NP-MRD: Showing NP-Card for (-)-Chiriquitoxin (NP0079833)

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Record Information

Version

2.0

Created at

2022-04-29 00:53:41 UTC

Updated at

2022-04-29 00:53:41 UTC

NP-MRD ID

NP0079833

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Chiriquitoxin

Description

(2S,3S)-2-amino-3-hydroxy-3-[(1R,5S,6S,7R,9S,11S,12R,13R,14S)-5,9,12,13,14-pentahydroxy-3-imino-8,10-dioxa-2,4-diazatetracyclo[7.3.1.1⁷,¹¹.0¹,⁶]Tetradecan-14-yl]propanoic acid belongs to the class of organic compounds known as tetrodotoxins. Tetrodotoxins are compounds structurally characterized by the presence of the tetrodotoxin skeleton, which is based on 5,7-(epoxymethanooxy)quinazolin-10-olate moiety. (-)-Chiriquitoxin is found in Atelopus chiriquiensis. Based on a literature review very few articles have been published on (2S,3S)-2-amino-3-hydroxy-3-[(1R,5S,6S,7R,9S,11S,12R,13R,14S)-5,9,12,13,14-pentahydroxy-3-imino-8,10-dioxa-2,4-diazatetracyclo[7.3.1.1⁷,¹¹.0¹,⁶]Tetradecan-14-yl]propanoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292202532D          

 27 30  0  0  1  0            999 V2000
    5.3275   -0.8631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8600   -0.1684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7336    0.6984    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8754    0.7508    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1334    0.2889    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1243   -0.6013    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6920   -1.2650    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4843   -0.8888    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6779   -1.6907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2604    0.0189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5201   -2.0719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3378   -0.9545    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6831   -0.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7415    0.4150    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4731    0.8255    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5436    1.6475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9269   -0.7555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9617   -0.4779    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1570   -1.2794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5214    0.9434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9118    1.5039    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6985    1.7524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3033    2.0610    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5166    1.8126    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4815    2.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8729    3.4236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2682    3.1150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  1  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
  4 10  1  1  0  0  0
  7 11  1  6  0  0  0
  6 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
  5 15  1  0  0  0  0
 15 16  1  1  0  0  0
 13 17  1  0  0  0  0
  6 18  1  0  0  0  0
  2 18  1  0  0  0  0
 18 19  1  6  0  0  0
  3 20  1  6  0  0  0
  3 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
M  END

     RDKit          3D

 47 50  0  0  0  0  0  0  0  0999 V2000
   -5.1775    1.1750    0.8656 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7787    0.9139    0.8066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0048    1.1405    1.8155 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5822    0.9054    1.8415 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2201    0.7185    3.1750 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3182   -0.3269    1.0216 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1012   -0.7596    0.9639 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1492   -1.9576    0.2393 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2666   -1.7893   -1.0857 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0766   -3.0431   -1.6998 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5044   -0.8802   -1.7699 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4664    0.3668   -1.1432 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9803    0.8120   -1.1815 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1327    2.1394   -0.8354 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8574   -0.1156   -0.3676 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1837    0.3917   -0.3787 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7365   -1.4815   -1.0645 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3192   -1.4644   -2.3136 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0078    0.2167    0.2296 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1437    1.4080    0.9363 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3732   -0.4200    0.1966 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4073   -1.6341   -0.4977 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4549    0.4602   -0.3629 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3160    0.7249   -1.7753 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7937   -0.1679   -0.0788 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5898   -0.3808   -1.0247 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1732   -0.5185    1.1987 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5085    2.1461    0.8462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8397    0.3933    0.9268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0907    1.8098    1.4784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4826    1.3441    3.4426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9042   -1.1509    1.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4886   -0.9876    1.9680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6297   -3.0215   -2.5186 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0282    1.1374   -1.7039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3070    0.6852   -2.2425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8704    2.5724   -1.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7588    0.3971   -1.2498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2115   -2.2007   -0.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2219   -1.8655   -2.2203 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7623    1.2036    1.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6910   -0.7131    1.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7406   -1.4487   -1.3931 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.4533    0.1377 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7886    0.0074   -2.3661 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7078    1.6599   -2.0185 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2726    0.1449    1.9512 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 23  1  0
 23 21  1  0
 21 22  1  0
 21 19  1  0
 19 20  1  1
 19 12  1  0
 12 11  1  0
 11  9  1  0
  9 10  1  6
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  4  1  0
  4  5  1  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  2 16  1  0
 15 16  1  1
 15 13  1  0
 13 14  1  0
 15 17  1  0
 17 18  1  0
 23 25  1  0
 25 27  1  0
 25 26  2  0
  7 19  1  0
 15  6  1  0
 13 12  1  0
 17  9  1  0
 24 45  1  0
 24 46  1  0
 23 44  1  1
 21 42  1  1
 22 43  1  0
 20 41  1  0
 12 35  1  6
 10 34  1  0
  7 33  1  1
  6 32  1  1
  4 30  1  6
  5 31  1  0
  1 28  1  0
  1 29  1  0
 16 38  1  0
 13 36  1  6
 14 37  1  0
 17 39  1  1
 18 40  1  0
 27 47  1  0
M  END


  Mrv1652304292202532D          

 27 30  0  0  1  0            999 V2000
    5.3275   -0.8631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8600   -0.1684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7336    0.6984    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8754    0.7508    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1334    0.2889    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1243   -0.6013    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6920   -1.2650    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4843   -0.8888    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6779   -1.6907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2604    0.0189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5201   -2.0719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3378   -0.9545    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6831   -0.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7415    0.4150    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4731    0.8255    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5436    1.6475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9269   -0.7555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9617   -0.4779    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1570   -1.2794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5214    0.9434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9118    1.5039    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6985    1.7524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3033    2.0610    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5166    1.8126    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4815    2.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8729    3.4236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2682    3.1150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  1  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
  4 10  1  1  0  0  0
  7 11  1  6  0  0  0
  6 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
  5 15  1  0  0  0  0
 15 16  1  1  0  0  0
 13 17  1  0  0  0  0
  6 18  1  0  0  0  0
  2 18  1  0  0  0  0
 18 19  1  6  0  0  0
  3 20  1  6  0  0  0
  3 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0079833

> <DATABASE_NAME>
NP-MRD

> <SMILES>
N[C@@H]([C@H](O)[C@@]1(O)[C@H]2O[C@@]3(O)O[C@@H]1[C@H]1[C@H](O)N=C(N)N[C@]1([C@H]2O)[C@H]3O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H20N4O10/c14-2(8(21)22)3(18)12(24)5-1-7(20)16-10(15)17-11(1)4(19)6(12)27-13(25,26-5)9(11)23/h1-7,9,18-20,23-25H,14H2,(H,21,22)(H3,15,16,17)/t1-,2-,3-,4-,5+,6-,7-,9+,11+,12-,13-/m0/s1

> <INCHI_KEY>
USXKBURXVCBLKJ-OFJBMZSASA-N

> <FORMULA>
C13H20N4O10

> <MOLECULAR_WEIGHT>
392.321

> <EXACT_MASS>
392.11794286

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
34.22365793260205

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S)-2-amino-3-[(1R,5S,6S,7R,9S,11S,12R,13R,14S)-3-amino-5,9,12,13,14-pentahydroxy-8,10-dioxa-2,4-diazatetracyclo[7.3.1.1^{7,11}.0^{1,6}]tetradec-3-en-14-yl]-3-hydroxypropanoic acid

> <ALOGPS_LOGP>
-2.02

> <JCHEM_LOGP>
-7.537275004660539

> <ALOGPS_LOGS>
-0.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
10.366645022682354

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.4468804074401138

> <JCHEM_PKA_STRONGEST_BASIC>
9.492215537495735

> <JCHEM_POLAR_SURFACE_AREA>
253.56999999999996

> <JCHEM_REFRACTIVITY>
78.42039999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.15e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S)-2-amino-3-[(1R,5S,6S,7R,9S,11S,12R,13R,14S)-3-amino-5,9,12,13,14-pentahydroxy-8,10-dioxa-2,4-diazatetracyclo[7.3.1.1^{7,11}.0^{1,6}]tetradec-3-en-14-yl]-3-hydroxypropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  O   UNK     0       9.945  -1.611   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       9.072  -0.314   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.836   1.304   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.234   1.401   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.849   0.539   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.832  -1.122   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.892  -2.361   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.371  -1.659   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       8.732  -3.156   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       7.953   0.035   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       6.571  -3.868   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0       4.364  -1.782   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       3.142  -0.795   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       3.251   0.775   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       4.616   1.541   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.748   3.075   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0       1.730  -1.410   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       7.395  -0.892   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       7.760  -2.388   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      10.307   1.761   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       9.169   2.807   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      10.637   3.271   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       8.033   3.847   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       6.564   3.383   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0       8.365   5.351   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       7.230   6.391   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       9.834   5.815   0.000  0.00  0.00           O+0
CONECT    1    2    8                                                       
CONECT    2    1    3   18                                                  
CONECT    3    2    4   20   21                                             
CONECT    4    3    5   10                                                  
CONECT    5    4    6   15                                                  
CONECT    6    5    7   12   18                                             
CONECT    7    6    8   11                                                  
CONECT    8    7    1    9   10                                             
CONECT    9    8                                                            
CONECT   10    8    4                                                       
CONECT   11    7                                                            
CONECT   12    6   13                                                       
CONECT   13   12   14   17                                                  
CONECT   14   13   15                                                       
CONECT   15   14    5   16                                                  
CONECT   16   15                                                            
CONECT   17   13                                                            
CONECT   18    6    2   19                                                  
CONECT   19   18                                                            
CONECT   20    3                                                            
CONECT   21    3   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

View in JSmol

Synonyms

Value	Source
(2S,3S)-2-Amino-3-hydroxy-3-[(1R,5S,6S,7R,9S,11S,12R,13R,14S)-5,9,12,13,14-pentahydroxy-3-imino-8,10-dioxa-2,4-diazatetracyclo[7.3.1.1,.0,]tetradecan-14-yl]propanoate	Generator

Chemical Formula

C₁₃H₂₀N₄O₁₀

Average Mass

392.3210 Da

Monoisotopic Mass

392.11794 Da

IUPAC Name

(2S,3S)-2-amino-3-[(1R,5S,6S,7R,9S,11S,12R,13R,14S)-3-amino-5,9,12,13,14-pentahydroxy-8,10-dioxa-2,4-diazatetracyclo[7.3.1.1^{7,11}.0^{1,6}]tetradec-3-en-14-yl]-3-hydroxypropanoic acid

Traditional Name

(2S,3S)-2-amino-3-[(1R,5S,6S,7R,9S,11S,12R,13R,14S)-3-amino-5,9,12,13,14-pentahydroxy-8,10-dioxa-2,4-diazatetracyclo[7.3.1.1^{7,11}.0^{1,6}]tetradec-3-en-14-yl]-3-hydroxypropanoic acid

CAS Registry Number

Not Available

SMILES

N[C@@H]([C@H](O)[C@@]1(O)[C@H]2O[C@@]3(O)O[C@@H]1[C@H]1[C@H](O)N=C(N)N[C@]1([C@H]2O)[C@H]3O)C(O)=O

InChI Identifier

InChI=1S/C13H20N4O10/c14-2(8(21)22)3(18)12(24)5-1-7(20)16-10(15)17-11(1)4(19)6(12)27-13(25,26-5)9(11)23/h1-7,9,18-20,23-25H,14H2,(H,21,22)(H3,15,16,17)/t1-,2-,3-,4-,5+,6-,7-,9+,11+,12-,13-/m0/s1

InChI Key

USXKBURXVCBLKJ-OFJBMZSASA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Atelopus chiriquiensis	Animalia	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetrodotoxins. Tetrodotoxins are compounds structurally characterized by the presence of the tetrodotoxin skeleton, which is based on 5,7-(epoxymethanooxy)quinazolin-10-olate moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazanaphthalenes

Sub Class

Benzodiazines

Direct Parent

Tetrodotoxins

Alternative Parents

Substituents

Tetrodotoxin-skeleton
L-alpha-amino acid
Alpha-amino acid or derivatives
Alpha-amino acid
Carbocyclic fatty acid
Amino saccharide
Hydroxy fatty acid
Beta-hydroxy acid
Fatty acyl
Oxane
Monosaccharide
Hydroxy acid
1,3-diazinane
Meta-dioxane
Tertiary alcohol
Cyclic alcohol
1,3-aminoalcohol
Amino acid
Secondary alcohol
Orthocarboxylic acid derivative
Guanidine
Amino acid or derivatives
Oxacycle
Azacycle
Carboximidamide
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Alkanolamine
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Imine
Carbonyl group
Amine
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	-2	ALOGPS
logP	-7.5	ChemAxon
logS	-0.53	ALOGPS
pKa (Strongest Acidic)	1.45	ChemAxon
pKa (Strongest Basic)	9.49	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	253.57 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	78.42 m³·mol⁻¹	ChemAxon
Polarizability	34.22 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	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

162919425

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (-)-Chiriquitoxin (NP0079833)

MOL for NP0079833 ((-)-Chiriquitoxin)

3D MOL for NP0079833 ((-)-Chiriquitoxin)

3D SDF for NP0079833 ((-)-Chiriquitoxin)

3D-SDF for NP0079833 ((-)-Chiriquitoxin)

PDB for NP0079833 ((-)-Chiriquitoxin)

3D PDB for NP0079833 ((-)-Chiriquitoxin)

SMILES for NP0079833 ((-)-Chiriquitoxin)

INCHI for NP0079833 ((-)-Chiriquitoxin)

Structure for NP0079833 ((-)-Chiriquitoxin)

3D Structure for NP0079833 ((-)-Chiriquitoxin)