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Showing NP-Card for (+)-Harzialactone A (NP0061418)

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Record Information
Version2.0
Created at2022-04-28 06:12:52 UTC
Updated at2022-04-28 06:12:52 UTC
NP-MRD IDNP0061418
Secondary Accession NumbersNone
Natural Product Identification
Common Name(+)-Harzialactone A
DescriptionHarzialactone A belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. (+)-Harzialactone A is found in Trichoderma harzianum OUPS-N115. Based on a literature review very few articles have been published on Harzialactone A.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0061418 ((+)-Harzialactone A)


  Mrv1652304282208122D          

 14 15  0  0  1  0            999 V2000
    2.0367   -1.2991    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7041   -1.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4492   -2.5687    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6242   -2.5687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3693   -1.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5846   -1.5291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9341   -3.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5986   -3.9898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0835   -4.6572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7479   -5.4109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9275   -5.4971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4425   -4.8297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781   -4.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -0.4741    0.0000 O   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  5  6  2  0  0  0  0
  3  7  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  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
  1 14  1  6  0  0  0
M  END
Download

3D MOL for NP0061418 ((+)-Harzialactone A)

     RDKit          3D

 26 27  0  0  0  0  0  0  0  0999 V2000
   -2.1122    1.8840    2.4020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9852    1.0973    1.4316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0033    0.1239    1.2967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1298   -0.5537    0.0648 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1682   -0.0038   -0.9600 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2267   -0.2396   -0.5526 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9139   -1.3954   -0.9152 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2199   -1.6277   -0.5399 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8954   -0.6931    0.2259 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2418    0.4541    0.5968 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339    0.6665    0.2099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5571   -0.3389   -0.3034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8611    1.0361    0.2119 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2036    1.1108    0.6111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9421   -1.6419    0.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3450    1.0706   -1.0884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3551   -0.4949   -1.9303 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4304   -2.1600   -1.5152 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7577   -2.5214   -0.8179 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9305   -0.9009    0.5105 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7517    1.1944    1.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4624    1.5959    0.5327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1735   -1.0662    0.2744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7934   -0.4793   -1.3651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6524    1.8384   -0.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4823    2.0447    0.7729 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 13  1  0
 13 12  1  0
 12  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  4  3  1  0
  3  2  1  0
  2  1  2  0
  2 13  1  0
 11  6  1  0
 14 26  1  0
 13 25  1  6
 12 23  1  0
 12 24  1  0
  4 15  1  1
  5 16  1  0
  5 17  1  0
  7 18  1  0
  8 19  1  0
  9 20  1  0
 10 21  1  0
 11 22  1  0
M  END
Download

3D SDF for NP0061418 ((+)-Harzialactone A)


  Mrv1652304282208122D          

 14 15  0  0  1  0            999 V2000
    2.0367   -1.2991    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7041   -1.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4492   -2.5687    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6242   -2.5687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3693   -1.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5846   -1.5291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9341   -3.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5986   -3.9898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0835   -4.6572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7479   -5.4109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9275   -5.4971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4425   -4.8297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781   -4.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -0.4741    0.0000 O   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  5  6  2  0  0  0  0
  3  7  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  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
  1 14  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0061418

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O[C@@H]1C[C@@H](CC2=CC=CC=C2)OC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H12O3/c12-10-7-9(14-11(10)13)6-8-4-2-1-3-5-8/h1-5,9-10,12H,6-7H2/t9-,10-/m1/s1

> <INCHI_KEY>
QDWGWZDQSRYLTG-NXEZZACHSA-N

> <FORMULA>
C11H12O3

> <MOLECULAR_WEIGHT>
192.214

> <EXACT_MASS>
192.078644246

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
19.771761564259705

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R,5R)-5-benzyl-3-hydroxyoxolan-2-one

> <ALOGPS_LOGP>
1.16

> <JCHEM_LOGP>
1.278592771333333

> <ALOGPS_LOGS>
-1.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.619699920965964

> <JCHEM_PKA_STRONGEST_BASIC>
-3.839943254569488

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
50.79450000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.04e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R,5R)-5-benzyl-3-hydroxyoxolan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0061418 ((+)-Harzialactone A)

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PDB for NP0061418 ((+)-Harzialactone A)
HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       3.802  -2.425   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.048  -3.330   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.572  -4.795   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       3.032  -4.795   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.556  -3.330   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.091  -2.854   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       5.477  -6.041   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.851  -7.448   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.756  -8.693   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.129 -10.100   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.598 -10.261   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.693  -9.015   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.319  -7.609   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       3.802  -0.885   0.000  0.00  0.00           O+0
CONECT    1    2    5   14                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    7                                                  
CONECT    4    3    5                                                       
CONECT    5    4    1    6                                                  
CONECT    6    5                                                            
CONECT    7    3    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
CONECT   14    1                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

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3D PDB for NP0061418 ((+)-Harzialactone A)
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SMILES for NP0061418 ((+)-Harzialactone A)
O[C@@H]1C[C@@H](CC2=CC=CC=C2)OC1=O
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INCHI for NP0061418 ((+)-Harzialactone A)
InChI=1S/C11H12O3/c12-10-7-9(14-11(10)13)6-8-4-2-1-3-5-8/h1-5,9-10,12H,6-7H2/t9-,10-/m1/s1
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Synonyms
ValueSource
Harzialactone-aMeSH
Chemical FormulaC11H12O3
Average Mass192.2140 Da
Monoisotopic Mass192.07864 Da
IUPAC Name(3R,5R)-5-benzyl-3-hydroxyoxolan-2-one
Traditional Name(3R,5R)-5-benzyl-3-hydroxyoxolan-2-one
CAS Registry NumberNot Available
SMILES
O[C@@H]1C[C@@H](CC2=CC=CC=C2)OC1=O
InChI Identifier
InChI=1S/C11H12O3/c12-10-7-9(14-11(10)13)6-8-4-2-1-3-5-8/h1-5,9-10,12H,6-7H2/t9-,10-/m1/s1
InChI KeyQDWGWZDQSRYLTG-NXEZZACHSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Trichoderma harzianum OUPS-N115Fungi
Chemical Taxonomy
Description Belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassLactones  
Sub ClassGamma butyrolactones  
Direct ParentGamma butyrolactones  
Alternative Parents
Substituents
  • Monocyclic benzene moiety
    • 

  • Gamma butyrolactone
    • 

  • Benzenoid
    • 

  • Oxolane
    • 

  • Carboxylic acid ester
    • 

  • Secondary alcohol
    • 

  • Carboxylic acid derivative
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Oxacycle
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Alcohol
    • 

  • Carbonyl group
    • 

  • Organooxygen compound
    • 

  • Organic oxygen compound
    • 

  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
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
logP1.16ALOGPS
logP1.28ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)12.62ChemAxon
pKa (Strongest Basic)-3.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity50.79 m³·mol⁻¹ChemAxon
Polarizability19.77 ųChemAxon
Number of Rings2ChemAxon
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 IDC00015996  
Chemspider ID9129601  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10954384  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available