NP-MRD: Showing NP-Card for 8S-Hydroxyhexadecanoic acid (NP0050343)

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Record Information

Version

2.0

Created at

2022-04-27 20:54:05 UTC

Updated at

2022-04-27 20:54:06 UTC

NP-MRD ID

NP0050343

Secondary Accession Numbers

None

Natural Product Identification

Common Name

8S-Hydroxyhexadecanoic acid

Description

8S-hydroxy-hexadecanoic acid belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. 8S-Hydroxyhexadecanoic acid is found in Brucea javanica and Lygodium japonicum . Based on a literature review very few articles have been published on 8s-hydroxy-hexadecanoic acid.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652304272222542D          

 19 18  0  0  1  0            999 V2000
    8.6625   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3770   -5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0914   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8059   -5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5204   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2349   -5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9493   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6638   -5.4138    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.3783   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0927   -5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8072   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5217   -5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2362   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9506   -5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6651   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3796   -5.4138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6651   -4.1763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6638   -6.2388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9480   -5.4138    0.0000 C   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  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
 15 17  1  0  0  0  0
  8 18  1  1  0  0  0
  1 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0050343

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCC[C@H](O)CCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H32O3/c1-2-3-4-5-6-9-12-15(17)13-10-7-8-11-14-16(18)19/h15,17H,2-14H2,1H3,(H,18,19)/t15-/m0/s1

> <INCHI_KEY>
KMEKMXBMYZGGDT-HNNXBMFYSA-N

> <FORMULA>
C16H32O3

> <MOLECULAR_WEIGHT>
272.429

> <EXACT_MASS>
272.23514489

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
34.829801571150234

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(8S)-8-hydroxyhexadecanoic acid

> <ALOGPS_LOGP>
5.66

> <JCHEM_LOGP>
4.869864250666666

> <ALOGPS_LOGS>
-4.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
18.484172992477017

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.707712731693088

> <JCHEM_PKA_STRONGEST_BASIC>
-1.274823253591018

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
78.75309999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.24e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(8S)-8-hydroxyhexadecanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-APR-22         0                                  
HETATM    1  C   UNK     0      16.170  -9.336   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      17.504 -10.106   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.837  -9.336   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      20.171 -10.106   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      21.505  -9.336   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      22.838 -10.106   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      24.172  -9.336   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      25.506 -10.106   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      26.839  -9.336   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      28.173 -10.106   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      29.507  -9.336   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      30.840 -10.106   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      32.174  -9.336   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      33.508 -10.106   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      34.842  -9.336   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      36.175 -10.106   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      34.842  -7.796   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      25.506 -11.646   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      14.836 -10.106   0.000  0.00  0.00           C+0
CONECT    1    2   19                                                       
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   18                                                  
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   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18    8                                                            
CONECT   19    1                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

View in JSmol

Synonyms

Value	Source
8S-Hydroxy-hexadecanoate	Generator

Chemical Formula

C₁₆H₃₂O₃

Average Mass

272.4290 Da

Monoisotopic Mass

272.23514 Da

IUPAC Name

(8S)-8-hydroxyhexadecanoic acid

Traditional Name

(8S)-8-hydroxyhexadecanoic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCC[C@H](O)CCCCCCC(O)=O

InChI Identifier

InChI=1S/C16H32O3/c1-2-3-4-5-6-9-12-15(17)13-10-7-8-11-14-16(18)19/h15,17H,2-14H2,1H3,(H,18,19)/t15-/m0/s1

InChI Key

KMEKMXBMYZGGDT-HNNXBMFYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Brucea javanica	LOTUS Database	35616633
Lygodium japonicum	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

Long-chain fatty acid
Hydroxy fatty acid
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Hydroxy fatty acids (LMFA01050266 )

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	5.66	ALOGPS
logP	4.87	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	4.71	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	78.75 m³·mol⁻¹	ChemAxon
Polarizability	34.83 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4472244

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5312819

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for 8S-Hydroxyhexadecanoic acid (NP0050343)

MOL for NP0050343 (8S-Hydroxyhexadecanoic acid)

3D MOL for NP0050343 (8S-Hydroxyhexadecanoic acid)

3D SDF for NP0050343 (8S-Hydroxyhexadecanoic acid)

3D-SDF for NP0050343 (8S-Hydroxyhexadecanoic acid)

PDB for NP0050343 (8S-Hydroxyhexadecanoic acid)

3D PDB for NP0050343 (8S-Hydroxyhexadecanoic acid)

SMILES for NP0050343 (8S-Hydroxyhexadecanoic acid)

INCHI for NP0050343 (8S-Hydroxyhexadecanoic acid)

Structure for NP0050343 (8S-Hydroxyhexadecanoic acid)

3D Structure for NP0050343 (8S-Hydroxyhexadecanoic acid)