NP-MRD: Showing NP-Card for Asperaculene E (NP0351291)

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Record Information

Version

2.0

Created at

2025-07-08 21:57:06 UTC

Updated at

2025-07-29 03:35:51 UTC

NP-MRD ID

NP0351291

Natural Product DOI

https://doi.org/10.57994/4283

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Asperaculene E

Description

Based on a literature review very few articles have been published on Asperaculene E.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01122315072D          

 19 20  0  0  1  0            999 V2000
    4.3735    1.8011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5485    1.8011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1906    1.0578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3863    0.8742    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2027    0.0699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1906    2.5444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3863    2.7280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7413    2.2136    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5940    3.0254    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7413    1.3886    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9566    1.1337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4717    1.8011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9566    2.4686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7017    3.2532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2537    3.8663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1053    3.4247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6573    2.8116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3602    4.2093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5940    0.5769    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
  4  3  1  0  0  0  0
  4  5  1  6  0  0  0
  2  6  2  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  0  0  0  0
  8  9  1  6  0  0  0
 10  8  1  0  0  0  0
 10  4  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 10 19  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0351291

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12CC=C(C)C[C@H](O)[C@]1(C)CC\C2=C(\C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O3/c1-9-4-5-12-11(10(2)14(17)18)6-7-15(12,3)13(16)8-9/h4,12-13,16H,5-8H2,1-3H3,(H,17,18)/b11-10+/t12-,13+,15-/m1/s1

> <INCHI_KEY>
UBTZCHHLMCBTIV-WDHFGGHWSA-N

> <FORMULA>
C15H22O3

> <MOLECULAR_WEIGHT>
250.338

> <EXACT_MASS>
250.156894568

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
28.15436945028236

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(1E,3aR,4S,8aR)-4-hydroxy-3a,6-dimethyl-1,2,3,3a,4,5,8,8a-octahydroazulen-1-ylidene]propanoic acid

> <JCHEM_LOGP>
2.378599428666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.667398260156231

> <JCHEM_PKA_STRONGEST_BASIC>
-0.4412285565571405

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
71.491

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-[(1E,3aR,4S,8aR)-4-hydroxy-3a,6-dimethyl-2,3,4,5,8,8a-hexahydroazulen-1-ylidene]propanoic 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  C   UNK     0       8.164   3.362   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.624   3.362   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.956   1.975   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.454   1.632   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       4.112   0.131   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       5.956   4.750   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.454   5.092   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.250   4.132   0.000  0.00  0.00           C+0
HETATM    9  H   UNK     0       2.975   5.647   0.000  0.00  0.00           H+0
HETATM   10  C   UNK     0       3.250   2.592   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.786   2.116   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.881   3.362   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.786   4.608   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.310   6.073   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.340   7.217   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.197   6.393   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.227   5.248   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -0.672   7.857   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       2.975   1.077   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4                                                            
CONECT    6    2    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10   13                                             
CONECT    9    8                                                            
CONECT   10    8    4   11   19                                             
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8   14                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   10                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₂O₃

Average Mass

250.3380 Da

Monoisotopic Mass

250.15689 Da

IUPAC Name

2-[(1E,3aR,4S,8aR)-4-hydroxy-3a,6-dimethyl-1,2,3,3a,4,5,8,8a-octahydroazulen-1-ylidene]propanoic acid

Traditional Name

2-[(1E,3aR,4S,8aR)-4-hydroxy-3a,6-dimethyl-2,3,4,5,8,8a-hexahydroazulen-1-ylidene]propanoic acid

CAS Registry Number

Not Available

SMILES

[H][C@]12CC=C(C)C[C@H](O)[C@]1(C)CC\C2=C(\C)C(O)=O

InChI Identifier

InChI=1S/C15H22O3/c1-9-4-5-12-11(10(2)14(17)18)6-7-15(12,3)13(16)8-9/h4,12-13,16H,5-8H2,1-3H3,(H,17,18)/b11-10+/t12-,13+,15-/m1/s1

InChI Key

UBTZCHHLMCBTIV-WDHFGGHWSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 401 MHz, CDCl3, experimental)	maihieu@snu.ac.kr	Seoul National University	Van-Hieu, MAI	2025-07-08	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, C3D6O, experimental)	maihieu@snu.ac.kr	Seoul National University	Van-Hieu, MAI	2025-07-08	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 399 MHz, C3D6O, experimental)	maihieu@snu.ac.kr	Seoul National University	Van-Hieu, MAI	2025-07-08	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 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	2.38	ChemAxon
pKa (Strongest Acidic)	4.67	ChemAxon
pKa (Strongest Basic)	-0.44	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	71.49 m³·mol⁻¹	ChemAxon
Polarizability	28.15 Å³	ChemAxon
Number of Rings	2	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

146672909

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Asperaculene E (NP0351291)

MOL for NP0351291 (Asperaculene E)

3D MOL for NP0351291 (Asperaculene E)

3D SDF for NP0351291 (Asperaculene E)

3D-SDF for NP0351291 (Asperaculene E)

PDB for NP0351291 (Asperaculene E)

3D PDB for NP0351291 (Asperaculene E)

SMILES for NP0351291 (Asperaculene E)

INCHI for NP0351291 (Asperaculene E)

Structure for NP0351291 (Asperaculene E)

3D Structure for NP0351291 (Asperaculene E)