NP-MRD: Showing NP-Card for Coriaceumin B (NP0332089)

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Record Information

Version

2.0

Created at

2023-11-02 04:07:18 UTC

Updated at

2024-09-03 04:17:55 UTC

NP-MRD ID

NP0332089

Natural Product DOI

https://doi.org/10.57994/1217

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Coriaceumin B

Description

Coriaceumin B belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. Based on a literature review very few articles have been published on Coriaceumin B.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 11022304072D          

 29 31  0  0  1  0            999 V2000
    3.3311    0.9721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6171    0.1982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4113   -0.0253    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4441   -0.8497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1591   -0.4880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6702   -1.1356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5737   -1.9550    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2937   -2.3577    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3050   -3.1826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0025   -1.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9913   -1.1106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7001   -0.6884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6888    0.1366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9688    0.5393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3976    0.5588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8537   -1.5522    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9261   -2.4661    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1505   -3.2600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5751   -3.8512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7995   -4.6451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7754   -3.6486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1068   -2.3695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5957   -1.7219    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8017   -1.9463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6922   -0.9026    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8673   -0.9138    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3398   -0.3915    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5424    0.4082    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5734   -0.0862    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  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  2  0  0  0  0
  4  6  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
  7 16  1  1  0  0  0
  7 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 17 22  1  0  0  0  0
 23 22  1  0  0  0  0
 23 24  1  1  0  0  0
 25 23  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  0  0  0  0
 27  5  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  0  0  0  0
 25 29  1  0  0  0  0
M  END


  Mrv2104 11022304072D          

 29 31  0  0  1  0            999 V2000
    3.3311    0.9721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6171    0.1982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4113   -0.0253    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4441   -0.8497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1591   -0.4880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6702   -1.1356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5737   -1.9550    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2937   -2.3577    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3050   -3.1826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0025   -1.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9913   -1.1106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7001   -0.6884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6888    0.1366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9688    0.5393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3976    0.5588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8537   -1.5522    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9261   -2.4661    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1505   -3.2600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5751   -3.8512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7995   -4.6451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7754   -3.6486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1068   -2.3695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5957   -1.7219    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8017   -1.9463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6922   -0.9026    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8673   -0.9138    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3398   -0.3915    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5424    0.4082    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5734   -0.0862    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  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  2  0  0  0  0
  4  6  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
  7 16  1  1  0  0  0
  7 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 17 22  1  0  0  0  0
 23 22  1  0  0  0  0
 23 24  1  1  0  0  0
 25 23  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  0  0  0  0
 27  5  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  0  0  0  0
 25 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332089

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12C[C@]1([H])C1=C(CNC1=O)[C@]([H])([C@H](C)CCC=C(C)C)[C@@H](C[C@H]2C)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H33NO3/c1-12(2)7-6-8-13(3)20-18-11-23-22(25)21(18)17-10-16(17)14(4)9-19(20)26-15(5)24/h7,13-14,16-17,19-20H,6,8-11H2,1-5H3,(H,23,25)/t13-,14-,16+,17+,19-,20+/m1/s1

> <INCHI_KEY>
KIYADJUWKSIHMA-VLFIBQBSSA-N

> <FORMULA>
C22H33NO3

> <MOLECULAR_WEIGHT>
359.51

> <EXACT_MASS>
359.246043927

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
41.433722946625366

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,4S,5R,7R,8S)-5-methyl-8-[(2R)-6-methylhept-5-en-2-yl]-12-oxo-11-azatricyclo[7.3.0.0^{2,4}]dodec-1(9)-en-7-yl acetate

> <JCHEM_LOGP>
3.2910266369999985

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.936591459464491

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.057974803844445

> <JCHEM_PKA_STRONGEST_BASIC>
-0.008315999508218354

> <JCHEM_POLAR_SURFACE_AREA>
55.4

> <JCHEM_REFRACTIVITY>
103.92549999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S,4S,5R,7R,8S)-5-methyl-8-[(2R)-6-methylhept-5-en-2-yl]-12-oxo-11-azatricyclo[7.3.0.0^{2,4}]dodec-1(9)-en-7-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-NOV-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-NOV-23         0                                  
HETATM    1  O   UNK     0       6.218   1.814   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       6.752   0.370   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       8.234  -0.047   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       8.296  -1.586   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.897  -0.911   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.851  -2.120   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.671  -3.649   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.015  -4.401   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.036  -5.941   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.338  -3.613   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.317  -2.073   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.640  -1.285   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.619   0.255   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.275   1.007   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.942   1.043   0.000  0.00  0.00           C+0
HETATM   16  H   UNK     0       5.327  -2.897   0.000  0.00  0.00           H+0
HETATM   17  C   UNK     0       5.462  -4.603   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.881  -6.085   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       4.807  -7.189   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.226  -8.671   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       3.314  -6.811   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.933  -4.423   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.979  -3.214   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.497  -3.633   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.159  -1.685   0.000  0.00  0.00           C+0
HETATM   26  H   UNK     0       1.619  -1.706   0.000  0.00  0.00           H+0
HETATM   27  C   UNK     0       4.368  -0.731   0.000  0.00  0.00           C+0
HETATM   28  H   UNK     0       4.746   0.762   0.000  0.00  0.00           H+0
HETATM   29  C   UNK     0       2.937  -0.161   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    5                                                  
CONECT    3    2    4                                                       
CONECT    4    3    6                                                       
CONECT    5    2    6   27                                                  
CONECT    6    5    4    7                                                  
CONECT    7    6    8   16   17                                             
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16    7                                                            
CONECT   17    7   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   17   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27   29                                             
CONECT   26   25                                                            
CONECT   27   25    5   28   29                                             
CONECT   28   27                                                            
CONECT   29   27   25                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₃₃NO₃

Average Mass

359.5100 Da

Monoisotopic Mass

359.24604 Da

IUPAC Name

(2S,4S,5R,7R,8S)-5-methyl-8-[(2R)-6-methylhept-5-en-2-yl]-12-oxo-11-azatricyclo[7.3.0.0^{2,4}]dodec-1(9)-en-7-yl acetate

Traditional Name

(2S,4S,5R,7R,8S)-5-methyl-8-[(2R)-6-methylhept-5-en-2-yl]-12-oxo-11-azatricyclo[7.3.0.0^{2,4}]dodec-1(9)-en-7-yl acetate

CAS Registry Number

Not Available

SMILES

[H][C@@]12C[C@]1([H])C1=C(CNC1=O)[C@]([H])([C@H](C)CCC=C(C)C)[C@@H](C[C@H]2C)OC(C)=O

InChI Identifier

InChI=1S/C22H33NO3/c1-12(2)7-6-8-13(3)20-18-11-23-22(25)21(18)17-10-16(17)14(4)9-19(20)26-15(5)24/h7,13-14,16-17,19-20H,6,8-11H2,1-5H3,(H,23,25)/t13-,14-,16+,17+,19-,20+/m1/s1

InChI Key

KIYADJUWKSIHMA-VLFIBQBSSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 601 MHz, CDCl3, experimental)	mscjx2013@126.com	Not Available	Not Available	2023-11-02	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 601 MHz, CDCl3, experimental)	mscjx2013@126.com	Not Available	Not Available	2023-11-02	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 601 MHz, CDCl3, experimental)	mscjx2013@126.com	Not Available	Not Available	2023-11-02	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CDCl3, experimental)	mscjx2013@126.com	Not Available	Not Available	2023-11-02	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 601 MHz, CDCl3, experimental)	mscjx2013@126.com	Not Available	Not Available	2023-11-02	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 601 MHz, CDCl3, experimental)	mscjx2013@126.com	Not Available	Not Available	2023-11-02	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CDCl3, experimental)	mscjx2013@126.com	Not Available	Not Available	2023-11-02	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Diterpenoid
Fatty acyl
N-acyl-amine
Fatty amide
Pyrroline
Lactam
Carboxylic acid ester
Carboxamide group
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	3.29	ChemAxon
pKa (Strongest Acidic)	13.06	ChemAxon
pKa (Strongest Basic)	-0.0083	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.4 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	103.93 m³·mol⁻¹	ChemAxon
Polarizability	41.43 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Coriaceumin B (NP0332089)

MOL for NP0332089 (Coriaceumin B)

3D MOL for NP0332089 (Coriaceumin B)

3D SDF for NP0332089 (Coriaceumin B)

3D-SDF for NP0332089 (Coriaceumin B)

PDB for NP0332089 (Coriaceumin B)

3D PDB for NP0332089 (Coriaceumin B)

SMILES for NP0332089 (Coriaceumin B)

INCHI for NP0332089 (Coriaceumin B)

Structure for NP0332089 (Coriaceumin B)

3D Structure for NP0332089 (Coriaceumin B)