NP-MRD: Showing NP-Card for (3r,6e,8s,10s)-2,6,10-trimethyldodeca-6,11-diene-2,3,8,10-tetrol (NP0178647)

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Record Information

Version

2.0

Created at

2022-09-03 16:40:35 UTC

Updated at

2022-09-03 16:40:35 UTC

NP-MRD ID

NP0178647

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3r,6e,8s,10s)-2,6,10-trimethyldodeca-6,11-diene-2,3,8,10-tetrol

Description

(3R,6E,8S,10S)-2,6,10-trimethyldodeca-6,11-diene-2,3,8,10-tetrol belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. (3r,6e,8s,10s)-2,6,10-trimethyldodeca-6,11-diene-2,3,8,10-tetrol is found in Amaranthus retroflexus. Based on a literature review very few articles have been published on (3R,6E,8S,10S)-2,6,10-trimethyldodeca-6,11-diene-2,3,8,10-tetrol.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309032218402D          

 19 18  0  0  1  0            999 V2000
    3.7125    2.1434    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
    2.4750    1.4289    0.0000 C   0  0  1  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
    3.1895    1.0164    0.0000 O   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
    1.2375    0.7145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 O   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
    0.0000    0.0000    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   -0.7145    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
   -0.4125   -2.1434    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2375   -2.1434    0.0000 O   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   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.4454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  0  0  0
  3  5  1  6  0  0  0
  3  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 16 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0178647

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C(CC[C@@H](O)C(C)(C)O)=C/[C@@H](O)C[C@](C)(O)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C15H28O4/c1-6-15(5,19)10-12(16)9-11(2)7-8-13(17)14(3,4)18/h6,9,12-13,16-19H,1,7-8,10H2,2-5H3/b11-9+/t12-,13-,15-/m1/s1

> <INCHI_KEY>
VKUXRLCJNXHDAW-CGJGQCBQSA-N

> <FORMULA>
C15H28O4

> <MOLECULAR_WEIGHT>
272.385

> <EXACT_MASS>
272.198759382

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
31.344423304198415

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R,6E,8S,10S)-2,6,10-trimethyldodeca-6,11-diene-2,3,8,10-tetrol

> <JCHEM_LOGP>
0.8631628440000001

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.430823529923515

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.734371618236924

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8912232330171213

> <JCHEM_POLAR_SURFACE_AREA>
80.92

> <JCHEM_REFRACTIVITY>
77.82869999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3R,6E,8S,10S)-2,6,10-trimethyldodeca-6,11-diene-2,3,8,10-tetrol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.390   4.001   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       5.954   1.897   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       3.850   1.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.540   2.667   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.770  -1.334   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      -0.770  -4.001   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -2.310  -4.001   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.000  -5.335   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.770  -6.668   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.334  -6.105   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.334  -4.565   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5    6                                             
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    3    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18   19                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   16                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₈O₄

Average Mass

272.3850 Da

Monoisotopic Mass

272.19876 Da

IUPAC Name

(3R,6E,8S,10S)-2,6,10-trimethyldodeca-6,11-diene-2,3,8,10-tetrol

Traditional Name

(3R,6E,8S,10S)-2,6,10-trimethyldodeca-6,11-diene-2,3,8,10-tetrol

CAS Registry Number

Not Available

SMILES

C\C(CC[C@@H](O)C(C)(C)O)=C/[C@@H](O)C[C@](C)(O)C=C

InChI Identifier

InChI=1S/C15H28O4/c1-6-15(5,19)10-12(16)9-11(2)7-8-13(17)14(3,4)18/h6,9,12-13,16-19H,1,7-8,10H2,2-5H3/b11-9+/t12-,13-,15-/m1/s1

InChI Key

VKUXRLCJNXHDAW-CGJGQCBQSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Amaranthus retroflexus	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

Farsesane sesquiterpenoid
Sesquiterpenoid
Fatty alcohol
Fatty acyl
Tertiary alcohol
Secondary alcohol
Polyol
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	0.86	ChemAxon
pKa (Strongest Acidic)	13.73	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	80.92 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	77.83 m³·mol⁻¹	ChemAxon
Polarizability	31.34 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

57497068

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

91999075

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3r,6e,8s,10s)-2,6,10-trimethyldodeca-6,11-diene-2,3,8,10-tetrol (NP0178647)

MOL for NP0178647 ((3r,6e,8s,10s)-2,6,10-trimethyldodeca-6,11-diene-2,3,8,10-tetrol)

3D MOL for NP0178647 ((3r,6e,8s,10s)-2,6,10-trimethyldodeca-6,11-diene-2,3,8,10-tetrol)

3D SDF for NP0178647 ((3r,6e,8s,10s)-2,6,10-trimethyldodeca-6,11-diene-2,3,8,10-tetrol)

3D-SDF for NP0178647 ((3r,6e,8s,10s)-2,6,10-trimethyldodeca-6,11-diene-2,3,8,10-tetrol)

PDB for NP0178647 ((3r,6e,8s,10s)-2,6,10-trimethyldodeca-6,11-diene-2,3,8,10-tetrol)

3D PDB for NP0178647 ((3r,6e,8s,10s)-2,6,10-trimethyldodeca-6,11-diene-2,3,8,10-tetrol)

SMILES for NP0178647 ((3r,6e,8s,10s)-2,6,10-trimethyldodeca-6,11-diene-2,3,8,10-tetrol)

INCHI for NP0178647 ((3r,6e,8s,10s)-2,6,10-trimethyldodeca-6,11-diene-2,3,8,10-tetrol)

Structure for NP0178647 ((3r,6e,8s,10s)-2,6,10-trimethyldodeca-6,11-diene-2,3,8,10-tetrol)

3D Structure for NP0178647 ((3r,6e,8s,10s)-2,6,10-trimethyldodeca-6,11-diene-2,3,8,10-tetrol)