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


Download as...
MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

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

Reference
Isolation, Structure, and Partial Synthesis of an Active Constituent of Hashish
J. Am. Chem. Soc. 1964
DOI: 10.1021/ja01062a046

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
KEGG ID
CHEBI ID
PubChem CID

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

Admin

Created at
31st Mar 2021
Updated at
31st Mar 2021