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Home > Encyclopedia > Δ9-Tetrahydrocannabinolic acid

Δ9-Tetrahydrocannabinolic acid

Δ9-Tetrahydrocannabinolic acid structure

Δ9-Tetrahydrocannabinolic acid 

structure
  • CAS No:

    23978-85-0

  • Formula:

    C22H30O4

  • Chemical Name:

    Δ9-Tetrahydrocannabinolic acid

  • Synonyms:

    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,6aβ,7,8,10aα-tetrahydro-1-hydroxy-6,6,9-trimethyl-3-pentyl-;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,6a,7,8,10a-tetrahydro-1-hydroxy-6,6,9-trimethyl-3-pentyl-;(6aR,10aR)-6a,7,8,10a-Tetrahydro-1-hydroxy-6,6,9-trimethyl-3-pentyl-6H-dibenzo[b,d]pyran-2-carboxylic acid;Cannabinolic acid A,Δ1-tetrahydro-;Δ9-Tetrahydrocannabinolcarboxylic acid;(-)-trans-Δ9-Tetrahydrocannabinol acid;Cannabinolcarboxylic acid,Δ9-tetrahydro-;Δ9-Tetrahydrocannabinoic acid A;Tetrahydrocannabinolic acid;Δ9-Tetrahydrocannabinolic acid;(-)-Δ9-trans-Tetrahydrocannabinolic acid;Δ1-Tetrahydrocannabinolic acid A;Δ9-THC-carboxylic acid;Tetrahydrocannabinolcarboxylic acid;Tetrahydrocannabinol acid;THCA;THCA-A;6732-08-7;16850-64-9;20750-65-6;31932-16-8;2271332-10-4

  • Categories:

    Analytical Chemistry  >  Standard

Description

ChEBI: 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 Delt 9-tetrahydrocannabinol, the principal psychoactive constituent of the cannabis plant.


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 Delta(9)-tetrahydrocannabinol, the principal psychoactive constituent of the cannabis plant. It has a role as an anti-inflammatory agent, a neuroprotective agent, a biomarker and a metabolite. It is a diterpenoid, a benzochromene, a hydroxy monocarboxylic acid, a polyketide and a phytocannabinoid. It is a conjugate acid of a Delta(9)-tetrahydrocannabinolate.

Δ9-Tetrahydrocannabinolic acid Basic Attributes

358.475

358.47

EJ6CZV0K5Y

DTXSID30178701

Characteristics

66.8

7

1.112±0.06 g/cm3(Predicted)

70 °C (decomp)

436.8ºC at 760mmHg

2℃

1.548

-20°C

2.1E-08mmHg at 25°C

Safety Information

UN 1648 3 / PGII

3

P201, P202, P264, P270, P281, P301+P312, P308+P313, P330, P405, P501

H302

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P264, P270, P281, P301+P312, P308+P313, P330, P405, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Drug Information

9-carboxy-delta(9)-THC

Δ9-Tetrahydrocannabinolic acid Use and Manufacturing

Pharmaceuticals

Computed Properties

Molecular Weight:358.5
XLogP3:7
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:5
Exact Mass:358.21440943
Monoisotopic Mass:358.21440943
Topological Polar Surface Area:66.8
Heavy Atom Count:26
Complexity:552
Defined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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