Norbuprenorphine

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Norbuprenorphine
Systematic (IUPAC) name
N/A
Identifiers
CAS number  ?
ATC code  ?
PubChem 114976
Chemical data
Formula C25H35NO4
Mol. mass 413.5497
SMILES eMolecules & PubChem
Pharmacokinetic data
Bioavailability  ?
Metabolism  ?
Half life  ?
Excretion  ?
Therapeutic considerations
Pregnancy cat.

?

Legal status
Routes  ?

[edit] Description

metabolite of buprenorphine found in urine and feces; RN given refers to (5alpha,7alpha)-isomer;

Norbuprenorphine is the active, dealkylated metabolite of buprenorphine. However, it has a slightly different binding profile to opioid receptors, acting as a stronger partial agonist at the mu opioid receptor than buprenorphine itself, as well as being a potent full agonist for the nociceptin receptor.[1] Although Norbuprenorphine is a stronger metabolite than Buprenorphine, it does not readily cross the blood brain barrier.

[edit] General Properties

*Molecular Weight

413.5497

*Molecular Formula

C25H35NO4

*IUPAC NAME

N/A

*Canonical Smiles

CC(C)(C)C(C)(C1CC23CCC1(C4C25CCNC3CC6=C5C(=C(C=C6)O)O4)OC)O

*Isomeric Smiles

CC(C)(C)[C@](C)([C@H]1C[C@@]23CC[C@@]1([C@H]4[C@@]25CCN[C@@H]3CC6=C5C(=C(C=C6)O)O4)OC)O

*XLogP

2.9

*Topological Polar Surface Area

71

[edit] External Links

Link to BIAdb Database