NPs Basic Information

Name
Limonene
Molecular Formula C10H16
IUPAC Name*
1-methyl-4-prop-1-en-2-ylcyclohexene
SMILES
CC1=CCC(CC1)C(=C)C
InChI
InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3
InChIKey
XMGQYMWWDOXHJM-UHFFFAOYSA-N
Synonyms
LIMONENE; Dipentene; 138-86-3; Cinene; Cajeputene; Kautschin; DL-Limonene; Dipenten; Eulimen; Nesol; p-Mentha-1,8-diene; 1,8-p-Menthadiene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-; Cajeputen; Limonen; Cinen; 1-Methyl-4-(1-methylethenyl)cyclohexene; Inactive limonene; Acintene DP dipentene; Dipanol; Unitene; alpha-Limonene; Flavor orange; Orange flavor; Goldflush II; (+/-)-Limonene; Acintene DP; 4-Isopropenyl-1-methyl-1-cyclohexene; 4-Isopropenyl-1-methylcyclohexene; Di-p-mentha-1,8-diene; 1,8(9)-p-Menthadiene; DL-4-Isopropenyl-1-methylcyclohexene; Limonene, dl-; 1-methyl-4-prop-1-en-2-ylcyclohexene; p-Mentha-1,8-diene, dl-; 1-Methyl-4-isopropenyl-1-cyclohexene; 1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; MENTHA-1,8-DIENE (DL); Dipentene, technical grade; .alpha.-Limonene; 7705-14-8; NSC 21446; PC 560; Limonene, (+/-)-; .delta.-1,8-Terpodiene; Terpenes and Terpenoids, limonene fraction; CHEBI:15384; 1-Methyl-4-isopropenylcyclohexene; NSC-844; NSC-21446; 9MC3I34447; 65996-98-7; NCGC00163742-03; DSSTox_CID_9612; d,l-Limonene; DSSTox_RID_78787; DSSTox_GSID_29612; Dipentene 200; (+-)-Dipentene; Orange x; (+-)-Linonene; Caswell No. 526; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (.+/-.)-; delta-1,8-Terpodiene; (+-)-alpha-Limonene; Dipentene, crude; CAS-138-86-3; HSDB 1809; NSC 844; p-Mentha-1,8-diene, (+-)-; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (R)-; EINECS 205-341-0; EINECS 231-732-0; UN2052; 1-Methyl-p-isopropenyl-1-cyclohexene; DIPENTENE (+-); EPA Pesticide Chemical Code 079701; Terpodiene; Ciene; Cyclil decene; AI3-00739; UNII-9MC3I34447; Achilles dipentene; Dipentene, tech.; 4-isopropenyl-1-methyl-cyclohexene; c0626; Mentha-1,8-diene; p-Mentha-1, dl-; d(R)-4-Isopropenyl-1-methylcyclohexene; (.+-.)-Limonene; (.+-.)-Dipentene; LIMONENE [HSDB]; LIMONENE [MI]; (.+/-.)-Dipentene; (.+/-.)-Limonene; DIPENTENE 38 PF; DIPENTENE [VANDF]; ESSENCE DE PIN PF; (1)-1-Methyl-4-(1-methylvinyl)cyclohexene; DL-p-mentha-1,8-diene; Mentha-1,8-diene, DL; (+-)-(RS)-limonene; DIPENTEN [WHO-DD]; Cyclohexene, (.+-.)-; Dipentene, p.a., 95%; p-Mentha-1,8(9)-diene; CHEMBL15799; Methyl-4-isopropenylcyclohexene; NSC844; (.+/-.)-.alpha.-Limonene; DTXSID2029612; (+/-)-p-Mentha-1,8-diene; p-Mentha-1, (.+-.)-; HMS3264E05; Pharmakon1600-00307080; Methyl-4-isopropenyl-1-cyclohexene; HY-N0544; NSC21446; Tox21_112068; Tox21_201818; Tox21_303409; MFCD00062992; NSC757069; STK801934; 1-methyl-4-isopropenylcyclohex-1-ene; LIMONENE, (+/-)- [II]; AKOS009031280; Cyclohexene, 4-Isopropenyl-1-methyl-; Methyl-4-(1-methylethenyl)cyclohexene; WLN: L6UTJ A1 DY1 & U1; CCG-214016; p-Mentha-1,8-diene, (.+/-.)-; SB44847; UN 2052; Limonene 1000 microg/mL in Isopropanol; NCGC00163742-01; NCGC00163742-02; NCGC00163742-04; NCGC00163742-05; NCGC00257291-01; NCGC00259367-01; Terpenes andTerpenoids, limonene fraction; 8016-20-4; 8050-32-6; NCI60_041856; 1-methyl-4-(1-methylethenyl) cylcohexene; 1-methyl-4-(prop-1-en-2-yl)cyclohexene; 4-(1-methylethenyl)-1-methyl-cyclohexene; Dipentene [UN2052] [Flammable liquid]; Cyclohexene, 1-methyl-4-(1-methylethynyl); DB-053490; DB-072716; CS-0009072; FT-0600409; FT-0603053; FT-0605227; L0046; EN300-21627; C06078; D00194; E88572; 1-METHYL-4-PROP-1-EN-2-YL-CYCLOHEXENE; AB01563249_01; Q278809; SR-01000872759; J-007186; J-520048; SR-01000872759-1; TERPIN MONOHYDRATE IMPURITY C [EP IMPURITY]; (+/-)-1-METHYL-4-(1-METHYLETHENYL)CYCLOHEXENE; 4B4F06FC-8293-455D-8FD5-C970CDB001EE; Dipentene, mixt. of limonene, 56-64%, and terpinolene, 20-25%; 555-08-8; 8022-90-0
CAS 138-86-3
PubChem CID 22311
ChEMBL ID CHEMBL15799
*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: Menthane 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: 136.23 ALogp: 3.4
HBD: 0 HBA: 0
Rotatable Bonds: 1 Lipinski's rule of five: Accepted
Polar Surface Area: 0.0 Aromatic Rings: 1
Heavy Atoms: 10 QED Weighted: 0.477

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.32 MDCK Permeability: 0.00001930
Pgp-inhibitor: 0.002 Pgp-substrate: 0
Human Intestinal Absorption (HIA): 0.003 20% Bioavailability (F20%): 0.818
30% Bioavailability (F30%): 0.798

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.989 Plasma Protein Binding (PPB): 86.38%
Volume Distribution (VD): 3.373 Fu: 9.24%

ADMET: Metabolism

CYP1A2-inhibitor: 0.678 CYP1A2-substrate: 0.652
CYP2C19-inhibitor: 0.223 CYP2C19-substrate: 0.834
CYP2C9-inhibitor: 0.06 CYP2C9-substrate: 0.804
CYP2D6-inhibitor: 0.02 CYP2D6-substrate: 0.874
CYP3A4-inhibitor: 0.057 CYP3A4-substrate: 0.253

ADMET: Excretion

Clearance (CL): 11.517 Half-life (T1/2): 0.233

ADMET: Toxicity

hERG Blockers: 0.023 Human Hepatotoxicity (H-HT): 0.69
Drug-inuced Liver Injury (DILI): 0.037 AMES Toxicity: 0.007
Rat Oral Acute Toxicity: 0.017 Maximum Recommended Daily Dose: 0.309
Skin Sensitization: 0.355 Carcinogencity: 0.922
Eye Corrosion: 0.849 Eye Irritation: 0.981
Respiratory Toxicity: 0.216
*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
ENC001066 1.000 D0O1UZ 0.233
ENC000369 0.583 D0A2AJ 0.185
ENC002276 0.550 D03KEK 0.182
ENC001981 0.545 D0Z8SF 0.174
ENC002219 0.543 D0WO8W 0.167
ENC002339 0.511 D0B4RU 0.167
ENC001641 0.478 D0H1QY 0.167
ENC003255 0.478 D0K0EK 0.162
ENC000194 0.474 D04GJN 0.159
ENC003150 0.473 D0RA9E 0.158
*Note: the compound similarity was calculated by RDKIT.