NP-MRD: Showing NP-Card for 1-Hydroxy-2,12,15-heneicosatrien-4-one (NP0335613)

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Record Information

Version

2.0

Created at

2024-09-11 02:25:06 UTC

Updated at

2024-09-11 02:25:06 UTC

NP-MRD ID

NP0335613

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-Hydroxy-2,12,15-heneicosatrien-4-one

Description

1-Hydroxy-2,12,15-heneicosatrien-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-hydroxy-2,12,15-heneicosatrien-4-one is considered to be a fatty alcohol lipid molecule. 1-Hydroxy-2,12,15-heneicosatrien-4-one is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, 1-Hydroxy-2,12,15-heneicosatrien-4-one has been detected, but not quantified in, fruits. This could make 1-hydroxy-2,12,15-heneicosatrien-4-one a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241209392D          

 23 22  0  0  0  0            999 V2000
   -7.5036    0.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7890    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0744    0.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3598    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6451    0.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9304    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2158    0.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5012    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7866    0.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0719    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3573    0.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3573    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0719    0.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7866    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5012    0.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2158    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9304    0.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6451    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3598    0.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0744    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7890    0.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6451   -0.6184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5036    0.2062    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
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  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  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 22  2  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0335613

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCC\C=C\C\C=C\CCCCCCCC(=O)\C=C\CO

> <INCHI_IDENTIFIER>
InChI=1S/C21H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-18-21(23)19-17-20-22/h6-7,9-10,17,19,22H,2-5,8,11-16,18,20H2,1H3/b7-6+,10-9+,19-17+

> <INCHI_KEY>
HYSAQRFMZWHDTN-ZLMPDQHQSA-N

> <FORMULA>
C21H36O2

> <MOLECULAR_WEIGHT>
320.5093

> <EXACT_MASS>
320.271530396

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
40.55856146709888

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E,12E,15E)-1-hydroxyhenicosa-2,12,15-trien-4-one

> <ALOGPS_LOGP>
6.66

> <JCHEM_LOGP>
6.613659162

> <ALOGPS_LOGS>
-6.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.595553874363596

> <JCHEM_PKA_STRONGEST_BASIC>
-2.538304735353363

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
104.16579999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.55e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E,12E,15E)-1-hydroxyhenicosa-2,12,15-trien-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0     -14.007   1.154   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -12.673   0.385   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -11.339   1.154   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -10.005   0.385   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -8.671   1.154   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -7.337   0.385   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.003   1.154   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.669   0.385   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.335   1.154   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.001   0.385   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.667   1.154   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.667   0.385   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.001   1.154   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.335   0.385   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.669   1.154   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.003   0.385   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.337   1.154   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.671   0.385   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.005   1.154   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.339   0.385   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.673   1.154   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       8.671  -1.154   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      14.007   0.385   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                                                       
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                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   22                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   23                                                       
CONECT   22   18                                                            
CONECT   23   21                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₃₆O₂

Average Mass

320.5093 Da

Monoisotopic Mass

320.27153 Da

IUPAC Name

(2E,12E,15E)-1-hydroxyhenicosa-2,12,15-trien-4-one

Traditional Name

(2E,12E,15E)-1-hydroxyhenicosa-2,12,15-trien-4-one

CAS Registry Number

Not Available

SMILES

CCCCC\C=C\C\C=C\CCCCCCCC(=O)\C=C\CO

InChI Identifier

InChI=1S/C21H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-18-21(23)19-17-20-22/h6-7,9-10,17,19,22H,2-5,8,11-16,18,20H2,1H3/b7-6+,10-9+,19-17+

InChI Key

HYSAQRFMZWHDTN-ZLMPDQHQSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

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
Alpha,beta-unsaturated ketone
Enone
Acryloyl-group
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
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	6.66	ALOGPS
logP	6.61	ChemAxon
logS	-6.3	ALOGPS
pKa (Strongest Acidic)	15.6	ChemAxon
pKa (Strongest Basic)	-2.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	104.17 m³·mol⁻¹	ChemAxon
Polarizability	40.56 Å³	ChemAxon
Number of Rings	0	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

HMDB0036741

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB015679

KNApSAcK ID

Not Available

Chemspider ID

10722211

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21964639

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for 1-Hydroxy-2,12,15-heneicosatrien-4-one (NP0335613)

MOL for NP0335613 (1-Hydroxy-2,12,15-heneicosatrien-4-one)

3D MOL for NP0335613 (1-Hydroxy-2,12,15-heneicosatrien-4-one)

3D SDF for NP0335613 (1-Hydroxy-2,12,15-heneicosatrien-4-one)

3D-SDF for NP0335613 (1-Hydroxy-2,12,15-heneicosatrien-4-one)

PDB for NP0335613 (1-Hydroxy-2,12,15-heneicosatrien-4-one)

3D PDB for NP0335613 (1-Hydroxy-2,12,15-heneicosatrien-4-one)

SMILES for NP0335613 (1-Hydroxy-2,12,15-heneicosatrien-4-one)

INCHI for NP0335613 (1-Hydroxy-2,12,15-heneicosatrien-4-one)

Structure for NP0335613 (1-Hydroxy-2,12,15-heneicosatrien-4-one)

3D Structure for NP0335613 (1-Hydroxy-2,12,15-heneicosatrien-4-one)