Dronabinol
PubChem CID: 16078
Connections displayed (default: 10).
Loading graph...
| Compound Synonyms | Dronabinol, TETRAHYDROCANNABINOL, Marinol, delta9-Tetrahydrocannabinol, delta9-THC, delta-9-tetrahydrocannabinol, Deltanyne, Abbott 40566, delta-9-THC, 1972-08-3, delta(9)-THC, Dronabinolum, THC, delta1-THC, Namisol, delta(1)-Tetrahydrocannabinol, delta(sup 1)-Thc, delta(sup 9)-Thc, QCD 84924, SP 104, delta(9)-Tetrahydrocannabinol, 1-trans-delta9-Tetrahydrocannabinol, 1-trans-delta-9-Tetrahydrocannabinol, QCD-84924, Syndros, (-)-delta9-trans-Tetrahydrocannabinol, Dronabinolum [Latin], 9-tetrahydrocannabinol, delta(9)-Tetrahydrocannibinol, delta1-Tetrahydrocannabinol, delta(sup 1)-Tetrahydrocannabinol, delta(sup 9)-Tetrahydrocannabinol, L-delta1-trans-Tetrahydrocannabinol, .DELTA.9-Tetrahydrocannabinol, Cannabinol, delta1-tetrahydro-, CCRIS 4726, CHEBI:66964, .DELTA.1-THC, .DELTA.9-THC, 3-Pentyl-6,6,9-trimethyl-6a,7,8,10a-tetrahydro-6H-dibenzo(b,d)pyran-1-ol, (l)-delta(sup 1)-Tetrahydrocannabinol, NSC-134454, Tetrahydrocannabinols (-)-delta1-3,4-trans-form, ABBOTT-40566, DTXSID6021327, (-)-delta9-Tetrahydrocannabinol, 1-trans-delta(sup 9)-Tetrahydrocannabinol, HSDB 6471, J882F, Cannabinol, 1-trans-delta(sup 9)-tetrahydro-, (6aR,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol, SP-104, 6465-30-1, CHEMBL465, 7J8897W37S, NSC 134454, (-)-delta(sup 1)-3,4-trans-Tetrahydrocannabinol, delta 9-Tetrahydrocannabinol, delta-9 Tetrahydrocannabinol, (6aR,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromen-1-ol, .delta.-9-tetrahydrocannabinol, 6H-Dibenzo(b,d)pyran-1-ol, 6a,7,8,10a-tetrahydro-6,6,9-trimethyl-3-pentyl-, (6aR-trans)-, DTXCID101327, UNII-7J8897W37S, Tetrahydro-6,6,9-trimethyl-3-pentyl-6H-dibenzo(b,d)pyran-1-ol, 6,6,9-Trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol, 6,6,9-Trimethyl-3-pentyl-7,8,9,10-tetrahydro-6H-dibenzo(b,d)pyran-1-ol, trans-6a,7,8,10a-Tetrahydro-6,6,9-trimethyl-3-pentyl-6H-dibenzo(b,d)pyran-1-ol, NSC134454, 6H-Dibenzo(b,d)pyran-1-ol, 6a,7,8,10a-tetrahydro-6,6,9-trimethyl-3-pentyl-, (6aR,10aR)-, Dronabinolum (Latin), delta(1)-THC, TETRAHYDROCANNABINOL, DELTA-9 TRANS, Tetrahydrocannabinols (-)-trans-.delta.9-form, DRONABINOL (MART.), DRONABINOL [MART.], (6aR,10aR)-6a,7,8,10a-Tetrahydro-6,6,9-trimethyl-3-pentyl-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-, 9-ene-Tetrahydrocannabinol, Dronabinol (USAN:USP:INN), Dronabinol [USAN:USP:INN], (-)-.DELTA.9-THC, Compassia, DRONABINOL (USP MONOGRAPH), DRONABINOL [USP MONOGRAPH], 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-trans)-6a,7,8,10a-Tetrahydro-6,6,9-trimethyl-3-pentyl-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-, (6aR,10aR)-, (6AR,10AR)-6,6,9-TRIMETHYL-3-PENTYL-6A,7,8,10A-TETRAHYDRO-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), Dronabinol (USP/INN), .DELTA.1-Tetrahydrocannabinol, 9 ene Tetrahydrocannabinol, Tetrahydrocannabinol delta9, (-)-trans-Delta9-THC, Cannabinol, .DELTA.1-tetrahydro-, .DELTA.9-trans-Tetrahydrocannabinol, (l)-delta1-Tetrahydrocannabinol, L-.delta.1-Tetrahydrocannabinol, (-)-delta1-Tetrahydrocannabinol, delta9-trans-Tetrahydrocannabinol, trans-delta9-Tetrahydrocannabinol, (6aR,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo(c)chromen-1-ol, (6aR-trans)-6a,7,8,10a-Tetrahydro-6,6,9-trimethyl-3-pentyl-6H-dibenzo[b,d]pyran-1-ol, CAT-310, L-trans-delta9-Tetrahydrocannabinol, 6H-Dibenzo[b,d]pyran-1-ol, 6a,7,8,10a-tetrahydro-6,6,9-trimethyl-3-pentyl-, (6aR-trans)-, DRG-0138, TCI, 14C-.DELTA.1-Tetrahydrocannabinol, trans-.DELTA.9-Tetrahydrocannabinol, (-)-trans-Delta1-Tetrahydrocannabinol, (-)-trans-delta9-Tetrahydrocannabinol, .delta.-9-THC, 1-trans-delta(sup9)-tetrahydrocannabinol, Dronabinol (Synthetic), .delta.(sup9)-THC, 3ls4, DRONABINOL [INN], (-)-3,4-trans-Delta1-Tetrahydrocannabinol, 1-trans-.delta.(sup9)-tetrahydrocannabinol, DRONABINOL [HSDB], DRONABINOL [USAN], (-)-.delta.(sup9)-trans-Tetrahydrocannabinol, DRONABINOL [VANDF], Epitope ID:224552, SCHEMBL4609, AD313 component dronabinol, delta 1-Tetrahydrocannabinol, DRONABINOL [WHO-DD], AD-313 component dronabinol, BIDD:GT0427, SCI-110 component dronabinol, GTPL2424, Cannabinol, tetrahydro- (6CI), DRONABINOL [ORANGE BOOK], BDBM60994, delta-Tetrahydrocannabinol (THC), A04AD10, DTXSID001038830, US9416103, Delta9-THC, INT-0010, (A+/-)-delta9-Tetrahydrocannabinol, Tox21_112616, BDBM50007391, PDSP2_000714, Cannabinol, Delta1-tetrahydro- (7CI), DB00470, FT28083, (-)-delta 9-trans-Tetrahydrocannabinol, INT-0010/06, CAS-1972-08-3, (-)-delta1-3,4-trans-Tetrahydrocannabinol, NS00000050, C06972, Cannabinol, 1-trans-.delta.(sup9)-tetrahydro-, D00306, Q190067, TETRAHYDROCANNABINOLS (-)-TRANS-delta9-FORM, (-)-.DELTA.1-3,4-TRANS-TETRAHYDROCANNABINOL, (-)-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, TETRAHYDROCANNABINOLS (-)-TRANS-.DELTA.9-FORM [MI], 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, (6aR,10aR)-6a,7,8,10a-Tetrahydro-6,6,9-trimethyl-3-pentyl-6H-dibenzo, (6aR-trans)-6a,7,8,10a-Tetrahydro-6,6,9-trimethyl-3-pentyl-6H-dibenzo, 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, (6AR,10AR)-6,6,9-TRIMETHYL-3-PENTYL-6H,6AH,7H,8H,10AH-BENZO[C]ISOCHROMEN-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 |
|---|---|
| Ghose Rule | False |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 29.5 |
| Hydrogen Bond Donor Count | 1.0 |
| Pfizer 3 75 Rule | False |
| Scaffold Graph Level | C1CCC2C(C1)CCC1CCCCC12 |
| Np Classifier Class | Cannabinoids |
| Deep Smiles | CCCCCcccO)ccc6)OC[C@H][C@H]6C=CC)CC6))))))C)C |
| Heavy Atom Count | 23.0 |
| Classyfire Class | Benzopyrans |
| Description | Δ9tetrahydrocannabinol, also known as delta(9)-thc or marinol, is a member of the class of compounds known as 2,2-dimethyl-1-benzopyrans. 2,2-dimethyl-1-benzopyrans are organic compounds containing a 1-benzopyran moiety that carries two methyl groups at the 2-position. Δ9tetrahydrocannabinol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Δ9tetrahydrocannabinol can be found in a number of food items such as wakame, cloves, burbot, and black cabbage, which makes Δ9tetrahydrocannabinol a potential biomarker for the consumption of these food products. Δ9tetrahydrocannabinol can be found primarily in blood and urine. Δ9tetrahydrocannabinol is a non-carcinogenic (not listed by IARC) potentially toxic compound. Δ9tetrahydrocannabinol is a drug which is used for the treatment of anorexia associated with weight loss in patients with aids, and nausea and vomiting associated with cancer chemotherapy in patients who have failed to respond adequately to conventional antiemetic treatment. The mechanism of action of marinol is not completely understood. It is thought that cannabinoid receptors in neural tissues may mediate the effects of dronabinol and other cannabinoids. Animal studies with other cannabinoids suggest that marinol's antiemetic effects may be due to inhibition of the vomiting control mechanism in the medulla oblongata (DrugBank). A potentially serious oral ingestion, if recent, should be managed with gut decontamination. In unconscious patients with a secure airway, instill activated charcoal (30 to 100 g in adults, 1 to 2 g/kg in infants) via a nasogastric tube. A saline cathartic or sorbitol may be added to the first dose of activated charcoal. Patients experiencing depressive, hallucinatory or psychotic reactions should be placed in a quiet area and offered reassurance. Benzodiazepines (5 to 10 mg diazepam po) may be used for treatment of extreme agitation. Hypotension usually responds to Trendelenburg position and IV fluids. Pressors are rarely required (L1712) (T3DB). |
| Scaffold Graph Node Level | C1CCC2C(C1)COC1CCCCC12 |
| Classyfire Subclass | 1-benzopyrans |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 439.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 2.0 |
| Uniprot Id | P23219, P08684, P11712, P33261, P04798, P11509, P08183, Q9UNQ0, P21554, P20272, P47936, P47746, P34972, O08914, Q6RI86, O75762, n.a., Q9NUW8, Q14330, Q9Y2T6, P23415, O75469, P35462 |
| Iupac Name | (6aR,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromen-1-ol |
| Prediction Hob | 0.0 |
| Class | Benzopyrans |
| Veber Rule | True |
| Classyfire Superclass | Organoheterocyclic compounds |
| Target Id | NPT232, NPT1287, NPT4119, NPT4120, NPT426, NPT543, NPT244 |
| Xlogp | 7.0 |
| Superclass | Organoheterocyclic compounds |
| Subclass | 1-benzopyrans |
| Gsk 4 400 Rule | False |
| Molecular Formula | C21H30O2 |
| Scaffold Graph Node Bond Level | C1=CC2c3ccccc3OCC2CC1 |
| Prediction Swissadme | 0.0 |
| Inchi Key | CYQFCXCEBYINGO-IAGOWNOFSA-N |
| Silicos It Class | Moderately soluble |
| Fcsp3 | 0.6190476190476191 |
| Logs | -2.692 |
| Rotatable Bond Count | 4.0 |
| State | Solid |
| Logd | 5.323 |
| Synonyms | (-)-delta9-trans-Tetrahydrocannabinol, 1-trans-delta-9-Tetrahydrocannabinol, 3-Pentyl-6,6,9-trimethyl-6a,7,8,10a-tetrahydro-6H-dibenzo(b,D)pyran-1-ol, 6,6,9-Trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol, Delta(1)-Tetrahydrocannabinol, delta9-Tetrahydrocannabinol, Delta(9)-THC, Dronabinol, Dronabinolum, Syndros, THC, Marinol, (-)-Δ9-trans-tetrahydrocannabinol, 1-trans-Δ-9-tetrahydrocannabinol, Δ(1)-tetrahydrocannabinol, Δ9-tetrahydrocannabinol, Δ(9)-THC, DELTA-9-THC, DELTA-9-TETRAHYDROCANNABINOL, Δ-9-THC, Δ-9-tetrahydrocannabinol, Tetrahydrocannabinol, (6a-trans)-isomer, 9-Ene-tetrahydrocannabinol, Tetrahydrocannabinol, (6ar-cis)-isomer, Tetrahydrocannabinol, (6as-cis)-isomer, Tetrahydrocannabinol, trans isomer, delta(9)-Tetrahydrocannabinol, delta(1)-THC, 9 Ene tetrahydrocannabinol, Solvay brand OF tetrahydrocannabinol, Tetrahydrocannabinol, trans-(+-)-isomer, Tetrahydrocannabinol, trans-isomer, delta 1-Tetrahydrocannabinol, (-)- delta 9-Tetrahydrocannabinol, (-)-delta 1-Tetrahydrocannabinol, (-)-delta 9-THC, (-)-delta 9-trans-Tetrahydrocannabinol, (-)-trans-delta 1-Tetrahydrocannabinol, (-)-trans-delta 9-Tetrahydrocannabinol, (-)-trans-delta 9-THC, (L)-delta 1-Tetrahydrocannabinol, 1-trans-delta 9-Tetrahydrocannabinol, 14C-delta 1-Tetrahydrocannabinol, delta 1-THC, delta 9-Tetrahydrocannabinol, delta 9-THC, delta 9-trans-Tetrahydrocannabinol, Exocyclic delta (9)(11)-tetrahydrocannabiol, L-delta 1-trans-Tetrahydrocannabinol, L-trans-delta 9-Tetrahydrocannabinol, Primolut, trans-delta (-)-9-Tetrahydrocannabinol, trans-delta 9-Tetrahydrocannabinol, Tetrahydrocannabinol, (-)-3,4-trans-delta1-Tetrahydrocannabinol, (-)-3,4-trans-Δ1-Tetrahydrocannabinol, (-)-delta1-Tetrahydrocannabinol, (-)-delta9-THC, (-)-delta9-Tetrahydrocannabinol, (-)-trans-delta1-Tetrahydrocannabinol, (-)-trans-delta9-THC, (-)-trans-delta9-Tetrahydrocannabinol, (-)-trans-Δ1-Tetrahydrocannabinol, (-)-trans-Δ9-THC, (-)-trans-Δ9-Tetrahydrocannabinol, (-)-Δ1-Tetrahydrocannabinol, (-)-Δ9-THC, (-)-Δ9-Tetrahydrocannabinol, (l)-delta1-Tetrahydrocannabinol, (l)-Δ1-Tetrahydrocannabinol, delta1-THC, delta1-Tetrahydrocannabinol, delta9-THC, delta9-trans-Tetrahydrocannabinol, l-delta1-trans-Tetrahydrocannabinol, l-trans-delta9-Tetrahydrocannabinol, l-trans-Δ9-Tetrahydrocannabinol, l-Δ1-trans-Tetrahydrocannabinol, trans-(-)-delta9-Tetrahydrocannabinol, trans-(-)-Δ9-Tetrahydrocannabinol, trans-delta9-Tetrahydrocannabinol, trans-Δ9-Tetrahydrocannabinol, Δ1-THC, Δ1-Tetrahydrocannabinol, Δ9-THC, Δ9-trans-Tetrahydrocannabinol, tetrahydrocannabinol |
| Esol Class | Poorly soluble |
| Functional Groups | CC(C)=CC, cO, cOC |
| Compound Name | Dronabinol |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 0.0 |
| Exact Mass | 314.225 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 314.225 |
| Hydrogen Bond Acceptor Count | 2.0 |
| Molecular Weight | 314.5 |
| Gi Absorption | True |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 2.0 |
| Total Bond Stereocenter Count | 0.0 |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Lipinski Rule Of 5 | True |
| Esol | -6.1098512782608685 |
| Inchi | 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 | CCCCCC1=CC(=C2[C@@H]3C=C(CC[C@H]3C(OC2=C1)(C)C)C)O |
| Nring | 3.0 |
| Np Classifier Biosynthetic Pathway | Polyketides, Terpenoids |
| Defined Bond Stereocenter Count | 0.0 |
| Egan Rule | True |
| Taxonomy Direct Parent | 2,2-dimethyl-1-benzopyrans |
| Np Classifier Superclass | Meroterpenoids |
- 1. Outgoing r'ship
FOUND_INto/from Cannabis Sativa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all