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Showing NP-Card for (2r)-1-(3-hydroxy-5-methoxyphenyl)-8-oxotridecan-2-yl acetate (NP0329147)

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Record Information
Version2.0
Created at2022-09-12 13:15:42 UTC
Updated at2022-09-12 13:15:43 UTC
NP-MRD IDNP0329147
Secondary Accession NumbersNone
Natural Product Identification
Common Name(2r)-1-(3-hydroxy-5-methoxyphenyl)-8-oxotridecan-2-yl acetate
Description(2R)-1-(3-hydroxy-5-methoxyphenyl)-8-oxotridecan-2-yl acetate belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol. (2r)-1-(3-hydroxy-5-methoxyphenyl)-8-oxotridecan-2-yl acetate is found in Ononis natrix. Based on a literature review very few articles have been published on (2R)-1-(3-hydroxy-5-methoxyphenyl)-8-oxotridecan-2-yl acetate.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0329147 ((2r)-1-(3-hydroxy-5-methoxyphenyl)-8-oxotridecan-2-yl acetate)


  Mrv1652309122215152D          

 27 27  0  0  1  0            999 V2000
   -4.3519   -8.1075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9487   -8.3776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1692   -8.1075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5455   -8.6476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7660   -8.3776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6101   -7.5675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1423   -8.9177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6372   -8.6476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2609   -9.1877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0404   -8.9177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6641   -9.4578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4436   -9.1877    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0673   -9.7278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8468   -9.4578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0027   -8.6476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7823   -8.3776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9382   -7.5675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4059   -8.9177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2500   -9.7278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8736  -10.2679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6532   -9.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4704   -9.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5995   -8.3776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9759   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1963   -8.1075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1318   -7.0274    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
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 23  2  0  0  0  0
 15 23  1  0  0  0  0
 13 24  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
M  END
Download

3D MOL for NP0329147 ((2r)-1-(3-hydroxy-5-methoxyphenyl)-8-oxotridecan-2-yl acetate)

Download
3D SDF for NP0329147 ((2r)-1-(3-hydroxy-5-methoxyphenyl)-8-oxotridecan-2-yl acetate)

  Mrv1652309122215152D          

 27 27  0  0  1  0            999 V2000
   -4.3519   -8.1075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9487   -8.3776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1692   -8.1075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5455   -8.6476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7660   -8.3776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6101   -7.5675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1423   -8.9177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6372   -8.6476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2609   -9.1877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0404   -8.9177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6641   -9.4578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4436   -9.1877    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0673   -9.7278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8468   -9.4578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0027   -8.6476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7823   -8.3776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9382   -7.5675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4059   -8.9177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2500   -9.7278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8736  -10.2679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6532   -9.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4704   -9.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5995   -8.3776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9759   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1963   -8.1075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1318   -7.0274    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
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 23  2  0  0  0  0
 15 23  1  0  0  0  0
 13 24  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0329147

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC(=O)CCCCC[C@H](CC1=CC(O)=CC(OC)=C1)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H34O5/c1-4-5-7-10-19(24)11-8-6-9-12-21(27-17(2)23)14-18-13-20(25)16-22(15-18)26-3/h13,15-16,21,25H,4-12,14H2,1-3H3/t21-/m1/s1

> <INCHI_KEY>
DGCGMFGUBBSAFC-OAQYLSRUSA-N

> <FORMULA>
C22H34O5

> <MOLECULAR_WEIGHT>
378.509

> <EXACT_MASS>
378.240624195

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
43.769640913479975

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R)-1-(3-hydroxy-5-methoxyphenyl)-8-oxotridecan-2-yl acetate

> <JCHEM_LOGP>
5.235443756000001

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.413996246369045

> <JCHEM_PKA_STRONGEST_BASIC>
-4.8330065333253955

> <JCHEM_POLAR_SURFACE_AREA>
72.83000000000001

> <JCHEM_REFRACTIVITY>
106.21770000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-1-(3-hydroxy-5-methoxyphenyl)-8-oxotridecan-2-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0329147 ((2r)-1-(3-hydroxy-5-methoxyphenyl)-8-oxotridecan-2-yl acetate)
Download
PDB for NP0329147 ((2r)-1-(3-hydroxy-5-methoxyphenyl)-8-oxotridecan-2-yl acetate)
HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0      -8.124 -15.134   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.668 -14.630   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.504 -15.638   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.049 -15.134   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.885 -16.142   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.430 -15.638   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.139 -14.126   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.266 -16.646   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.189 -16.142   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.354 -17.150   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.809 -16.646   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.973 -17.654   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.428 -17.150   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.592 -18.159   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.047 -17.654   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.338 -16.142   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.794 -15.638   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      11.085 -14.126   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      11.958 -16.646   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.667 -18.159   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      12.831 -19.167   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      14.286 -18.663   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.211 -18.663   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       6.719 -15.638   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.555 -14.630   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.100 -15.134   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       5.846 -13.118   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   24                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   23                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   20   15                                                       
CONECT   24   13   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   54    0
END

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3D PDB for NP0329147 ((2r)-1-(3-hydroxy-5-methoxyphenyl)-8-oxotridecan-2-yl acetate)
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SMILES for NP0329147 ((2r)-1-(3-hydroxy-5-methoxyphenyl)-8-oxotridecan-2-yl acetate)
CCCCCC(=O)CCCCC[C@H](CC1=CC(O)=CC(OC)=C1)OC(C)=O
Download
INCHI for NP0329147 ((2r)-1-(3-hydroxy-5-methoxyphenyl)-8-oxotridecan-2-yl acetate)
InChI=1S/C22H34O5/c1-4-5-7-10-19(24)11-8-6-9-12-21(27-17(2)23)14-18-13-20(25)16-22(15-18)26-3/h13,15-16,21,25H,4-12,14H2,1-3H3/t21-/m1/s1
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View in JSmol
Synonyms
ValueSource
(2R)-1-(3-Hydroxy-5-methoxyphenyl)-8-oxotridecan-2-yl acetic acidGenerator
Chemical FormulaC22H34O5
Average Mass378.5090 Da
Monoisotopic Mass378.24062 Da
IUPAC Name(2R)-1-(3-hydroxy-5-methoxyphenyl)-8-oxotridecan-2-yl acetate
Traditional Name(2R)-1-(3-hydroxy-5-methoxyphenyl)-8-oxotridecan-2-yl acetate
CAS Registry NumberNot Available
SMILES
CCCCCC(=O)CCCCC[C@H](CC1=CC(O)=CC(OC)=C1)OC(C)=O
InChI Identifier
InChI=1S/C22H34O5/c1-4-5-7-10-19(24)11-8-6-9-12-21(27-17(2)23)14-18-13-20(25)16-22(15-18)26-3/h13,15-16,21,25H,4-12,14H2,1-3H3/t21-/m1/s1
InChI KeyDGCGMFGUBBSAFC-OAQYLSRUSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Ononis natrixLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassFatty Acyls  
Sub ClassFatty alcohol esters  
Direct ParentFatty alcohol esters  
Alternative Parents
Substituents
  • Fatty alcohol ester
    • 

  • Methoxyphenol
    • 

  • Phenoxy compound
    • 

  • Anisole
    • 

  • Methoxybenzene
    • 

  • Phenol ether
    • 

  • 1-hydroxy-4-unsubstituted benzenoid
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Alkyl aryl ether
    • 

  • Phenol
    • 

  • Monocyclic benzene moiety
    • 

  • Benzenoid
    • 

  • Carboxylic acid ester
    • 

  • Ketone
    • 

  • Carboxylic acid derivative
    • 

  • Ether
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Organic oxygen compound
    • 

  • Carbonyl group
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Organic oxide
    • 

  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic 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
logP5.24ChemAxon
pKa (Strongest Acidic)9.41ChemAxon
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area72.83 ŲChemAxon
Rotatable Bond Count15ChemAxon
Refractivity106.22 m³·mol⁻¹ChemAxon
Polarizability43.77 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
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 Compound163024770  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]