Compound: 1446-61-3
SMILES: NC[C@]1([C@H]2[C@@](c3c(cc(C(C)C)cc3)CC2)(CCC1)C)C
InChIKey: JVVXZOOGOGPDRZ-SLFFLAALSA-N
Synonyms: 1446-61-3, Leelamine, DEHYDROABIETYLAMINE, Amine D, NSC-2955, 33289O147P, DTXSID2041834, Podocarpa-8,11,13-trien-15-amine, 13-isopropyl-, RefChem:131449, DTXCID0021834, 215-899-7, (+)-Dehydroabietylamine, (+)-Dehydroabiethylamine, ((1R,4aS,10aR)-7-Isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthren-1-yl)methanamine, MFCD00213430, 1-Phenanthrenemethanamine, 1,2,3,4,4a,9,10,10a-octahydro-1,4a-dimethyl-7-(1-methylethyl)-, (1R,4aS,10aR)-, Dehydroabiethylamine, Dehydroabietylamine (>80%), CHEMBL70488, [(1R,4aS,10aR)-1,4a-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methanamine, C20H31N, (+)-DEHYDROABIETYLAMINE [OPTICAL RESOLVING AGENT], Caswell No. 276, 99306-87-3, lylamine, HSDB 5665, (1R,4aS,10aR)-1,2,3,4,4a,9,10,10a-Octahydro-1,4a-dimethyl-7-(1-methylethyl, UNII-33289O147P, EINECS 215-899-7, EPA Pesticide Chemical Code 004206, BRN 3084620, 13-Isopropylpodocarpa-8,11,13-trien-15-amine, SCHEMBL27863, 4-12-00-03005 (Beilstein Handbook Reference), MLS002207102, (+)-Dehydroabietylamine, tech, orb1306878, SCHEMBL29380336, CHEBI:93086, DEHYDROABIETYLAMINE [HSDB], NSC2955, HMS6018F13, NSC 2955, BDBM50217007, EBC-04416, AKOS015914070, CS-W005629, FD20962, HY-W005629, [(1R,4aS,10aR)-7-isopropyl-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methanamine, 1-[(1R,4aS,10aR)-1,4a-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthren-1-yl]methanamine, 1-Phenanthrenemethanamine, 1,2,3,4,4a,9,10,10a-octahydro-1,4a-dimethyl-7-(1-methylethyl)-, (1R-(1alpha,4abeta,10aalpha))-, DS-18554, SMR001306713, SY008134, D1180, D1588, NS00019781, Abieta-8(14),9(11),12-trien-18-amine, (+)-Dehydroabietylamine, technical grade, 60%, EN300-7409771, Podocarpa-8,13-trien-15-amine, 13-isopropyl-, 13-Isopropyl-podocarpa-8,11,13  -trien-15-amine, BRD-K62289640-003-01-9, BRD-K62289640-003-02-7, Q15409408, Z2216889331, (1R,4aS,10aR)-1,2,3,4,4a,9,10,10a-Octahydro-1,4a-dimethyl-7-(1-methylethyl-1-phenanthrenemethanamine), 1-PHENANTHRENEMETHANAMINE 1,2,3,4,4A,9,10,10A-OCTAHYDRO-1,4A-DIMETHYL-7-(1-METHYLETHYL)-,(1R,4AS,10AR)-, 1-Phenanthrenemethanamine, 1,2,3,4,4a,9,10,10a-octahydro-1,4a-dimethyl-7-(1-methylethyl)-, (1R,4aS,10aR)-;Podocarpa-8,11,13-trien-15-amine, 13-isopropyl-, 1-Phenanthrenemethanamine,2,3,4,4a,9,10,10a-octahydro-1,4a-dimethyl-7-(1-methylethyl)-, [1R-(1.alpha.,4a.beta.,10a.alpha.)]-, 1078140-96-1, rel-((1R,4aS,10aR)-7-Isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthren-1-yl)methanamine
Theoretical properties:
molecular_formula: C20H31N
molecular_weight: 285.5 g/mol
exact_mass: 285.245649993 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 1
rotatable_bond_count: 2
heavy_atom_count: 21
topological_polar_surface_area: 26 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: PALE YELLOW VISCOUS LIQUID /TECHNICAL GRADE/
color: PALE YELLOW VISCOUS LIQUID /TECHNICAL GRADE/
melting_point: 317.65 deg K
density: 1.5460 at 20 °C /technical grade/
vapor_pressure: 0.0000042 [mmHg]
Descriptions:
pubchem: [(1R,4aS,10aR)-1,4a-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methanamine is a diterpenoid.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Leelamine (dehydroabietylamine) is a diterpene amine that has weak affinity for the cannabinoid receptors CB1 and CB2, as well as being an inhibitor of pyruvate dehydrogenase kinase. Optically active leelamine is also used as a chiral resolving agent for carboxylic acids.  Leelamine has been shown to be effective against certain cancer cells, independent from its activity on CB receptors or PDK1 - it accumulates inside the acidic lysosomes leading to disruption of intracellular cholesterol transport, autophagy and endocytosis followed by cell death.