NP-MRD: Showing NP-Card for (±)-Penindolene C (NP0332839)

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Record Information

Version

1.0

Created at

2024-04-23 06:02:02 UTC

Updated at

2024-04-28 18:21:02 UTC

NP-MRD ID

NP0332839

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(±)-Penindolene C

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01052308382D          

 23 25  0  0  1  0            999 V2000
   -0.1712   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9962   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087   -1.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768    0.9256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781    1.7103    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9628    1.9652    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6302    1.4803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9628    2.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781    3.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3068    2.3777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1318    2.3777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 N   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  2  0  0  0  0
  2  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  2  0  0  0  0
  7 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
  6 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332839

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)(C=C)C1=C(CCN2[C@@H](O)CCC2=O)C2=CC=CC=C2N1

> <INCHI_IDENTIFIER>
InChI=1S/C19H24N2O2/c1-4-19(2,3)18-14(13-7-5-6-8-15(13)20-18)11-12-21-16(22)9-10-17(21)23/h4-8,16,20,22H,1,9-12H2,2-3H3/t16-/m0/s1

> <INCHI_KEY>
DGPFSUGNVRYGDD-INIZCTEOSA-N

> <FORMULA>
C19H24N2O2

> <MOLECULAR_WEIGHT>
312.413

> <EXACT_MASS>
312.183778021

$$$$

HEADER    PROTEIN                                 05-JAN-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-JAN-23         0                                  
HETATM    1  C   UNK     0      -0.320  -2.843   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.320  -1.303   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.320   0.237   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.860  -1.303   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.630  -2.637   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.126  -0.057   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.650   1.408   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.143   1.728   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      -0.333   3.192   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      -1.797   3.668   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -3.043   2.763   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -1.797   5.208   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.333   5.684   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.573   4.438   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.113   4.438   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       2.126  -2.549   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3    4    6                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4                                                            
CONECT    6    2    7   23                                                  
CONECT    7    6    8   17                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10   16                                                  
CONECT   16   15                                                            
CONECT   17    7   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   17   23                                                  
CONECT   23   22    6                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₄N₂O₂

Average Mass

312.4130 Da

Monoisotopic Mass

312.18378 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(C)(C=C)C1=C(CCN2[C@@H](O)CCC2=O)C2=CC=CC=C2N1

InChI Identifier

InChI=1S/C19H24N2O2/c1-4-19(2,3)18-14(13-7-5-6-8-15(13)20-18)11-12-21-16(22)9-10-17(21)23/h4-8,16,20,22H,1,9-12H2,2-3H3/t16-/m0/s1

InChI Key

DGPFSUGNVRYGDD-INIZCTEOSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	m8545303@163.com	Institute of Oceanology, Chinese Academy of Sciences	Linghong Meng	2024-04-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, C2D6OS, experimental)	m8545303@163.com	Institute of Oceanology, Chinese Academy of Sciences	Linghong Meng	2024-04-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, C2D6OS, experimental)	m8545303@163.com	Institute of Oceanology, Chinese Academy of Sciences	Linghong Meng	2024-04-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, C2D6OS, experimental)	m8545303@163.com	Institute of Oceanology, Chinese Academy of Sciences	Linghong Meng	2024-04-23	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, CDCl3, experimental)	m8545303@163.com	Institute of Oceanology, Chinese Academy of Sciences	Linghong Meng	2024-04-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C2D6OS, experimental)	m8545303@163.com	Institute of Oceanology, Chinese Academy of Sciences	Linghong Meng	2024-04-23	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	m8545303@163.com	Institute of Oceanology, Chinese Academy of Sciences	Linghong Meng	2024-04-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl3, experimental)	m8545303@163.com	Institute of Oceanology, Chinese Academy of Sciences	Linghong Meng	2024-04-23	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
brocae MA-231		Not Available

Chemical Taxonomy

Classification

Not classified

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

Not Available

References

General References

Meng LH, Awakawa T, Li XM, Quan Z, Yang SQ, Wang BG, Abe I: Discovery of (+/-)-Penindolenes Reveals an Unusual Indole Ring Cleavage Pathway Catalyzed by P450 Monooxygenase. Angew Chem Int Ed Engl. 2024 Apr 18:e202403963. doi: 10.1002/anie.202403963. [PubMed:38635317 ]

Showing NP-Card for (±)-Penindolene C (NP0332839)

MOL for NP0332839 ((±)-Penindolene C)

3D MOL for NP0332839 ((±)-Penindolene C)

3D SDF for NP0332839 ((±)-Penindolene C)

3D-SDF for NP0332839 ((±)-Penindolene C)

PDB for NP0332839 ((±)-Penindolene C)

3D PDB for NP0332839 ((±)-Penindolene C)

SMILES for NP0332839 ((±)-Penindolene C)

INCHI for NP0332839 ((±)-Penindolene C)

Structure for NP0332839 ((±)-Penindolene C)

3D Structure for NP0332839 ((±)-Penindolene C)