NP-MRD: Showing NP-Card for 4-[(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)oxy]hexane-1,2,3,5,6-pentol (NP0245075)

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Record Information

Version

1.0

Created at

2022-09-07 06:01:08 UTC

Updated at

2022-09-07 06:01:08 UTC

NP-MRD ID

NP0245075

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-[(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)oxy]hexane-1,2,3,5,6-pentol

Description

4-[(3,7,11-Trimethyldodeca-2,6,10-trien-1-yl)oxy]hexane-1,2,3,5,6-pentol belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. 4-[(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)oxy]hexane-1,2,3,5,6-pentol is found in Pseudocosmospora joca. It was first documented in 2022 (PMID: 36088123). Based on a literature review a significant number of articles have been published on 4-[(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)oxy]hexane-1,2,3,5,6-pentol (PMID: 36088122) (PMID: 36088121) (PMID: 36088120) (PMID: 36088119).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309072208012D          

 27 26  0  0  0  0            999 V2000
   -4.9500   -5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5375   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9500   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7125   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3000   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -2.8579    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
    0.4125   -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   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3625    0.7145    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
  2  4  2  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
  7  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  2  0  0  0  0
 14 15  1  4  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END


  Mrv1652309072208012D          

 27 26  0  0  0  0            999 V2000
   -4.9500   -5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5375   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9500   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7125   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3000   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -2.8579    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
    0.4125   -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   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3625    0.7145    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
  2  4  2  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
  7  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  2  0  0  0  0
 14 15  1  4  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0245075

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCCC(C)=CCCC(C)=CCOC(C(O)CO)C(O)C(O)CO

> <INCHI_IDENTIFIER>
InChI=1S/C21H38O6/c1-15(2)7-5-8-16(3)9-6-10-17(4)11-12-27-21(19(25)14-23)20(26)18(24)13-22/h7,9,11,18-26H,5-6,8,10,12-14H2,1-4H3

> <INCHI_KEY>
ZUIFOWRAXRUUGS-UHFFFAOYSA-N

> <FORMULA>
C21H38O6

> <MOLECULAR_WEIGHT>
386.529

> <EXACT_MASS>
386.266838944

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
44.64329986817089

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)oxy]hexane-1,2,3,5,6-pentol

> <JCHEM_LOGP>
1.5937822946666658

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.461366628531547

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.745692772431156

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9742178449927437

> <JCHEM_POLAR_SURFACE_AREA>
110.38000000000001

> <JCHEM_REFRACTIVITY>
109.87819999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
4-[(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)oxy]hexane-1,2,3,5,6-pentol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0      -9.240 -10.669   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.470  -9.336   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.240  -8.002   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.930  -9.336   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.160  -8.002   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.620  -8.002   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.850  -6.668   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.620  -5.335   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.310  -6.668   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.540  -5.335   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000  -5.335   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.770  -4.001   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000  -2.667   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.310  -4.001   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.080  -2.667   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.620  -2.667   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       5.390  -1.334   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.620   0.000   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.390   1.334   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       3.080  -0.000   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.310   1.334   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       6.930  -1.334   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       7.700  -2.667   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       7.700   0.000   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       6.930   1.334   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       9.240   0.000   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      10.010   1.334   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20                                                            
CONECT   22   17   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₃₈O₆

Average Mass

386.5290 Da

Monoisotopic Mass

386.26684 Da

IUPAC Name

4-[(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)oxy]hexane-1,2,3,5,6-pentol

Traditional Name

4-[(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)oxy]hexane-1,2,3,5,6-pentol

CAS Registry Number

Not Available

SMILES

CC(C)=CCCC(C)=CCCC(C)=CCOC(C(O)CO)C(O)C(O)CO

InChI Identifier

InChI=1S/C21H38O6/c1-15(2)7-5-8-16(3)9-6-10-17(4)11-12-27-21(19(25)14-23)20(26)18(24)13-22/h7,9,11,18-26H,5-6,8,10,12-14H2,1-4H3

InChI Key

ZUIFOWRAXRUUGS-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Pseudocosmospora joca	LOTUS Database	35616633

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

Sesquiterpenoid
Farsesane sesquiterpenoid
Hexose monosaccharide
Fatty alcohol
Fatty acyl
Monosaccharide
Sugar alcohol
Secondary alcohol
Polyol
Ether
Dialkyl ether
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organic oxygen 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	1.59	ChemAxon
pKa (Strongest Acidic)	12.75	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	110.38 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	109.88 m³·mol⁻¹	ChemAxon
Polarizability	44.64 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

76031818

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Xu X, Rothrock MJ Jr, Reeves J, Kumar GD, Mishra A: Using E. coli population to predict foodborne pathogens in pastured poultry farms. Food Microbiol. 2022 Dec;108:104092. doi: 10.1016/j.fm.2022.104092. Epub 2022 Jul 14. [PubMed:36088123 ]
Lanzl MI, Zwietering MH, Abee T, den Besten HMW: Combining enrichment with multiplex real-time PCR leads to faster detection and identification of Campylobacter spp. in food compared to ISO 10272-1:2017. Food Microbiol. 2022 Dec;108:104117. doi: 10.1016/j.fm.2022.104117. Epub 2022 Aug 19. [PubMed:36088122 ]
Cacciatore FA, Maders C, Alexandre B, Barreto Pinilla CM, Brandelli A, da Silva Malheiros P: Carvacrol encapsulation into nanoparticles produced from chia and flaxseed mucilage: Characterization, stability and antimicrobial activity against Salmonella and Listeria monocytogenes. Food Microbiol. 2022 Dec;108:104116. doi: 10.1016/j.fm.2022.104116. Epub 2022 Aug 18. [PubMed:36088121 ]
Liu X, Li Y, Micallef SA: Developmentally related and drought-induced shifts in the kale metabolome limited Salmonella enterica association, providing novel insights to enhance food safety. Food Microbiol. 2022 Dec;108:104113. doi: 10.1016/j.fm.2022.104113. Epub 2022 Aug 18. [PubMed:36088120 ]
Dos Santos AMP, Panzenhagen P, Ferrari RG, Conte-Junior CA: Large-scale genomic analysis reveals the pESI-like megaplasmid presence in Salmonella Agona, Muenchen, Schwarzengrund, and Senftenberg. Food Microbiol. 2022 Dec;108:104112. doi: 10.1016/j.fm.2022.104112. Epub 2022 Aug 12. [PubMed:36088119 ]
LOTUS database [Link]

Showing NP-Card for 4-[(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)oxy]hexane-1,2,3,5,6-pentol (NP0245075)

MOL for NP0245075 (4-[(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)oxy]hexane-1,2,3,5,6-pentol)

3D MOL for NP0245075 (4-[(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)oxy]hexane-1,2,3,5,6-pentol)

3D SDF for NP0245075 (4-[(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)oxy]hexane-1,2,3,5,6-pentol)

3D-SDF for NP0245075 (4-[(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)oxy]hexane-1,2,3,5,6-pentol)

PDB for NP0245075 (4-[(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)oxy]hexane-1,2,3,5,6-pentol)

3D PDB for NP0245075 (4-[(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)oxy]hexane-1,2,3,5,6-pentol)

SMILES for NP0245075 (4-[(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)oxy]hexane-1,2,3,5,6-pentol)

INCHI for NP0245075 (4-[(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)oxy]hexane-1,2,3,5,6-pentol)

Structure for NP0245075 (4-[(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)oxy]hexane-1,2,3,5,6-pentol)

3D Structure for NP0245075 (4-[(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)oxy]hexane-1,2,3,5,6-pentol)