NP-MRD: Showing NP-Card for {6,18,19-trihydroxy-10,14-dioxo-9,15-dioxa-12-azapentacyclo[11.8.0.0²,¹¹.0³,⁸.0¹⁶,²¹]henicosa-1(13),2(11),3(8),4,6,16(21),17,19-octaen-5-yl}oxidanesulfonic acid (NP0172288)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-03 09:10:02 UTC

Updated at

2022-09-03 09:10:02 UTC

NP-MRD ID

NP0172288

Secondary Accession Numbers

None

Natural Product Identification

Common Name

{6,18,19-trihydroxy-10,14-dioxo-9,15-dioxa-12-azapentacyclo[11.8.0.0²,¹¹.0³,⁸.0¹⁶,²¹]henicosa-1(13),2(11),3(8),4,6,16(21),17,19-octaen-5-yl}oxidanesulfonic acid

Description

Baculiferin O belongs to the class of organic compounds known as 6,7-dihydroxycoumarins. These are coumarins bearing two hydroxyl groups at positions 6 and 7 of the coumarin skeleton, respectively. {6,18,19-trihydroxy-10,14-dioxo-9,15-dioxa-12-azapentacyclo[11.8.0.0²,¹¹.0³,⁸.0¹⁶,²¹]henicosa-1(13),2(11),3(8),4,6,16(21),17,19-octaen-5-yl}oxidanesulfonic acid is found in Iotrochota baculifera. Baculiferin O is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004191520442D          

 31 35  0  0  0  0            999 V2000
    3.6944   -3.0454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9071   -2.2483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3231   -1.6656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5358   -0.8684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9519   -0.2857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1645    0.5114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5806    1.0942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9612    0.7258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3350    1.4613    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1499    1.3331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7905    1.8529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6606    2.6676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5611    1.5581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6910    0.7434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4615    0.4485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5914   -0.3662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3619   -0.6610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9508   -0.8860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0807   -1.7007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8512   -1.9956    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.6218   -2.2904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5564   -2.7661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1461   -1.2251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1803   -0.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0504    0.2235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2799    0.5184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5452    0.1430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3325   -0.6541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9165   -1.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7038   -2.0339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2878   -2.6167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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  2  0  0  0  0
  6  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  2  0  0  0  0
 11 13  1  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  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  2  0  0  0  0
 20 23  1  0  0  0  0
 18 24  1  0  0  0  0
 24 25  2  0  0  0  0
 14 25  1  0  0  0  0
 25 26  1  0  0  0  0
 10 26  2  0  0  0  0
 26 27  1  0  0  0  0
  8 27  2  0  0  0  0
 27 28  1  0  0  0  0
  4 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
  2 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END

     RDKit          3D

 40 44  0  0  0  0  0  0  0  0999 V2000
   -3.8504    0.1379   -3.8842 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2830   -0.0448   -2.7505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8451   -0.7092   -1.8006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2363   -0.8720   -0.6300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9337   -1.5442    0.3640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4547   -1.7345    1.6240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1570   -2.4108    2.6021 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1982   -1.2054    1.8869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6974   -1.3832    3.1688 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5210   -0.5441    0.8890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9724   -0.3616   -0.3713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3468    0.3183   -1.3799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0471    0.4978   -2.5886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2907    1.2630   -3.3930 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1549    1.5673   -2.7737 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9314    2.3071   -3.1468 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8645    2.8481   -4.2966 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9599    2.4452   -2.3753 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0036    1.8604   -1.1929 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1580    1.9979   -0.4423 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3279    1.3889    0.7726 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4675    1.5148    1.5452 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2904    0.6151    1.2248 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3992   -0.0326    2.4383 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0486   -1.6201    2.5318 S   0  0  0  0  0  6  0  0  0  0  0  0
    1.9298   -2.6213    2.6390 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9167   -1.7542    3.7561 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9106   -1.9676    1.1274 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1394    0.4751    0.4841 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9499    1.0863   -0.7095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1600    0.9613   -1.5046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9263   -1.9423    0.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7458   -2.5188    3.5192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7904   -1.0343    3.4589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7078    0.0252    1.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5527    1.5683   -4.3482 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9588    2.6250   -0.8547 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2360    2.0663    1.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8592   -2.9343    0.9695 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5203   -0.3339    0.7972 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
  6  5  2  0
  5  4  1  0
  4 11  2  0
 11 10  1  0
 10  8  2  0
  8  9  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 31  2  0
 31 30  1  0
 30 29  2  0
 29 23  1  0
 23 24  1  0
 24 25  1  0
 25 28  1  0
 25 26  2  0
 25 27  2  0
 23 21  2  0
 21 22  1  0
 21 20  1  0
 20 19  2  0
 19 18  1  0
 18 16  1  0
 16 17  2  0
 13  2  1  0
  2  1  2  0
  2  3  1  0
  8  6  1  0
 31 12  1  0
 19 30  1  0
  3  4  1  0
 16 15  1  0
  7 33  1  0
  5 32  1  0
 10 35  1  0
  9 34  1  0
 14 36  1  0
 29 40  1  0
 28 39  1  0
 22 38  1  0
 20 37  1  0
M  END


  Mrv1533004191520442D          

 31 35  0  0  0  0            999 V2000
    3.6944   -3.0454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9071   -2.2483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3231   -1.6656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5358   -0.8684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9519   -0.2857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1645    0.5114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5806    1.0942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9612    0.7258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3350    1.4613    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1499    1.3331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7905    1.8529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6606    2.6676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5611    1.5581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6910    0.7434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4615    0.4485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5914   -0.3662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3619   -0.6610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9508   -0.8860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0807   -1.7007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8512   -1.9956    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.6218   -2.2904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5564   -2.7661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1461   -1.2251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1803   -0.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0504    0.2235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2799    0.5184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5452    0.1430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3325   -0.6541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9165   -1.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7038   -2.0339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2878   -2.6167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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  2  0  0  0  0
  6  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  2  0  0  0  0
 11 13  1  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  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  2  0  0  0  0
 20 23  1  0  0  0  0
 18 24  1  0  0  0  0
 24 25  2  0  0  0  0
 14 25  1  0  0  0  0
 25 26  1  0  0  0  0
 10 26  2  0  0  0  0
 26 27  1  0  0  0  0
  8 27  2  0  0  0  0
 27 28  1  0  0  0  0
  4 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
  2 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0172288

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC2=C(C=C1O)C1=C(NC3=C1C1=CC(OS(O)(=O)=O)=C(O)C=C1OC3=O)C(=O)O2

> <INCHI_IDENTIFIER>
InChI=1S/C18H9NO11S/c20-7-1-5-10(3-8(7)21)28-17(23)15-13(5)14-6-2-12(30-31(25,26)27)9(22)4-11(6)29-18(24)16(14)19-15/h1-4,19-22H,(H,25,26,27)

> <INCHI_KEY>
NVCJNQRNOQCIKV-UHFFFAOYSA-N

> <FORMULA>
C18H9NO11S

> <MOLECULAR_WEIGHT>
447.33

> <EXACT_MASS>
446.989631288

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
39.14714660245578

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{6,18,19-trihydroxy-10,14-dioxo-9,15-dioxa-12-azapentacyclo[11.8.0.0²,¹¹.0³,⁸.0¹⁶,²¹]henicosa-1(13),2(11),3,5,7,16(21),17,19-octaen-5-yl}oxidanesulfonic acid

> <ALOGPS_LOGP>
1.11

> <JCHEM_LOGP>
1.7577207936666666

> <ALOGPS_LOGS>
-3.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.724845677906863

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.3662708269121184

> <JCHEM_PKA_STRONGEST_BASIC>
-5.693382789926102

> <JCHEM_POLAR_SURFACE_AREA>
192.67999999999998

> <JCHEM_REFRACTIVITY>
100.24939999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.53e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{6,18,19-trihydroxy-10,14-dioxo-9,15-dioxa-12-azapentacyclo[11.8.0.0²,¹¹.0³,⁸.0¹⁶,²¹]henicosa-1(13),2(11),3,5,7,16(21),17,19-octaen-5-yl}oxidanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  O   UNK     0       6.896  -5.685   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       7.293  -4.197   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.203  -3.109   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.600  -1.621   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       5.510  -0.533   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       5.907   0.955   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.817   2.042   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       7.394   1.355   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       8.092   2.728   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       9.613   2.488   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.809   3.459   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      10.567   4.980   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      12.247   2.908   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      12.490   1.388   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.928   0.837   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.171  -0.684   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      15.609  -1.234   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      12.975  -1.654   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      13.217  -3.175   0.000  0.00  0.00           O+0
HETATM   20  S   UNK     0      14.656  -3.725   0.000  0.00  0.00           S+0
HETATM   21  O   UNK     0      16.094  -4.275   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      14.105  -5.163   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      15.206  -2.287   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      11.537  -1.104   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.294   0.417   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.856   0.968   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.484   0.267   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.087  -1.221   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.177  -2.309   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.780  -3.797   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       9.870  -4.884   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   30                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   28                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   27                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   26                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   25                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   24                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22   23                                             
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   20                                                            
CONECT   24   18   25                                                       
CONECT   25   24   14   26                                                  
CONECT   26   25   10   27                                                  
CONECT   27   26    8   28                                                  
CONECT   28   27    4   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29    2   31                                                  
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₉NO₁₁S

Average Mass

447.3300 Da

Monoisotopic Mass

446.98963 Da

IUPAC Name

{6,18,19-trihydroxy-10,14-dioxo-9,15-dioxa-12-azapentacyclo[11.8.0.0²,¹¹.0³,⁸.0¹⁶,²¹]henicosa-1(13),2(11),3,5,7,16(21),17,19-octaen-5-yl}oxidanesulfonic acid

Traditional Name

{6,18,19-trihydroxy-10,14-dioxo-9,15-dioxa-12-azapentacyclo[11.8.0.0²,¹¹.0³,⁸.0¹⁶,²¹]henicosa-1(13),2(11),3,5,7,16(21),17,19-octaen-5-yl}oxidanesulfonic acid

CAS Registry Number

Not Available

SMILES

OC1=CC2=C(C=C1O)C1=C(NC3=C1C1=CC(OS(O)(=O)=O)=C(O)C=C1OC3=O)C(=O)O2

InChI Identifier

InChI=1S/C18H9NO11S/c20-7-1-5-10(3-8(7)21)28-17(23)15-13(5)14-6-2-12(30-31(25,26)27)9(22)4-11(6)29-18(24)16(14)19-15/h1-4,19-22H,(H,25,26,27)

InChI Key

NVCJNQRNOQCIKV-UHFFFAOYSA-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
Iotrochota baculifera	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 6,7-dihydroxycoumarins. These are coumarins bearing two hydroxyl groups at positions 6 and 7 of the coumarin skeleton, respectively.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Hydroxycoumarins

Direct Parent

6,7-dihydroxycoumarins

Alternative Parents

Substituents

6,7-dihydroxycoumarin
Benzopyran
Arylsulfate
1-benzopyran
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Pyran
Benzenoid
Sulfuric acid ester
Sulfate-ester
Sulfuric acid monoester
Organic sulfuric acid or derivatives
Heteroaromatic compound
Pyrrole
Lactone
Oxacycle
Polyol
Azacycle
Organoheterocyclic compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic nitrogen compound
Organic oxygen compound
Organic oxide
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	1.11	ALOGPS
logP	1.76	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	-2.4	ChemAxon
pKa (Strongest Basic)	-5.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	192.68 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	100.25 m³·mol⁻¹	ChemAxon
Polarizability	39.15 Å³	ChemAxon
Number of Rings	5	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

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

49863873

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for {6,18,19-trihydroxy-10,14-dioxo-9,15-dioxa-12-azapentacyclo[11.8.0.0²,¹¹.0³,⁸.0¹⁶,²¹]henicosa-1(13),2(11),3(8),4,6,16(21),17,19-octaen-5-yl}oxidanesulfonic acid (NP0172288)

MOL for NP0172288 ({6,18,19-trihydroxy-10,14-dioxo-9,15-dioxa-12-azapentacyclo[11.8.0.0²,¹¹.0³,⁸.0¹⁶,²¹]henicosa-1(13),2(11),3(8),4,6,16(21),17,19-octaen-5-yl}oxidanesulfonic acid)

3D MOL for NP0172288 ({6,18,19-trihydroxy-10,14-dioxo-9,15-dioxa-12-azapentacyclo[11.8.0.0²,¹¹.0³,⁸.0¹⁶,²¹]henicosa-1(13),2(11),3(8),4,6,16(21),17,19-octaen-5-yl}oxidanesulfonic acid)

3D SDF for NP0172288 ({6,18,19-trihydroxy-10,14-dioxo-9,15-dioxa-12-azapentacyclo[11.8.0.0²,¹¹.0³,⁸.0¹⁶,²¹]henicosa-1(13),2(11),3(8),4,6,16(21),17,19-octaen-5-yl}oxidanesulfonic acid)

3D-SDF for NP0172288 ({6,18,19-trihydroxy-10,14-dioxo-9,15-dioxa-12-azapentacyclo[11.8.0.0²,¹¹.0³,⁸.0¹⁶,²¹]henicosa-1(13),2(11),3(8),4,6,16(21),17,19-octaen-5-yl}oxidanesulfonic acid)

PDB for NP0172288 ({6,18,19-trihydroxy-10,14-dioxo-9,15-dioxa-12-azapentacyclo[11.8.0.0²,¹¹.0³,⁸.0¹⁶,²¹]henicosa-1(13),2(11),3(8),4,6,16(21),17,19-octaen-5-yl}oxidanesulfonic acid)

3D PDB for NP0172288 ({6,18,19-trihydroxy-10,14-dioxo-9,15-dioxa-12-azapentacyclo[11.8.0.0²,¹¹.0³,⁸.0¹⁶,²¹]henicosa-1(13),2(11),3(8),4,6,16(21),17,19-octaen-5-yl}oxidanesulfonic acid)

SMILES for NP0172288 ({6,18,19-trihydroxy-10,14-dioxo-9,15-dioxa-12-azapentacyclo[11.8.0.0²,¹¹.0³,⁸.0¹⁶,²¹]henicosa-1(13),2(11),3(8),4,6,16(21),17,19-octaen-5-yl}oxidanesulfonic acid)

INCHI for NP0172288 ({6,18,19-trihydroxy-10,14-dioxo-9,15-dioxa-12-azapentacyclo[11.8.0.0²,¹¹.0³,⁸.0¹⁶,²¹]henicosa-1(13),2(11),3(8),4,6,16(21),17,19-octaen-5-yl}oxidanesulfonic acid)

Structure for NP0172288 ({6,18,19-trihydroxy-10,14-dioxo-9,15-dioxa-12-azapentacyclo[11.8.0.0²,¹¹.0³,⁸.0¹⁶,²¹]henicosa-1(13),2(11),3(8),4,6,16(21),17,19-octaen-5-yl}oxidanesulfonic acid)

3D Structure for NP0172288 ({6,18,19-trihydroxy-10,14-dioxo-9,15-dioxa-12-azapentacyclo[11.8.0.0²,¹¹.0³,⁸.0¹⁶,²¹]henicosa-1(13),2(11),3(8),4,6,16(21),17,19-octaen-5-yl}oxidanesulfonic acid)