NP-MRD: Showing NP-Card for 9-hydroxydodecanoic acid (NP0213887)

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Record Information

Version

1.0

Created at

2022-09-05 13:00:40 UTC

Updated at

2022-09-05 13:00:40 UTC

NP-MRD ID

NP0213887

Secondary Accession Numbers

None

Natural Product Identification

Common Name

9-hydroxydodecanoic acid

Description

9-Hydroxy-dodecanoic acid belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain. 9-hydroxydodecanoic acid is found in Blepharis linariifolia. 9-Hydroxy-dodecanoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 39 38  0  0  0  0  0  0  0  0999 V2000
   -5.2469    0.7481    0.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0904    1.3339    0.9749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7565    0.8720    0.3706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6797   -0.6149    0.4522 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7313   -1.2316   -0.2381 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3468   -1.1109   -0.0628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2315   -0.5344    0.7617 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1277   -1.0471    0.2833 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3362   -0.6474   -1.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6714   -1.1182   -1.6692 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7762   -0.5329   -0.8593 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7346    0.9791   -0.9306 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8657    1.4717   -0.1204 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0147    1.4267   -0.5871 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6424    1.9722    1.1334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6086   -0.1861    0.6657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9626    0.6537   -0.8359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0836    1.5068    0.2740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1470    2.4559    0.9342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0963    1.0473    2.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9878    1.3674    0.9943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6397    1.2691   -0.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7631   -0.9271    1.5115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5818   -2.1890   -0.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2500   -0.7419   -1.1158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2836   -2.2028   -0.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2047    0.5754    0.7747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3098   -0.8380    1.8390 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1621   -2.1581    0.4026 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9344   -0.6510    0.9262 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5594   -1.1669   -1.8044 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1862    0.4333   -1.2688 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7695   -0.8366   -2.7444 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7186   -2.2372   -1.6731 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.8781    0.1834 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7336   -0.9212   -1.3028 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7710    1.3463   -0.4887 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8019    1.3529   -1.9547 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4026    1.9596    1.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 15  1  0
 13 14  2  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  1
  5 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 15 39  1  0
M  END


  Mrv1533004251514552D          

 15 14  0  0  0  0            999 V2000
    5.4730    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9020    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6164    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6164    2.7474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3309    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0454    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7599    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4743    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1888    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9033    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6177    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3322    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0467    3.9849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3322    2.7474    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
  4  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  2  0  0  0  0
 13 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0213887

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCC(O)CCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H24O3/c1-2-8-11(13)9-6-4-3-5-7-10-12(14)15/h11,13H,2-10H2,1H3,(H,14,15)

> <INCHI_KEY>
XKNUGGWMUJBFJT-UHFFFAOYSA-N

> <FORMULA>
C12H24O3

> <MOLECULAR_WEIGHT>
216.321

> <EXACT_MASS>
216.172544633

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
26.441887726875173

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
9-hydroxydodecanoic acid

> <ALOGPS_LOGP>
3.36

> <JCHEM_LOGP>
3.0915895906666666

> <ALOGPS_LOGS>
-2.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
18.51627730533043

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.615326171649393

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2607811271325393

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
60.3491

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.41e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9-hydroxydodecanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0      10.216   7.438   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.550   6.668   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.884   7.438   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.217   6.668   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      14.217   5.128   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      15.551   7.438   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      16.885   6.668   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      18.218   7.438   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      19.552   6.668   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      20.886   7.438   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      22.219   6.668   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      23.553   7.438   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      24.887   6.668   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      26.220   7.438   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      24.887   5.128   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    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   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

View in JSmol

Synonyms

Value	Source
9-Hydroxy-dodecanoate	Generator

Chemical Formula

C₁₂H₂₄O₃

Average Mass

216.3210 Da

Monoisotopic Mass

216.17254 Da

IUPAC Name

9-hydroxydodecanoic acid

Traditional Name

9-hydroxydodecanoic acid

CAS Registry Number

Not Available

SMILES

CCCC(O)CCCCCCCC(O)=O

InChI Identifier

InChI=1S/C12H24O3/c1-2-8-11(13)9-6-4-3-5-7-10-12(14)15/h11,13H,2-10H2,1H3,(H,14,15)

InChI Key

XKNUGGWMUJBFJT-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Blepharis linariifolia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Hydroxy acids and derivatives

Sub Class

Medium-chain hydroxy acids and derivatives

Direct Parent

Medium-chain hydroxy acids and derivatives

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Hydroxy fatty acids (LMFA01050167 )

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	3.36	ALOGPS
logP	3.09	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	4.62	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	10	ChemAxon
Refractivity	60.35 m³·mol⁻¹	ChemAxon
Polarizability	26.44 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

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

5312744

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 9-hydroxydodecanoic acid (NP0213887)

MOL for NP0213887 (9-hydroxydodecanoic acid)

3D MOL for NP0213887 (9-hydroxydodecanoic acid)

3D SDF for NP0213887 (9-hydroxydodecanoic acid)

3D-SDF for NP0213887 (9-hydroxydodecanoic acid)

PDB for NP0213887 (9-hydroxydodecanoic acid)

3D PDB for NP0213887 (9-hydroxydodecanoic acid)

SMILES for NP0213887 (9-hydroxydodecanoic acid)

INCHI for NP0213887 (9-hydroxydodecanoic acid)

Structure for NP0213887 (9-hydroxydodecanoic acid)

3D Structure for NP0213887 (9-hydroxydodecanoic acid)