Compound: delta(9)-Tetrahydrocannabinolic acid
SMILES: O=C(O)c1c(O)c2c(OC(C)(C)[C@H]3[C@H]2C=C(CC3)C)cc1CCCCC
InChIKey: UCONUSSAWGCZMV-HZPDHXFCSA-N
Synonyms: delta(9)-Tetrahydrocannabinolic acid, 23978-85-0, 9-Carboxy-thc, THCA-A, 9-Carboxy-delta(9)-thc, Delta9-tetrahydrocannabinolic acid, Thc-9-cooh, EJ6CZV0K5Y, CHEBI:67078, (6ar,10ar)-1-hydroxy-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6h-benzo[c]chromene-2-carboxylic acid, 6H-Dibenzo(b,d)pyran-2-carboxylic acid, 6a,7,8,10a-tetrahydro-1-hydroxy-6,6,9-trimethyl-3-pentyl-, (6aR,10aR)-, 6H-Dibenzo(b,d)pyran-2-carboxylic acid, 6abeta,7,8,10a-tetrahydro-1-hydroxy-6,6,9-trimethyl-3-pentyl-, (6aR-trans)-, THCA-A compound, (6aR,10aR)-1-hydroxy-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo(c)chromene-2-carboxylic acid, RefChem:34411, Delta-9-Tetrahydrocannabinolic acid, delta9-tetrahydrocannabinolic acid A, (6aR,10aR)-1-hydroxy-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromene-2-carboxylic acid, Delta9-tetrahydrocannabinolate, UNII-EJ6CZV0K5Y, DTXSID30178701, CHEMBL465718, SCHEMBL6856735, SCHEMBL29610699, GTPL11091, THCA-A, 1mg/ml in Isopropanol, delta 9-Tetrahydrocannabinolic Acid A (THCA-A) 1000 microg/mL in Acetonitrile, delta-Tetrahydrocannabinolic acid A, BDBM50532210, delta 9-Tetrahydrocannabinolic acid A, | currency9-Tetrahydrocannabinolic acid, FS-7437, HY-W775262, FT172546, .DELTA.9-TETRAHYDROCANNABINOLIC ACID, DELTA-9-TETRAHYDROCANNABINOLIC ACID A, NS00076626, C21903, .DELTA.9-TETRAHYDROCANNABINOLCARBOXYLIC ACID, Q7706541, DELTA(9)-TETRAHYDROCANNABINOLIC ACID [WHO-DD], (-)-.DELTA.9-TRANS-TETRAHYDROCANNABINOLIC ACID, Delta9-Tetrahydrocannabinolic acid A, analytical standard, Delta9-Tetrahydrocannabinolic acid 250 microg/mL in Acetonitrile, (6aR,10aR)-1-Hydroxy-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-dibenzo[b,d]pyran-2-carboxylic acid, (6ar,10ar)-1-hydroxy-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo [c]chromene-2-carboxylic acid, 6H-DIBENZO(B,D)PYRAN-2-CARBOXYLIC ACID, 6A,7,8,10A-TETRAHYDRO-1-HYDROXY-6,6,9-TRIMETHYL-3-PENTYL-, (6AR-TRANS)-
Theoretical properties:
molecular_formula: C22H30O4
molecular_weight: 358.5 g/mol
exact_mass: 358.21440943 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 5
heavy_atom_count: 26
topological_polar_surface_area: 66.8 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Delta(9)-tetrahydrocannabinolic acid is a diterpenoid that is 6a,7,8,10a-tetrahydro-6H-benzo[c]chromene substituted at position 1 by a hydroxy group, positions 6, 6 and 9 by methyl groups and at position 3 by a pentyl group. A biosynthetic precursor to 9-tetrahydrocannabinol, the principal psychoactive constituent of the cannabis plant. It has a role as a metabolite, a biomarker, a neuroprotective agent and an anti-inflammatory agent. It is a diterpenoid, a polyketide, a hydroxy monocarboxylic acid, a benzochromene and a phytocannabinoid. It is a conjugate acid of a Delta(9)-tetrahydrocannabinolate.
chebi: A diterpenoid that is 6a,7,8,10a-tetrahydro-6<em>H</em>-benzo[<em>c</em>]chromene substituted at position 1 by a hydroxy group, positions 6, 6 and 9 by methyl groups and at position 3 by a pentyl group. A biosynthetic precursor to Δ<small><sup>9</small></sup>-tetrahydrocannabinol, the principal psychoactive constituent of the cannabis plant.
chembl: DELTA9-TETRAHYDROCANNABINOLIC ACID A is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Tetrahydrocannabinolic acid (THCA, 2-COOH-THC; conjugate base tetrahydrocannabinolate) is a precursor of tetrahydrocannabinol (THC), an active component of cannabis.
THCA is found in variable quantities in fresh, undried cannabis, but is progressively decarboxylated to THC with drying, and especially under intense heating such as when cannabis is smoked or cooked into cannabis edibles.