NP-MRD: Showing NP-Card for 3-hydroxy-6-(hydroxymethyl)-2,8-dimethyldeca-6,8-dienimidic acid (NP0318100)

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Record Information

Version

2.0

Created at

2022-09-11 18:23:42 UTC

Updated at

2022-09-11 18:23:42 UTC

NP-MRD ID

NP0318100

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-hydroxy-6-(hydroxymethyl)-2,8-dimethyldeca-6,8-dienimidic acid

Description

3-Hydroxy-6-(hydroxymethyl)-2,8-dimethyldeca-6,8-dienimidic acid belongs to the class of organic compounds known as fatty amides. These are carboxylic acid amide derivatives of fatty acids, that are formed from a fatty acid and an amine. 3-hydroxy-6-(hydroxymethyl)-2,8-dimethyldeca-6,8-dienimidic acid is found in Streptomyces versipellis. 3-Hydroxy-6-(hydroxymethyl)-2,8-dimethyldeca-6,8-dienimidic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 40 39  0  0  0  0  0  0  0  0999 V2000
    5.1146    1.9000    0.1146 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6751    1.6365    0.0110 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2254    0.3606   -0.1316 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2184   -0.7259   -0.1770 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7952    0.1710   -0.2238 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0691   -0.8795   -0.3618 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5069   -2.2700   -0.4731 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9762   -3.0618    0.5741 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4584   -0.7141   -0.4211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9116    0.6763   -0.3029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3840    0.9116   -0.4098 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5393    2.3250   -0.2703 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2608    0.3224    0.6226 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2890   -1.1551    0.7655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6708    0.7768    0.3348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7143    0.3471    1.1861 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8554    1.5189   -0.6511 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5881    1.4413    1.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5970    1.5532   -0.8334 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2671    3.0191    0.1414 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9646    2.4330    0.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1617   -1.4176    0.6932 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3130   -1.2103   -1.1515 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2599   -0.2561   -0.0156 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2296    1.1728   -0.1601 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5604   -2.4610   -0.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1048   -2.7170   -1.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5985   -3.1601    1.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8374   -1.2828    0.4794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8604   -1.1813   -1.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5289    1.1824    0.6311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4476    1.2588   -1.1546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6849    0.6252   -1.4540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4828    2.4679    0.7209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9551    0.7286    1.6329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7890   -1.5496    1.6744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3839   -1.4467    0.9348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0279   -1.7301   -0.1419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4770    0.1584    2.1847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6671    0.2319    0.8099 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  4 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  6
 12 34  1  0
 13 35  1  1
 14 36  1  0
 14 37  1  0
 14 38  1  0
 16 39  1  0
 16 40  1  0
M  END


  Mrv1533004241500182D          

 17 16  0  0  0  0            999 V2000
    0.3316    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    0.6039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  4  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  5  3  1  4  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  6  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
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0318100

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC=C(C)C=C(CO)CCC(O)C(C)C(N)=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H23NO3/c1-4-9(2)7-11(8-15)5-6-12(16)10(3)13(14)17/h4,7,10,12,15-16H,5-6,8H2,1-3H3,(H2,14,17)

> <INCHI_KEY>
KBRCLHOSDIYDKO-UHFFFAOYSA-N

> <FORMULA>
C13H23NO3

> <MOLECULAR_WEIGHT>
241.331

> <EXACT_MASS>
241.167793605

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
27.243844797588046

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-hydroxy-6-(hydroxymethyl)-2,8-dimethyldeca-6,8-dienamide

> <ALOGPS_LOGP>
0.87

> <JCHEM_LOGP>
0.5765114586666672

> <ALOGPS_LOGS>
-2.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.5818004104828

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.72187818307794

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6751565926139413

> <JCHEM_POLAR_SURFACE_AREA>
83.55

> <JCHEM_REFRACTIVITY>
69.9617

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.13e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxy-6-(hydroxymethyl)-2,8-dimethyldeca-6,8-dienamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       0.619   8.057   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.953   7.287   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.953   5.747   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.619   4.977   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.286   4.977   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.953   2.667   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.953   1.127   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       7.287   1.127   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.621   4.977   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      11.288   3.437   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0       9.955   1.127   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    6   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   32    0
END

View in JSmol

Synonyms

Value	Source
3-Hydroxy-6-(hydroxymethyl)-2,8-dimethyldeca-6,8-dienimidate	Generator

Chemical Formula

C₁₃H₂₃NO₃

Average Mass

241.3310 Da

Monoisotopic Mass

241.16779 Da

IUPAC Name

3-hydroxy-6-(hydroxymethyl)-2,8-dimethyldeca-6,8-dienamide

Traditional Name

3-hydroxy-6-(hydroxymethyl)-2,8-dimethyldeca-6,8-dienamide

CAS Registry Number

Not Available

SMILES

CC=C(C)C=C(CO)CCC(O)C(C)C(N)=O

InChI Identifier

InChI=1S/C13H23NO3/c1-4-9(2)7-11(8-15)5-6-12(16)10(3)13(14)17/h4,7,10,12,15-16H,5-6,8H2,1-3H3,(H2,14,17)

InChI Key

KBRCLHOSDIYDKO-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
Streptomyces versipellis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty amides. These are carboxylic acid amide derivatives of fatty acids, that are formed from a fatty acid and an amine.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty amides

Direct Parent

Fatty amides

Alternative Parents

Substituents

Fatty amide
Secondary alcohol
Primary carboxylic acid amide
Carboxamide group
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organonitrogen 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	0.87	ALOGPS
logP	0.58	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	14.72	ChemAxon
pKa (Strongest Basic)	-1.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	83.55 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	69.96 m³·mol⁻¹	ChemAxon
Polarizability	27.24 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

91326268

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-hydroxy-6-(hydroxymethyl)-2,8-dimethyldeca-6,8-dienimidic acid (NP0318100)

MOL for NP0318100 (3-hydroxy-6-(hydroxymethyl)-2,8-dimethyldeca-6,8-dienimidic acid)

3D MOL for NP0318100 (3-hydroxy-6-(hydroxymethyl)-2,8-dimethyldeca-6,8-dienimidic acid)

3D SDF for NP0318100 (3-hydroxy-6-(hydroxymethyl)-2,8-dimethyldeca-6,8-dienimidic acid)

3D-SDF for NP0318100 (3-hydroxy-6-(hydroxymethyl)-2,8-dimethyldeca-6,8-dienimidic acid)

PDB for NP0318100 (3-hydroxy-6-(hydroxymethyl)-2,8-dimethyldeca-6,8-dienimidic acid)

3D PDB for NP0318100 (3-hydroxy-6-(hydroxymethyl)-2,8-dimethyldeca-6,8-dienimidic acid)

SMILES for NP0318100 (3-hydroxy-6-(hydroxymethyl)-2,8-dimethyldeca-6,8-dienimidic acid)

INCHI for NP0318100 (3-hydroxy-6-(hydroxymethyl)-2,8-dimethyldeca-6,8-dienimidic acid)

Structure for NP0318100 (3-hydroxy-6-(hydroxymethyl)-2,8-dimethyldeca-6,8-dienimidic acid)

3D Structure for NP0318100 (3-hydroxy-6-(hydroxymethyl)-2,8-dimethyldeca-6,8-dienimidic acid)