NP-MRD: Showing NP-Card for Cryptoechinulin B (NP0058007)

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Record Information

Version

2.0

Created at

2022-04-28 03:20:42 UTC

Updated at

2022-04-28 03:20:42 UTC

NP-MRD ID

NP0058007

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Cryptoechinulin B

Description

2-[(E)-2-[(3Z,6S,7R,10S)-2,5-dihydroxy-10-methyl-3-{[6-(3-methylbut-2-en-1-yl)-2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methylidene}-1,4-diazaspiro[5.5]Undeca-1,4,8-trien-7-yl]ethenyl]-3,6-dihydroxy-5-(3-methylbut-2-en-1-yl)benzaldehyde belongs to the class of organic compounds known as prenylated hydroquinones. These are quinones with a structure characterized by the hydroquinone ring substituted by an prenyl side-chain. Cryptoechinulin B is found in Eurotium amstelodami. Based on a literature review very few articles have been published on 2-[(E)-2-[(3Z,6S,7R,10S)-2,5-dihydroxy-10-methyl-3-{[6-(3-methylbut-2-en-1-yl)-2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methylidene}-1,4-diazaspiro[5.5]Undeca-1,4,8-trien-7-yl]ethenyl]-3,6-dihydroxy-5-(3-methylbut-2-en-1-yl)benzaldehyde.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282205202D          

 51 55  0  0  1  0            999 V2000
   -1.4540    3.2397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6256    2.4327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0125    1.8806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2278    2.1356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0563    2.9426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6694    3.4946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4979    4.3016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2867    4.5565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4583    5.3635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2429    5.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1548    5.9155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1685    1.2132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3400    2.0202    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7205    0.6001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1074    0.0481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2726   -0.0130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3336    1.1521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1183    0.8972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3020    1.1270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.7770    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1895    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3020   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -4.5888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230   -4.5888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7605   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1895   -3.8743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  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
  3 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
  2 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  2  0  0  0  0
 12 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 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
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 21 27  1  0  0  0  0
 27 28  2  0  0  0  0
 25 29  1  0  0  0  0
 29 30  1  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
 25 33  1  0  0  0  0
 33 34  1  6  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 36 41  1  0  0  0  0
 41 42  1  0  0  0  0
 39 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 45 46  1  0  0  0  0
 45 47  1  0  0  0  0
 38 48  1  0  0  0  0
 37 49  1  0  0  0  0
 49 50  2  0  0  0  0
 30 51  1  6  0  0  0
M  END

     RDKit          3D

100104  0  0  0  0  0  0  0  0999 V2000
    6.9308   -1.6844    3.0232 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1815   -0.8569    3.7552 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.0659   -0.5668    1.5234 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.1265   -0.4270    2.5050 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7003   -1.6795    3.0469 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -1.4000   -4.0089    2.4473 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3208   -4.1538    1.2541 C   0  0  0  0  0  0  0  0  0  0  0  0
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  6  3  1  0
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  2  1  2  3
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 43 96  1  0
 43 97  1  0
 37 88  1  0
 36 87  1  0
 30 83  1  0
 29 82  1  0
M  END


  Mrv1652304282205202D          

 51 55  0  0  1  0            999 V2000
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   -2.7205    0.6001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3336    1.1521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1895    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -0.3020    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -4.5888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230   -4.5888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7605   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -4.5888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -3.8743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  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
  3 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
  2 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  2  0  0  0  0
 12 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 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
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 21 27  1  0  0  0  0
 27 28  2  0  0  0  0
 25 29  1  0  0  0  0
 29 30  1  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
 25 33  1  0  0  0  0
 33 34  1  6  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 36 41  1  0  0  0  0
 41 42  1  0  0  0  0
 39 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 45 46  1  0  0  0  0
 45 47  1  0  0  0  0
 38 48  1  0  0  0  0
 37 49  1  0  0  0  0
 49 50  2  0  0  0  0
 30 51  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0058007

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1C[C@]2(NC(=O)\C(NC2=O)=C\C2=C(NC3=CC(CC=C(C)C)=CC=C23)C(C)(C)C=C)[C@@H](\C=C\C2=C(C=O)C(O)=C(CC=C(C)C)C=C2O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C43H49N3O5/c1-9-42(7,8)39-33(31-18-14-28(13-10-25(2)3)20-35(31)44-39)22-36-40(50)46-43(41(51)45-36)23-27(6)12-16-30(43)17-19-32-34(24-47)38(49)29(21-37(32)48)15-11-26(4)5/h9-12,14,16-22,24,27,30,44,48-49H,1,13,15,23H2,2-8H3,(H,45,51)(H,46,50)/b19-17+,36-22-/t27-,30-,43+/m1/s1

> <INCHI_KEY>
DTORJNDWFNFRER-VJZSCWTISA-N

> <FORMULA>
C43H49N3O5

> <MOLECULAR_WEIGHT>
687.881

> <EXACT_MASS>
687.36722169

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
100

> <JCHEM_AVERAGE_POLARIZABILITY>
79.00913929672139

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,5-dihydroxy-6-[(E)-2-[(3Z,6S,7R,10S)-10-methyl-3-{[6-(3-methylbut-2-en-1-yl)-2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methylidene}-2,5-dioxo-1,4-diazaspiro[5.5]undec-8-en-7-yl]ethenyl]-3-(3-methylbut-2-en-1-yl)benzaldehyde

> <ALOGPS_LOGP>
6.54

> <JCHEM_LOGP>
8.895270104000002

> <ALOGPS_LOGS>
-6.03

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.519156805732706

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.584063255017963

> <JCHEM_PKA_STRONGEST_BASIC>
-0.5748994143196765

> <JCHEM_POLAR_SURFACE_AREA>
131.52

> <JCHEM_REFRACTIVITY>
211.19920000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.40e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,5-dihydroxy-6-[(E)-2-[(3Z,6S,7R,10S)-10-methyl-3-{[6-(3-methylbut-2-en-1-yl)-2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methylidene}-2,5-dioxo-1,4-diazaspiro[5.5]undec-8-en-7-yl]ethenyl]-3-(3-methylbut-2-en-1-yl)benzaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      -2.714   6.047   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.034   4.541   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.890   3.511   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.425   3.986   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.105   5.493   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.250   6.523   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.929   8.030   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.535   8.505   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.855  10.012   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.320  10.488   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.289  11.042   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.516   2.104   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.048   2.265   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      -4.368   3.771   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      -5.078   1.120   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.934   0.090   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.109  -0.024   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -6.223   2.151   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -7.687   1.675   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.746   0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       0.564   2.104   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.874   3.437   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0       2.104  -0.564   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -0.206  -1.897   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.954   0.770   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.644  -0.564   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.874  -1.897   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       3.644  -3.231   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       2.874  -4.565   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       3.644  -5.898   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       2.874  -7.232   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       1.334  -7.232   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       0.564  -5.898   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       1.334  -4.565   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       0.564  -3.231   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       0.564  -8.566   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -0.976  -8.566   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -1.746  -7.232   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -3.286  -7.232   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -0.976  -5.898   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0       3.644  -8.566   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0       5.184  -5.898   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0       5.954  -7.232   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   14                                                  
CONECT    3    2    4   12                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    3   13   20                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13    2                                                       
CONECT   15   13   16   17   18                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   15   19                                                       
CONECT   19   18                                                            
CONECT   20   12   21                                                       
CONECT   21   20   22   27                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   29   33                                             
CONECT   26   25   27                                                       
CONECT   27   26   21   28                                                  
CONECT   28   27                                                            
CONECT   29   25   30                                                       
CONECT   30   29   31   51                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   25   34                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37   41                                                  
CONECT   37   36   38   49                                                  
CONECT   38   37   39   48                                                  
CONECT   39   38   40   43                                                  
CONECT   40   39   41                                                       
CONECT   41   40   36   42                                                  
CONECT   42   41                                                            
CONECT   43   39   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46   47                                                  
CONECT   46   45                                                            
CONECT   47   45                                                            
CONECT   48   38                                                            
CONECT   49   37   50                                                       
CONECT   50   49                                                            
CONECT   51   30                                                            
MASTER        0    0    0    0    0    0    0    0   51    0  110    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₃H₄₉N₃O₅

Average Mass

687.8810 Da

Monoisotopic Mass

687.36722 Da

IUPAC Name

2,5-dihydroxy-6-[(E)-2-[(3Z,6S,7R,10S)-10-methyl-3-{[6-(3-methylbut-2-en-1-yl)-2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methylidene}-2,5-dioxo-1,4-diazaspiro[5.5]undec-8-en-7-yl]ethenyl]-3-(3-methylbut-2-en-1-yl)benzaldehyde

Traditional Name

CAS Registry Number

Not Available

SMILES

C[C@H]1C[C@]2(NC(=O)\C(NC2=O)=C\C2=C(NC3=CC(CC=C(C)C)=CC=C23)C(C)(C)C=C)[C@@H](\C=C\C2=C(C=O)C(O)=C(CC=C(C)C)C=C2O)C=C1

InChI Identifier

InChI=1S/C43H49N3O5/c1-9-42(7,8)39-33(31-18-14-28(13-10-25(2)3)20-35(31)44-39)22-36-40(50)46-43(41(51)45-36)23-27(6)12-16-30(43)17-19-32-34(24-47)38(49)29(21-37(32)48)15-11-26(4)5/h9-12,14,16-22,24,27,30,44,48-49H,1,13,15,23H2,2-8H3,(H,45,51)(H,46,50)/b19-17+,36-22-/t27-,30-,43+/m1/s1

InChI Key

DTORJNDWFNFRER-VJZSCWTISA-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
Aspergillus amstelodami	Fungi	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as prenylated hydroquinones. These are quinones with a structure characterized by the hydroquinone ring substituted by an prenyl side-chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Quinone and hydroquinone lipids

Direct Parent

Prenylated hydroquinones

Alternative Parents

Substituents

Prenylbenzoquinol
Hydroxybenzaldehyde
Indole or derivatives
Indole
Styrene
Hydroquinone
Benzoyl
Benzaldehyde
1-hydroxy-2-unsubstituted benzenoid
Aryl-aldehyde
Phenol
Benzenoid
Substituted pyrrole
Monocyclic benzene moiety
Heteroaromatic compound
Vinylogous acid
Cyclic carboximidic acid
Pyrrole
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aldehyde
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	6.54	ALOGPS
logP	8.9	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	8.58	ChemAxon
pKa (Strongest Basic)	-0.57	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	131.52 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	211.2 m³·mol⁻¹	ChemAxon
Polarizability	79.01 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

163023054

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Cryptoechinulin B (NP0058007)

MOL for NP0058007 (Cryptoechinulin B)

3D MOL for NP0058007 (Cryptoechinulin B)

3D SDF for NP0058007 (Cryptoechinulin B)

3D-SDF for NP0058007 (Cryptoechinulin B)

PDB for NP0058007 (Cryptoechinulin B)

3D PDB for NP0058007 (Cryptoechinulin B)

SMILES for NP0058007 (Cryptoechinulin B)

INCHI for NP0058007 (Cryptoechinulin B)

Structure for NP0058007 (Cryptoechinulin B)

3D Structure for NP0058007 (Cryptoechinulin B)