NP-MRD: Showing NP-Card for Aculene D (NP0351290)

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Record Information

Version

2.0

Created at

2025-07-08 21:56:22 UTC

Updated at

2025-07-29 03:35:41 UTC

NP-MRD ID

NP0351290

Natural Product DOI

https://doi.org/10.57994/4282

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Aculene D

Description

Aculene D belongs to the class of organic compounds known as secondary alcohols. Secondary alcohols are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl). Aculene D is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review very few articles have been published on aculene D.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01122315062D          

 17 18  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
   -0.1053    3.4247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7017    0.3491    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  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 11 16  2  0  0  0  0
 10 17  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0351290

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C14H20O2/c1-4-10-8-13(16)14(3)11(10)6-5-9(2)7-12(14)15/h5,8,11-12,15H,4,6-7H2,1-3H3/t11-,12+,14-/m1/s1

> <INCHI_KEY>
IIQOUDJDCRTCJY-MBNYWOFBSA-N

> <FORMULA>
C14H20O2

> <MOLECULAR_WEIGHT>
220.312

> <EXACT_MASS>
220.146329884

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
25.342666640755755

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3aR,8S,8aR)-3-ethyl-8-hydroxy-6,8a-dimethyl-1,3a,4,7,8,8a-hexahydroazulen-1-one

> <JCHEM_LOGP>
2.636007343000001

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.714165729115155

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.441278520404625

> <JCHEM_PKA_STRONGEST_BASIC>
-3.042990944073945

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
66.16170000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3aR,8S,8aR)-3-ethyl-8-hydroxy-6,8a-dimethyl-3a,4,7,8-tetrahydroazulen-1-one

> <JCHEM_VEBER_RULE>
1

$$$$

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      -0.197   6.393   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.310   0.652   0.000  0.00  0.00           O+0
HETATM   17  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   17                                             
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12    8   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16   11                                                            
CONECT   17   10                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₄H₂₀O₂

Average Mass

220.3120 Da

Monoisotopic Mass

220.14633 Da

IUPAC Name

(3aR,8S,8aR)-3-ethyl-8-hydroxy-6,8a-dimethyl-1,3a,4,7,8,8a-hexahydroazulen-1-one

Traditional Name

(3aR,8S,8aR)-3-ethyl-8-hydroxy-6,8a-dimethyl-3a,4,7,8-tetrahydroazulen-1-one

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C14H20O2/c1-4-10-8-13(16)14(3)11(10)6-5-9(2)7-12(14)15/h5,8,11-12,15H,4,6-7H2,1-3H3/t11-,12+,14-/m1/s1

InChI Key

IIQOUDJDCRTCJY-MBNYWOFBSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 101 MHz, CDCl3, experimental)	maihieu@snu.ac.kr	Seoul National University	Van-Hieu, MAI	2025-07-08	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl3, 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
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 101 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, 400 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

Description

Belongs to the class of organic compounds known as secondary alcohols. Secondary alcohols are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl).

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Secondary alcohols

Alternative Parents

Substituents

Secondary alcohol
Ketone
Organic oxide
Hydrocarbon derivative
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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	2.64	ChemAxon
pKa (Strongest Acidic)	14.44	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	66.16 m³·mol⁻¹	ChemAxon
Polarizability	25.34 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

146672910

PDB ID

Not Available

ChEBI ID

155910

Good Scents ID

Not Available

References

General References

Showing NP-Card for Aculene D (NP0351290)

MOL for NP0351290 (Aculene D)

3D MOL for NP0351290 (Aculene D)

3D SDF for NP0351290 (Aculene D)

3D-SDF for NP0351290 (Aculene D)

PDB for NP0351290 (Aculene D)

3D PDB for NP0351290 (Aculene D)

SMILES for NP0351290 (Aculene D)

INCHI for NP0351290 (Aculene D)

Structure for NP0351290 (Aculene D)

3D Structure for NP0351290 (Aculene D)