-,20-/m0/s1

InChI Key

OJQSYBOSDDVFNO-LXGOIASLSA-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
Apis cerana	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetracyclines. These are polyketides having an octahydrotetracene-2-carboxamide skeleton, substituted with many hydroxy and other groups.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Tetracyclines

Sub Class

Not Available

Direct Parent

Tetracyclines

Alternative Parents

Substituents

Tetracycline
Anthracene carboxylic acid or derivatives
Anthraquinone
1,4-anthraquinone
1-naphthol
Naphthalene
Tetralin
Aryl alkyl ketone
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Cyclohexenone
Benzenoid
Vinylogous acid
Tertiary alcohol
Carboxamide group
Ketone
Primary carboxylic acid amide
Enol
Carboxylic acid derivative
Polyol
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Alcohol
Carbonyl group
Organopnictogen compound
Organooxygen compound
Organic oxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

tetracyclines (CHEBI:28408 )
Linear tetracyclines (C06627 )

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	0.89	ALOGPS
logP	1.52	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	5.02	ChemAxon
pKa (Strongest Basic)	-1.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	175.22 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	99.84 m³·mol⁻¹	ChemAxon
Polarizability	37.75 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

Not Available

KEGG Compound ID

C06627

BioCyc ID

CPD-19272

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

28408

Good Scents ID

Not Available

References

General References

Zhang W, Watanabe K, Cai X, Jung ME, Tang Y, Zhan J: Identifying the minimal enzymes required for anhydrotetracycline biosynthesis. J Am Chem Soc. 2008 May 14;130(19):6068-9. doi: 10.1021/ja800951e. Epub 2008 Apr 19. [PubMed:18422316 ]
LOTUS database [Link]

Showing NP-Card for (4ar,12as)-3,10,11,12a-tetrahydroxy-6-methyl-1,4,12-trioxo-4a,5-dihydrotetracene-2-carboximidic acid (NP0284043)

MOL for NP0284043 ((4ar,12as)-3,10,11,12a-tetrahydroxy-6-methyl-1,4,12-trioxo-4a,5-dihydrotetracene-2-carboximidic acid)

3D MOL for NP0284043 ((4ar,12as)-3,10,11,12a-tetrahydroxy-6-methyl-1,4,12-trioxo-4a,5-dihydrotetracene-2-carboximidic acid)

3D SDF for NP0284043 ((4ar,12as)-3,10,11,12a-tetrahydroxy-6-methyl-1,4,12-trioxo-4a,5-dihydrotetracene-2-carboximidic acid)

3D-SDF for NP0284043 ((4ar,12as)-3,10,11,12a-tetrahydroxy-6-methyl-1,4,12-trioxo-4a,5-dihydrotetracene-2-carboximidic acid)

PDB for NP0284043 ((4ar,12as)-3,10,11,12a-tetrahydroxy-6-methyl-1,4,12-trioxo-4a,5-dihydrotetracene-2-carboximidic acid)

3D PDB for NP0284043 ((4ar,12as)-3,10,11,12a-tetrahydroxy-6-methyl-1,4,12-trioxo-4a,5-dihydrotetracene-2-carboximidic acid)

SMILES for NP0284043 ((4ar,12as)-3,10,11,12a-tetrahydroxy-6-methyl-1,4,12-trioxo-4a,5-dihydrotetracene-2-carboximidic acid)

INCHI for NP0284043 ((4ar,12as)-3,10,11,12a-tetrahydroxy-6-methyl-1,4,12-trioxo-4a,5-dihydrotetracene-2-carboximidic acid)

Structure for NP0284043 ((4ar,12as)-3,10,11,12a-tetrahydroxy-6-methyl-1,4,12-trioxo-4a,5-dihydrotetracene-2-carboximidic acid)

3D Structure for NP0284043 ((4ar,12as)-3,10,11,12a-tetrahydroxy-6-methyl-1,4,12-trioxo-4a,5-dihydrotetracene-2-carboximidic acid)