Δ9-Tetrahydrocannabinolic acid   Click here for help

GtoPdb Ligand ID: 11091

Synonyms: Δ9-tetrahydrocannabinolic acid | 9-Carboxy-THC | Delta(9)-tetrahydrocannabinolic acid | THCA
Compound class: Natural product
Comment: Δ9-tetrahydrocannabinolic acid is a phytocannabinoid. It is a precursor used in the biosysnthesis of Δ9-tetrahydrocannabinol (Δ9-THC), the principal psychoactive component from the cannabis plant Cannabis sativa.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 66.76
Molecular weight 358.21
XLogP 6.52
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CCCCCc1cc2OC(C)(C)[C@H]3[C@H](c2c(c1C(=O)O)O)C=C(CC3)C
Isomeric SMILES CCCCCc1cc2OC(C)(C)[C@H]3[C@H](c2c(c1C(=O)O)O)C=C(CC3)C
InChI InChI=1S/C22H30O4/c1-5-6-7-8-14-12-17-19(20(23)18(14)21(24)25)15-11-13(2)9-10-16(15)22(3,4)26-17/h11-12,15-16,23H,5-10H2,1-4H3,(H,24,25)/t15-,16-/m1/s1
InChI Key UCONUSSAWGCZMV-HZPDHXFCSA-N
Classification Click here for help
Compound class Natural product
IUPAC Name Click here for help
(6aR,10aR)-1-hydroxy-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromene-2-carboxylic acid
Synonyms Click here for help
Δ9-tetrahydrocannabinolic acid | 9-Carboxy-THC | Delta(9)-tetrahydrocannabinolic acid | THCA
Database Links Click here for help
CAS Registry No. 23978-85-0 (source: ChemIDplus)
ChEMBL Ligand CHEMBL465718
GtoPdb PubChem SID 434122152
PubChem CID 98523
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