Natural Product: ENC001424

NPs Basic Information

Download MOL File
Name
Citral
Molecular Formula C10H16O
IUPAC Name*
(2E)-3,7-dimethylocta-2,6-dienal
SMILES
CC(=CCC/C(=C/C=O)/C)C
InChI
InChI=1S/C10H16O/c1-9(2)5-4-6-10(3)7-8-11/h5,7-8H,4,6H2,1-3H3/b10-7+
InChIKey
WTEVQBCEXWBHNA-JXMROGBWSA-N
Synonyms
Citral; GERANIAL; 5392-40-5; trans-Citral; (2E)-3,7-dimethylocta-2,6-dienal; 141-27-5; 3,7-dimethylocta-2,6-dienal; Citral a; geranialdehyde; (E)-Citral; Geranaldehyde; 2,6-Octadienal, 3,7-dimethyl-; alpha-Citral; (E)-Geranial; geranal; Genanial; beta-Geranial; (E)-3,7-Dimethylocta-2,6-dienal; 3,7-Dimethyl-2,6-octadienal; (E)-Neral; 2,6-Octadienal, 3,7-dimethyl-, (2E)-; 147060-73-9; Lemsyn GB; trans-3,7-Dimethyl-2,6-octadienal; Natural Citral; NCI-C56348; 2,6-Octadienal, 3,7-dimethyl-, (E)-; Citral-A; (E)-3,7-Dimethyl-2,6-octadienal; 3,7-Dimethyl-trans-2,6-octadienal; FEMA No. 2303; cis/trans-3,7-Dimethyl-2,6-octadienal; citral-b; Lemarome n; CHEBI:16980; NSC6170; 758ZMW724E; trans-Citral = trans-3,7-Dimethyl-octa-2,6-dien-1-al; cis-3,7-Dimethyl-2,6-octadienal; NSC 6170; Citral alpha; Citral, analytical standard; Citral (natural); CITRAL NATURAL; Z-Citral; Caswell No. 221B; FEMA Number 2303; CCRIS 1043; HSDB 993; CITRAL SINTETICO; 2,6-Dimethyloctadien-2,6-al-8; 3,7-Dimethyl-1,2,6-octadienal; EINECS 205-476-5; EINECS 226-394-6; UNII-T7EU0O9VPP; EPA Pesticide Chemical Code 040510; BRN 1721871; BRN 1721873; UNII-758ZMW724E; AI3-01011; AI3-28519; alpha -Citral; Citral N; .alpha.-Citral; 3,6-octadienal; (2e)-geranial; LEMAROME; 3,2,6-octadienal; (2E)-3,7-Dimethyl-2,6-octadienal; CITRAL GERANIAL; Citral, cis + trans; Citral, 95%; T7EU0O9VPP; EC 205-476-5; EC 226-394-6; Citral Ex Litsea(Citral ); SCHEMBL23073; CITRAL GERANIAL [MI]; 3-01-00-03053 (Beilstein Handbook Reference); 4-01-00-03569 (Beilstein Handbook Reference); GTPL6327; CHEMBL1080997; 3,7- dimethylocta-2,6-dienal; DTXSID20881217; CHEBI:137934; WLN: VH1UY1&3Y1&U1; HY-N7083; NSC-6170; ZINC1529208; 3,7-dimethyl-(e)-2,6-octadienal; BBL011666; MFCD00006997; STK802499; 3,7-dimethyl-(2e)-2,6-octadienal; trans-3,7-dimethyl-octa-2,6-dienal; AKOS000119519; CCG-266236; Citral, natural, >=96%, FCC, FG; CS-W010948; LMPR0102010003; (2E)-3,7-dimethyl-octa-2,6-dienal; Citral 1000 microg/mL in Acetonitrile; Citral, Vetec(TM) reagent grade, 94%; NCGC00091550-01; NCGC00091550-02; NCGC00091550-03; NCGC00091550-04; AS-35309; (2E)-3,7-dimethyl-2,6-octadien-1-al; 2,6- OCTADIENAL, 3,7-DIMETHYL-; S5138; 3,7-DIMETHYL-2,6-OCTADIENAL(TRANS); EN300-20399; C01499; A829835; Q410888; Q-200867; F0001-1403; Z104478042; 2,6-Octadienal,3,7-dimethyl-,reaction products with et alc.; GRQ
CAS 5392-40-5
PubChem CID 638011
ChEMBL ID CHEMBL1080997
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Lipids and lipid-like mol
      • Class: Prenol lipids
        • Subclass: Monoterpenoids
          • Direct Parent: Acyclic monoterpenoids

ClassyFire Version 1.0
PMID:27867422

NPs Species Source

Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference
Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference

NPs Content

*Note: The vaules in Content Percentage are calculated by dividing the content value by the maximum content value in NP Content.
**Note: The units with different NP content, due to their incomparable values, are separated into different tables.

NPs Biological Activity

Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name
Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name

NPs Physi-Chem Properties

Molecular Weight: 152.23 ALogp: 3.0
HBD: 0 HBA: 1
Rotatable Bonds: 4 Lipinski's rule of five: Accepted
Polar Surface Area: 17.1 Aromatic Rings: 0
Heavy Atoms: 11 QED Weighted: 0.341

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.309 MDCK Permeability: 0.00002880
Pgp-inhibitor: 0.001 Pgp-substrate: 0.006
Human Intestinal Absorption (HIA): 0.004 20% Bioavailability (F20%): 0.114
30% Bioavailability (F30%): 0.029

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.918 Plasma Protein Binding (PPB): 92.92%
Volume Distribution (VD): 2.827 Fu: 10.91%

ADMET: Metabolism

CYP1A2-inhibitor: 0.781 CYP1A2-substrate: 0.639
CYP2C19-inhibitor: 0.346 CYP2C19-substrate: 0.867
CYP2C9-inhibitor: 0.067 CYP2C9-substrate: 0.902
CYP2D6-inhibitor: 0.044 CYP2D6-substrate: 0.59
CYP3A4-inhibitor: 0.02 CYP3A4-substrate: 0.226

ADMET: Excretion

Clearance (CL): 7.513 Half-life (T1/2): 0.618

ADMET: Toxicity

hERG Blockers: 0.014 Human Hepatotoxicity (H-HT): 0.535
Drug-inuced Liver Injury (DILI): 0.072 AMES Toxicity: 0.427
Rat Oral Acute Toxicity: 0.036 Maximum Recommended Daily Dose: 0.058
Skin Sensitization: 0.928 Carcinogencity: 0.88
Eye Corrosion: 0.904 Eye Irritation: 0.988
Respiratory Toxicity: 0.931
*Note: the ADMET properties was calculated by ADMETlab 2.0. Reference: PMID: 33893803.

Similar Compounds*

Compounds similar to EMNPD with top10 similarity:

Similar NPs Similar Drugs
NPs ID NPs 2D Structure Similarity Score TTD ID Drug 2D Structure Similarity Score
ENC001434 1.000 D0M1PQ 0.341
ENC001717 0.674 D05XQE 0.328
ENC001718 0.618 D09XWD 0.324
ENC001649 0.600 D03VFL 0.259
ENC001719 0.537 D0Q6DX 0.193
ENC001467 0.500 D0F1GS 0.179
ENC001664 0.468 D0Z4NI 0.179
ENC000314 0.449 D0S7WX 0.178
ENC001096 0.440 D03ZFG 0.177
ENC000230 0.415 D0X7XG 0.174
*Note: the compound similarity was calculated by RDKIT.