NP-MRD: Showing NP-Card for 4-[(3e,5r,7s)-5-hydroxy-4,7,8-trimethylnona-3,8-dien-1-yl]-5h-furan-2-one (NP0204875)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 00:39:28 UTC

Updated at

2022-09-05 00:39:28 UTC

NP-MRD ID

NP0204875

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-[(3e,5r,7s)-5-hydroxy-4,7,8-trimethylnona-3,8-dien-1-yl]-5h-furan-2-one

Description

4-[(3E,5R,7S)-5-hydroxy-4,7,8-trimethylnona-3,8-dien-1-yl]-2,5-dihydrofuran-2-one belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms. Based on a literature review very few articles have been published on 4-[(3E,5R,7S)-5-hydroxy-4,7,8-trimethylnona-3,8-dien-1-yl]-2,5-dihydrofuran-2-one.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309052202392D          

 19 19  0  0  1  0            999 V2000
    0.0783   -4.7911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7928   -4.3786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7928   -3.5536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5073   -4.7911    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5073   -5.6161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2218   -4.3786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9362   -4.7911    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9362   -5.6161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6507   -4.3786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6507   -3.5536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3652   -4.7911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0796   -4.3786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0796   -3.5536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7941   -3.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8803   -2.3207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6873   -2.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0229   -1.3955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0998   -2.8636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5478   -3.4767    0.0000 C   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
  2  4  1  0  0  0  0
  4  5  1  6  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0204875

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H](C[C@@H](O)C(\C)=C\CCC1=CC(=O)OC1)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C16H24O3/c1-11(2)13(4)8-15(17)12(3)6-5-7-14-9-16(18)19-10-14/h6,9,13,15,17H,1,5,7-8,10H2,2-4H3/b12-6+/t13-,15+/m0/s1

> <INCHI_KEY>
PRBBTMOZJSVGSU-VJMJHCGCSA-N

> <FORMULA>
C16H24O3

> <MOLECULAR_WEIGHT>
264.365

> <EXACT_MASS>
264.172544633

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
30.393788444166773

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(3E,5R,7S)-5-hydroxy-4,7,8-trimethylnona-3,8-dien-1-yl]-2,5-dihydrofuran-2-one

> <JCHEM_LOGP>
3.2135471100000004

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.677609289762156

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.431904637727557

> <JCHEM_PKA_STRONGEST_BASIC>
-1.1902126852243988

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
78.12619999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
4-[(3E,5R,7S)-5-hydroxy-4,7,8-trimethylnona-3,8-dien-1-yl]-5H-furan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       0.146  -8.943   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.480  -8.173   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.480  -6.633   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.814  -8.943   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.814 -10.483   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.147  -8.173   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.481  -8.943   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       5.481 -10.483   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       6.815  -8.173   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.815  -6.633   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.148  -8.943   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.482  -8.173   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.482  -6.633   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.816  -5.863   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.977  -4.332   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.483  -4.012   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      13.109  -2.605   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      13.253  -5.345   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      12.223  -6.490   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   14                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₂₄O₃

Average Mass

264.3650 Da

Monoisotopic Mass

264.17254 Da

IUPAC Name

4-[(3E,5R,7S)-5-hydroxy-4,7,8-trimethylnona-3,8-dien-1-yl]-2,5-dihydrofuran-2-one

Traditional Name

4-[(3E,5R,7S)-5-hydroxy-4,7,8-trimethylnona-3,8-dien-1-yl]-5H-furan-2-one

CAS Registry Number

Not Available

SMILES

C[C@@H](C[C@@H](O)C(\C)=C\CCC1=CC(=O)OC1)C(C)=C

InChI Identifier

InChI=1S/C16H24O3/c1-11(2)13(4)8-15(17)12(3)6-5-7-14-9-16(18)19-10-14/h6,9,13,15,17H,1,5,7-8,10H2,2-4H3/b12-6+/t13-,15+/m0/s1

InChI Key

PRBBTMOZJSVGSU-VJMJHCGCSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Fatty alcohols

Alternative Parents

Substituents

Fatty alcohol
2-furanone
Dihydrofuran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Lactone
Secondary alcohol
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Alcohol
Organic oxygen compound
Carbonyl group
Organooxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	3.21	ChemAxon
pKa (Strongest Acidic)	7.43	ChemAxon
pKa (Strongest Basic)	-1.2	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	7	ChemAxon
Refractivity	78.13 m³·mol⁻¹	ChemAxon
Polarizability	30.39 Å³	ChemAxon
Number of Rings	1	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

162977222

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4-[(3e,5r,7s)-5-hydroxy-4,7,8-trimethylnona-3,8-dien-1-yl]-5h-furan-2-one (NP0204875)

MOL for NP0204875 (4-[(3e,5r,7s)-5-hydroxy-4,7,8-trimethylnona-3,8-dien-1-yl]-5h-furan-2-one)

3D MOL for NP0204875 (4-[(3e,5r,7s)-5-hydroxy-4,7,8-trimethylnona-3,8-dien-1-yl]-5h-furan-2-one)

3D SDF for NP0204875 (4-[(3e,5r,7s)-5-hydroxy-4,7,8-trimethylnona-3,8-dien-1-yl]-5h-furan-2-one)

3D-SDF for NP0204875 (4-[(3e,5r,7s)-5-hydroxy-4,7,8-trimethylnona-3,8-dien-1-yl]-5h-furan-2-one)

PDB for NP0204875 (4-[(3e,5r,7s)-5-hydroxy-4,7,8-trimethylnona-3,8-dien-1-yl]-5h-furan-2-one)

3D PDB for NP0204875 (4-[(3e,5r,7s)-5-hydroxy-4,7,8-trimethylnona-3,8-dien-1-yl]-5h-furan-2-one)

SMILES for NP0204875 (4-[(3e,5r,7s)-5-hydroxy-4,7,8-trimethylnona-3,8-dien-1-yl]-5h-furan-2-one)

INCHI for NP0204875 (4-[(3e,5r,7s)-5-hydroxy-4,7,8-trimethylnona-3,8-dien-1-yl]-5h-furan-2-one)

Structure for NP0204875 (4-[(3e,5r,7s)-5-hydroxy-4,7,8-trimethylnona-3,8-dien-1-yl]-5h-furan-2-one)

3D Structure for NP0204875 (4-[(3e,5r,7s)-5-hydroxy-4,7,8-trimethylnona-3,8-dien-1-yl]-5h-furan-2-one)