NP-MRD: Showing NP-Card for (6r)-15-(3,5-dihydroxyphenyl)pentadec-7-en-6-yl acetate (NP0141503)

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Record Information

Version

2.0

Created at

2022-09-01 19:50:37 UTC

Updated at

2022-09-01 19:50:37 UTC

NP-MRD ID

NP0141503

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(6r)-15-(3,5-dihydroxyphenyl)pentadec-7-en-6-yl acetate

Description

(6R)-15-(3,5-dihydroxyphenyl)pentadec-7-en-6-yl acetate belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol. (6r)-15-(3,5-dihydroxyphenyl)pentadec-7-en-6-yl acetate is found in Ononis speciosa. Based on a literature review very few articles have been published on (6R)-15-(3,5-dihydroxyphenyl)pentadec-7-en-6-yl acetate.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309012221502D          

 27 27  0  0  1  0            999 V2000
    4.9056   -8.9191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2559   -8.4514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0660   -8.6073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6061   -7.9836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4162   -8.1395    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.9563   -7.5159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7664   -7.6718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3065   -7.0482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1167   -7.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6567   -6.5804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4669   -6.7363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0070   -6.1127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8171   -6.2686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3572   -5.6450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1673   -5.8009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7074   -5.1772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5176   -5.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0576   -4.7095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7876   -6.1127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2475   -6.7363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5176   -7.5159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4374   -6.5804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6863   -8.9191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4964   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0365   -8.4514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7664   -9.8546    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  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  4  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  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 16 23  1  0  0  0  0
  6 24  1  6  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


  Mrv1652309012221502D          

 27 27  0  0  1  0            999 V2000
    4.9056   -8.9191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2559   -8.4514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0660   -8.6073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6061   -7.9836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4162   -8.1395    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.9563   -7.5159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7664   -7.6718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3065   -7.0482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1167   -7.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6567   -6.5804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4669   -6.7363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0070   -6.1127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8171   -6.2686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3572   -5.6450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1673   -5.8009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7074   -5.1772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5176   -5.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0576   -4.7095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7876   -6.1127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2475   -6.7363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5176   -7.5159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4374   -6.5804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6863   -8.9191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4964   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0365   -8.4514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7664   -9.8546    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  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  4  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  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 16 23  1  0  0  0  0
  6 24  1  6  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>
NP0141503

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCC[C@@H](OC(C)=O)C=CCCCCCCCC1=CC(O)=CC(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C23H36O4/c1-3-4-10-14-23(27-19(2)24)15-12-9-7-5-6-8-11-13-20-16-21(25)18-22(26)17-20/h12,15-18,23,25-26H,3-11,13-14H2,1-2H3/t23-/m1/s1

> <INCHI_KEY>
OXFASGUJQBAINI-HSZRJFAPSA-N

> <FORMULA>
C23H36O4

> <MOLECULAR_WEIGHT>
376.537

> <EXACT_MASS>
376.261359639

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
45.44023661347455

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6R)-15-(3,5-dihydroxyphenyl)pentadec-7-en-6-yl acetate

> <ALOGPS_LOGP>
6.85

> <JCHEM_LOGP>
6.951890558666668

> <ALOGPS_LOGS>
-5.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.811350807001979

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.359032641616453

> <JCHEM_PKA_STRONGEST_BASIC>
-5.665057916048885

> <JCHEM_POLAR_SURFACE_AREA>
66.75999999999999

> <JCHEM_REFRACTIVITY>
111.25859999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.35e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6R)-15-(3,5-dihydroxyphenyl)pentadec-7-en-6-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 01-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-SEP-22         0                                  
HETATM    1  C   UNK     0       9.157 -16.649   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.669 -16.940   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.678 -15.776   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.190 -16.067   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.198 -14.903   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.710 -15.194   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      16.718 -14.030   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      18.231 -14.321   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      19.239 -13.157   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      20.751 -13.448   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      21.759 -12.283   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      23.272 -12.575   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      24.280 -11.410   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      25.792 -11.701   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      26.800 -10.537   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      28.312 -10.828   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      29.321  -9.664   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      30.833  -9.955   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      31.841  -8.791   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      31.337 -11.410   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      30.329 -12.575   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      30.833 -14.030   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      28.816 -12.283   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      16.214 -16.649   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      17.727 -16.940   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      18.735 -15.776   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      18.231 -18.395   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   24                                                  
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   23                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   16                                                       
CONECT   24    6   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

View in JSmol

Synonyms

Value	Source
(6R)-15-(3,5-Dihydroxyphenyl)pentadec-7-en-6-yl acetic acid	Generator

Chemical Formula

C₂₃H₃₆O₄

Average Mass

376.5370 Da

Monoisotopic Mass

376.26136 Da

IUPAC Name

(6R)-15-(3,5-dihydroxyphenyl)pentadec-7-en-6-yl acetate

Traditional Name

(6R)-15-(3,5-dihydroxyphenyl)pentadec-7-en-6-yl acetate

CAS Registry Number

Not Available

SMILES

CCCCC[C@@H](OC(C)=O)C=CCCCCCCCC1=CC(O)=CC(O)=C1

InChI Identifier

InChI=1S/C23H36O4/c1-3-4-10-14-23(27-19(2)24)15-12-9-7-5-6-8-11-13-20-16-21(25)18-22(26)17-20/h12,15-18,23,25-26H,3-11,13-14H2,1-2H3/t23-/m1/s1

InChI Key

OXFASGUJQBAINI-HSZRJFAPSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Ononis speciosa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohol esters

Direct Parent

Fatty alcohol esters

Alternative Parents

Substituents

Fatty alcohol ester
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	6.85	ALOGPS
logP	6.95	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	9.36	ChemAxon
pKa (Strongest Basic)	-5.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	111.26 m³·mol⁻¹	ChemAxon
Polarizability	45.44 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163036056

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (6r)-15-(3,5-dihydroxyphenyl)pentadec-7-en-6-yl acetate (NP0141503)

MOL for NP0141503 ((6r)-15-(3,5-dihydroxyphenyl)pentadec-7-en-6-yl acetate)

3D MOL for NP0141503 ((6r)-15-(3,5-dihydroxyphenyl)pentadec-7-en-6-yl acetate)

3D SDF for NP0141503 ((6r)-15-(3,5-dihydroxyphenyl)pentadec-7-en-6-yl acetate)

3D-SDF for NP0141503 ((6r)-15-(3,5-dihydroxyphenyl)pentadec-7-en-6-yl acetate)

PDB for NP0141503 ((6r)-15-(3,5-dihydroxyphenyl)pentadec-7-en-6-yl acetate)

3D PDB for NP0141503 ((6r)-15-(3,5-dihydroxyphenyl)pentadec-7-en-6-yl acetate)

SMILES for NP0141503 ((6r)-15-(3,5-dihydroxyphenyl)pentadec-7-en-6-yl acetate)

INCHI for NP0141503 ((6r)-15-(3,5-dihydroxyphenyl)pentadec-7-en-6-yl acetate)

Structure for NP0141503 ((6r)-15-(3,5-dihydroxyphenyl)pentadec-7-en-6-yl acetate)

3D Structure for NP0141503 ((6r)-15-(3,5-dihydroxyphenyl)pentadec-7-en-6-yl acetate)