NP-MRD: Showing NP-Card for Aculenamide D (NP0351289)

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Record Information

Version

2.0

Created at

2025-07-08 21:55:13 UTC

Updated at

2025-07-29 03:35:36 UTC

NP-MRD ID

NP0351289

Natural Product DOI

https://doi.org/10.57994/4281

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Aculenamide D

Description

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

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01122315052D          

 31 33  0  0  1  0            999 V2000
   -4.4435   -4.3845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6589   -4.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4874   -3.3226    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0394   -2.7095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6269   -1.9950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8200   -2.1665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7337   -2.9870    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0192   -3.3995    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
   -0.5903   -3.3995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1242   -2.9870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8386   -3.3995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1242   -2.1620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0192   -4.2245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0458   -4.6816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2173   -5.4886    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5647   -5.9932    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7840   -5.7266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2891   -6.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7640   -7.0613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4974   -7.8420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0402   -8.4633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5408   -4.9382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5524   -6.8181    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3009   -6.4713    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1896   -7.3421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9966   -7.1706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3656   -6.4327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0188   -5.6841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1905   -6.4451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4296   -5.1794    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
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
  8 14  2  0  0  0  0
  2 15  1  0  0  0  0
 16 15  1  6  0  0  0
 17 16  1  0  0  0  0
 17 18  1  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  1  0  0  0  0
 18 23  2  0  0  0  0
 17 24  1  0  0  0  0
 24 20  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 16 29  1  0  0  0  0
 28 30  1  0  0  0  0
 17 31  1  1  0  0  0
M  END


  Mrv2104 01122315052D          

 31 33  0  0  1  0            999 V2000
   -4.4435   -4.3845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6589   -4.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4874   -3.3226    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0394   -2.7095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6269   -1.9950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8200   -2.1665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7337   -2.9870    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0192   -3.3995    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
   -0.5903   -3.3995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1242   -2.9870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8386   -3.3995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1242   -2.1620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0192   -4.2245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0458   -4.6816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2173   -5.4886    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5647   -5.9932    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7840   -5.7266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2891   -6.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7640   -7.0613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4974   -7.8420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0402   -8.4633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5408   -4.9382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5524   -6.8181    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3009   -6.4713    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1896   -7.3421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9966   -7.1706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3656   -6.4327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0188   -5.6841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1905   -6.4451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4296   -5.1794    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
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
  8 14  2  0  0  0  0
  2 15  1  0  0  0  0
 16 15  1  6  0  0  0
 17 16  1  0  0  0  0
 17 18  1  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  1  0  0  0  0
 18 23  2  0  0  0  0
 17 24  1  0  0  0  0
 24 20  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 16 29  1  0  0  0  0
 28 30  1  0  0  0  0
 17 31  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0351289

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C23H31NO6/c1-4-15-13-18(25)23(3)16(15)8-7-14(2)12-19(23)30-22(29)17-6-5-11-24(17)20(26)9-10-21(27)28/h7,13,16-17,19H,4-6,8-12H2,1-3H3,(H,27,28)/t16-,17+,19+,23+/m1/s1

> <INCHI_KEY>
DKJUWBSAYWODBV-XPDMDZMYSA-N

> <FORMULA>
C23H31NO6

> <MOLECULAR_WEIGHT>
417.502

> <EXACT_MASS>
417.215137722

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
43.89574899056835

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(2S)-2-({[(3aR,4S,8aR)-1-ethyl-3a,6-dimethyl-3-oxo-3,3a,4,5,8,8a-hexahydroazulen-4-yl]oxy}carbonyl)pyrrolidin-1-yl]-4-oxobutanoic acid

> <JCHEM_LOGP>
2.638142080666667

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.374335449210477

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.9442083738008127

> <JCHEM_PKA_STRONGEST_BASIC>
-1.7422874259709862

> <JCHEM_POLAR_SURFACE_AREA>
100.98000000000002

> <JCHEM_REFRACTIVITY>
111.19299999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
4-[(2S)-2-({[(3aR,4S,8aR)-1-ethyl-3a,6-dimethyl-3-oxo-4,5,8,8a-tetrahydroazulen-4-yl]oxy}carbonyl)pyrrolidin-1-yl]-4-oxobutanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-JAN-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-JAN-23         0                                  
HETATM    1  O   UNK     0      -8.295  -8.184   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -6.830  -7.708   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.510  -6.202   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -7.540  -5.058   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.770  -3.724   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.264  -4.044   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -5.103  -5.576   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -3.769  -6.346   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  C   UNK     0      -1.102  -6.346   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.232  -5.576   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.565  -6.346   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       0.232  -4.036   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -3.769  -7.886   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -5.686  -8.739   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -6.006 -10.245   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.787 -11.187   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.330 -10.690   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.406 -11.922   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.293 -13.181   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.795 -14.638   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.808 -15.798   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -2.876  -9.218   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -4.764 -12.727   0.000  0.00  0.00           C+0
HETATM   25  H   UNK     0      -6.162 -12.080   0.000  0.00  0.00           H+0
HETATM   26  C   UNK     0      -5.954 -13.705   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -7.460 -13.385   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -8.149 -12.008   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -7.502 -10.610   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -9.689 -12.031   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -4.535  -9.668   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
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   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    8                                                            
CONECT   15    2   16                                                       
CONECT   16   15   17   29                                                  
CONECT   17   16   18   24   31                                             
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   24                                                  
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   18                                                            
CONECT   24   17   20   25   26                                             
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28   16                                                       
CONECT   30   28                                                            
CONECT   31   17                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₃₁NO₆

Average Mass

417.5020 Da

Monoisotopic Mass

417.21514 Da

IUPAC Name

4-[(2S)-2-({[(3aR,4S,8aR)-1-ethyl-3a,6-dimethyl-3-oxo-3,3a,4,5,8,8a-hexahydroazulen-4-yl]oxy}carbonyl)pyrrolidin-1-yl]-4-oxobutanoic acid

Traditional Name

4-[(2S)-2-({[(3aR,4S,8aR)-1-ethyl-3a,6-dimethyl-3-oxo-4,5,8,8a-tetrahydroazulen-4-yl]oxy}carbonyl)pyrrolidin-1-yl]-4-oxobutanoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C23H31NO6/c1-4-15-13-18(25)23(3)16(15)8-7-14(2)12-19(23)30-22(29)17-6-5-11-24(17)20(26)9-10-21(27)28/h7,13,16-17,19H,4-6,8-12H2,1-3H3,(H,27,28)/t16-,17+,19+,23+/m1/s1

InChI Key

DKJUWBSAYWODBV-XPDMDZMYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, CDCl3, experimental)	maihieu@snu.ac.kr	Seoul National University	Van-Hieu, MAI	2025-07-08	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 126 MHz, CDCl3, experimental)	maihieu@snu.ac.kr	Seoul National University	Van-Hieu, MAI	2025-07-08	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl3, experimental)	maihieu@snu.ac.kr	Seoul National University	Van-Hieu, MAI	2025-07-08	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, CDCl3, experimental)	maihieu@snu.ac.kr	Seoul National University	Van-Hieu, MAI	2025-07-08	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, CDCl3, experimental)	maihieu@snu.ac.kr	Seoul National University	Van-Hieu, MAI	2025-07-08	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 126 MHz, CDCl3, experimental)	maihieu@snu.ac.kr	Seoul National University	Van-Hieu, MAI	2025-07-08	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	2.64	ChemAxon
pKa (Strongest Acidic)	3.94	ChemAxon
pKa (Strongest Basic)	-1.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	100.98 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	111.19 m³·mol⁻¹	ChemAxon
Polarizability	43.9 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 Aculenamide D (NP0351289)

MOL for NP0351289 (Aculenamide D)

3D MOL for NP0351289 (Aculenamide D)

3D SDF for NP0351289 (Aculenamide D)

3D-SDF for NP0351289 (Aculenamide D)

PDB for NP0351289 (Aculenamide D)

3D PDB for NP0351289 (Aculenamide D)

SMILES for NP0351289 (Aculenamide D)

INCHI for NP0351289 (Aculenamide D)

Structure for NP0351289 (Aculenamide D)

3D Structure for NP0351289 (Aculenamide D)