NP-MRD: Showing NP-Card for 1-Acetoxy-2-hydroxy-16-heptadecyn-4-one (NP0046094)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-03-17 19:48:17 UTC

Updated at

2022-03-17 19:48:17 UTC

NP-MRD ID

NP0046094

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-Acetoxy-2-hydroxy-16-heptadecyn-4-one

Description

1-Acetoxy-2-hydroxy-16-heptadecyn-4-one belongs to the class of organic compounds known as long-chain fatty alcohols. These are fatty alcohols that have an aliphatic tail of 13 to 21 carbon atoms. Thus, 1-acetoxy-2-hydroxy-16-heptadecyn-4-one is considered to be a fatty alcohol lipid molecule. 1-Acetoxy-2-hydroxy-16-heptadecyn-4-one is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, 1-Acetoxy-2-hydroxy-16-heptadecyn-4-one has been detected, but not quantified in, avocado and fruits. This could make 1-acetoxy-2-hydroxy-16-heptadecyn-4-one a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI

  Mrv0541 05061305392D          

 23 22  0  0  0  0            999 V2000
  -10.5039   -4.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0710   -5.3033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7895   -5.3033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0750   -5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3605   -5.3033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6461   -5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9316   -5.3033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2171   -5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5026   -5.3033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7882   -5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0737   -5.3033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3592   -5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6448   -5.3033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9303   -5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5013   -5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9276   -5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3565   -5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2158   -5.3033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2131   -5.3033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3565   -6.5408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2158   -4.4783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2131   -4.4783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6421   -5.3033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  3  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  1  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
 17  2  1  0  0  0  0
 18 14  1  0  0  0  0
 18 15  1  0  0  0  0
 19 15  1  0  0  0  0
 19 16  1  0  0  0  0
 20 17  2  0  0  0  0
 21 18  2  0  0  0  0
 22 19  1  0  0  0  0
 23 16  1  0  0  0  0
 23 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0046094

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OCC(O)CC(=O)CCCCCCCCCCCC#C

> <INCHI_IDENTIFIER>
InChI=1S/C19H32O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-18(21)15-19(22)16-23-17(2)20/h1,19,22H,4-16H2,2H3

> <INCHI_KEY>
HZHSVQVECJXVRP-UHFFFAOYSA-N

> <FORMULA>
C19H32O4

> <MOLECULAR_WEIGHT>
324.455

> <EXACT_MASS>
324.230059512

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
39.73764236245943

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-hydroxy-4-oxoheptadec-16-yn-1-yl acetate

> <ALOGPS_LOGP>
4.52

> <JCHEM_LOGP>
4.120471365333333

> <ALOGPS_LOGS>
-4.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.76739194048016

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.25320552705714

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1194599416799935

> <JCHEM_POLAR_SURFACE_AREA>
63.60000000000001

> <JCHEM_REFRACTIVITY>
91.40989999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.51e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-hydroxy-4-oxoheptadec-16-yn-1-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

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     -19.607  -9.129   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.733  -9.899   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -18.274  -9.899   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -16.940 -10.669   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -15.606  -9.899   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -14.273 -10.669   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -12.939  -9.899   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -11.605 -10.669   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -10.272  -9.899   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -8.938 -10.669   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -7.604  -9.899   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.271 -10.669   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.937  -9.899   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.603 -10.669   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.936 -10.669   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.732 -10.669   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.399 -10.669   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.269  -9.899   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.398  -9.899   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       4.399 -12.209   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -2.269  -8.359   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.398  -8.359   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       3.065  -9.899   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   17                                                            
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   18                                                       
CONECT   15   18   19                                                       
CONECT   16   19   23                                                       
CONECT   17    2   20   23                                                  
CONECT   18   14   15   21                                                  
CONECT   19   15   16   22                                                  
CONECT   20   17                                                            
CONECT   21   18                                                            
CONECT   22   19                                                            
CONECT   23   16   17                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₃₂O₄

Average Mass

324.4550 Da

Monoisotopic Mass

324.23006 Da

IUPAC Name

2-hydroxy-4-oxoheptadec-16-yn-1-yl acetate

Traditional Name

2-hydroxy-4-oxoheptadec-16-yn-1-yl acetate

CAS Registry Number

24607-10-1

SMILES

CC(=O)OCC(O)CC(=O)CCCCCCCCCCCC#C

InChI Identifier

InChI=1S/C19H32O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-18(21)15-19(22)16-23-17(2)20/h1,19,22H,4-16H2,2H3

InChI Key

HZHSVQVECJXVRP-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Persea americana	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty alcohols. These are fatty alcohols that have an aliphatic tail of 13 to 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Long-chain fatty alcohols

Alternative Parents

Substituents

Long chain fatty alcohol
Fatty alcohol ester
Beta-hydroxy ketone
Carboxylic acid ester
Ketone
Secondary alcohol
Carboxylic acid derivative
Acetylide
Monocarboxylic acid or derivatives
Organic oxide
Alcohol
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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	4.52	ALOGPS
logP	4.12	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	14.25	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	91.41 m³·mol⁻¹	ChemAxon
Polarizability	39.74 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0031007

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB002996

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

6710762

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 1-Acetoxy-2-hydroxy-16-heptadecyn-4-one (NP0046094)

MOL for NP0046094 (1-Acetoxy-2-hydroxy-16-heptadecyn-4-one)

3D MOL for NP0046094 (1-Acetoxy-2-hydroxy-16-heptadecyn-4-one)

3D SDF for NP0046094 (1-Acetoxy-2-hydroxy-16-heptadecyn-4-one)

3D-SDF for NP0046094 (1-Acetoxy-2-hydroxy-16-heptadecyn-4-one)

PDB for NP0046094 (1-Acetoxy-2-hydroxy-16-heptadecyn-4-one)

3D PDB for NP0046094 (1-Acetoxy-2-hydroxy-16-heptadecyn-4-one)

SMILES for NP0046094 (1-Acetoxy-2-hydroxy-16-heptadecyn-4-one)

INCHI for NP0046094 (1-Acetoxy-2-hydroxy-16-heptadecyn-4-one)

Structure for NP0046094 (1-Acetoxy-2-hydroxy-16-heptadecyn-4-one)

3D Structure for NP0046094 (1-Acetoxy-2-hydroxy-16-heptadecyn-4-one)