NP-MRD: Showing NP-Card for Cyclopiazonic Acid (NP0139472)

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Record Information

Version

2.0

Created at

2022-06-29 19:55:59 UTC

Updated at

2025-07-23 16:56:52 UTC

NP-MRD ID

NP0139472

Natural Product DOI

https://doi.org/10.57994/3513

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Cyclopiazonic Acid

Description

(6AR,11aS,11bR)-10-acetyl-11-hydroxy-7,7-dimethyl-2,6,6a,7,11a,11b-hexahydro-9H-pyrrolo[1',2':2,3]Isoindolo[4,5,6-cd]indol-9-one, also known as alpha-cyclopiazonic acid or α-cyclopiazonate, belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. Cyclopiazonic Acid is found in Aspergillus oryzae, Aspergillus tamarii, Penicillium aurantiogriseum, Penicillium commune, Penicillium griseofulvum, Penicillium solitum and Penicillium vinaceum. Based on a literature review very few articles have been published on (6aR,11aS,11bR)-10-acetyl-11-hydroxy-7,7-dimethyl-2,6,6a,7,11a,11b-hexahydro-9H-pyrrolo[1',2':2,3]Isoindolo[4,5,6-cd]indol-9-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652306292221562D          

 28 32  0  0  1  0            999 V2000
    5.0829    2.8698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4324    2.3624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9958    3.0624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0050    1.7684    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6171    1.0403    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1897    0.4464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0458   -0.3659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9315    0.8074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6596    0.4195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6877   -0.4050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3596    0.8561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8174    1.6245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4113    2.1971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2292    0.3122    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8048    1.1843    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6906    2.0013    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6625    2.8259    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9259    2.3110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0401    1.4939    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1542    0.6769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0960   -0.1461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2953   -0.3450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8587    0.3550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0464    0.4990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7649    1.2744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2957    1.9060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2754    1.8036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3896    0.9866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  8 12  1  0  0  0  0
  4 12  1  0  0  0  0
 12 13  2  0  0  0  0
  5 14  1  1  0  0  0
  5 15  1  0  0  0  0
 15 16  1  0  0  0  0
  2 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 15 19  1  6  0  0  0
 15 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
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 18 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
 20 28  1  0  0  0  0
M  END

     RDKit          3D

 45 49  0  0  0  0  0  0  0  0999 V2000
    4.7377    1.8365   -0.7512 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4800    0.7565    0.2220 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4247    0.3744    0.9567 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1442    0.1746    0.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1178    0.5452   -0.4587 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1669    1.5636   -1.4319 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9609   -0.2634   -0.1141 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1469    0.4218    0.6310 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9236    1.3991   -0.0900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7584    2.7113   -0.4553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8730    3.1299   -1.1284 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7452    2.1086   -1.1990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0034    1.9144   -1.7312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6193    0.6852   -1.6080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0052   -0.3660   -0.9610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7210   -0.1806   -0.4138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1624    1.0376   -0.5594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0119   -1.2720    0.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9154   -0.7879    1.1257 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1751   -1.8628    1.3098 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0068   -3.0114    0.3856 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1915   -2.3879    2.7298 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3763   -1.1654    0.9771 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7245   -0.9142    1.2164 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5336   -1.4363    2.0226 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0264    2.6934   -0.5778 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5397    1.4187   -1.7662 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7544    2.2489   -0.6538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1540    1.2926   -2.4155 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5760   -0.8682   -0.9721 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3513    0.8475    1.5605 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1124    3.3125   -0.2434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0541    4.0642   -1.5307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4723    2.7540   -2.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6245    0.5413   -2.0367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4390   -1.3361   -0.8392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6739   -1.9645   -0.5476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7141   -1.8555    0.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3027   -0.5918    2.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9810   -3.4963    0.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1676   -2.8321   -0.6733 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7594   -3.7875    0.6923 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2611   -2.4486    3.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3158   -1.6290    3.3588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2788   -3.3743    2.8349 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 18  1  0
 18 16  1  0
 16 17  2  0
 17 12  1  0
 12 11  1  0
 11 10  1  0
 10  9  2  0
  9  8  1  0
  8  7  1  0
  7 23  1  0
 23 24  1  0
 24 25  2  0
 24  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  4  5  2  0
  5  6  1  0
 23 20  1  0
 20 21  1  0
 20 22  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  8 19  1  0
  5  7  1  0
 20 19  1  0
 15 16  1  0
  9 17  1  0
 19 39  1  1
 18 37  1  0
 18 38  1  0
 11 33  1  0
 10 32  1  0
  8 31  1  1
  7 30  1  6
  1 26  1  0
  1 27  1  0
  1 28  1  0
  6 29  1  0
 21 40  1  0
 21 41  1  0
 21 42  1  0
 22 43  1  0
 22 44  1  0
 22 45  1  0
 13 34  1  0
 14 35  1  0
 15 36  1  0
M  END


  Mrv1652306292221562D          

 28 32  0  0  1  0            999 V2000
    5.0829    2.8698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4324    2.3624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9958    3.0624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0050    1.7684    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6171    1.0403    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1897    0.4464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0458   -0.3659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9315    0.8074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6596    0.4195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6877   -0.4050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3596    0.8561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8174    1.6245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4113    2.1971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2292    0.3122    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8048    1.1843    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6906    2.0013    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6625    2.8259    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9259    2.3110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0401    1.4939    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1542    0.6769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0960   -0.1461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2953   -0.3450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8587    0.3550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0464    0.4990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7649    1.2744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2957    1.9060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2754    1.8036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3896    0.9866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  8 12  1  0  0  0  0
  4 12  1  0  0  0  0
 12 13  2  0  0  0  0
  5 14  1  1  0  0  0
  5 15  1  0  0  0  0
 15 16  1  0  0  0  0
  2 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 15 19  1  6  0  0  0
 15 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
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 18 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
 20 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0139472

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CC3=C4C(NC=C4[C@]1([H])[C@]1([H])N(C(=O)C(C(C)=O)=C1O)C2(C)C)=CC=C3

> <INCHI_IDENTIFIER>
InChI=1S/C20H20N2O3/c1-9(23)14-18(24)17-16-11-8-21-13-6-4-5-10(15(11)13)7-12(16)20(2,3)22(17)19(14)25/h4-6,8,12,16-17,21,24H,7H2,1-3H3/t12-,16+,17+/m1/s1

> <INCHI_KEY>
SZINUGQCTHLQAZ-DQYPLSBCSA-N

> <FORMULA>
C20H20N2O3

> <MOLECULAR_WEIGHT>
336.391

> <EXACT_MASS>
336.147392512

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
35.93613589095701

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3S,9R)-5-acetyl-4-hydroxy-8,8-dimethyl-7,16-diazapentacyclo[9.6.1.0^{2,9}.0^{3,7}.0^{15,18}]octadeca-1(17),4,11(18),12,14-pentaen-6-one

> <ALOGPS_LOGP>
2.47

> <JCHEM_LOGP>
1.7741740986666668

> <ALOGPS_LOGS>
-3.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
16.03923979533419

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.842312874289381

> <JCHEM_PKA_STRONGEST_BASIC>
-0.6087122679224303

> <JCHEM_POLAR_SURFACE_AREA>
73.4

> <JCHEM_REFRACTIVITY>
94.64250000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.58e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S,9R)-5-acetyl-4-hydroxy-8,8-dimethyl-7,16-diazapentacyclo[9.6.1.0^{2,9}.0^{3,7}.0^{15,18}]octadeca-1(17),4,11(18),12,14-pentaen-6-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-JUN-22         0                                  
HETATM    1  C   UNK     0       9.488   5.357   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.274   4.410   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.459   5.716   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       9.343   3.301   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       8.619   1.942   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.687   0.833   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       9.419  -0.683   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      11.072   1.507   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.431   0.783   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.484  -0.756   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      13.738   1.598   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      10.859   3.032   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      11.968   4.101   0.000  0.00  0.00           O+0
HETATM   14  H   UNK     0       7.894   0.583   0.000  0.00  0.00           H+0
HETATM   15  C   UNK     0       7.102   2.211   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.889   3.736   0.000  0.00  0.00           C+0
HETATM   17  H   UNK     0       6.837   5.275   0.000  0.00  0.00           H+0
HETATM   18  C   UNK     0       5.462   4.314   0.000  0.00  0.00           C+0
HETATM   19  H   UNK     0       5.675   2.789   0.000  0.00  0.00           H+0
HETATM   20  C   UNK     0       5.888   1.264   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.779  -0.273   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       4.285  -0.644   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0       3.470   0.663   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.953   0.931   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.428   2.379   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.419   3.558   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.247   3.367   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.460   1.842   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4   16                                             
CONECT    3    2                                                            
CONECT    4    2    5   12                                                  
CONECT    5    4    6   14   15                                             
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   12                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    8    4   13                                                  
CONECT   13   12                                                            
CONECT   14    5                                                            
CONECT   15    5   16   19   20                                             
CONECT   16   15    2   17   18                                             
CONECT   17   16                                                            
CONECT   18   16   27                                                       
CONECT   19   15                                                            
CONECT   20   15   21   28                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   18   28                                                  
CONECT   28   27   23   20                                                  
MASTER        0    0    0    0    0    0    0    0   28    0   64    0
END

View in JSmol

Synonyms

Value	Source
alpha-Cyclopiazonic acid	ChEBI
Cyclopiazonic acid	ChEBI
alpha-Cyclopiazonate	Kegg
CPA	Kegg
a-Cyclopiazonate	Generator
a-Cyclopiazonic acid	Generator
Α-cyclopiazonate	Generator
Α-cyclopiazonic acid	Generator
Cyclopiazonate	Generator

Chemical Formula

C₂₀H₂₀N₂O₃

Average Mass

336.3910 Da

Monoisotopic Mass

336.14739 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

[H][C@@]12CC3=C4C(NC=C4[C@]1([H])[C@]1([H])N(C(=O)C(C(C)=O)=C1O)C2(C)C)=CC=C3

InChI Identifier

InChI=1S/C20H20N2O3/c1-9(23)14-18(24)17-16-11-8-21-13-6-4-5-10(15(11)13)7-12(16)20(2,3)22(17)19(14)25/h4-6,8,12,16-17,21,24H,7H2,1-3H3/t12-,16+,17+/m1/s1

InChI Key

SZINUGQCTHLQAZ-DQYPLSBCSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, CDCl3, experimental)	[email protected]	University of North Carolina at Greensboro	Zijian Rong	2024-12-04	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl3, experimental)	[email protected]	University of North Carolina at Greensboro	Zijian Rong	2024-12-04	View Spectrum

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
Aspergillus oryzae	LOTUS Database	35616633
Aspergillus tamarii	LOTUS Database	35616633
Penicillium aurantiogriseum	LOTUS Database	35616633
Penicillium commune	LOTUS Database	35616633
Penicillium griseofulvum	LOTUS Database	35616633
Penicillium solitum	LOTUS Database	35616633
Penicillium vinaceum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indoles

Direct Parent

3-alkylindoles

Alternative Parents

Substituents

3-alkylindole
Isoindoline
Isoindole or derivatives
Pyrrolizine
Benzenoid
Pyrrole
Pyrrolidine
Pyrroline
Tertiary carboxylic acid amide
Vinylogous acid
Heteroaromatic compound
Carboxamide group
Lactam
Ketone
Carboxylic acid derivative
Enol
Azacycle
Organopnictogen compound
Carbonyl group
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

alpha-cyclopiazonic acids (CHEBI:22450 )

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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00051802

Chemspider ID

21106432

KEGG Compound ID

C03032

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

54682463

PDB ID

Not Available

ChEBI ID

22450

Good Scents ID

Not Available

References

General References

Showing NP-Card for Cyclopiazonic Acid (NP0139472)

MOL for NP0139472 (Cyclopiazonic Acid)

3D MOL for NP0139472 (Cyclopiazonic Acid)

3D SDF for NP0139472 (Cyclopiazonic Acid)

3D-SDF for NP0139472 (Cyclopiazonic Acid)

PDB for NP0139472 (Cyclopiazonic Acid)

3D PDB for NP0139472 (Cyclopiazonic Acid)

SMILES for NP0139472 (Cyclopiazonic Acid)

INCHI for NP0139472 (Cyclopiazonic Acid)

Structure for NP0139472 (Cyclopiazonic Acid)

3D Structure for NP0139472 (Cyclopiazonic Acid)