Basic information
- CAS
2808-39-1- Standard SMILES
CCCCCc1cc2c(c(O)c1C(=O)O)-c1cc(C)ccc1C(C)(C)O2- InChIKey
KXKOBIRSQLNUPS-UHFFFAOYSA-N- Molecular formula
- C22H26O4
- Average molar mass
- 354.4 g/mol
- Monoisotopic mass
- 354.18310931
Overview
Cannabinolic acid is a benzochromene that is cannabinol substituted by a carboxy group at position 2. It is a precursor in the biosynthesis of cannabinol. It has a role as an antibacterial agent, a neuroprotective agent, an anti-inflammatory agent and a plant metabolite. It is a polyketide, a hydroxy monocarboxylic acid, a benzochromene and a phytocannabinoid.
Names & identifiers
- Preferred name
- Cannabinolic acid
- IUPAC
- 1-hydroxy-6,6,9-trimethyl-3-pentylbenzo[c]chromene-2-carboxylic acid
- English name
- cannabinolic acid
- Molecular formula
- C22H26O4
- Molecular weight
- 354.44
Names & synonyms
Cannabinolic acid2808-39-1X4XY4HH9NUDTXSID601823561-hydroxy-6,6,9-trimethyl-3-pentyl-6H-dibenzo[b,d]pyran-2-carboxylic acid6H-Dibenzo(b,d)pyran-2-carboxylic acid, 1-hydroxy-6,6,9-trimethyl-3-pentyl-1-hydroxy-6,6,9-trimethyl-3-pentylbenzo[c]chromene-2-carboxylic acid1-HYDROXY-6,6,9-TRIMETHYL-3-PENTYL-6H-DIBENZO(B,D)PYRAN-2-CARBOXYLIC ACID1-hydroxy-6,6,9-trimethyl-3-pentylbenzo(c)chromene-2-carboxylic acidRefChem:31506DTXCID70104847873-780-0
Show more names
Cannabinolic Acid (CRM)Pomalidomide Impurity 49Cannabinolic Acid (CBNA) solutionCannabinolic Acid (Alt. Batch CRM)Cannabinolic acid (CBNA) 100 μg/mL in MethanolCannabinolic acid (CBNA) 1000 μg/mL in Methanol6H-Dibenzo[b,d]pyran-2-carboxylic acid, 1-hydroxy-6,6,9-trimethyl-3-pentyl-
CBNAcannabinolic acid AUNII-X4XY4HH9NUCannabinolic acid (CBNA)CHEMBL464869SCHEMBL13120592SCHEMBL29351550SCHEMBL29397553
Database identifiers
- CAS
2808-39-1- PubChem CID
- 3081990
- DTXSID
DTXSID60182356- ChEMBL
CHEMBL464869- ChEBI
CHEBI:234469- UNII
- X4XY4HH9NU
- EC Number
- 873-780-0
- Nikkaji
- J13.006K
Properties
Computed structural properties
- XLogP
- 6.2
- Topological polar surface area
- 66.8 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 5
- Heavy atoms
- 26
- Formal charge
- 0
- Complexity
- 502
Experimental & physicochemical properties
DrugsDEA NFLIS-Drug Category -> Cannabinoids
LipidsPolyketides [PK] -> Aromatic polyketides [PK13] -> Other aromatic polyketides [PK1312]
Physicochemical properties
- storage temp.
- -70 °C · -70°C
- solubility
- 12 mg/ml; · DMF: 12 mg/ml; DMSO: 10 mg/ml; Ethanol: Slightly soluble; PBS (pH 7.2): 0.3 mg/ml
- form
- A solid
- FDA UNII
- 4 XY4HH9NU · X4XY4HH9NU
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H302
- Precautionary statements
- 264 · P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P-P264-P270-P301+P312-P330-P501
- RIDADR
- 1648 · UN 1648 3 / PGII
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (50%)
Safety data
- ridadr
- UN 1648 3 / PGII
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H315-H319-H302
- Precautionary statements
- P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P-P264-P270-P301+P312-P330-P501
Chemistry & industry
Applications
DescriptionCannabinolic acid (Item No. 37688) is an analytical reference standard that is structurally similar to known phytocannabinoids.1 Cannabinolic acid has been found in Cannabis and is an oxidative product of Δ9-THCA (THCA-A; Item Nos. ISO60175 | 33448).1,2 This product is intended for research and forensic applications.WARNING This product is not for human or veterinary use.
Suppliers1 total
ShenZhen H&D Pharmaceutical Technology Co., LTD+86-18627948422 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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