Structure Database (LMSD)

Common Name
Tetrahydrocannabinol
Systematic Name
(6aR,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromen-1-ol
Synonyms
  • THC
  • Delta(9)-tetrahydrocannabinol
LM ID
LMPK13120004
Status
Active
Exact Mass
Calculate m/z
314.22458
Formula
C21H30O2
Show lipids differing only in stereochemistry/bond geometry
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MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

Category
Main Class
Sub Class
Polyketides [PK]
Aromatic polyketides [PK13]
Other aromatic polyketides [PK1312]

String Representations

InChiKey (Click to copy)
CYQFCXCEBYINGO-IAGOWNOFSA-N
InChi (Click to copy)
InChI=1S/C21H30O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h11-13,16-17,22H,5-10H2,1-4H3/t16-,17-/m1/s1
SMILES (Click to copy)
[C@@]12([H])C=C(CC[C@@]1([H])C(C)(C)OC1C=C(C=C(O)C2=1)CCCCC)C

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Cannabis sativa (#3483)
Magnoliopsida (#3398)
Isolation, Structure, and Partial Synthesis of an Active Constituent of Hashish,
J. Am. Chem. Soc., 1964

Other Databases

Wikipedia
Tetrahydrocannabinol
KEGG ID
C06972
CHEBI ID
66964
PubChem CID
16078
Cayman ID
9003740

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 3
Aromatic Rings 1
Rotatable Bonds 4
Van der Waals Molecular Volume 330.90
Topological Polar Surface Area 31.53
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 6.02
Molar Refractivity 95.78

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Created at
31st Mar 2021
Updated at
9th Jun 2022