Neral

  • GreenMolBD CID : 62
  • Molecular Formula : C10H16O
  • Molecular Weight : 152.237
  • Exact Molecular Mass : 152.12
  • IUPAC Name : (2Z)-3,7-dimethylocta-2,6-dienal
  • InChI : InChI=1S/C10H16O/c1-9(2)5-4-6-10(3)7-8-11/h5,7-8H,4,6H2,1-3H3/b10-7-
  • InChI Key : WTEVQBCEXWBHNA-YFHOEESVSA-N
  • Canonical SMILES : CC(=CCCC(=CC=O)C)C
  • Isomeric SMILES : CC(=CCC/C(=C\C=O)/C)C
  • Cross Reference  Pubchem

1. Classification

1.1. Description

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

1.2. Taxonomy Tree

1.3. Alternative Parent

Medium-chain aldehydes; Enals; Organic oxides; Hydrocarbon derivatives;

1.4. Molecular Framework

Aliphatic acyclic compounds

1.5. Substituents

Acyclic monoterpenoid; Medium-chain aldehyde; Enal; Alpha; beta-unsaturated aldehyde; Organic oxygen compound; Organic oxide; Hydrocarbon derivative; Organooxygen compound; Carbonyl group; Aldehyde; Aliphatic acyclic compound

2. Physical Properties

SlogP TPSA HBD HBA nHA nRB nAA nAB SMR vdw_vol vdw_area Density
2.878 17.07 0 1 11 4 0 0 4.8486 247.563 202.891 0.614942

3. Quantum Information

Heat of Formation Dipole Moment Electronegativity Homo Lumo Hardness
-54.667085 3.58 -4.89 -9.65866 -0.12051 4.769

4. Compound Reactivity

DLP nRFG nLMR
2 1 5

5. Topkat Properties

WOE Prediction Ames Prediction DTP Prediction Rat Oral LD50 (g/kg body weight) Rat Inhalational LC50 (mg/m3/h) Chronic LOAEL (g/kg body weight) Skin Irritancy Skin Sensitization Ocular Irritancy Aerobic Biodegradability Prediction Fathead Minnow LC50 (g/l) Daphnia EC50 (mg/l)
Carcinogen Non-Mutagen Toxic 3.40204 8814.57 0.0977091 Moderate Weak None Degradable 0.00246083 8.78213

6. Drug-Likeliness Test

Lipinski's rule of five Jorgensen's rule of three Goshe filter Veber filter PAINS1 PAINS2 PAINS3
Yes Yes No Yes Yes Yes Yes

7. Synonyms

Name
NERAL
cis-Citral
Citral b
(Z)-Citral
beta-Citral
(Z)-Neral
(Z)-3,7-Dimethylocta-2,6-dienal
(2Z)-3,7-dimethylocta-2,6-dienal
Neroli aldehyde
2,6-Octadienal, 3,7-dimethyl-, (Z)-
.beta.-Citral
106-26-3
UNII-8M466BQL1X
2,6-Octadienal, 3,7-dimethyl-, (2Z)-
WTEVQBCEXWBHNA-YFHOEESVSA-N
Z-Citral
3,7-Dimethyl-2,6-octadienal
(Z)-3,7-Dimethyl-2,6-octadienal
MFCD00006997
(2Z)-3,7-Dimethyl-2,6-octadienal
EINECS 203-379-2
AI3-28518
Geranial and neral mixture
AC1LD7X9
SCHEMBL21491
8M466BQL1X
CHEBI:29020
InChI=1/C10H16O/c1-9(2)5-4-6-10(3)7-8-11/h5,7-8H,4,6H2,1-3H3/b10-7
BB_NC-0163
ZINC12358789
LMPR0102010006
AN-22420
CJ-13838
LP004254
OR198500
(2Z)-3,7-dimethyl-2,6-octadien-1-al
C09847
UNII-T7EU0O9VPP component WTEVQBCEXWBHNA-YFHOEESVSA-N
1208977-81-4
cis Citral

8. Compound in Different Plants

Compound Name Plant Name Compound in Plant Parts Ref
Neral
Abelmoschus esculentus (L.) Moench Pod 3
Coriandrum sativum Linn. Seed; Fruit 2 , 12 , 31
Cucurbita maxima Duchesne Leaf 1
Curcuma amada Rhizome 4 , 9
Cymbopogon citrates Leaf; Aerial; Blade; Sheath; Rhizome; Whole Plant 1 , 2 , 4 , 5 , 6 , 7 , 8 , 9 , 11
Jasminum sambac L. Flower 7
Jatropha curcas L. Leaf; Aerial; Blade; Sheath; Rhizome; Whole Plant 1 , 2 , 4 , 5 , 6 , 7 , 8 , 9 , 11
Juglans regia Leaf 13
Kalanchoe pinnata Leaf; Aerial; Blade; Sheath; Rhizome; Whole Plant 1 , 2 , 4 , 5 , 6 , 7 , 8 , 9 , 11
Lantana camara L Aerial 2
Litchi chinensis Fruit 1 , 4 , 11
Mangifera indica Fruit Pulp; Fruit 6 , 7
Mentha arvensis Aerial 7
Rosa damascena Petal 3 , 6 , 7 , 12
Tamarindus indica Pulp 10

9. Targets

ID Target Name Gene Symbol Organism Protein Crystal Complex Activity Values Reference
Potency (nM) Ki (nM) IC50 (nM) Kd (nM) EC50 (nM) kon (M-1-s-1) koff (s-1) Biological Assay DOI Article PMID PubChem AID

10. Chemical Vendors

SID Source Name Source URL Source Detail Registry ID Source Record URL
252363133AHH Chemical co.,ltdSource URLSource DetailMT-06774Source Record URL
349546288Chemieliva Pharmaceutical Co., LtdSource URLSource DetailPBCM1064432Source Record URL
74310748ZINCSource URLSource DetailZINC12358789Source Record URL
254763064Boc SciencesSource URLSource Detail106-26-3Source Record URL
254779218Boc SciencesSource URLSource Detail5392-40-5Source Record URL
126676558ChemMolSource URLSource Detail49415207Source Record URL
241106972ChemMolSource URLSource Detail99116076Source Record URL
162173054AK Scientific, Inc. (AKSCI)Source URLSource Detail67630Source Record URL
223499192A&J Pharmtech CO., LTD.Source URLSource DetailCJ-13838Source Record URL
3596917601717 CheMall CorporationSource URLSource DetailBG06535939Source Record URL
3603741751717 CheMall CorporationSource URLSource DetailBG07215463Source Record URL
310270359Glentham Life Sciences Ltd.Source URLSource DetailGL7641Source Record URL
223653876AN PharmaTechSource URLSource DetailAN-22420Source Record URL
109826678ABI ChemSource URLSource DetailAC1LD7X9Source Record URL
162214675Chembase.cnSource URLSource Detail120322Source Record URL
57408125NovoSeekSource URLSource Detail643779Source Record URL