NP-MRD: Showing NP-Card for Aculenamide A (NP0351286)

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Record Information

Version

2.0

Created at

2025-07-07 16:45:22 UTC

Updated at

2025-07-29 03:35:18 UTC

NP-MRD ID

NP0351286

Natural Product DOI

https://doi.org/10.57994/4277

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Aculenamide A

Description

Based on a literature review very few articles have been published on Aculenamide A.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01112309552D          

 27 29  0  0  1  0            999 V2000
    1.8545   -1.6367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0662   -1.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8826   -2.6842    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4254   -3.3054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0023   -4.0137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1980   -3.8301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1240   -3.0084    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5842   -2.5853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3048   -2.9870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5719   -1.7603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4614   -1.3187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6450   -0.5144    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0396    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8465    2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0396   -1.0396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7433    0.4670    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6450    1.3394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4493    1.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8073    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4493   -0.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6323    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1473   -0.8117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  2  1  6  0  0  0
  3  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
  3  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  2 11  1  0  0  0  0
 12 11  1  6  0  0  0
 13 12  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 14 19  2  0  0  0  0
 13 20  1  0  0  0  0
 20 16  1  0  0  0  0
 20 21  1  6  0  0  0
 20 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
 12 25  1  0  0  0  0
 24 26  1  0  0  0  0
 13 27  1  1  0  0  0
M  END


  Mrv2104 01112309552D          

 27 29  0  0  1  0            999 V2000
    1.8545   -1.6367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0662   -1.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8826   -2.6842    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4254   -3.3054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0023   -4.0137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1980   -3.8301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1240   -3.0084    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5842   -2.5853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3048   -2.9870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5719   -1.7603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4614   -1.3187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6450   -0.5144    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0396    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8465    2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0396   -1.0396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7433    0.4670    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6450    1.3394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4493    1.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8073    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4493   -0.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6323    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1473   -0.8117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  2  1  6  0  0  0
  3  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
  3  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  2 11  1  0  0  0  0
 12 11  1  6  0  0  0
 13 12  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 14 19  2  0  0  0  0
 13 20  1  0  0  0  0
 20 16  1  0  0  0  0
 20 21  1  6  0  0  0
 20 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
 12 25  1  0  0  0  0
 24 26  1  0  0  0  0
 13 27  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0351286

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12CC=C(C)C[C@H](OC(=O)[C@@H]3CCCN3C(C)=O)[C@]1(C)C(=O)C=C2CC

> <INCHI_IDENTIFIER>
InChI=1S/C21H29NO4/c1-5-15-12-18(24)21(4)16(15)9-8-13(2)11-19(21)26-20(25)17-7-6-10-22(17)14(3)23/h8,12,16-17,19H,5-7,9-11H2,1-4H3/t16-,17+,19+,21+/m1/s1

> <INCHI_KEY>
GACOJPMIJUDVJU-IGGJEDBVSA-N

> <FORMULA>
C21H29NO4

> <MOLECULAR_WEIGHT>
359.466

> <EXACT_MASS>
359.209658418

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
39.10239012353111

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3aR,4S,8aR)-1-ethyl-3a,6-dimethyl-3-oxo-3,3a,4,5,8,8a-hexahydroazulen-4-yl (2S)-1-acetylpyrrolidine-2-carboxylate

> <JCHEM_LOGP>
2.813279333666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.37433544922966

> <JCHEM_PKA_STRONGEST_BASIC>
-1.7771677973155957

> <JCHEM_POLAR_SURFACE_AREA>
63.68

> <JCHEM_REFRACTIVITY>
100.29969999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3aR,4S,8aR)-1-ethyl-3a,6-dimethyl-3-oxo-4,5,8,8a-tetrahydroazulen-4-yl (2S)-1-acetylpyrrolidine-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-JAN-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-JAN-23         0                                  
HETATM    1  O   UNK     0       3.462  -3.055   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.990  -3.509   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.648  -5.010   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.661  -6.170   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.871  -7.492   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.370  -7.149   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       0.231  -5.616   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -1.091  -4.826   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.436  -5.576   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.067  -3.286   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       0.861  -2.462   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.204  -0.960   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.465  -0.476   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.370   0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.465   2.016   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.941   3.481   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.447   3.801   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.941  -1.941   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   21  H   UNK     0       1.387   0.872   0.000  0.00  0.00           H+0
HETATM   22  C   UNK     0       1.204   2.500   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.705   2.157   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.374   0.770   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.705  -0.617   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.914   0.770   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.275  -1.515   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4    7                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    3    8                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    2   12                                                       
CONECT   12   11   13   25                                                  
CONECT   13   12   14   20   27                                             
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   20                                                  
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   14                                                            
CONECT   20   13   16   21   22                                             
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24   12                                                       
CONECT   26   24                                                            
CONECT   27   13                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₉NO₄

Average Mass

359.4660 Da

Monoisotopic Mass

359.20966 Da

IUPAC Name

(3aR,4S,8aR)-1-ethyl-3a,6-dimethyl-3-oxo-3,3a,4,5,8,8a-hexahydroazulen-4-yl (2S)-1-acetylpyrrolidine-2-carboxylate

Traditional Name

(3aR,4S,8aR)-1-ethyl-3a,6-dimethyl-3-oxo-4,5,8,8a-tetrahydroazulen-4-yl (2S)-1-acetylpyrrolidine-2-carboxylate

CAS Registry Number

Not Available

SMILES

[H][C@]12CC=C(C)C[C@H](OC(=O)[C@@H]3CCCN3C(C)=O)[C@]1(C)C(=O)C=C2CC

InChI Identifier

InChI=1S/C21H29NO4/c1-5-15-12-18(24)21(4)16(15)9-8-13(2)11-19(21)26-20(25)17-7-6-10-22(17)14(3)23/h8,12,16-17,19H,5-7,9-11H2,1-4H3/t16-,17+,19+,21+/m1/s1

InChI Key

GACOJPMIJUDVJU-IGGJEDBVSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 100 MHz, CDCl3, experimental)	maihieu@snu.ac.kr	Seoul National University	Van-Hieu, MAI	2025-07-07	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 101 MHz, C2D6OS, experimental)	maihieu@snu.ac.kr	Seoul National University	Van-Hieu, MAI	2025-07-07	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 101 MHz, C2D6OS, experimental)	maihieu@snu.ac.kr	Seoul National University	Van-Hieu, MAI	2025-07-07	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 401 MHz, C2D6OS, experimental)	maihieu@snu.ac.kr	Seoul National University	Van-Hieu, MAI	2025-07-07	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl3, experimental)	maihieu@snu.ac.kr	Seoul National University	Van-Hieu, MAI	2025-07-07	View Spectrum
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	maihieu@snu.ac.kr	Seoul National University	Van-Hieu, MAI	2025-07-07	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, C2D6OS, experimental)	maihieu@snu.ac.kr	Seoul National University	Van-Hieu, MAI	2025-07-07	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 100 MHz, CDCl3, experimental)	maihieu@snu.ac.kr	Seoul National University	Van-Hieu, MAI	2025-07-07	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 399 MHz, CDCl3, experimental)	maihieu@snu.ac.kr	Seoul National University	Van-Hieu, MAI	2025-07-07	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 399 MHz, CDCl3, experimental)	maihieu@snu.ac.kr	Seoul National University	Van-Hieu, MAI	2025-07-07	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 401 MHz, C2D6OS, experimental)	maihieu@snu.ac.kr	Seoul National University	Van-Hieu, MAI	2025-07-07	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Penicillium sp. CNUFC-EML-48		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
logP	2.81	ChemAxon
pKa (Strongest Acidic)	17.37	ChemAxon
pKa (Strongest Basic)	-1.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	63.68 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	100.3 m³·mol⁻¹	ChemAxon
Polarizability	39.1 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	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Aculenamide A (NP0351286)

MOL for NP0351286 (Aculenamide A)

3D MOL for NP0351286 (Aculenamide A)

3D SDF for NP0351286 (Aculenamide A)

3D-SDF for NP0351286 (Aculenamide A)

PDB for NP0351286 (Aculenamide A)

3D PDB for NP0351286 (Aculenamide A)

SMILES for NP0351286 (Aculenamide A)

INCHI for NP0351286 (Aculenamide A)

Structure for NP0351286 (Aculenamide A)

3D Structure for NP0351286 (Aculenamide A)