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Oxilorphan

CAT: 0931-T25910-01Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0931-T25910-01Size:25 mg
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CAS Number
42281-59-4
Target
Others
Related Pathways
Others
Bioactivity
Oxilorphan acts as a μ-opioid receptor (MOR) antagonist but a κ-opioid receptor (KOR) partial agonist and has similar effects to naloxone and around the same potency as a MOR antagonist. Oxilorphan has some weak partial agonist actions at the MOR and can produce hallucinogenic/dissociative effects at sufficient doses, indicative of KOR activation. The KOR agonist effects of oxilorphan are associated with dysphoria, which combined with its hallucinogenic effects, serve to limit its clinical usefulness.
Smiles
O[C@@]12[C@@]3(C=4C(C[C@]1(N(CC5CC5)CC3)[H])=CC=C(O)C4)CCCC2
Molecular Formula
C20H27NO2
Molecular Weight
313.43
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Oxilorphan

RN given refers to cpd without isomeric designation

CAS Number42281-59-4
PubChem CID5361090
IUPAC Name(1S,9R,10S)-17-(cyclopropylmethyl)-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-triene-4,10-diol
Molecular FormulaC20H27NO2
Molecular Weight313.4
XLogP3.2
Topological Polar Surface Area43.7
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count2
Heavy Atom Count23
Formal Charge0
Complexity478
SMILES
C1CC[C@]2([C@H]3CC4=C([C@]2(C1)CCN3CC5CC5)C=C(C=C4)O)O
InChI
InChI=1S/C20H27NO2/c22-16-6-5-15-11-18-20(23)8-2-1-7-19(20,17(15)12-16)9-10-21(18)13-14-3-4-14/h5-6,12,14,18,22-23H,1-4,7-11,13H2/t18-,19+,20-/m1/s1
InChIKey
STBZIDOIKQNFCQ-HSALFYBXSA-N
Chemical Structure
2D Structure
2D structure of Oxilorphan
CAS: 42281-59-4
CID: 5361090
Formula: C20H27NO2
MW: 313.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight313.4
XLogP33.2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count2
Exact Mass313.204179104
Monoisotopic Mass313.204179104
Topological Polar Surface Area43.7 Ų
Heavy Atom Count23
Formal Charge0
Complexity478
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
MBS5775642Oxilorphan

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