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Showing NP-Card for Adhumulinic acid (NP0337233)

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Record Information
Version2.0
Created at2024-09-11 09:56:37 UTC
Updated at2024-09-11 09:56:37 UTC
NP-MRD IDNP0337233
Secondary Accession NumbersNone
Natural Product Identification
Common NameAdhumulinic acid
DescriptionAdhumulinic acid is also known as adhumulinate. Based on a literature review very few articles have been published on Adhumulinic acid.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0337233 (Adhumulinic acid)


  Mrv2104 05262312282D          

 19 19  0  0  0  0            999 V2000
    2.8722   -1.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0631   -1.6992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8205   -0.9707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0114   -0.7281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7688    0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2540    0.6467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7688    1.2939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0396    1.0513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6874    1.5373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4966    1.2133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1437    1.7798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8722    1.4559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0396    0.2429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6061   -0.3236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4966   -2.3464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6585    0.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6061    2.3464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0631    0.7281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0114    2.1037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2 15  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 13  1  0  0  0  0
  6  7  1  0  0  0  0
  6 18  1  0  0  0  0
  7  8  1  0  0  0  0
  7 19  2  0  0  0  0
  8  9  1  0  0  0  0
  8 13  1  0  0  0  0
  9 10  1  0  0  0  0
  9 17  2  0  0  0  0
 10 11  1  0  0  0  0
 10 16  1  0  0  0  0
 11 12  1  0  0  0  0
 13 14  2  0  0  0  0
M  END
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3D MOL for NP0337233 (Adhumulinic acid)

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3D SDF for NP0337233 (Adhumulinic acid)

  Mrv2104 05262312282D          

 19 19  0  0  0  0            999 V2000
    2.8722   -1.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0631   -1.6992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8205   -0.9707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0114   -0.7281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7688    0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2540    0.6467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7688    1.2939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0396    1.0513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6874    1.5373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4966    1.2133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1437    1.7798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8722    1.4559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0396    0.2429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6061   -0.3236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4966   -2.3464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6585    0.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6061    2.3464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0631    0.7281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0114    2.1037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2 15  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 13  1  0  0  0  0
  6  7  1  0  0  0  0
  6 18  1  0  0  0  0
  7  8  1  0  0  0  0
  7 19  2  0  0  0  0
  8  9  1  0  0  0  0
  8 13  1  0  0  0  0
  9 10  1  0  0  0  0
  9 17  2  0  0  0  0
 10 11  1  0  0  0  0
 10 16  1  0  0  0  0
 11 12  1  0  0  0  0
 13 14  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0337233

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(C)C(=O)C1C(=O)C(O)C(CC=C(C)C)C1=O

> <INCHI_IDENTIFIER>
InChI=1/C15H22O4/c1-5-9(4)12(16)11-13(17)10(7-6-8(2)3)14(18)15(11)19/h6,9-11,14,18H,5,7H2,1-4H3

> <INCHI_KEY>
XMZNDMLSWVBOKQ-UHFFFAOYNA-N

> <FORMULA>
C15H22O4

> <MOLECULAR_WEIGHT>
266.337

> <EXACT_MASS>
266.151809188

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
29.255896372879608

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-hydroxy-5-(3-methylbut-2-en-1-yl)-2-(2-methylbutanoyl)cyclopentane-1,3-dione

> <JCHEM_LOGP>
3.1717108563333336

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.59768078265256

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.825830064333472

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6997258618278734

> <JCHEM_POLAR_SURFACE_AREA>
71.44

> <JCHEM_REFRACTIVITY>
73.09909999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
4-hydroxy-5-(3-methylbut-2-en-1-yl)-2-(2-methylbutanoyl)cyclopentane-1,3-dione

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0337233 (Adhumulinic acid)
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PDB for NP0337233 (Adhumulinic acid)
HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0       5.361  -3.473   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.851  -3.172   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.398  -1.812   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.888  -1.359   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.435   0.001   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.341   1.207   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.435   2.415   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.074   1.962   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.283   2.870   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.794   2.265   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.002   3.322   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.361   2.718   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.074   0.453   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.131  -0.604   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.794  -4.380   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.096   0.755   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.131   4.380   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       3.851   1.359   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       1.888   3.927   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   13                                                  
CONECT    6    5    7   18                                                  
CONECT    7    6    8   19                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10   17                                                  
CONECT   10    9   11   16                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13    5    8   14                                                  
CONECT   14   13                                                            
CONECT   15    2                                                            
CONECT   16   10                                                            
CONECT   17    9                                                            
CONECT   18    6                                                            
CONECT   19    7                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

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3D PDB for NP0337233 (Adhumulinic acid)
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SMILES for NP0337233 (Adhumulinic acid)
CCC(C)C(=O)C1C(=O)C(O)C(CC=C(C)C)C1=O
Download
INCHI for NP0337233 (Adhumulinic acid)
InChI=1/C15H22O4/c1-5-9(4)12(16)11-13(17)10(7-6-8(2)3)14(18)15(11)19/h6,9-11,14,18H,5,7H2,1-4H3
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View in JSmol
Synonyms
ValueSource
AdhumulinateGenerator
Chemical FormulaC15H22O4
Average Mass266.3370 Da
Monoisotopic Mass266.15181 Da
IUPAC Name4-hydroxy-5-(3-methylbut-2-en-1-yl)-2-(2-methylbutanoyl)cyclopentane-1,3-dione
Traditional Name4-hydroxy-5-(3-methylbut-2-en-1-yl)-2-(2-methylbutanoyl)cyclopentane-1,3-dione
CAS Registry NumberNot Available
SMILES
CCC(C)C(=O)C1C(=O)C(O)C(CC=C(C)C)C1=O
InChI Identifier
InChI=1/C15H22O4/c1-5-9(4)12(16)11-13(17)10(7-6-8(2)3)14(18)15(11)19/h6,9-11,14,18H,5,7H2,1-4H3
InChI KeyXMZNDMLSWVBOKQ-UHFFFAOYNA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
ClassificationNot classified
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP3.17ChemAxon
pKa (Strongest Acidic)5.83ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area71.44 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity73.1 m³·mol⁻¹ChemAxon
Polarizability29.26 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References