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Showing NP-Card for Nagilactone G (NP0050253)

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Record Information
Version2.0
Created at2022-04-27 20:50:03 UTC
Updated at2022-04-27 20:50:03 UTC
NP-MRD IDNP0050253
Secondary Accession NumbersNone
Natural Product Identification
Common NameNagilactone G
DescriptionNAGILACTONE G belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. Nagilactone G is found in Nageia nagi, Podocarpus latifolius, Podocarpus macrophyllus, Podocarpus milanjianus , Podocarpus milanzinus and Retrophyllum rospigliosii. Based on a literature review a small amount of articles have been published on NAGILACTONE G.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0050253 (Nagilactone G)


  Mrv1652304272222502D          

 24 28  0  0  1  0            999 V2000
    1.9058   -2.7074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1962   -2.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2059   -1.4616    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6605   -0.6302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1642   -0.6056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1531    0.0316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9347   -0.2325    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6540    0.1716    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3636   -0.2492    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3539   -1.0742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0635   -1.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7828   -1.0909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4924   -1.5117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7924   -0.2659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0828    0.1549    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0925    0.9799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3829    1.4007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8117    1.3840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6347   -1.4783    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6251   -2.3032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9251   -1.0575    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3443   -1.8991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3732    0.5757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4140   -1.6931    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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  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
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
  9 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 10 19  1  0  0  0  0
 19 20  1  0  0  0  0
  1 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21  3  1  6  0  0  0
  7 21  1  0  0  0  0
 19 22  1  6  0  0  0
  9 23  1  1  0  0  0
  8 23  1  1  0  0  0
  3 24  1  1  0  0  0
M  END
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3D MOL for NP0050253 (Nagilactone G)

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3D SDF for NP0050253 (Nagilactone G)

  Mrv1652304272222502D          

 24 28  0  0  1  0            999 V2000
    1.9058   -2.7074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1962   -2.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2059   -1.4616    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6605   -0.6302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1642   -0.6056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1531    0.0316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9347   -0.2325    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6540    0.1716    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3636   -0.2492    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3539   -1.0742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0635   -1.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7828   -1.0909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4924   -1.5117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7924   -0.2659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0828    0.1549    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0925    0.9799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3829    1.4007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8117    1.3840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6347   -1.4783    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6251   -2.3032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9251   -1.0575    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3443   -1.8991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3732    0.5757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4140   -1.6931    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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  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
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
  9 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 10 19  1  0  0  0  0
 19 20  1  0  0  0  0
  1 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21  3  1  6  0  0  0
  7 21  1  0  0  0  0
 19 22  1  6  0  0  0
  9 23  1  1  0  0  0
  8 23  1  1  0  0  0
  3 24  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0050253

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)[C@H]1OC(=O)C=C2[C@@]11O[C@@H]1[C@H]1OC(=O)[C@@]3(C)CCC[C@@]2(C)[C@@H]13

> <INCHI_IDENTIFIER>
InChI=1S/C19H24O5/c1-9(2)14-19-10(8-11(20)22-14)17(3)6-5-7-18(4)13(17)12(15(19)24-19)23-16(18)21/h8-9,12-15H,5-7H2,1-4H3/t12-,13+,14+,15+,17+,18-,19+/m0/s1

> <INCHI_KEY>
CBWGBTDKXAPUMY-DXNUVPBBSA-N

> <FORMULA>
C19H24O5

> <MOLECULAR_WEIGHT>
332.396

> <EXACT_MASS>
332.162373873

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
34.883999896166806

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,4R,5R,10S,14S,17R)-10,14-dimethyl-5-(propan-2-yl)-3,6,16-trioxapentacyclo[8.6.1.0^{2,4}.0^{4,9}.0^{14,17}]heptadec-8-ene-7,15-dione

> <ALOGPS_LOGP>
2.92

> <JCHEM_LOGP>
3.070230758333332

> <ALOGPS_LOGS>
-3.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.295486252271226

> <JCHEM_POLAR_SURFACE_AREA>
65.13000000000001

> <JCHEM_REFRACTIVITY>
84.22400000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.25e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,4R,5R,10S,14S,17R)-5-isopropyl-10,14-dimethyl-3,6,16-trioxapentacyclo[8.6.1.0^{2,4}.0^{4,9}.0^{14,17}]heptadec-8-ene-7,15-dione

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0050253 (Nagilactone G)
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PDB for NP0050253 (Nagilactone G)
HEADER    PROTEIN                                 27-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-APR-22         0                                  
HETATM    1  C   UNK     0       3.558  -5.054   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.233  -4.268   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.251  -2.728   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.233  -1.176   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.306  -1.131   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       2.153   0.059   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       3.612  -0.434   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.954   0.320   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.279  -0.465   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.261  -2.005   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.585  -2.791   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.928  -2.036   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      10.252  -2.822   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       8.946  -0.496   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       7.621   0.289   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.639   1.829   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.315   2.615   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.982   2.583   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.918  -2.759   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.900  -4.299   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.594  -1.974   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.243  -3.545   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       6.297   1.075   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       0.773  -3.160   0.000  0.00  0.00           C+0
CONECT    1    2   20                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   21   24                                             
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   21                                                  
CONECT    8    7    9   23                                                  
CONECT    9    8   10   15   23                                             
CONECT   10    9   11   19                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14    9   16                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   10   20   21   22                                             
CONECT   20   19    1                                                       
CONECT   21   19    3    7                                                  
CONECT   22   19                                                            
CONECT   23    9    8                                                       
CONECT   24    3                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   56    0
END

Download
3D PDB for NP0050253 (Nagilactone G)
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SMILES for NP0050253 (Nagilactone G)
CC(C)[C@H]1OC(=O)C=C2[C@@]11O[C@@H]1[C@H]1OC(=O)[C@@]3(C)CCC[C@@]2(C)[C@@H]13
Download
INCHI for NP0050253 (Nagilactone G)
InChI=1S/C19H24O5/c1-9(2)14-19-10(8-11(20)22-14)17(3)6-5-7-18(4)13(17)12(15(19)24-19)23-16(18)21/h8-9,12-15H,5-7H2,1-4H3/t12-,13+,14+,15+,17+,18-,19+/m0/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC19H24O5
Average Mass332.3960 Da
Monoisotopic Mass332.16237 Da
IUPAC Name(1S,2R,4R,5R,10S,14S,17R)-10,14-dimethyl-5-(propan-2-yl)-3,6,16-trioxapentacyclo[8.6.1.0^{2,4}.0^{4,9}.0^{14,17}]heptadec-8-ene-7,15-dione
Traditional Name(1S,2R,4R,5R,10S,14S,17R)-5-isopropyl-10,14-dimethyl-3,6,16-trioxapentacyclo[8.6.1.0^{2,4}.0^{4,9}.0^{14,17}]heptadec-8-ene-7,15-dione
CAS Registry NumberNot Available
SMILES
CC(C)[C@H]1OC(=O)C=C2[C@@]11O[C@@H]1[C@H]1OC(=O)[C@@]3(C)CCC[C@@]2(C)[C@@H]13
InChI Identifier
InChI=1S/C19H24O5/c1-9(2)14-19-10(8-11(20)22-14)17(3)6-5-7-18(4)13(17)12(15(19)24-19)23-16(18)21/h8-9,12-15H,5-7H2,1-4H3/t12-,13+,14+,15+,17+,18-,19+/m0/s1
InChI KeyCBWGBTDKXAPUMY-DXNUVPBBSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Nageia nagiLOTUS Database
Podocarpus latifoliusLOTUS Database
Podocarpus macrophyllusLOTUS Database
Podocarpus milanjianusPlant
Podocarpus milanzinusPlant
Retrophyllum rospigliosiiLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon  made up of two fused benzene rings.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassNaphthopyrans  
Sub ClassNot Available
Direct ParentNaphthopyrans  
Alternative Parents
Substituents
  • Naphthopyran
    • 

  • Naphthalene
    • 

  • Dihydropyranone
    • 

  • Oxepane
    • 

  • Dicarboxylic acid or derivatives
    • 

  • Gamma butyrolactone
    • 

  • Pyran
    • 

  • Oxolane
    • 

  • Enoate ester
    • 

  • Alpha,beta-unsaturated carboxylic ester
    • 

  • Lactone
    • 

  • Carboxylic acid ester
    • 

  • Oxacycle
    • 

  • Ether
    • 

  • Oxirane
    • 

  • Dialkyl ether
    • 

  • Carboxylic acid derivative
    • 

  • Organooxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Carbonyl group
    • 

  • Organic oxygen compound
    • 

  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic 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
logP2.92ALOGPS
logP3.07ChemAxon
logS-3.7ALOGPS
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area65.13 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity84.22 m³·mol⁻¹ChemAxon
Polarizability34.88 ųChemAxon
Number of Rings5ChemAxon
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 IDC00000274  
Chemspider ID62989394  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound71300384  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References