THC hemisuccinate

THC hemisuccinate (Δ⁹-THC-O-hemisuccinate, Dronabinol hemisuccinate) is a synthetic derivative of tetrahydrocannabinol, developed in the 1990s. It is a water-soluble prodrug ester which is converted into THC inside the body, and was developed to overcome the poor bioavailability of THC when taken by non-inhaled routes of administration.^[1][2][3] In medical applications it has mainly been formulated as rectal suppositories.^[4][5][6]

THC hemisuccinate

Identifiers
IUPAC name 4-[[(6aR,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromen-1-yl]oxy]-4-oxobutanoic acid
CAS Number	52855-15-9 Y[EPA]
PubChem CID	162707
ChemSpider	142849
CompTox Dashboard (EPA)	DTXSID40200885
Chemical and physical data
Formula	C25H34O5
Molar mass	414.542 g·mol−1
3D model (JSmol)	Interactive image
SMILES CCCCCC1=CC2=C([C@@H]3C=C(CC[C@H]3C(O2)(C)C)C)C(=C1)OC(=O)CCC(=O)O
InChI InChI=1S/C25H34O5/c1-5-6-7-8-17-14-20(29-23(28)12-11-22(26)27)24-18-13-16(2)9-10-19(18)25(3,4)30-21(24)15-17/h13-15,18-19H,5-12H2,1-4H3,(H,26,27)/t18-,19-/m1/s1 Key:YVOODUUYDJKFDY-RTBURBONSA-N

See also

• THC methylcarbonate
• THC-O-acetate
• THC-O-phosphate
• THC-VHS
• SP-111