NP-MRD: Showing NP-Card for 1,6,9-Farnesatriene-3,11-diol (NP0048626)

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Record Information

Version

2.0

Created at

2022-03-17 20:59:27 UTC

Updated at

2022-03-17 20:59:28 UTC

NP-MRD ID

NP0048626

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1,6,9-Farnesatriene-3,11-diol

Description

1,6,9-Farnesatriene-3,11-diol belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. 1,6,9-Farnesatriene-3,11-diol is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 1,6,9-Farnesatriene-3,11-diol has been detected, but not quantified in, eggplants and fruits. 1,6,9-Farnesatriene-3,11-diol is found in Geigeria ornativa. This could make 1,6,9-farnesatriene-3,11-diol a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 05061309232D          

 17 16  0  0  0  0            999 V2000
    3.7125   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.4454    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
    2.8875   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.8579    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
   -0.7145   -3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  2  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  7  2  0  0  0  0
 12  8  1  0  0  0  0
 13  2  1  0  0  0  0
 13  9  1  0  0  0  0
 13 10  2  0  0  0  0
 14  3  1  0  0  0  0
 14  4  1  0  0  0  0
 14 11  1  0  0  0  0
 15  5  1  0  0  0  0
 15  6  1  0  0  0  0
 15 12  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0048626

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C(C\C=C\C(C)(C)O)=C\CCC(C)(O)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O2/c1-6-15(5,17)12-8-10-13(2)9-7-11-14(3,4)16/h6-7,10-11,16-17H,1,8-9,12H2,2-5H3/b11-7+,13-10-

> <INCHI_KEY>
WPGYCMWKXXCJMW-JSJZFMHOSA-N

> <FORMULA>
C15H26O2

> <MOLECULAR_WEIGHT>
238.3657

> <EXACT_MASS>
238.193280076

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
28.97684954370292

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3E,6Z)-2,6,10-trimethyldodeca-3,6,11-triene-2,10-diol

> <ALOGPS_LOGP>
3.67

> <JCHEM_LOGP>
3.0356573273333325

> <ALOGPS_LOGS>
-3.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.45938828377206

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.859963025513295

> <JCHEM_PKA_STRONGEST_BASIC>
-1.096235451017471

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
75.95790000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.27e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3E,6Z)-2,6,10-trimethyldodeca-3,6,11-triene-2,10-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       6.930  -4.001   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.770  -6.668   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -4.565   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.286  -3.437   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.390  -4.001   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000  -2.667   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.770  -4.001   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.850  -1.334   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000  -5.335   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.620  -2.667   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.334  -6.105   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       5.954  -1.897   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2   13                                                            
CONECT    3   14                                                            
CONECT    4   14                                                            
CONECT    5   15                                                            
CONECT    6    1   15                                                       
CONECT    7    9   11                                                       
CONECT    8   10   12                                                       
CONECT    9    7   13                                                       
CONECT   10    8   13                                                       
CONECT   11    7   14                                                       
CONECT   12    8   15                                                       
CONECT   13    2    9   10                                                  
CONECT   14    3    4   11   16                                             
CONECT   15    5    6   12   17                                             
CONECT   16   14                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   32    0
END

View in JSmol

Synonyms

Value	Source
2,6,10-Trimethyl-3,6,11-dodecatriene-2,10-diol	HMDB

Chemical Formula

C₁₅H₂₆O₂

Average Mass

238.3657 Da

Monoisotopic Mass

238.19328 Da

IUPAC Name

(3E,6Z)-2,6,10-trimethyldodeca-3,6,11-triene-2,10-diol

Traditional Name

(3E,6Z)-2,6,10-trimethyldodeca-3,6,11-triene-2,10-diol

CAS Registry Number

58865-89-7

SMILES

C\C(C\C=C\C(C)(C)O)=C\CCC(C)(O)C=C

InChI Identifier

InChI=1S/C15H26O2/c1-6-15(5,17)12-8-10-13(2)9-7-11-14(3,4)16/h6-7,10-11,16-17H,1,8-9,12H2,2-5H3/b11-7+,13-10-

InChI Key

WPGYCMWKXXCJMW-JSJZFMHOSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Geigeria ornativa	Plant	KNApSAcK
Solanum melongena	FooDB	KNAPSACK

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
Tertiary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
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	3.67	ALOGPS
logP	3.04	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	17.86	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	75.96 m³·mol⁻¹	ChemAxon
Polarizability	28.98 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

HMDB0036880

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB015838

KNApSAcK ID

C00011426

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

131752076

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for 1,6,9-Farnesatriene-3,11-diol (NP0048626)

MOL for NP0048626 (1,6,9-Farnesatriene-3,11-diol)

3D MOL for NP0048626 (1,6,9-Farnesatriene-3,11-diol)

3D SDF for NP0048626 (1,6,9-Farnesatriene-3,11-diol)

3D-SDF for NP0048626 (1,6,9-Farnesatriene-3,11-diol)

PDB for NP0048626 (1,6,9-Farnesatriene-3,11-diol)

3D PDB for NP0048626 (1,6,9-Farnesatriene-3,11-diol)

SMILES for NP0048626 (1,6,9-Farnesatriene-3,11-diol)

INCHI for NP0048626 (1,6,9-Farnesatriene-3,11-diol)

Structure for NP0048626 (1,6,9-Farnesatriene-3,11-diol)

3D Structure for NP0048626 (1,6,9-Farnesatriene-3,11-diol)