Compound: Dronabinol
SMILES: O1c2c(c(O)cc(c2)CCCCC)[C@@H]3C=C(C)CC[C@H]3C1(C)C
InChIKey: CYQFCXCEBYINGO-IAGOWNOFSA-N
Synonyms: Dronabinol, TETRAHYDROCANNABINOL, Marinol, delta9-Tetrahydrocannabinol, delta9-THC, Abbott 40566, delta-9-tetrahydrocannabinol, 1972-08-3, delta1-THC, delta-9-THC, delta(9)-THC, delta1-Tetrahydrocannabinol, Dronabinolum, QCD 84924, SP 104, delta(1)-Tetrahydrocannabinol, delta(9)-Tetrahydrocannabinol, 1-trans-delta-9-Tetrahydrocannabinol, Syndros, delta(9)-Tetrahydrocannibinol, QCD-84924, (-)-delta9-Tetrahydrocannabinol, J882F, NSC-134454, ABBOTT-40566, DTXSID6021327, CHEBI:66964, 3-Pentyl-6,6,9-trimethyl-6a,7,8,10a-tetrahydro-6H-dibenzo(b,d)pyran-1-ol, SP-104, 7J8897W37S, SCI-110 component dronabinol, DTXCID101327, NSC134454, 6H-Dibenzo(b,d)pyran-1-ol, 6a,7,8,10a-tetrahydro-6,6,9-trimethyl-3-pentyl-, (6aR-trans)-, Hashish, delta(1)-THC, Ganja, 6H-Dibenzo(b,d)pyran-1-ol, 6a,7,8,10a-tetrahydro-6,6,9-trimethyl-3-pentyl-, (6aR,10aR)-, 6H-dibenzo[b,d]pyran-1-ol, 6a,7,8,10a-tetrahydro-6,6,9-trimethyl-3-pentyl-, (6aR,10aR)-, 9-ene-Tetrahydrocannabinol, (6AR,10AR)-6,6,9-TRIMETHYL-3-PENTYL-6H,6AH,7H,8H,10AH-BENZO[C]ISOCHROMEN-1-OL, 6H-Dibenzo[b,d]pyran-1-ol, 6a,7,8,10a-tetrahydro-6,6,9-trimethyl-3-pentyl-, (6aR-trans)-, 9 ene Tetrahydrocannabinol, (6aR,10aR)-6,6,9-trimethyl-3-pentyl-6H,6aH,7H,8H,10aH-benzo(c)isochromen-1-ol, RefChem:5782, Delta9tetrahydrocannabinol, Tetrahydrocannabinol, Trans, delta 1-Tetrahydrocannabinol, A04AD10, (-)-delta 9-trans-Tetrahydrocannabinol, Tetrahydrocannabinols (-)-trans-delta9-, (-)-delta1-3,4-trans-Tetrahydrocannabinol, Deltanyne, THC, Namisol, (-)-delta9-trans-Tetrahydrocannabinol, delta(sup 1)-Thc, delta(sup 9)-Thc, 1-trans-delta9-Tetrahydrocannabinol, (-)-trans-Delta9-THC, L-delta1-trans-Tetrahydrocannabinol, Cannabinol, delta1-tetrahydro-, (-)-delta1-Tetrahydrocannabinol, delta9-trans-Tetrahydrocannabinol, trans-delta9-Tetrahydrocannabinol, delta(sup 1)-Tetrahydrocannabinol, delta(sup 9)-Tetrahydrocannabinol, (-)-trans-delta9-Tetrahydrocannabinol, (-)-trans-Delta1-Tetrahydrocannabinol, .DELTA.9-Tetrahydrocannabinol, CCRIS 4726, (6aR,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol, (l)-delta1-Tetrahydrocannabinol, L-trans-delta9-Tetrahydrocannabinol, (6aR,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromen-1-ol, 6465-30-1, .DELTA.1-THC, .DELTA.9-THC, CHEMBL465, Tetrahydrocannabinols (-)-delta1-3,4-trans-form, (-)-trans-Tetrahydrocannabinol, (-)-3,4-trans-Delta1-Tetrahydrocannabinol, Cannabinol, 1-trans-delta(sup 9)-tetrahydro-, trans-6a,7,8,10a-Tetrahydro-6,6,9-trimethyl-3-pentyl-6H-dibenzo(b,d)pyran-1-ol, Dronabinolum [Latin], Tetrahydro-6,6,9-trimethyl-3-pentyl-6H-dibenzo(b,d)pyran-1-ol, 6,6,9-Trimethyl-3-pentyl-7,8,9,10-tetrahydro-6H-dibenzo(b,d)pyran-1-ol, 6H-Dibenzo(b,d)pyran-1-ol, 6a,7,8,10a-tetrahydro-6,6,9-trimethyl-3-pentyl-, trans-, (-)-.DELTA.9-THC, 9-tetrahydrocannabinol, Compassia, Relivar, (L)-.delta.1-Tetrahydrocannabinol, (-)-.DELTA.1-Tetrahydrocannabinol, (-)-.DELTA.9-Tetrahydrocannabinol, L-.delta.1-trans-Tetrahydrocannabinol, L-trans-.delta.9-Tetrahydrocannabinol, Delta 9-THC, (6aR,10aR)-6a,7,8,10a-Tetrahydro-6,6,9-trimethyl-3-pentyl-6H-dibenzo(b,d)pyran-1-ol, (6aR,10aR)-6a,7,8,10a-Tetrahydro-6,6,9-trimethyl-3-pentyl-6H-dibenzo[b,d]pyran-1-ol, (6aR-trans)-6a,7,8,10a-Tetrahydro-6,6,9-trimethyl-3-pentyl-6H-dibenzo(b,d)pyran-1-ol, (-)-.DELTA.9-trans-Tetrahydrocannabinol, (-)-trans-.DELTA.9-Tetrahydrocannabinol, Marinol (TN), DEA No. 7369, delta1-Tetrahydrocannabinol (VAN), delta9-Tetrahydrocannabinol (VAN), (-)-delta9-THC, Dronabinol (USP/INN), .DELTA.1-Tetrahydrocannabinol, Tetrahydrocannabinol delta9, (l)-delta(sup 1)-Tetrahydrocannabinol, Cannabinol, .DELTA.1-tetrahydro-, 1-trans-delta(sup 9)-Tetrahydrocannabinol, .DELTA.9-trans-Tetrahydrocannabinol, L-.delta.1-Tetrahydrocannabinol, HSDB 6471, (6aR-trans)-6a,7,8,10a-Tetrahydro-6,6,9-trimethyl-3-pentyl-6H-dibenzo[b,d]pyran-1-ol, CAT-310, Cannabinoids, THC, (-)-delta(sup 1)-3,4-trans-Tetrahydrocannabinol, DRG-0138, 14C-.DELTA.1-Tetrahydrocannabinol, trans-.DELTA.9-Tetrahydrocannabinol, NSC 134454, Delta9-THC-C5, .delta.-9-THC, 1-trans-delta(sup9)-tetrahydrocannabinol, Dronabinol (Synthetic), .delta.(sup9)-THC, 3ls4, DRONABINOL [INN], 1-trans-.delta.(sup9)-tetrahydrocannabinol, DRONABINOL [HSDB], DRONABINOL [USAN], (-)-.delta.(sup9)-trans-Tetrahydrocannabinol, DRONABINOL [VANDF], Epitope ID:224552, DRONABINOL [MART.], SCHEMBL4609, AD313 component dronabinol, delta 9-Tetrahydrocannabinol, delta-9 Tetrahydrocannabinol, DRONABINOL [WHO-DD], AD-313 component dronabinol, BIDD:GT0427, Dronabinol [USAN:USP:INN], .delta.-9-tetrahydrocannabinol, Delta9(10)Tetrahydrocannabinol, GTPL2424, Cannabinol, tetrahydro- (6CI), DRONABINOL [ORANGE BOOK], SCHEMBL29390424, UNII-7J8897W37S, BDBM60994, delta-Tetrahydrocannabinol (THC), DRONABINOL [USP MONOGRAPH], DTXSID001038830, US9416103, Delta9-THC, (+/-)-delta9-Tetrahydrocannabinol, INT-0010, Tox21_112616, BDBM50007391, PDSP2_000714, trans-(-)-Delta9-Tetrahydrocannabinol, Cannabinol, Delta1-tetrahydro- (7CI), DB00470, FT00108, FT28083, (6aR,10aR)-6,6,9-Trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-dibenzo[b,d]pyran-1-ol, INT-0010/06, CAS-1972-08-3, NS00000050, C06972, Cannabinol, 1-trans-.delta.(sup9)-tetrahydro-, D00306, Tetrahydrocannabinols (-)-trans-.delta.9-form, Q190067, (-)-Delta9-THC (Dronabinol) 0.1 mg/ml in Methanol, (-)-Delta9-THC (Dronabinol) 1.0 mg/ml in Methanol, (-)-Delta-9-THC (Dronabinol) 5.0 mg/ml in Methanol, (-)-trans-Delta-9-THC (Dronabinol), 100mg/ml in Ethanol, (-)-trans-Delta-9-THC (Dronabinol), 10mg/ml in Ethanol, (-)-trans-Delta-9-THC (Dronabinol), 1mg/ml in Ethanol, (-)-trans-Delta-9-THC (Dronabinol), 50mg/ml in Ethanol, Delta9-Tetrahydrocannabinol 250 microg/mL in Acetonitrile, Delta-9-Tetrahydrocannabinol - 50 mg/ml solution in ethanol, Delta-9-Tetrahydrocannabinol - 50 mg/ml solution in methanol, 6H-Dibenzo[b, 6a,7,8,10a-tetrahydro-6,6,9-trimethyl-3-pentyl-, (-)-delta 9-Tetrahydrocannabinol (delta9-THC) 1000 microg/mL in Methanol, (-)-Delta9-Tetrahydrocannabinol (Delta9-THC) 100 microg/mL in Methanol, 6,9-Trimethyl-3-pentyl-7,8,9,10-tetrahydro-6H-dibenzo[b,d]pyran-1-ol, 6H-Dibenzo[b, 6a,7,8,10a-tetrahydro-6,6,9-trimethyl-3-pentyl-, trans-, (-)-(6aR,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol, (-)-delta(sup 1)-3,4-trans-Tetrahydrocannabinol(l)-delta(sup 1)-Tetrahydrocannabinol, (10R,10aR)-6,6,9-Trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol, (S)-6,6,9-Trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol, 6,6,9-Trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol(DeltaE-9-THC), 6H-Dibenzo[b, 6a,7,8,10a-tetrahydro-6,6,9-trimethyl-3-pentyl-, (6aR-trans)-, Delta-9-Tetrahydrocannabinol, United States Pharmacopeia (USP) Reference Standard, 6,6,9-Trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol(delta9-THC(delta9-tetrahydrocannabinol)), 8,8-Dimethyl-11-methylene-5-pentyl-3,4,8a,9,10,11,12,12a-octahydro-2H,8H-1,7-dioxa-benzo[c]phenanthrene
Theoretical properties:
molecular_formula: C21H30O2
molecular_weight: 314.5 g/mol
exact_mass: 314.224580195 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 4
heavy_atom_count: 23
topological_polar_surface_area: 29.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Light yellow resinous oil
color: Light yellow resinous oil
boiling_point: 392 °F at 0.02 mmHg (NTP, 1992)
solubility: 2.8 mg/L at 73 °F (NTP, 1992)
Descriptions:
pubchem: delta-9-Tetrahydrocannabinol (Δ9-THC) can cause developmental toxicity according to an independent committee of scientific and health experts.
chebi: A diterpenoid that is 6a,7,8,10a-tetrahydro-6<em>H</em>-benzo[<em>c</em>]chromene substituted at position 1 by a hydroxy group, positions 6, 6 and 9 by methyl groups and at position 3 by a pentyl group. The principal psychoactive constituent of the cannabis plant, it is used for treatment of anorexia associated with AIDS as well as nausea and vomiting associated with cancer chemotherapy.
chembl: DRONABINOL is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Dronabinol (INNTooltip International Nonproprietary Name), sold under the brand names Marinol and Syndros, is the generic name for the molecule of (−)-trans-Δ9-tetrahydrocannabinol (THC) in the pharmaceutical context. It has indications as an appetite stimulant and antiemetic and is approved by the US Food and Drug Administration (FDA) as safe and effective for HIV/AIDS-induced anorexia and chemotherapy-induced nausea and vomiting. 
Dronabinol is the principal psychoactive constituent enantiomer form, (−)-trans-Δ9-tetrahydrocannabinol, found in Cannabis sativa L. plants, but can also be synthesized in the laboratory. Dronabinol does not include any other tetrahydrocannabinol (THC) isomers or any cannabidiol (CBD).