THC-VHS

THC-VHS

Identifiers
IUPAC name 4-{[3-Methyl-1-oxo-1-(6,6,9-trimethyl-3-pentylbenzo[c]chromen-1-yl)oxybutan-2-yl]amino}-4-oxobutanoic acid
CAS Number	1225194-84-2  Y
PubChem CID	155242207
UNII	7268XHE3P7
Chemical and physical data
Formula	C30H39NO6
Molar mass	509.643 g·mol−1
3D model (JSmol)	Interactive image
SMILES CC1(C)Oc2cc(cc(OC(=O)[C@H](NC(=O)CCC(=O)O)C(C)C)c2[C@@H]2C=C(C)CC[C@H]21)CCCCC
InChI InChI=1S/C30H43NO6/c1-7-8-9-10-20-16-23(36-29(35)28(18(2)3)31-25(32)13-14-26(33)34)27-21-15-19(4)11-12-22(21)30(5,6)37-24(27)17-20/h15-18,21-22,28H,7-14H2,1-6H3,(H,31,32)(H,33,34)/t21-,22-,28-/m1/s1 Key:QAIKRQKSCBZKKS-DQCZWYHMSA-N

THC valine hemisuccinate (THC-VHS, NB-1111, SBI-100) is a synthetic prodrug of tetrahydrocannabinol, developed at the University of Mississippi as a stabilised formulation for ophthalmic administration, for use in the treatment of glaucoma and other eye conditions requiring reduction in intraocular pressure. ^{[1] [2] [3] [4] [5]}

See also

• THC hemisuccinate
• THC-O-acetate
• THC-O-phosphate
• SP-111
• Cod-THC

References

1. Taskar PS, Patil A, Lakhani P, Ashour E, Gul W, ElSohly MA, et al. (September 2019). "Δ9-Tetrahydrocannabinol Derivative-Loaded Nanoformulation Lowers Intraocular Pressure in Normotensive Rabbits". Translational Vision Science & Technology. 8 (5): 15. doi:10.1167/tvst.8.5.15. PMC   6753841 . PMID   31588378.
2. Sweeney C, Dudhipala N, Thakkar R, Mehraj T, Marathe S, Gul W, et al. (October 2021). "Effect of surfactant concentration and sterilization process on intraocular pressure-lowering activity of Δ9-tetrahydrocannabinol-valine-hemisuccinate (NB1111) nanoemulsions". Drug Delivery and Translational Research. 11 (5): 2096–2107. doi:10.1007/s13346-020-00871-9. PMID   33169348.
3. Sweeney C, Dudhipala N, Thakkar R, Mehraj T, Marathe S, Gul W, et al. (March 2022). "Impact of mucoadhesive agent inclusion on the intraocular pressure lowering profile of Δ9-tetrahydrocannabinol-valine-hemisuccinate loaded nanoemulsions in New Zealand white rabbits". International Journal of Pharmaceutics. 616 121564. doi:10.1016/j.ijpharm.2022.121564. PMID   35151817.
4. US 8809261,Elsohly MA, Gul W, Repka MA, Majumdar S,"Compositions containing delta-9-THC-amino acid esters and process of preparation.",issued 19 August 2014, assigned to ElSohly Laboratories, Inc. 
5. WO 2020/215164,Hsu E, Kumar U, Kumar R,"Compositions and methods for use of cannabinoids for neuroprotection",published 29 October 2020, assigned to Inmed Pharmaceuticals Inc.