NPs Basic Information

Name
Cannabidiol
Molecular Formula C21H30O2
IUPAC Name*
2-[(1R,6R)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]-5-pentylbenzene-1,3-diol
SMILES
CCCCCC1=CC(=C(C(=C1)O)[C@@H]2C=C(CC[C@H]2C(=C)C)C)O
InChI
InChI=1S/C21H30O2/c1-5-6-7-8-16-12-19(22)21(20(23)13-16)18-11-15(4)9-10-17(18)14(2)3/h11-13,17-18,22-23H,2,5-10H2,1,3-4H3/t17-,18+/m0/s1
InChIKey
QHMBSVQNZZTUGM-ZWKOTPCHSA-N
Synonyms
cannabidiol; 13956-29-1; (-)-Cannabidiol; (-)-trans-Cannabidiol; Epidiolex; CBD; (-)-CBD; GWP42003-P; Cannabidiol [USAN]; (-)-trans-2-p-Mentha-1,8-dien-3-yl-5-pentylresorcinol; delta1(2)-trans-Cannabidiol; CARDIOLRX; 2-[(1R,6R)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]-5-pentylbenzene-1,3-diol; 19GBJ60SN5; CHEMBL190461; 3556-78-3; .delta.1(2)-trans-Cannabidiol; CHEBI:69478; BTX-1204; BTX-1503; GWP42003; GWP-42003-P; GWP-42003; Resorcinol, 2-p-mentha-1,8-dien-3-yl-5-pentyl-, (-)-(E)-; 2-[1R-3-methyl-6R-(1-methylethenyl)-2-cyclohexen-1-yl]-5-pentyl-1,3-benzenediol; C21H30O2; 1,3-Benzenediol, 2-(3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-5-pentyl-, (1R-trans)-; 2-((1R,6R)-6-Isopropenyl-3-methyl-cyclohex-2-enyl)-5-pentyl-benzene-1,3-diol; (1'R,2'R)-5'-methyl-4-pentyl-2'-(prop-1-en-2-yl)-1',2',3',4'-tetrahydrobiphenyl-2,6-diol; 2-[(1R,6R)-3-Methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl]-5-pentyl-1,3-benzenediol; (-)-Cannabidiol (CBD); cannabidiolum; UNII-19GBJ60SN5; 1,3-benzenediol, 2-[(1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl]-5-pentyl-; 1,3-Benzenediol, 2-[3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl]-5-pentyl-, (1R-trans)-; Epidiolex (TN); 1,3-BENZENEDIOL, 2-((1R,6R)-3-METHYL-6-(1-METHYLETHENYL)-2-CYCLOHEXEN-1-YL)-5-PENTYL-; P0T; Cannabidiol (7CI); (+/-)-Cannabidiol; CANNABIDIOL [MI]; CANNABIDIOL [INN]; Cannabidiol (USAN/INN); D1(2)-trans-Cannabidiol; CANNABIDIOL [INCI]; CANNABIDIOL [MART.]; CANNABIDIOL [USP-RS]; CANNABIDIOL [WHO-DD]; (-)-Cannabidiol (Synthetic); SCHEMBL119679; GTPL4150; ZYN002; 2-(6-Isopropenyl-3-methyl-2-cyclohexen-1-yl)-5-pentyl-1,3-benzenediol #; 2-(6-Isopropenyl-3-methyl-cyclohex-2-enyl)-5-pentyl-benzene-1,3-diol; Delta(1(2))-trans-cannabidiol; CANNABIDIOL [ORANGE BOOK]; DTXSID00871959; DTXSID301038839; ZINC4097406; BDBM50121429; BDBM50318484; HB2785; AKOS032948358; DB09061; NCGC00386518-01; (-)-Cannabidiol 1.0 mg/ml in Methanol; AC-34022; DB-093531; Sativex (CBD + THC, fixed-dose oral spray); C07578; D10915; nabiximols (CBD + THC, fixed-dose oral spray); Q422917; (-)-Cannabidiol (CBD) 100 microg/mL in Methanol; (-)-Cannabidiol (CBD) 1000 microg/mL in Methanol; (-)-Cannabidiol (CBD) 250 microg/mL in Acetonitrile; (3R,4R)-2-p-mentha-1,8-dien-3-yl-5-pentylresorcinol; Resorcinol, 2-p-mentha-1,8-dien-3-yl-5-pentyl-, (+-)-; Resorcinol, 2-p-mentha-1,8-dien-3-yl-5-pentyl-, trans-(-)- (8CI); 1,3-Benzenediol, 2-(4-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-5-pentyl-, trans-; 2-((1R,6R)-3-METHYL-6-(1-METHYLETHENYL)CYCLOHEX-2-ENYL)-5-PENTYLBENZENE-1,3-DIOL; 2-(3-methyl-6-prop-1-en-2-yl-1-cyclohex-2-enyl)-5-pentyl-benzene-1,3-diol; 2-(4-Methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-5-pentyl-1,3-benzenediol trans-; 2-(6-Isopropenyl-3-methyl-cyclohex-2-enyl)-5-pentyl-benzene-1,3-diol (Cannabidiol); 2-[(1R,6R)-3-methyl-6-prop-1-en-2-yl-1-cyclohex-2-enyl]-5-pentylbenzene-1,3-diol; 2-[3-Methyl-6-(methylethenyl)-2-cyclohexen-1-yl]-5-pentyl-1,3-benzenediol; (1'R,2'R)-5'-methyl-4-pentyl-2'-(prop-1-en-2-yl)-1',2',3',4'-tetrahydro-[1,1'-biphenyl]-2,6-diol; (1'R,2'R)-5'-methyl-4-pentyl-2'-(prop-1-en-2-yl)-1',2',3',4'-tetrahydro[1,1'-biphenyl]-2,6-diol; 2-((1R,6R)-3-METHYL-6-(PROP-1-EN-2-YL)CYCLOHEX-2-EN-1-YL)-5-PENTYLBENZENE-1,3-DIOL
CAS 13956-29-1
PubChem CID 644019
ChEMBL ID CHEMBL190461
*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: Aromatic 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: 314.5 ALogp: 6.5
HBD: 2 HBA: 2
Rotatable Bonds: 6 Lipinski's rule of five: Rejected
Polar Surface Area: 40.5 Aromatic Rings: 2
Heavy Atoms: 23 QED Weighted: 0.503

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.826 MDCK Permeability: 0.00001870
Pgp-inhibitor: 0.992 Pgp-substrate: 0.023
Human Intestinal Absorption (HIA): 0.006 20% Bioavailability (F20%): 0.999
30% Bioavailability (F30%): 0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.242 Plasma Protein Binding (PPB): 99.01%
Volume Distribution (VD): 7.628 Fu: 1.15%

ADMET: Metabolism

CYP1A2-inhibitor: 0.902 CYP1A2-substrate: 0.935
CYP2C19-inhibitor: 0.952 CYP2C19-substrate: 0.835
CYP2C9-inhibitor: 0.852 CYP2C9-substrate: 0.97
CYP2D6-inhibitor: 0.851 CYP2D6-substrate: 0.601
CYP3A4-inhibitor: 0.682 CYP3A4-substrate: 0.307

ADMET: Excretion

Clearance (CL): 5.382 Half-life (T1/2): 0.137

ADMET: Toxicity

hERG Blockers: 0.127 Human Hepatotoxicity (H-HT): 0.461
Drug-inuced Liver Injury (DILI): 0.168 AMES Toxicity: 0.059
Rat Oral Acute Toxicity: 0.385 Maximum Recommended Daily Dose: 0.966
Skin Sensitization: 0.896 Carcinogencity: 0.071
Eye Corrosion: 0.009 Eye Irritation: 0.854
Respiratory Toxicity: 0.891
*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
ENC000955 0.429 D0O1UZ 1.000
ENC004536 0.376 D0P1FO 0.588
ENC004248 0.342 D0L7AS 0.317
ENC002062 0.322 D06KYN 0.243
ENC004665 0.319 D0T7OW 0.240
ENC004625 0.312 D0Y6KO 0.239
ENC000863 0.309 D0U3YB 0.230
ENC002935 0.297 D04VKS 0.227
ENC004535 0.293 D0J7RK 0.225
ENC004818 0.292 D07VBA 0.223
*Note: the compound similarity was calculated by RDKIT.