II-NOR-9-TETRAHYDROCANNABINOL-9-CARBOXYL IC ACID (THC-COOH) (5

Base Information

• Chemical Name: II-NOR-9-TETRAHYDROCANNABINOL-9-CARBOXYL IC ACID (THC-COOH) (5
• CAS No.: 23978-85-0
• Molecular Formula: C22H30 O4
• Molecular Weight: 358.478
• European Community (EC) Number: 689-813-5
• UNII: EJ6CZV0K5Y
• DSSTox Substance ID: DTXSID30178701
• Nikkaji Number: J356.102J
• Wikipedia: Tetrahydrocannabinolic_acid
• Wikidata: Q7706541
• Pharos Ligand ID: GDWS4M54SK72
• Metabolomics Workbench ID: 64905
• ChEMBL ID: CHEMBL465718
• Mol file: 23978-85-0.mol

Synonyms:6H-Dibenzo[b,d]pyran-2-carboxylicacid, 6a,7,8,10a-tetrahydro-1-hydroxy-6,6,9-trimethyl-3-pentyl- (7CI);6H-Dibenzo[b,d]pyran-2-carboxylic acid,6a,7,8,10a-tetrahydro-1-hydroxy-6,6,9-trimethyl-3-pentyl-, (6aR-trans)-;6H-Dibenzo[b,d]pyran-2-carboxylic acid, 6ab,7,8,10aa-tetrahydro-1-hydroxy-6,6,9-trimethyl-3-pentyl- (8CI); (-)-trans-D9-Tetrahydrocannabinol acid; (-)-D9-trans-Tetrahydrocannabinolicacid; Cannabinolcarboxylic acid, D9-tetrahydro-; Cannabinolic acid A, D1-tetrahydro-; Tetrahydrocannabinolcarboxylic acid;Tetrahydrocannabinolic acid; D1-Tetrahydrocannabinolic acid A; D9-THC-carboxylic acid; D9-Tetrahydrocannabinoic acid A; D9-Tetrahydrocannabinolcarboxylicacid; D9-Tetrahydrocannabinolic acid

Chemical Property of II-NOR-9-TETRAHYDROCANNABINOL-9-CARBOXYL IC ACID (THC-COOH) (5

Chemical Property:

• Vapor Pressure: 2.1E-08mmHg at 25°C
• Melting Point: 70 °C (decomp)
• Boiling Point: 436.8°Cat760mmHg
• PKA: 3.32±0.60(Predicted)
• Flash Point: 142.1°C
• PSA: 66.76000
• Density: 1.112g/cm³
• LogP: 5.43400
• Storage Temp.: ?20°C
• XLogP3: 7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 358.21440943
• Heavy Atom Count: 26
• Complexity: 552

Purity/Quality:

99%, ^*data from raw suppliers

Δ9-Tetrahydrocannabinolic acid A analytical standard ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCC1=CC2=C(C3C=C(CCC3C(O2)(C)C)C)C(=C1C(=O)O)O
• Isomeric SMILES: CCCCCC1=CC2=C([C@@H]3C=C(CC[C@H]3C(O2)(C)C)C)C(=C1C(=O)O)O
• Recent EU Clinical Trials: Tuscany project to investigate on efficacy and safety of Cannabis phytotherapic preparations for the treatment of Aromatase iNhibitor-induced chronic resistaNt pAin in Breast cancer patIents: a prospective multicenter randomized placebo-controlled phase III Study.

Technology Process of II-NOR-9-TETRAHYDROCANNABINOL-9-CARBOXYL IC ACID (THC-COOH) (5

There total 10 articles about II-NOR-9-TETRAHYDROCANNABINOL-9-CARBOXYL IC ACID (THC-COOH) (5 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

THCA-dimethylethanolamine salt → tetrahydrocannabinolic acid (23978-85-0)

Guidance literature:

With hydrogenchloride; In dichloromethane; water; at 20 ℃;

Reference yield:

(6aR,10aR)-1-Hydroxy-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromene-2-carboxylic acid methyl ester (16850-65-0) → tetrahydrocannabinolic acid (23978-85-0)

Guidance literature:

With sodiumsulfide nonahydrate; In N,N-dimethyl-formamide; for 24h; Reagent/catalyst; Reflux;

Reference yield:

C22H30O4*H3N → tetrahydrocannabinolic acid (23978-85-0)

Guidance literature:

With citric acid; In tert-butyl methyl ether; water;

upstream raw materials:

geranyl diphosphate

2,4-dihydroxyl-6-pentylbenzoic acid

CBGA

tetrahydrocannabinol

Downstream raw materials:

CBD

dronabinol

Δ8-THC-2-carboxylic acid

cannabinol

Refernces

• 1、 -. "METHODS FOR SYNTHESIS OF CANNABINOID COMPOUNDS". Paragraph 0032-0033. . Retrieved 2020/03/02.
• 2、 -. "METHODS FOR EXTRACTION, PROCESSING, AND PURIFICATION OF A SELECTED FAMILY OF TARGET COMPOUNDS FROM CANNABIS". Page/Page column 51; 54; 56. . Retrieved 2020/12/30.