Natural Product: ENC001066

NPs Basic Information

Download MOL File
Name
(-)-Limonene
Molecular Formula C10H16
IUPAC Name*
(4S)-1-methyl-4-prop-1-en-2-ylcyclohexene
SMILES
CC1=CC[C@H](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/t10-/m1/s1
InChIKey
XMGQYMWWDOXHJM-SNVBAGLBSA-N
Synonyms
(-)-Limonene; 5989-54-8; l-Limonene; (S)-Limonene; (S)-(-)-Limonene; (S)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; (4S)-limonene; S-(-)-Limonene; (-)-(4S)-Limonene; (S)-p-Mentha-1,8-diene; (-)-(S)-Limonene; (S)-(?)-Limonene; (4S)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4S)-; Limonene, L-; (-)-p-Mentha-1,8-diene; P-Mentha-1,8-diene, (S)-(-)-; Limonene, (-)-; (4S)-1-methyl-4-prop-1-en-2-ylcyclohexene; 47MAJ1Y2NE; CHEBI:15383; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (S)-; beta-Limonene; UNII-47MAJ1Y2NE; laevo-limonene; L-Limonen; EINECS 227-815-6; MFCD00001558; AI3-25390; EC 227-815-6; DSSTox_CID_27078; DSSTox_RID_82091; 1-Methyl-4-(1-methylethenyl)cyclohexene, (S)-; DSSTox_GSID_47078; 4alphaH-p-mentha-1,8-diene; (-)-LIMONENE [FCC]; CHEMBL236688; DTXSID6047078; (S)-(-)-Limonene, 96%; ZINC968226; (S)-(-)-p-mentha-1,8-diene; HY-Z0478; Tox21_302295; s6055; AKOS016844135; LMPR0102090002; (4S)-4-isopropenyl-1-methylcyclohexene; (S)-(-)-Limonene, analytical standard; ( inverted exclamation markA)-LIMONENE; (S)-(-)-Limonene, >=95%, FG; 4-Isopropenyl-1-methyl-1-cyclohexene #; NCGC00256073-01; AS-75559; CAS-5989-54-8; (4S)-1-methyl-4-isopropenylcyclohex-1-ene; CS-0014283; L0132; (S)-1-methyl-4-(1-methylethenyl)cyclohexene; C00521; EN300-196159; F20308; (4S)-1-Methyl-4-(prop-1-en-2-yl)cyclohexene; (4S)-1-methyl-4-(1-methyl ethenyl) cyclohexene; (S)-(-)-1-methyl-4-(1-methylethenyl)cyclohexene; W-110076; Q27089405; Z1255430958; (S)-(-)-Limonene, purum, >=95.0% (sum of enantiomers, GC); 9IU
CAS 5989-54-8
PubChem CID 439250
ChEMBL ID CHEMBL236688
*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

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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

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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: -4.371 MDCK Permeability: 0.00001890
Pgp-inhibitor: 0.007 Pgp-substrate: 0.003
Human Intestinal Absorption (HIA): 0.003 20% Bioavailability (F20%): 0.94
30% Bioavailability (F30%): 0.831

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.974 Plasma Protein Binding (PPB): 75.11%
Volume Distribution (VD): 3.533 Fu: 19.97%

ADMET: Metabolism

CYP1A2-inhibitor: 0.703 CYP1A2-substrate: 0.564
CYP2C19-inhibitor: 0.252 CYP2C19-substrate: 0.775
CYP2C9-inhibitor: 0.055 CYP2C9-substrate: 0.774
CYP2D6-inhibitor: 0.02 CYP2D6-substrate: 0.851
CYP3A4-inhibitor: 0.06 CYP3A4-substrate: 0.252

ADMET: Excretion

Clearance (CL): 13.285 Half-life (T1/2): 0.27

ADMET: Toxicity

hERG Blockers: 0.028 Human Hepatotoxicity (H-HT): 0.738
Drug-inuced Liver Injury (DILI): 0.057 AMES Toxicity: 0.015
Rat Oral Acute Toxicity: 0.022 Maximum Recommended Daily Dose: 0.785
Skin Sensitization: 0.846 Carcinogencity: 0.924
Eye Corrosion: 0.944 Eye Irritation: 0.981
Respiratory Toxicity: 0.448
*Note: the ADMET properties was calculated by ADMETlab 2.0. Reference: PMID: 33893803.

Similar Compounds*

Compounds similar to EMNPD with top10 similarity:

*Note: the compound similarity was calculated by RDKIT.