NP-MRD: Showing NP-Card for 1,8,15-trihydroxy-4,19-dioxaheptacyclo[10.8.1.1²,⁷.0³,⁵.0¹⁶,²¹.0¹⁸,²⁰.0¹¹,²²]docosa-7,9,11(22),12(21),13,15-hexaene-6,17-dione (NP0172461)

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Record Information

Version

2.0

Created at

2022-09-03 09:23:23 UTC

Updated at

2022-09-03 09:23:23 UTC

NP-MRD ID

NP0172461

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1,8,15-trihydroxy-4,19-dioxaheptacyclo[10.8.1.1²,⁷.0³,⁵.0¹⁶,²¹.0¹⁸,²⁰.0¹¹,²²]docosa-7,9,11(22),12(21),13,15-hexaene-6,17-dione

Description

1,8,15-Trihydroxy-4,19-dioxaheptacyclo[10.8.1.1²,⁷.0³,⁵.0¹⁶,²¹.0¹⁸,²⁰.0¹¹,²²]Docosa-7,9,11(22),12(21),13,15-hexaene-6,17-dione belongs to the class of organic compounds known as perylenequinones. These are heterocyclic compounds characterized by two 8-hydroxy-1,4-dihydronaphthalen-1-one moieties joined together one or two CC-bonds. 1,8,15-trihydroxy-4,19-dioxaheptacyclo[10.8.1.1²,⁷.0³,⁵.0¹⁶,²¹.0¹⁸,²⁰.0¹¹,²²]docosa-7,9,11(22),12(21),13,15-hexaene-6,17-dione is found in Stemphylium botryosum. 1,8,15-Trihydroxy-4,19-dioxaheptacyclo[10.8.1.1²,⁷.0³,⁵.0¹⁶,²¹.0¹⁸,²⁰.0¹¹,²²]Docosa-7,9,11(22),12(21),13,15-hexaene-6,17-dione is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004191520432D          

 27 33  0  0  0  0            999 V2000
    2.2579   -2.4477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6634   -1.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8708   -2.1045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2763   -1.5324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4745   -0.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1200   -0.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9126   -0.3883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5071    0.1837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3089    0.9845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9034    1.5566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5163    1.2133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3182    2.0142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9126    2.5862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4745    2.2430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2671    2.4718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0690    1.6710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8708    0.8701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6634    1.0989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4653    0.2981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2579    0.5269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0505    0.7557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8524   -0.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6542   -0.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2487   -1.4180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8616   -1.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2671   -0.5028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0782    0.6413    0.0000 C   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  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
  2 25  1  0  0  0  0
 25 26  2  0  0  0  0
  5 26  1  0  0  0  0
 19 26  1  0  0  0  0
 17 27  1  0  0  0  0
  6 27  1  0  0  0  0
 11 27  2  0  0  0  0
M  END

     RDKit          3D

 39 45  0  0  0  0  0  0  0  0999 V2000
   -4.6879   -0.2766   -0.5645 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5945   -0.3492    0.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6628    0.7564   -0.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1286    2.0468   -0.1054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4642    2.3880   -0.0844 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1697    3.0540   -0.1906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8260    2.7488   -0.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4025    1.4280   -0.1454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3062    0.4164   -0.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9231   -1.0022   -0.0590 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1198   -1.4801   -1.3864 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8301   -1.8721    0.8013 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8346   -2.6357    0.1206 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1908   -1.5238    0.8695 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4847   -1.3023    0.2654 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4159   -0.1577    0.0431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0114    1.1583   -0.0974 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9541    2.1521   -0.2441 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2989    1.8836   -0.2586 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7086    0.5758   -0.1216 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0459    0.2352   -0.1287 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7695   -0.4504    0.0296 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2450   -1.8290    0.1603 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4420   -2.0897   -0.0417 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2610   -2.8082    0.5238 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4978   -3.6509   -0.1157 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0885   -2.4550   -0.4372 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2055    1.7488   -0.0067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5328    4.0657   -0.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1892    3.6040   -0.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3179   -0.7594   -2.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3686   -2.4774    1.6055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7853   -1.6246    1.7927 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5161   -1.4422    1.3953 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6629    3.1696   -0.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    2.6967   -0.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7375    0.9732   -0.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0172   -2.7544    1.6322 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3900   -2.1603   -1.4898 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 20  1  0
 20 19  2  0
 19 18  1  0
 18 17  2  0
 17  8  1  0
  8  7  2  0
  7  6  1  0
  6  4  2  0
  4  5  1  0
  4  3  1  0
  3  9  2  0
  9 10  1  0
 10 11  1  6
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14  2  1  0
  2  1  2  0
 10 15  1  0
 15 27  1  0
 27 26  1  0
 26 25  1  0
 25 23  1  0
 23 24  2  0
 23 22  1  0
 22 16  2  0
 22 20  1  0
 16 17  1  0
  9  8  1  0
 14 12  1  0
 16 15  1  0
  2  3  1  0
 25 27  1  0
 21 37  1  0
 19 36  1  0
 18 35  1  0
  7 30  1  0
  6 29  1  0
  5 28  1  0
 11 31  1  0
 12 32  1  1
 14 33  1  1
 15 34  1  1
 27 39  1  6
 25 38  1  1
M  END


  Mrv1533004191520432D          

 27 33  0  0  0  0            999 V2000
    2.2579   -2.4477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6634   -1.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8708   -2.1045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2763   -1.5324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4745   -0.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1200   -0.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9126   -0.3883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5071    0.1837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3089    0.9845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9034    1.5566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5163    1.2133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3182    2.0142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9126    2.5862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4745    2.2430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2671    2.4718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0690    1.6710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8708    0.8701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6634    1.0989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4653    0.2981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2579    0.5269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0505    0.7557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8524   -0.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6542   -0.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2487   -1.4180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8616   -1.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2671   -0.5028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0782    0.6413    0.0000 C   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  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
  2 25  1  0  0  0  0
 25 26  2  0  0  0  0
  5 26  1  0  0  0  0
 19 26  1  0  0  0  0
 17 27  1  0  0  0  0
  6 27  1  0  0  0  0
 11 27  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0172461

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC=C2C3=CC=C(O)C4=C3C(O)(C3OC3C4=O)C3C4OC4C(=O)C1=C23

> <INCHI_IDENTIFIER>
InChI=1S/C20H12O7/c21-7-3-1-5-6-2-4-8(22)11-12(6)20(25,19-18(27-19)15(11)24)13-9(5)10(7)14(23)17-16(13)26-17/h1-4,13,16-19,21-22,25H

> <INCHI_KEY>
PPGUIYZCPWDASR-UHFFFAOYSA-N

> <FORMULA>
C20H12O7

> <MOLECULAR_WEIGHT>
364.309

> <EXACT_MASS>
364.058302726

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
34.60505001201287

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,8,15-trihydroxy-4,19-dioxaheptacyclo[10.8.1.1²,⁷.0³,⁵.0¹⁶,²¹.0¹⁸,²⁰.0¹¹,²²]docosa-7(22),8,10,12,14,16(21)-hexaene-6,17-dione

> <ALOGPS_LOGP>
1.98

> <JCHEM_LOGP>
1.8537669006666662

> <ALOGPS_LOGS>
-2.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.791749399822283

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.112979904166194

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9034152873922148

> <JCHEM_POLAR_SURFACE_AREA>
119.89000000000001

> <JCHEM_REFRACTIVITY>
89.51789999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.89e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,8,15-trihydroxy-4,19-dioxaheptacyclo[10.8.1.1²,⁷.0³,⁵.0¹⁶,²¹.0¹⁸,²⁰.0¹¹,²²]docosa-7(22),8,10,12,14,16(21)-hexaene-6,17-dione

> <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       4.215  -4.569   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       3.105  -3.501   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.625  -3.928   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.516  -2.861   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.886  -1.366   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.224  -0.298   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.704  -0.725   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.813   0.343   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.443   1.838   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -3.553   2.906   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.964   2.265   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.594   3.760   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.704   4.828   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.886   4.187   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.365   4.614   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.995   3.119   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.625   1.624   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       3.105   2.051   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       2.735   0.556   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.215   0.984   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.694   1.411   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       5.324  -0.084   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.955  -1.579   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       6.064  -2.647   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       3.475  -2.006   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.365  -0.938   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.146   1.197   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   25                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   26                                                  
CONECT    6    5    7   27                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   27                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14   16                                                       
CONECT   16   15   14   17                                                  
CONECT   17   16   18   19   27                                             
CONECT   18   17                                                            
CONECT   19   17   20   26                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20   22                                                       
CONECT   22   21   20   23                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23    2   26                                                  
CONECT   26   25    5   19                                                  
CONECT   27   17    6   11                                                  
MASTER        0    0    0    0    0    0    0    0   27    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₁₂O₇

Average Mass

364.3090 Da

Monoisotopic Mass

364.05830 Da

IUPAC Name

1,8,15-trihydroxy-4,19-dioxaheptacyclo[10.8.1.1²,⁷.0³,⁵.0¹⁶,²¹.0¹⁸,²⁰.0¹¹,²²]docosa-7(22),8,10,12,14,16(21)-hexaene-6,17-dione

Traditional Name

1,8,15-trihydroxy-4,19-dioxaheptacyclo[10.8.1.1²,⁷.0³,⁵.0¹⁶,²¹.0¹⁸,²⁰.0¹¹,²²]docosa-7(22),8,10,12,14,16(21)-hexaene-6,17-dione

CAS Registry Number

Not Available

SMILES

OC1=CC=C2C3=CC=C(O)C4=C3C(O)(C3OC3C4=O)C3C4OC4C(=O)C1=C23

InChI Identifier

InChI=1S/C20H12O7/c21-7-3-1-5-6-2-4-8(22)11-12(6)20(25,19-18(27-19)15(11)24)13-9(5)10(7)14(23)17-16(13)26-17/h1-4,13,16-19,21-22,25H

InChI Key

PPGUIYZCPWDASR-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
Stemphylium botryosum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as perylenequinones. These are heterocyclic compounds characterized by two 8-hydroxy-1,4-dihydronaphthalen-1-one moieties joined together one or two CC-bonds.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Perylenequinones

Sub Class

Not Available

Direct Parent

Perylenequinones

Alternative Parents

Substituents

Perylenequinone
Phenanthrene
Naphthalene
Tetralin
Aryl alkyl ketone
Aryl ketone
1-hydroxy-2-unsubstituted benzenoid
Phenol
Tertiary alcohol
Vinylogous acid
Ketone
Polyol
Oxacycle
Ether
Oxirane
Dialkyl ether
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
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	1.98	ALOGPS
logP	1.85	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	8.11	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	119.89 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	89.52 m³·mol⁻¹	ChemAxon
Polarizability	34.61 Å³	ChemAxon
Number of Rings	7	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

102335565

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1,8,15-trihydroxy-4,19-dioxaheptacyclo[10.8.1.1²,⁷.0³,⁵.0¹⁶,²¹.0¹⁸,²⁰.0¹¹,²²]docosa-7,9,11(22),12(21),13,15-hexaene-6,17-dione (NP0172461)

MOL for NP0172461 (1,8,15-trihydroxy-4,19-dioxaheptacyclo[10.8.1.1²,⁷.0³,⁵.0¹⁶,²¹.0¹⁸,²⁰.0¹¹,²²]docosa-7,9,11(22),12(21),13,15-hexaene-6,17-dione)

3D MOL for NP0172461 (1,8,15-trihydroxy-4,19-dioxaheptacyclo[10.8.1.1²,⁷.0³,⁵.0¹⁶,²¹.0¹⁸,²⁰.0¹¹,²²]docosa-7,9,11(22),12(21),13,15-hexaene-6,17-dione)

3D SDF for NP0172461 (1,8,15-trihydroxy-4,19-dioxaheptacyclo[10.8.1.1²,⁷.0³,⁵.0¹⁶,²¹.0¹⁸,²⁰.0¹¹,²²]docosa-7,9,11(22),12(21),13,15-hexaene-6,17-dione)

3D-SDF for NP0172461 (1,8,15-trihydroxy-4,19-dioxaheptacyclo[10.8.1.1²,⁷.0³,⁵.0¹⁶,²¹.0¹⁸,²⁰.0¹¹,²²]docosa-7,9,11(22),12(21),13,15-hexaene-6,17-dione)

PDB for NP0172461 (1,8,15-trihydroxy-4,19-dioxaheptacyclo[10.8.1.1²,⁷.0³,⁵.0¹⁶,²¹.0¹⁸,²⁰.0¹¹,²²]docosa-7,9,11(22),12(21),13,15-hexaene-6,17-dione)

3D PDB for NP0172461 (1,8,15-trihydroxy-4,19-dioxaheptacyclo[10.8.1.1²,⁷.0³,⁵.0¹⁶,²¹.0¹⁸,²⁰.0¹¹,²²]docosa-7,9,11(22),12(21),13,15-hexaene-6,17-dione)

SMILES for NP0172461 (1,8,15-trihydroxy-4,19-dioxaheptacyclo[10.8.1.1²,⁷.0³,⁵.0¹⁶,²¹.0¹⁸,²⁰.0¹¹,²²]docosa-7,9,11(22),12(21),13,15-hexaene-6,17-dione)

INCHI for NP0172461 (1,8,15-trihydroxy-4,19-dioxaheptacyclo[10.8.1.1²,⁷.0³,⁵.0¹⁶,²¹.0¹⁸,²⁰.0¹¹,²²]docosa-7,9,11(22),12(21),13,15-hexaene-6,17-dione)

Structure for NP0172461 (1,8,15-trihydroxy-4,19-dioxaheptacyclo[10.8.1.1²,⁷.0³,⁵.0¹⁶,²¹.0¹⁸,²⁰.0¹¹,²²]docosa-7,9,11(22),12(21),13,15-hexaene-6,17-dione)

3D Structure for NP0172461 (1,8,15-trihydroxy-4,19-dioxaheptacyclo[10.8.1.1²,⁷.0³,⁵.0¹⁶,²¹.0¹⁸,²⁰.0¹¹,²²]docosa-7,9,11(22),12(21),13,15-hexaene-6,17-dione)