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Showing NP-Card for Safficinolide (NP0049631)

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Record Information
Version2.0
Created at2022-03-17 21:15:36 UTC
Updated at2022-03-17 21:15:36 UTC
NP-MRD IDNP0049631
Secondary Accession NumbersNone
Natural Product Identification
Common NameSafficinolide
DescriptionSafficinolide belongs to the class of organic compounds known as 3,4-dihydrocoumarins. These are 3,4-dihydrogenated coumarins. Coumarin is a bicyclic compound that are 1-benzopyran carrying an oxo group at the 2-position. Safficinolide is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Safficinolide has been detected, but not quantified in, a few different foods, such as common sages, herbs and spices, and tea. This could make safficinolide a potential biomarker for the consumption of these foods.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0049631 (Safficinolide)


  Mrv0541 05061311502D          

 25 27  0  0  0  0            999 V2000
    4.5375    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1877    2.6466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2692    3.1769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.4934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.2211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    3.0789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    3.7934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    3.0789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  7  5  1  0  0  0  0
 11  1  1  0  0  0  0
 11  2  1  0  0  0  0
 12  8  2  0  0  0  0
 12  9  1  0  0  0  0
 13  8  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  2  0  0  0  0
 16 14  2  0  0  0  0
 16 15  1  0  0  0  0
 18 17  1  0  0  0  0
 19  3  1  0  0  0  0
 19  4  1  0  0  0  0
 19  6  1  0  0  0  0
 19 17  1  0  0  0  0
 20  7  1  0  0  0  0
 20 10  1  0  0  0  0
 20 14  1  0  0  0  0
 20 17  1  0  0  0  0
 21  9  2  0  0  0  0
 22 10  2  0  0  0  0
 23 15  1  0  0  0  0
 24 18  2  0  0  0  0
 25 16  1  0  0  0  0
 25 18  1  0  0  0  0
M  END
Download

3D MOL for NP0049631 (Safficinolide)

Download
3D SDF for NP0049631 (Safficinolide)

  Mrv0541 05061311502D          

 25 27  0  0  0  0            999 V2000
    4.5375    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1877    2.6466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2692    3.1769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.4934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.2211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    3.0789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    3.7934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    3.0789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  7  5  1  0  0  0  0
 11  1  1  0  0  0  0
 11  2  1  0  0  0  0
 12  8  2  0  0  0  0
 12  9  1  0  0  0  0
 13  8  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  2  0  0  0  0
 16 14  2  0  0  0  0
 16 15  1  0  0  0  0
 18 17  1  0  0  0  0
 19  3  1  0  0  0  0
 19  4  1  0  0  0  0
 19  6  1  0  0  0  0
 19 17  1  0  0  0  0
 20  7  1  0  0  0  0
 20 10  1  0  0  0  0
 20 14  1  0  0  0  0
 20 17  1  0  0  0  0
 21  9  2  0  0  0  0
 22 10  2  0  0  0  0
 23 15  1  0  0  0  0
 24 18  2  0  0  0  0
 25 16  1  0  0  0  0
 25 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0049631

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C1=C(O)C2=C(C(C=O)=C1)C1(CCCC(C)(C)C1C(=O)O2)C=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H24O5/c1-11(2)13-8-12(9-21)14-16(15(13)23)25-18(24)17-19(3,4)6-5-7-20(14,17)10-22/h8-11,17,23H,5-7H2,1-4H3

> <INCHI_KEY>
VBEKTSBYXBBXEO-UHFFFAOYSA-N

> <FORMULA>
C20H24O5

> <MOLECULAR_WEIGHT>
344.4016

> <EXACT_MASS>
344.162373878

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
36.73926389958122

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-hydroxy-7,7-dimethyl-6-oxo-3-(propan-2-yl)-6H,6aH,7H,8H,9H,10H,10aH-benzo[c]isochromene-1,10a-dicarbaldehyde

> <ALOGPS_LOGP>
3.75

> <JCHEM_LOGP>
4.365722117666666

> <ALOGPS_LOGS>
-4.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.511672391726224

> <JCHEM_PKA_STRONGEST_BASIC>
-5.570783740759709

> <JCHEM_POLAR_SURFACE_AREA>
80.67

> <JCHEM_REFRACTIVITY>
94.02449999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.67e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-hydroxy-3-isopropyl-7,7-dimethyl-6-oxo-6aH,8H,9H,10H-benzo[c]isochromene-1,10a-dicarbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0049631 (Safficinolide)
Download
PDB for NP0049631 (Safficinolide)
HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       8.470   4.414   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.470   1.746   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.217   4.940   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.503   5.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.770   1.746   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.540   3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.770   1.746   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.390   1.746   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.080   0.413   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.310   1.746   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.700   3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.850   1.746   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.160   3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.080   3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.390   4.414   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.850   4.414   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.770   4.414   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.540   5.747   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.770   4.414   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.540   3.080   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       3.850  -0.921   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       1.540   0.413   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       6.160   5.747   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       0.770   7.081   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       3.080   5.747   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   11                                                            
CONECT    3   19                                                            
CONECT    4   19                                                            
CONECT    5    6    7                                                       
CONECT    6    5   19                                                       
CONECT    7    5   20                                                       
CONECT    8   12   13                                                       
CONECT    9   12   21                                                       
CONECT   10   20   22                                                       
CONECT   11    1    2   13                                                  
CONECT   12    8    9   14                                                  
CONECT   13    8   11   15                                                  
CONECT   14   12   16   20                                                  
CONECT   15   13   16   23                                                  
CONECT   16   14   15   25                                                  
CONECT   17   18   19   20                                                  
CONECT   18   17   24   25                                                  
CONECT   19    3    4    6   17                                             
CONECT   20    7   10   14   17                                             
CONECT   21    9                                                            
CONECT   22   10                                                            
CONECT   23   15                                                            
CONECT   24   18                                                            
CONECT   25   16   18                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

Download
3D PDB for NP0049631 (Safficinolide)
Download
SMILES for NP0049631 (Safficinolide)
CC(C)C1=C(O)C2=C(C(C=O)=C1)C1(CCCC(C)(C)C1C(=O)O2)C=O
Download
INCHI for NP0049631 (Safficinolide)
InChI=1S/C20H24O5/c1-11(2)13-8-12(9-21)14-16(15(13)23)25-18(24)17-19(3,4)6-5-7-20(14,17)10-22/h8-11,17,23H,5-7H2,1-4H3
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View in JSmol
SynonymsNot Available
Chemical FormulaC20H24O5
Average Mass344.4016 Da
Monoisotopic Mass344.16237 Da
IUPAC Name4-hydroxy-7,7-dimethyl-6-oxo-3-(propan-2-yl)-6H,6aH,7H,8H,9H,10H,10aH-benzo[c]isochromene-1,10a-dicarbaldehyde
Traditional Name4-hydroxy-3-isopropyl-7,7-dimethyl-6-oxo-6aH,8H,9H,10H-benzo[c]isochromene-1,10a-dicarbaldehyde
CAS Registry Number153660-18-5
SMILES
CC(C)C1=C(O)C2=C(C(C=O)=C1)C1(CCCC(C)(C)C1C(=O)O2)C=O
InChI Identifier
InChI=1S/C20H24O5/c1-11(2)13-8-12(9-21)14-16(15(13)23)25-18(24)17-19(3,4)6-5-7-20(14,17)10-22/h8-11,17,23H,5-7H2,1-4H3
InChI KeyVBEKTSBYXBBXEO-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Salvia officinalisFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 3,4-dihydrocoumarins. These are 3,4-dihydrogenated coumarins. Coumarin is a bicyclic compound that are 1-benzopyran carrying an oxo group at the 2-position.
KingdomOrganic compounds  
Super ClassPhenylpropanoids and polyketides  
Class3,4-dihydrocoumarins  
Sub ClassNot Available
Direct Parent3,4-dihydrocoumarins  
Alternative Parents
Substituents
  • 3,4-dihydrocoumarin
    • 

  • Chromane
    • 

  • Benzopyran
    • 

  • 1-benzopyran
    • 

  • Aryl-aldehyde
    • 

  • Benzenoid
    • 

  • Lactone
    • 

  • Carboxylic acid ester
    • 

  • Organoheterocyclic compound
    • 

  • Oxacycle
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Aldehyde
    • 

  • Organic oxygen compound
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic 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
logP3.75ALOGPS
logP4.37ChemAxon
logS-4.3ALOGPS
pKa (Strongest Acidic)8.51ChemAxon
pKa (Strongest Basic)-5.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area80.67 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity94.02 m³·mol⁻¹ChemAxon
Polarizability36.74 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0040421  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB020154  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound85152699  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available