General Information of the Compound
Compound ID
CP0260066
Compound Name
6,6,9-Trimethyl-3-pentyl-6H-benzo[c]chromen-1-ol
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Synonyms
3-Amyl-1-hydroxy-6,6,9-trimethyl-6H-dibenzo(b,d)pyran
521-35-7
6,6,9-Trimethyl-3-pentyl-6H-dibenzo(b,d)pyran-1-ol
6,6,9-Trimethyl-3-pentyl-6H-dibenzo[b,d]pyran-1-ol
6,6,9-trimethyl-3-pentylbenzo[c]chromen-1-ol
6H-Dibenzo(b,d)pyran-1-ol, 6,6,9-trimethyl-3-pentyl-
6H-Dibenzo[b,d]pyran-1-ol, 6,6,9-trimethyl-3-pentyl-
7UYP6MC9GH
BRN 0237145
CHEBI:3360
CHEMBL74415
Cannabinol [INN:BAN]
Cannabinolo [DCIT]
Cannabinolum [INN-Latin]
NSC 134455
UNII-7UYP6MC9GH
VBGLYOIFKLUMQG-UHFFFAOYSA-N
cannabinol
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Structure
Formula
C21H26O2
Molecular Weight
310.437
Canonical SMILES
CCCCCc1cc(O)c-2c(OC(C)(C)c3ccc(C)cc-23)c1
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InChI
InChI=1S/C21H26O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h9-13,22H,5-8H2,1-4H3
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InChIKey
VBGLYOIFKLUMQG-UHFFFAOYSA-N
CAS
521-35-7
Physicochemical Property
logP
5.72782
Rotatable Bonds
4
Heavy Atom Count
23
Polar Areas
29.46
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
2
Complexity
23

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 2543
SID: 14752180
ChEMBL ID
CHEMBL74415
DrugBank ID
DB14737
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT02190, Cannabinoid receptor 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000053 COS-7 Chlorocebus aethiops (Green monkey)  1
1
Ki = 211.2 nM
   TI
   LI
   LO
   TS
Protein ID: PT00834, Cannabinoid receptor 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000053 COS-7 Chlorocebus aethiops (Green monkey)  1
1
Ki = 126.4 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 0.296665 nM
2 Ki = 96 nM
Protein ID: PT00915, Peroxisome proliferator-activated receptor gamma
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000025 HEK-293T Homo sapiens (Human)  1
1
EC50 > 25000 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( cannabinol )
Drug Name cannabinol
Target(s)
Transient receptor potential cation channel V2 (TRPV2)
Activator
Cannabinoid receptor 1 (CB1)
Agonist