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Showing NP-Card for Isolinderenolide (NP0335312)

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Record Information
Version2.0
Created at2024-09-11 01:01:35 UTC
Updated at2024-09-11 01:01:36 UTC
NP-MRD IDNP0335312
Secondary Accession NumbersNone
Natural Product Identification
Common NameIsolinderenolide
DescriptionIsolinderenolide belongs to the class of organic compounds known as tetrahydrofurans. These are heterocyclic compounds containing a saturated, aliphatic, five-membered ring where a carbon is replaced by an oxygen. Isolinderenolide was first documented in 1992 (PMID: 1602301). Based on a literature review very few articles have been published on Isolinderenolide.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0335312 (Isolinderenolide)


  Mrv2104 05262303332D          

 24 24  0  0  0  0            999 V2000
    8.1715    7.6974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7279    3.7936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1715    6.8724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4570    6.4599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4570    5.6349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7426    5.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7426    4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4570    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1715    4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8860    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6005    4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3149    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0294    4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7439    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4583    4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1728    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8873    4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9075    3.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6018    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3554    4.3204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6880    3.1644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5270    5.1274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0749    2.6123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4950    2.9928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  2  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18  2  2  0  0  0  0
 19 17  2  0  0  0  0
 20 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 19  1  0  0  0  0
 22 20  1  0  0  0  0
 23 21  2  0  0  0  0
 24 18  1  0  0  0  0
 24 21  1  0  0  0  0
M  END
Download

3D MOL for NP0335312 (Isolinderenolide)

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3D SDF for NP0335312 (Isolinderenolide)

  Mrv2104 05262303332D          

 24 24  0  0  0  0            999 V2000
    8.1715    7.6974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7279    3.7936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1715    6.8724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4570    6.4599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4570    5.6349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7426    5.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7426    4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4570    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1715    4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8860    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6005    4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3149    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0294    4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7439    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4583    4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1728    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8873    4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9075    3.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6018    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3554    4.3204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6880    3.1644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5270    5.1274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0749    2.6123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4950    2.9928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  2  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18  2  2  0  0  0  0
 19 17  2  0  0  0  0
 20 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 19  1  0  0  0  0
 22 20  1  0  0  0  0
 23 21  2  0  0  0  0
 24 18  1  0  0  0  0
 24 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0335312

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCC\C=C/CCCCCCCCC\C=C1\C(O)C(=C)OC1=O

> <INCHI_IDENTIFIER>
InChI=1/C21H34O3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-19-20(22)18(2)24-21(19)23/h6-7,17,20,22H,2-5,8-16H2,1H3/b7-6-,19-17-

> <INCHI_KEY>
PBBONDCKOKLJIC-MJKSAKIDNA-N

> <FORMULA>
C21H34O3

> <MOLECULAR_WEIGHT>
334.5

> <EXACT_MASS>
334.250794955

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
41.52354646464734

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3Z)-3-[(11Z)-hexadec-11-en-1-ylidene]-4-hydroxy-5-methylideneoxolan-2-one

> <JCHEM_LOGP>
6.384076611333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.966794011565565

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.310322436738192

> <JCHEM_PKA_STRONGEST_BASIC>
-3.664244015179754

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
101.86029999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(3Z)-3-[(11Z)-hexadec-11-en-1-ylidene]-4-hydroxy-5-methylideneoxolan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0335312 (Isolinderenolide)
Download
PDB for NP0335312 (Isolinderenolide)
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      15.253  14.368   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      31.225   7.081   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      15.253  12.828   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.920  12.058   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.920  10.518   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.586   9.748   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.586   8.208   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.920   7.438   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      15.253   8.208   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      16.587   7.438   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.921   8.208   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      19.254   7.438   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      20.588   8.208   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      21.922   7.438   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      23.255   8.208   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      24.589   7.438   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      25.923   8.208   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      29.694   6.920   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      27.257   7.438   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      28.663   8.065   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      27.418   5.907   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      28.984   9.571   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      26.273   4.876   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      28.924   5.587   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   18                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   19                                                       
CONECT   18    2   20   24                                                  
CONECT   19   17   20   21                                                  
CONECT   20   18   19   22                                                  
CONECT   21   19   23   24                                                  
CONECT   22   20                                                            
CONECT   23   21                                                            
CONECT   24   18   21                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   48    0
END

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3D PDB for NP0335312 (Isolinderenolide)
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SMILES for NP0335312 (Isolinderenolide)
CCCC\C=C/CCCCCCCCC\C=C1\C(O)C(=C)OC1=O
Download
INCHI for NP0335312 (Isolinderenolide)
InChI=1/C21H34O3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-19-20(22)18(2)24-21(19)23/h6-7,17,20,22H,2-5,8-16H2,1H3/b7-6-,19-17-
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View in JSmol
SynonymsNot Available
Chemical FormulaC21H34O3
Average Mass334.5000 Da
Monoisotopic Mass334.25079 Da
IUPAC Name(3Z)-3-[(11Z)-hexadec-11-en-1-ylidene]-4-hydroxy-5-methylideneoxolan-2-one
Traditional Name(3Z)-3-[(11Z)-hexadec-11-en-1-ylidene]-4-hydroxy-5-methylideneoxolan-2-one
CAS Registry NumberNot Available
SMILES
CCCC\C=C/CCCCCCCCC\C=C1\C(O)C(=C)OC1=O
InChI Identifier
InChI=1/C21H34O3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-19-20(22)18(2)24-21(19)23/h6-7,17,20,22H,2-5,8-16H2,1H3/b7-6-,19-17-
InChI KeyPBBONDCKOKLJIC-MJKSAKIDNA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as tetrahydrofurans. These are heterocyclic compounds containing a saturated, aliphatic, five-membered ring where a carbon is replaced by an oxygen.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassTetrahydrofurans  
Sub ClassNot Available
Direct ParentTetrahydrofurans  
Alternative Parents
Substituents
  • Enol ester
    • 

  • Tetrahydrofuran
    • 

  • Enoate ester
    • 

  • Alpha,beta-unsaturated carboxylic ester
    • 

  • Carboxylic acid ester
    • 

  • Lactone
    • 

  • Secondary alcohol
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid derivative
    • 

  • Oxacycle
    • 

  • Carbonyl group
    • 

  • Organooxygen compound
    • 

  • Organic oxygen compound
    • 

  • Alcohol
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic 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
logP6.38ChemAxon
pKa (Strongest Acidic)11.31ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count13ChemAxon
Refractivity101.86 m³·mol⁻¹ChemAxon
Polarizability41.52 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
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
  1. Anderson JE, Ma WW, Smith DL, Chang CJ, McLaughlin JL: Biologically active gamma-lactones and methylketoalkenes from Lindera benzoin. J Nat Prod. 1992 Jan;55(1):71-83. doi: 10.1021/np50079a011. [PubMed:1602301  ]