Sesquicannabigerol

Details

• Internal ID: 5a034205-a624-488b-adbb-b0a7fa4f0b36
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 5-pentyl-2-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]benzene-1,3-diol
• SMILES (Canonical): CCCCCC1=CC(=C(C(=C1)O)CC=C(C)CCC=C(C)CCC=C(C)C)O
• SMILES (Isomeric): CCCCCC1=CC(=C(C(=C1)O)C/C=C(\C)/CC/C=C(\C)/CCC=C(C)C)O
• InChI: InChI=1S/C26H40O2/c1-6-7-8-15-23-18-25(27)24(26(28)19-23)17-16-22(5)14-10-13-21(4)12-9-11-20(2)3/h11,13,16,18-19,27-28H,6-10,12,14-15,17H2,1-5H3/b21-13+,22-16+
• InChI Key: WYEFRBILENQYOH-CZHHEZJISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₀O₂
• Molecular Weight: 384.60 g/mol
• Exact Mass: 384.302830514 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 9.30

Synonyms

• DTXSID701019275
• RefChem:182580
• DTXCID101477247
• 5-pentyl-2-((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl)benzene-1,3-diol
• CHEMBL1823117
• CHEBI:69479
• SCHEMBL29463318
• BDBM50353094
• Q27137817

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL218	P21554	Cannabinoid CB1 receptor	3270 nM; 750 nM	IC50; Ki	PMID: 21902175; via Super-PRED
CHEMBL253	P34972	Cannabinoid CB2 receptor	710 nM; 180 nM	IC50; Ki	PMID: 21902175; via Super-PRED
CHEMBL4794	Q8NER1	Vanilloid receptor	5700 nM	IC50	PMID: 21902175

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	99.85%	92.08%
CHEMBL2581	P07339	Cathepsin D	97.96%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.48%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	94.37%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.26%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	92.33%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.92%	94.45%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	87.69%	92.68%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.86%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.59%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.06%	96.95%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	84.83%	92.86%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.83%	90.71%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.46%	100.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.57%	97.21%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.12%	95.17%
CHEMBL5805	Q9NR97	Toll-like receptor 8	80.77%	96.25%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.55%	97.29%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.21%	96.90%

Plants that contains it

• Cannabis sativa

Cross-Links

• PubChem: 54669855
• NPASS: NPC99836
• ChEMBL: CHEMBL1823117
• LOTUS: LTS0211418
• wikiData: Q27137817