NP-MRD: Showing NP-Card for Asperaculene G (NP0351292)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2025-07-08 21:57:47 UTC

Updated at

2025-07-29 03:35:55 UTC

NP-MRD ID

NP0351292

Natural Product DOI

https://doi.org/10.57994/4284

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Asperaculene G

Description

Asperaculene G belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review very few articles have been published on Asperaculene G.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01122315082D          

 20 21  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  2  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
    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  6  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
  8 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 10 20  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0351292

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O4/c1-8-4-5-11-10(9(2)14(18)19)7-13(17)15(11,3)12(16)6-8/h4,11-13,16-17H,5-7H2,1-3H3,(H,18,19)/b10-9+/t11-,12+,13-,15-/m1/s1

> <INCHI_KEY>
SFKVYZKKPMSRCR-JBOWGTNDSA-N

> <FORMULA>
C15H22O4

> <MOLECULAR_WEIGHT>
266.337

> <EXACT_MASS>
266.151809188

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
28.97262592487511

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <JCHEM_LOGP>
1.1477883616666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.240945026317423

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.5118362031790245

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9989694577348933

> <JCHEM_POLAR_SURFACE_AREA>
77.75999999999999

> <JCHEM_REFRACTIVITY>
73.0065

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-[(1E,3R,3aR,4S,8aR)-3,4-dihydroxy-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  O   UNK     0       1.310   0.652   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.881   3.362   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.786   4.608   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.310   6.073   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.340   7.217   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.197   6.393   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.227   5.248   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -0.672   7.857   0.000  0.00  0.00           O+0
HETATM   20  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   14                                             
CONECT    9    8                                                            
CONECT   10    8    4   11   20                                             
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13    8   15                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   10                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

View in JSmol

Synonyms

Value	Source
2-[(1E,3R,3AR,4S,8ar)-3,4-dihydroxy-3a,6-dimethyl- 1,2,3,3a,4,5,8,8a-octahydroazulen-1-ylidene]propanoic acid	ChEBI
2-[(1E,3R,3AR,4S,8ar)-3,4-dihydroxy-3a,6-dimethyl- 1,2,3,3a,4,5,8,8a-octahydroazulen-1-ylidene]propanoate	Generator

Chemical Formula

C₁₅H₂₂O₄

Average Mass

266.3370 Da

Monoisotopic Mass

266.15181 Da

IUPAC Name

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

Traditional Name

2-[(1E,3R,3aR,4S,8aR)-3,4-dihydroxy-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)[C@H](O)C\C2=C(\C)C(O)=O

InChI Identifier

InChI=1S/C15H22O4/c1-8-4-5-11-10(9(2)14(18)19)7-13(17)15(11,3)12(16)6-8/h4,11-13,16-17H,5-7H2,1-3H3,(H,18,19)/b10-9+/t11-,12+,13-,15-/m1/s1

InChI Key

SFKVYZKKPMSRCR-JBOWGTNDSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 401 MHz, C2D6OS, experimental)	maihieu@snu.ac.kr	Seoul National University	Van-Hieu, MAI	2025-07-08	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, C2D6OS, 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 sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Daucane sesquiterpenoid
Sesquiterpenoid
Cyclic alcohol
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
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	1.15	ChemAxon
pKa (Strongest Acidic)	4.51	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	73.01 m³·mol⁻¹	ChemAxon
Polarizability	28.97 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

146672912

PDB ID

Not Available

ChEBI ID

156268

Good Scents ID

Not Available

References

General References

Showing NP-Card for Asperaculene G (NP0351292)

MOL for NP0351292 (Asperaculene G)

3D MOL for NP0351292 (Asperaculene G)

3D SDF for NP0351292 (Asperaculene G)

3D-SDF for NP0351292 (Asperaculene G)

PDB for NP0351292 (Asperaculene G)

3D PDB for NP0351292 (Asperaculene G)

SMILES for NP0351292 (Asperaculene G)

INCHI for NP0351292 (Asperaculene G)

Structure for NP0351292 (Asperaculene G)

3D Structure for NP0351292 (Asperaculene G)