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
Formula
C21H30O2
Exact Mass
Calculate m/z
314.224581
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View MassBank spectra

Classification

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

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

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

Other Databases

Wikipedia
Tetrahydrocannabinol
KEGG ID
C06972
CHEBI ID
66964
PubChem CID
16078
PDB ID
TCI
GuidePharm ID
2424

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