Phyto4Health

Buprenorphine

Representations & DB's id

ChEBI: CHEBI:3216
ChEMBL: CHEMBL560511
PubChem: 644073
IUPAC: (1S,2S,6R,14R,15R,16R)-5-(cyclopropylmethyl)-16-[(2S)-2-hydroxy-3,3-dimethylbutan-2-yl]-15-methoxy-13-oxa-5-azahexacyclo[13.2.2.12,8.01,6.02,14.012,20]icosa-8(20),9,11-trien-11-ol
Standard InChI: InChI=1S/C29H41NO4/c1-25(2,3)26(4,32)20-15-27-10-11-29(20,33-5)24-28(27)12-13-30(16-17-6-7-17)21(27)14-18-8-9-19(31)23(34-24)22(18)28/h8-9,17,20-21,24,31-32H,6-7,10-16H2,1-5H3/t20-,21-,24-,26+,27-,28+,29-/m1/s1
Standard InChI Key: RMRJXGBAOAMLHD-IHFGGWKQSA-N
SMILES: CO[C@]12CC[C@]3(C[C@@H]1[C@@](C(C)(C)C)(O)C)[C@@]14[C@H]2Oc2c4c(C[C@H]3N(CC1)CC1CC1)ccc2O

Molecular propeties

AlogP: 4.41
Hydrogen bonds acceptors: 5
Hydrogen bonds donors: 2
Rotatable bonds: 4
Number of rings: 8
Molecular Weight: 467.3
Topological polar surface area: 62.2
Number of aromatic rings: 1
Fsp3: 0.793
Number of carbons: 29

Plant sources

Part of plant Plant name Ref.
PlantPapaver somniferum

In vitro data

Activity Type Activity Value Target Name UniProt ID Ref.
Ki1.585 nMMu opioid receptorP35372