THC morpholinylbutyrate

THC morpholinylbutyrate (SP-111, Δ⁹-THC-O-[4-(morpholin-4-yl)butyrate]) is a synthetic derivative of tetrahydrocannabinol, developed in the 1970s. It is a prodrug which is converted into THC inside the body, and was one of the first derivatives of THC that is able to form water-soluble salts, giving it a significant advantage over THC for some applications. However, it is less potent than THC and the metabolic conversion to THC is relatively slow and variable, giving it unpredictable pharmacokinetics which has limited its research applications.^[1][2][3][4]

THC morpholinylbutyrate

Identifiers
IUPAC name [(6aR,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromen-1-yl] 4-morpholin-4-ylbutanoate
CAS Number	55602-38-5 Y[EPA]
PubChem CID	6453212
ChemSpider	4955601
UNII	77FJY4KZ74
ChEMBL	ChEMBL3301967
CompTox Dashboard (EPA)	DTXSID30204150
Chemical and physical data
Formula	C29H43NO4
Molar mass	469.666 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)CCCN4CCOCC4
InChI InChI=1S/C29H43NO4/c1-5-6-7-9-22-19-25(33-27(31)10-8-13-30-14-16-32-17-15-30)28-23-18-21(2)11-12-24(23)29(3,4)34-26(28)20-22/h18-20,23-24H,5-17H2,1-4H3/t23-,24-/m1/s1 Key:HAQNKTBQOIAWDB-DNQXCXABSA-N

See also

• THC-O-acetate
• THC-O-phosphate
• THC hemisuccinate
• THC methylcarbonate
• THC-VHS
• Nabitan
• O-1057