Molecular Details

DICL_CP_0332585 - 2-[(1R6R)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]-5-pentylbenzene-13-diol

Basic Molecular Information

Basic Information

DICL ID

DICL_CP_0332585

PubChem CID

644019

Molecular Formula

C₂₁H₃₀O₂

Molecular Weight

314.469 g/mol

Synonyms/Alias

[cannabidiol; 13956-29-1; (-)-Cannabidiol; (-)-trans-Cannabidiol; Epidiolex; CBD; (-)-CBD; GWP42003-P; CARDIOLRX; Cannabidiol [USAN]; delta1(2)-trans-Cannabidiol; cannabidiolum; (-)-trans-2-p-Mentha-1...[cannabidiol; 13956-29-1; (-)-Cannabidiol; (-)-trans-Cannabidiol; Epidiolex; CBD; (-)-CBD; GWP42003-P; CARDIOLRX; Cannabidiol [USAN]; delta1(2)-trans-Cannabidiol; cannabidiolum; (-)-trans-2-p-Mentha-18-dien-3-yl-5-pentylresorcinol; UNII-19GBJ60SN5; 19GBJ60SN5; CHEBI:69478; BTX-1204; BTX-1503; GWP42003; GWP-42003-P; GWP-42003; 3556-78-3; CHEMBL190461; ZYN002; .delta.1(2)-trans-Cannabidiol; Delta(1(2))-trans-cannabidiol; DTXSID00871959; Resorcinol; 2-p-mentha-18-dien-3-yl-5-pentyl-; (-)-(E)-; 2-[(1R6R)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]-5-pentylbenzene-13-diol; 2-[1R-3-methyl-6R-(1-methylethenyl)-2-cyclohexen-1-yl]-5-pentyl-13-benzenediol; CANNABIDIOL (MART.); CANNABIDIOL [MART.]; CANNABIDIOL (USP-RS); CANNABIDIOL [USP-RS]; Resorcinol; 2-p-mentha-18-dien-3-yl-5-pentyl-; (+-)-; 13-Benzenediol; 2-(3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-5-pentyl-; (1R-trans)-; 13-Benzenediol; 2-(4-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-5-pentyl-; trans-; 2-((1R6R)-6-Isopropenyl-3-methyl-cyclohex-2-enyl)-5-pentyl-benzene-13-diol; 2-(4-Methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-5-pentyl-13-benzenediol trans-; (1R2R)-5-methyl-4-pentyl-2-(prop-1-en-2-yl)-1234-tetrahydrobiphenyl-26-diol; (-)-Cannabidiol (CBD); NanoCDB; 13-benzenediol; 2-[(1R6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl]-5-pentyl-; Melody Cloverstrip; 13-Benzenediol; 2-[3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl]-5-pentyl-; (1R-trans)-; Epidiolex (TN); 13-BENZENEDIOL; 2-((1R6R)-3-METHYL-6-(1-METHYLETHENYL)-2-CYCLOHEXEN-1-YL)-5-PENTYL-; Cannabidiol (7CI); (A+/-)-Cannabidiol; CANNABIDIOL [MI]; P0T; CANNABIDIOL [INN]; Cannabidiol (USAN/INN); D1(2)-trans-Cannabidiol; 1000mg CBD daily support; 2-[(1R6R)-3-Methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl]-5-pentyl-13-benzenediol; 2000mg CBD daily support; CANNABIDIOL [WHO-DD]; (-)-Cannabidiol (Synthetic); SCHEMBL119679; GTPL4150; 2-(6-Isopropenyl-3-methyl-2-cyclohexen-1-yl)-5-pentyl-13-benzenediol #; 2-(6-Isopropenyl-3-methyl-cyclohex-2-enyl)-5-pentyl-benzene-13-diol; Cannabidiol; 1mg/ml in Methanol; 16 - Cannabidiol in supplements; CANNABIDIOL [ORANGE BOOK]; N03AX24; DTXCID401436151; DTXSID301038839; leafPro CBDmed Softgels FS QP 20; 849 - Cannabidiol (CBD) in food; BDBM50121429; BDBM50318484; HB2785; AKOS032948358; leafPro CBDmed Softgels T-FS QD 20; DB09061; NCGC00386518-01; (-)-Cannabidiol 1.0 mg/ml in Methanol; AC-34022; FS-10329; DB-093531; Sativex (CBD + THC; fixed-doseoral spray); Sativex (CBD + THC; fixed-dose oral spray); C07578; D10915; nabiximols (CBD + THC; fixed-doseoral spray); 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; (3R4R)-2-p-mentha-18-dien-3-yl-5-pentylresorcinol; Resorcinol; 2-p-mentha-18-dien-3-yl-5-pentyl-; trans-(-)- (8CI); 2-((1R6R)-3-METHYL-6-(1-METHYLETHENYL)CYCLOHEX-2-ENYL)-5-PENTYLBENZENE-13-DIOL; 2-(3-methyl-6-prop-1-en-2-yl-1-cyclohex-2-enyl)-5-pentyl-benzene-13-diol; 2-(6-Isopropenyl-3-methyl-cyclohex-2-enyl)-5-pentyl-benzene-13-diol (Cannabidiol); 2-[(1R6R)-3-methyl-6-prop-1-en-2-yl-1-cyclohex-2-enyl]-5-pentylbenzene-13-diol; 2-[3-Methyl-6-(methylethenyl)-2-cyclohexen-1-yl]-5-pentyl-13-benzenediol; (1R2R)-5-methyl-4-pentyl-2-(prop-1-en-2-yl)-1234-tetrahydro-[11-biphenyl]-26-diol; (1R2R)-5-methyl-4-pentyl-2-(prop-1-en-2-yl)-1234-tetrahydro[11-biphenyl]-26-diol; 2-((1R6R)-3-METHYL-6-(PROP-1-EN-2-YL)CYCLOHEX-2-EN-1-YL)-5-PENTYLBENZENE-13-DIOL]

InChI Key

QHMBSVQNZZTUGM-ZWKOTPCHSA-N

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...

IUPAC Name

2-[(1R6R)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]-5-pentylbenzene-13-diol

CAS Number

13956-29-1

Structure Information

Chemical Structure Visualization

SMILES Notation

2D Molecular Drawing

Carbon (C)

Hydrogen (H)

Oxygen (O)

Nitrogen (N)

Sulfur (S)

SDF

53 54 0 0 0 0 0 0 0 0999 V2000
5.9962 -1.1161 0.3073 C 0 0 0 0 0 0 0 0 0 0 0 0
5.4023 0.2859 0.4032 C 0 0 0 0 0 0 0 0 0 0 0 0
4.5446 0.607...

Download SDF File (4489 bytes)

Experimental Data

Activity Data

Target Ion Channel

Sodium channel protein type 8 subunit alpha

Uniprot Accession Number

Q9WTU3

Function

Inhibitor

Species

Mus musculus (Mouse)

IC₅₀

IC₅₀: 2200 nM

EC₅₀

N/A (Not available)

K_i

N/A (Not available)

K_d

N/A (Not available)

Inhibition

N/A (Not available)

Experimental Conditions

pH 7.4

Holding Potential

−45 mV mV

Temperature

27 ± 2 °C

Test Method

Patch-clamping

Test Species

HEK293 cell (Homo sapiens embryonic kidney 293 cell)

Binding Information

Binding Site

Not specified

Binding Site Residue

Not specified

Disease Information

Related Disease

Not specified

References

DOI

10.1074/jbc.RA118.004929

URL

N/A (Not available)

PMID

30219789

Patent

N/A (Not available)

Computed Properties

Heavy Atom Count

Rotatable Bonds

logP

5.8465

Complexity

97.0366

TPSA (Å²)

40.46

H-Bond Donors

H-Bond Acceptors

Ring Count

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