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Leelamine hydrochloride

CAT: 0931-T11834Size: 2 mgDry Ice: NoHazardous: No
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CAT#:0931-T11834Size:2 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
16496-99-4
Target
Cannabinoid Receptor, Androgen Receptor, Fatty Acid Synthase, Others
Related Pathways
Metabolism, Others, Endocrinology/Hormones, GPCR/G Protein
Bioactivity
Leelamine hydrochloride, a tricyclic diterpene extracted from pine tree bark, inhibits the transcriptional activity of the androgen receptor, known to regulate fatty acid synthesis [2,3]. This compound acts as a cannabinoid receptor type 1 (CB1) agonist and suppresses SREBP1-regulated fatty acid/lipid synthesis in prostate cancer cells, irrespective of androgen receptor status.
Smiles
C[C@@]12C=3C(CC[C@]1([C@@](CN)(C)CCC2)[H])=CC(C(C)C)=CC3.Cl
Molecular Formula
C20H32ClN
Molecular Weight
321.93
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Leelamine Hydrochloride
CAS Number16496-99-4
PubChem CID16759156
IUPAC Name[(1R,4aS,10aR)-1,4a-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methanamine;hydrochloride
Molecular FormulaC20H32ClN
Molecular Weight321.9
Topological Polar Surface Area26
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count1
Rotatable Bond Count2
Heavy Atom Count22
Formal Charge0
Complexity376
SMILES
CC(C)C1=CC2=C(C=C1)[C@]3(CCC[C@@]([C@@H]3CC2)(C)CN)C.Cl
InChI
InChI=1S/C20H31N.ClH/c1-14(2)15-6-8-17-16(12-15)7-9-18-19(3,13-21)10-5-11-20(17,18)4;/h6,8,12,14,18H,5,7,9-11,13,21H2,1-4H3;1H/t18-,19-,20+;/m0./s1
InChIKey
CVPQLGCAWUAYPF-WFBUOHSLSA-N
Chemical Structure
2D Structure
2D structure of Leelamine Hydrochloride
CAS: 16496-99-4
CID: 16759156
Formula: C20H32ClN
MW: 321.9
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight321.9
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count1
Rotatable Bond Count2
Exact Mass321.2223277
Monoisotopic Mass321.2223277
Topological Polar Surface Area26 Ų
Heavy Atom Count22
Formal Charge0
Complexity376
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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