NP-MRD: Showing NP-Card for 10-hydroxy-2,6,10-trimethyldodeca-2,6,11-trien-4-yl propanoate (NP0147564)

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Record Information

Version

2.0

Created at

2022-09-02 03:11:15 UTC

Updated at

2022-09-02 03:11:15 UTC

NP-MRD ID

NP0147564

Secondary Accession Numbers

None

Natural Product Identification

Common Name

10-hydroxy-2,6,10-trimethyldodeca-2,6,11-trien-4-yl propanoate

Description

10-Hydroxy-2,6,10-trimethyldodeca-2,6,11-trien-4-yl propanoate belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. 10-Hydroxy-2,6,10-trimethyldodeca-2,6,11-trien-4-yl propanoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 51 50  0  0  0  0  0  0  0  0999 V2000
    5.8094   -2.3489   -0.9328 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7791   -1.6270   -1.3048 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5104   -0.3303   -0.6319 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0567   -0.6009    0.7637 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7832    0.2983   -0.5563 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6540    0.5736   -1.4425 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2612    0.1784   -1.7116 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3657   -0.0134   -0.5570 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2774    0.7579   -0.3488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0288    1.8402   -1.3092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5784    0.5290    0.8081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0139    0.1839    0.4935 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0939   -1.1549   -0.1461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3843   -2.2611    0.5315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4632   -3.5957   -0.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6406   -2.1531    1.9951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6940    1.1717   -0.2321 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7967    1.8683    0.2392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1961    1.5784    1.3972 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4780    2.9128   -0.5880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6455    3.5166    0.1549 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0658   -3.3112   -1.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4650   -2.0191   -0.1478 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1338   -1.9640   -2.0860 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9859   -0.5898    1.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6460   -1.6279    0.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4316    0.1946    1.1663 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6886    1.2706   -0.4276 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6647    1.5684   -0.9273 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1935    0.6940   -2.4342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3003   -0.7489   -2.3580 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7698    0.9391   -2.3650 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5797   -0.8111    0.1396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8654    2.4397   -0.9010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8405    2.5106   -1.4850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3144    1.3976   -2.2984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1787   -0.3372    1.3874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5861    1.4476    1.4316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5158    0.0661    1.4998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9120   -1.2569   -1.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7964   -4.2795    0.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0882   -3.5709   -1.1537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4778   -4.0375   -0.0458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8179   -3.1489    2.4414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5736   -1.5607    2.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7699   -1.7130    2.5427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8874    2.4326   -1.5093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7369    3.6588   -0.8727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3124    3.9844   -0.5936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2027    2.7709    0.7370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2129    4.2780    0.8518 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 20  1  0
 20 18  1  0
 18 19  2  0
 18 17  1  0
 17 12  1  0
 12 11  1  0
 11  9  1  0
  9 10  1  0
  9  8  2  0
  8  7  1  0
  7  6  1  0
  6  3  1  0
  3  4  1  0
  3  5  1  1
  3  2  1  0
  2  1  2  3
 12 13  1  0
 13 14  2  3
 14 15  1  0
 14 16  1  0
 21 49  1  0
 21 50  1  0
 21 51  1  0
 20 47  1  0
 20 48  1  0
 12 39  1  1
 11 37  1  0
 11 38  1  0
 10 34  1  0
 10 35  1  0
 10 36  1  0
  8 33  1  0
  7 31  1  0
  7 32  1  0
  6 29  1  0
  6 30  1  0
  4 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  2 24  1  0
  1 22  1  0
  1 23  1  0
 13 40  1  0
 15 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 16 46  1  0
M  END


  Mrv1533004231517432D          

 21 20  0  0  0  0            999 V2000
    2.4750    0.6039    0.0000 C   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
    3.1895    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    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
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    0.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8888    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0638    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    0.1914    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    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    3.9039    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  2  0  0  0  0
  3  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  2  0  0  0  0
  9 10  1  4  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  2  0  0  0  0
  8 17  1  0  0  0  0
  6 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0147564

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(=O)OC(CC(C)=CCCC(C)(O)C=C)C=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C18H30O3/c1-7-17(19)21-16(12-14(3)4)13-15(5)10-9-11-18(6,20)8-2/h8,10,12,16,20H,2,7,9,11,13H2,1,3-6H3

> <INCHI_KEY>
WYWLOZXPFDNZML-UHFFFAOYSA-N

> <FORMULA>
C18H30O3

> <MOLECULAR_WEIGHT>
294.435

> <EXACT_MASS>
294.219494826

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
34.68600590848921

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
10-hydroxy-2,6,10-trimethyldodeca-2,6,11-trien-4-yl propanoate

> <ALOGPS_LOGP>
4.07

> <JCHEM_LOGP>
4.218056917999999

> <ALOGPS_LOGS>
-4.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.45938833065103

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2856627967165046

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
89.3031

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.81e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10-hydroxy-2,6,10-trimethyldodeca-2,6,11-trien-4-yl propanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  C   UNK     0       4.620   1.127   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       5.954   4.977   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       7.287   2.667   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.955   1.127   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.288   0.357   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.622   1.127   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.622   2.667   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.956   3.437   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.726   2.104   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      13.186   4.771   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      15.289   4.207   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      15.289   5.747   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.621   0.357   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.621   4.977   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.955   5.747   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.288   4.977   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.955   7.287   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   18                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   17                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14   15                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   12   16                                                       
CONECT   16   15                                                            
CONECT   17    8                                                            
CONECT   18    6   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   40    0
END

View in JSmol

Synonyms

Value	Source
10-Hydroxy-2,6,10-trimethyldodeca-2,6,11-trien-4-yl propanoic acid	Generator

Chemical Formula

C₁₈H₃₀O₃

Average Mass

294.4350 Da

Monoisotopic Mass

294.21949 Da

IUPAC Name

10-hydroxy-2,6,10-trimethyldodeca-2,6,11-trien-4-yl propanoate

Traditional Name

10-hydroxy-2,6,10-trimethyldodeca-2,6,11-trien-4-yl propanoate

CAS Registry Number

Not Available

SMILES

CCC(=O)OC(CC(C)=CCCC(C)(O)C=C)C=C(C)C

InChI Identifier

InChI=1S/C18H30O3/c1-7-17(19)21-16(12-14(3)4)13-15(5)10-9-11-18(6,20)8-2/h8,10,12,16,20H,2,7,9,11,13H2,1,3-6H3

InChI Key

WYWLOZXPFDNZML-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Farsesane sesquiterpenoid
Sesquiterpenoid
Fatty alcohol ester
Tertiary alcohol
Carboxylic acid ester
Monocarboxylic acid or derivatives
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

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	4.07	ALOGPS
logP	4.22	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	18.46	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	89.3 m³·mol⁻¹	ChemAxon
Polarizability	34.69 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

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KEGG Compound ID

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BioCyc ID

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BiGG ID

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Wikipedia Link

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METLIN ID

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PubChem Compound

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PDB ID

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ChEBI ID

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Good Scents ID

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References

General References

LOTUS database [Link]

Showing NP-Card for 10-hydroxy-2,6,10-trimethyldodeca-2,6,11-trien-4-yl propanoate (NP0147564)

MOL for NP0147564 (10-hydroxy-2,6,10-trimethyldodeca-2,6,11-trien-4-yl propanoate)

3D MOL for NP0147564 (10-hydroxy-2,6,10-trimethyldodeca-2,6,11-trien-4-yl propanoate)

3D SDF for NP0147564 (10-hydroxy-2,6,10-trimethyldodeca-2,6,11-trien-4-yl propanoate)

3D-SDF for NP0147564 (10-hydroxy-2,6,10-trimethyldodeca-2,6,11-trien-4-yl propanoate)

PDB for NP0147564 (10-hydroxy-2,6,10-trimethyldodeca-2,6,11-trien-4-yl propanoate)

3D PDB for NP0147564 (10-hydroxy-2,6,10-trimethyldodeca-2,6,11-trien-4-yl propanoate)

SMILES for NP0147564 (10-hydroxy-2,6,10-trimethyldodeca-2,6,11-trien-4-yl propanoate)

INCHI for NP0147564 (10-hydroxy-2,6,10-trimethyldodeca-2,6,11-trien-4-yl propanoate)

Structure for NP0147564 (10-hydroxy-2,6,10-trimethyldodeca-2,6,11-trien-4-yl propanoate)

3D Structure for NP0147564 (10-hydroxy-2,6,10-trimethyldodeca-2,6,11-trien-4-yl propanoate)