NP-MRD: Showing NP-Card for Linalyl butyrate (NP0337670)

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Record Information

Version

2.0

Created at

2024-09-11 11:51:50 UTC

Updated at

2024-09-11 11:51:50 UTC

NP-MRD ID

NP0337670

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Linalyl butyrate

Description

Linalyl butyrate belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle. Linalyl butyrate was first documented in 2020 (PMID: 32547409). Based on a literature review a small amount of articles have been published on Linalyl butyrate (PMID: 35464872) (PMID: 39009107) (PMID: 35630716).

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262314242D          

 16 15  0  0  0  0            999 V2000
    2.0625    5.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    5.1118    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
    2.4750    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    3.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  7  2  2  0  0  0  0
  9  6  1  0  0  0  0
 10  8  1  0  0  0  0
 11  8  1  0  0  0  0
 12  3  1  0  0  0  0
 12  4  1  0  0  0  0
 12 10  2  0  0  0  0
 13  9  1  0  0  0  0
 14  5  1  0  0  0  0
 14  7  1  0  0  0  0
 14 11  1  0  0  0  0
 15 13  2  0  0  0  0
 16 13  1  0  0  0  0
 16 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0337670

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1/C14H24O2/c1-6-9-13(15)16-14(5,7-2)11-8-10-12(3)4/h7,10H,2,6,8-9,11H2,1,3-5H3

> <INCHI_KEY>
FHLGUOHLUFIAAA-UHFFFAOYNA-N

> <FORMULA>
C14H24O2

> <MOLECULAR_WEIGHT>
224.344

> <EXACT_MASS>
224.177630013

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
27.360782476103672

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,7-dimethylocta-1,6-dien-3-yl butanoate

> <JCHEM_LOGP>
4.233722374999999

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.060329114535074

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
68.586

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
linalyl butyrate

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0       3.850  10.876   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.953   4.207   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.390  -2.461   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.080  -1.127   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.954   4.977   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.620   9.542   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.620   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.850   8.208   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.390   0.206   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.390   2.874   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.620  -1.127   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.620   6.875   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.620   4.207   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.160   6.875   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       3.850   5.541   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2    7                                                            
CONECT    3   12                                                            
CONECT    4   12                                                            
CONECT    5   14                                                            
CONECT    6    1    9                                                       
CONECT    7    2   14                                                       
CONECT    8   10   11                                                       
CONECT    9    6   13                                                       
CONECT   10    8   12                                                       
CONECT   11    8   14                                                       
CONECT   12    3    4   10                                                  
CONECT   13    9   15   16                                                  
CONECT   14    5    7   11   16                                             
CONECT   15   13                                                            
CONECT   16   13   14                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

View in JSmol

Synonyms

Value	Source
Linalyl butyric acid	Generator

Chemical Formula

C₁₄H₂₄O₂

Average Mass

224.3440 Da

Monoisotopic Mass

224.17763 Da

IUPAC Name

3,7-dimethylocta-1,6-dien-3-yl butanoate

Traditional Name

linalyl butyrate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1/C14H24O2/c1-6-9-13(15)16-14(5,7-2)11-8-10-12(3)4/h7,10H,2,6,8-9,11H2,1,3-5H3

InChI Key

FHLGUOHLUFIAAA-UHFFFAOYNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Acyclic monoterpenoids

Alternative Parents

Substituents

Acyclic monoterpenoid
Fatty acid ester
Fatty acyl
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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	4.23	ChemAxon
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	68.59 m³·mol⁻¹	ChemAxon
Polarizability	27.36 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Bampidis V, Azimonti G, Bastos ML, Christensen H, Dusemund B, Fasmon Durjava M, Kouba M, Lopez-Alonso M, Lopez Puente S, Marcon F, Mayo B, Pechova A, Petkova M, Ramos F, Sanz Y, Villa RE, Woutersen R, Galobart J, Manini P: Safety of 37 feed additives consisting of flavouring compounds belonging to different chemical groups for use in all animal species (FEFANA asbl). EFSA J. 2022 Apr 19;20(4):e07249. doi: 10.2903/j.efsa.2022.7249. eCollection 2022 Apr. [PubMed:35464872 ]
Api AM, Bartlett A, Belsito D, Botelho D, Bruze M, Bryant-Freidrich A, Burton GA Jr, Cancellieri MA, Chon H, Dagli ML, Dekant W, Deodhar C, Farrell K, Fryer AD, Jones L, Joshi K, Lapczynski A, Lavelle M, Lee I, Moustakas H, Muldoon J, Penning TM, Ritacco G, Sadekar N, Schember I, Schultz TW, Siddiqi F, Sipes IG, Sullivan G, Thakkar Y, Tokura Y: RIFM fragrance ingredient safety assessment, linalyl butyrate, CAS Registry Number 78-36-4. Food Chem Toxicol. 2024 Jul 14;192 Suppl 1:114868. doi: 10.1016/j.fct.2024.114868. [PubMed:39009107 ]
Tian L, Hu T, Zhang S, Zhang H, Yang C, Chen G, Pan S: A Comparative Study on Relieving Exercise-Induced Fatigue by Inhalation of Different Citrus Essential Oils. Molecules. 2022 May 18;27(10):3239. doi: 10.3390/molecules27103239. [PubMed:35630716 ]
Bai PH, Wang HM, Liu BS, Li M, Liu BM, Gu XS, Tang R: Botanical Volatiles Selection in Mediating Electrophysiological Responses and Reproductive Behaviors for the Fall Webworm Moth Hyphantria cunea. Front Physiol. 2020 May 29;11:486. doi: 10.3389/fphys.2020.00486. eCollection 2020. [PubMed:32547409 ]

Showing NP-Card for Linalyl butyrate (NP0337670)

MOL for NP0337670 (Linalyl butyrate)

3D MOL for NP0337670 (Linalyl butyrate)

3D SDF for NP0337670 (Linalyl butyrate)

3D-SDF for NP0337670 (Linalyl butyrate)

PDB for NP0337670 (Linalyl butyrate)

3D PDB for NP0337670 (Linalyl butyrate)

SMILES for NP0337670 (Linalyl butyrate)

INCHI for NP0337670 (Linalyl butyrate)

Structure for NP0337670 (Linalyl butyrate)

3D Structure for NP0337670 (Linalyl butyrate)