NP-MRD: Showing NP-Card for tepuazine B (NP0332702)

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Record Information

Version

2.0

Created at

2024-03-21 17:26:08 UTC

Updated at

2025-12-21 21:41:03 UTC

NP-MRD ID

NP0332702

Natural Product DOI

https://doi.org/10.57994/1962

Secondary Accession Numbers

None

Natural Product Identification

Common Name

tepuazine B

Description

Tepuazine B belongs to the class of organic compounds known as phenazines and derivatives. These are polycyclic aromatic compounds containing a phenazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a pyrazine ring. Based on a literature review very few articles have been published on tepuazine B.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 03212417262D          

 45 52  0  0  1  0            999 V2000
   -2.7485    4.4225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2351    5.0683    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5377    5.8358    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3536    5.9576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0243    6.4816    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3268    7.2491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2083    6.3599    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6949    7.0057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9057    5.5924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4191    4.9466    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1166    4.1791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6300    3.5333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4460    3.6550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9594    3.0092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6568    2.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8409    2.1200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5383    1.3525    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7223    1.2307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4198    0.4632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9332   -0.1826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6306   -0.9501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7492   -0.0608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3962    0.3415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9096    0.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6663    0.6585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4338    0.9610    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7626    1.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5785    1.5959    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0919    2.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7894    3.0092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3028    3.6550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1188    3.5333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4213    2.7658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9079    2.1200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2105    1.3525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9734    3.1310    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4600    2.4852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7033    2.8140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9358    2.5114    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4910    1.5490    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6741    1.4340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6070    1.7548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2089    1.8765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5115    2.6440    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3274    2.7658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
 10  9  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 19 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 26 25  1  6  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 29 34  1  0  0  0  0
 34 35  1  0  0  0  0
 30 36  1  0  0  0  0
 36 37  2  0  0  0  0
 27 37  1  0  0  0  0
 37 38  1  0  0  0  0
 39 38  1  1  0  0  0
 40 39  1  0  0  0  0
 40 26  1  0  0  0  0
 40 41  1  1  0  0  0
 24 42  1  0  0  0  0
 39 42  1  0  0  0  0
 42 43  2  0  0  0  0
 18 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 16 45  1  0  0  0  0
 12 45  1  0  0  0  0
M  END


  Mrv2104 03212417262D          

 45 52  0  0  1  0            999 V2000
   -2.7485    4.4225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2351    5.0683    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5377    5.8358    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3536    5.9576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0243    6.4816    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3268    7.2491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2083    6.3599    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6949    7.0057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9057    5.5924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4191    4.9466    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1166    4.1791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6300    3.5333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4460    3.6550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9594    3.0092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6568    2.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8409    2.1200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5383    1.3525    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7223    1.2307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4198    0.4632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9332   -0.1826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6306   -0.9501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7492   -0.0608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3962    0.3415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9096    0.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6663    0.6585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4338    0.9610    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7626    1.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5785    1.5959    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0919    2.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7894    3.0092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3028    3.6550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1188    3.5333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4213    2.7658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9079    2.1200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2105    1.3525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9734    3.1310    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4600    2.4852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7033    2.8140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9358    2.5114    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4910    1.5490    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6741    1.4340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6070    1.7548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2089    1.8765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5115    2.6440    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3274    2.7658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
 10  9  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 19 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 26 25  1  6  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 29 34  1  0  0  0  0
 34 35  1  0  0  0  0
 30 36  1  0  0  0  0
 36 37  2  0  0  0  0
 27 37  1  0  0  0  0
 37 38  1  0  0  0  0
 39 38  1  1  0  0  0
 40 39  1  0  0  0  0
 40 26  1  0  0  0  0
 40 41  1  1  0  0  0
 24 42  1  0  0  0  0
 39 42  1  0  0  0  0
 42 43  2  0  0  0  0
 18 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 16 45  1  0  0  0  0
 12 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332702

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1O[C@@H](OC2=CC=CC3=NC4=C(C=C5O[C@@H]6[C@@H](O)[C@H](CC7=NC8=C(N=C67)C(O)=CC=C8)C5=C4N=C23)C(O)=O)[C@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C31H26N4O10/c1-10-25(37)27(39)28(40)31(43-10)45-17-7-3-5-14-22(17)35-24-19-11-8-15-23(34-21-13(32-15)4-2-6-16(21)36)29(26(11)38)44-18(19)9-12(30(41)42)20(24)33-14/h2-7,9-11,25-29,31,36-40H,8H2,1H3,(H,41,42)/t10-,11+,25-,26-,27+,28+,29-,31-/m0/s1

> <INCHI_KEY>
NUOVWPUKELCGDG-KIXIFZIZSA-N

> <FORMULA>
C31H26N4O10

> <MOLECULAR_WEIGHT>
614.567

> <EXACT_MASS>
614.164893053

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
74.2213123115345

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,17S,29S)-21,29-dihydroxy-6-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-16-oxa-4,11,19,26-tetraazaheptacyclo[15.11.1.0^{2,15}.0^{3,12}.0^{5,10}.0^{18,27}.0^{20,25}]nonacosa-2,4,6,8,10,12,14,18,20(25),21,23,26-dodecaene-13-carboxylic acid

> <JCHEM_LOGP>
1.1889492646153326

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.355883416257209

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.1284188432466955

> <JCHEM_PKA_STRONGEST_BASIC>
3.678176126345067

> <JCHEM_POLAR_SURFACE_AREA>
217.7

> <JCHEM_REFRACTIVITY>
148.6245

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,17S,29S)-21,29-dihydroxy-6-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-16-oxa-4,11,19,26-tetraazaheptacyclo[15.11.1.0^{2,15}.0^{3,12}.0^{5,10}.0^{18,27}.0^{20,25}]nonacosa-2,4,6,8,10,12,14,18,20(25),21,23,26-dodecaene-13-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 21-MAR-24   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-MAR-24         0                                  
HETATM    1  O   UNK     0      -5.131   8.255   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -4.172   9.461   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.737  10.894   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -6.260  11.121   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -3.779  12.099   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -4.343  13.532   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -2.255  11.872   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.297  13.077   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.691  10.439   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -2.649   9.234   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.084   7.801   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -3.043   6.595   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.566   6.823   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.524   5.617   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.959   4.185   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.436   3.957   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      -2.871   2.525   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0      -1.348   2.297   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.784   0.865   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.742  -0.341   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.177  -1.774   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -3.265  -0.114   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       0.740   0.637   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.698   1.843   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       3.110   1.229   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       4.543   1.794   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.157   3.206   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0       6.680   2.979   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0       7.638   4.185   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.074   5.617   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.032   6.823   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.555   6.595   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      10.120   5.163   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       9.161   3.957   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       9.726   2.525   0.000  0.00  0.00           O+0
HETATM   36  N   UNK     0       5.550   5.844   0.000  0.00  0.00           N+0
HETATM   37  C   UNK     0       4.592   4.639   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       3.180   5.253   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       1.747   4.688   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       2.783   2.891   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       1.258   2.677   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       1.133   3.276   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -0.390   3.503   0.000  0.00  0.00           C+0
HETATM   44  N   UNK     0      -0.955   4.936   0.000  0.00  0.00           N+0
HETATM   45  C   UNK     0      -2.478   5.163   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9    2   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   45                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   45                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   43                                                  
CONECT   19   18   20   23                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   19   24                                                       
CONECT   24   23   25   42                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   40                                                  
CONECT   27   26   28   37                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   34                                                  
CONECT   30   29   31   36                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   29   35                                                  
CONECT   35   34                                                            
CONECT   36   30   37                                                       
CONECT   37   36   27   38                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40   42                                                  
CONECT   40   39   26   41                                                  
CONECT   41   40                                                            
CONECT   42   24   39   43                                                  
CONECT   43   42   18   44                                                  
CONECT   44   43   45                                                       
CONECT   45   44   16   12                                                  
MASTER        0    0    0    0    0    0    0    0   45    0  104    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₁H₂₆N₄O₁₀

Average Mass

614.5670 Da

Monoisotopic Mass

614.16489 Da

IUPAC Name

(1R,17S,29S)-21,29-dihydroxy-6-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-16-oxa-4,11,19,26-tetraazaheptacyclo[15.11.1.0^{2,15}.0^{3,12}.0^{5,10}.0^{18,27}.0^{20,25}]nonacosa-2,4,6,8,10,12,14,18,20(25),21,23,26-dodecaene-13-carboxylic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

C[C@@H]1O[C@@H](OC2=CC=CC3=NC4=C(C=C5O[C@@H]6[C@@H](O)[C@H](CC7=NC8=C(N=C67)C(O)=CC=C8)C5=C4N=C23)C(O)=O)[C@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C31H26N4O10/c1-10-25(37)27(39)28(40)31(43-10)45-17-7-3-5-14-22(17)35-24-19-11-8-15-23(34-21-13(32-15)4-2-6-16(21)36)29(26(11)38)44-18(19)9-12(30(41)42)20(24)33-14/h2-7,9-11,25-29,31,36-40H,8H2,1H3,(H,41,42)/t10-,11+,25-,26-,27+,28+,29-,31-/m0/s1

InChI Key

NUOVWPUKELCGDG-KIXIFZIZSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	[email protected]	The University of Queensland	Sarani Kankanamge	2024-03-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, C2D6OS, experimental)	[email protected]	The University of Queensland	Sarani Kankanamge	2024-03-21	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	[email protected]	The University of Queensland	Sarani Kankanamge	2024-03-21	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	[email protected]	The University of Queensland	Sarani Kankanamge	2024-03-21	View Spectrum
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	[email protected]	The University of Queensland	Sarani Kankanamge	2024-03-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)	[email protected]	The University of Queensland	Sarani Kankanamge	2024-03-21	View Spectrum
HMBC NMR	[¹H, ¹⁵N] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	[email protected]	The University of Queensland	Sarani Kankanamge	2024-03-21	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces virginiae		Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as phenazines and derivatives. These are polycyclic aromatic compounds containing a phenazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a pyrazine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazanaphthalenes

Sub Class

Benzodiazines

Direct Parent

Phenazines and derivatives

Alternative Parents

Substituents

Phenazine
1-benzopyran
Benzopyran
Chromane
Quinonimine
O-quinonimine
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Short-chain hydroxy acid
Hydroxy fatty acid
Heterocyclic fatty acid
Branched fatty acid
Alkyl aryl ether
Fatty acyl
Fatty acid
Benzenoid
Unsaturated fatty acid
Pyrazine
Oxane
Monosaccharide
Heteroaromatic compound
Secondary ketimine
Cyclic alcohol
Secondary alcohol
Ketimine
Oxacycle
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Ether
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Imine
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	1.19	ChemAxon
pKa (Strongest Acidic)	2.13	ChemAxon
pKa (Strongest Basic)	3.68	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	217.7 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	148.62 m³·mol⁻¹	ChemAxon
Polarizability	74.22 Å³	ChemAxon
Number of Rings	8	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

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

Showing NP-Card for tepuazine B (NP0332702)

MOL for NP0332702 (tepuazine B)

3D MOL for NP0332702 (tepuazine B)

3D SDF for NP0332702 (tepuazine B)

3D-SDF for NP0332702 (tepuazine B)

PDB for NP0332702 (tepuazine B)

3D PDB for NP0332702 (tepuazine B)

SMILES for NP0332702 (tepuazine B)

INCHI for NP0332702 (tepuazine B)

Structure for NP0332702 (tepuazine B)

3D Structure for NP0332702 (tepuazine B)