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Buprenorphine

Athanor · official

C29H41NO4 · 467.6 g/mol

IUPAC name: (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

Also called Subutex, Suboxone component, partial mu agonist, oripavine

Drugs
Open in Athanor
The structure of Buprenorphine
Drawn from its SMILES with RDKit
Acute toxicityHarmful or irritantHealth hazardDangerToxic if swallowed · Harmful if swallowed · Causes skin irritation · Causes serious eye irritation · May cause respiratory irritation · Suspected of damaging fertility or the unborn child · May cause harm to breast-fed children

Names and identifiers

IUPAC name
(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
Synonyms
Subutex, Suboxone component, partial mu agonist
+ 39 more

oripavine, Temgesic, Buprenophine, Buprenorfina, Buprenorphinum, Butrans, (-)-buprenorphine, buprenorphin, Sublocade, Brixadi, CHEBI:3216, 40D3SCR4GZ, CAM2038, DTXSID2022705, Transtec, 17-cyclopropylmethyl-4,5alpha-epoxy-7alpha-((S)-1-hydroxy-1,2,2-trimethylpropyl)-6-methoxy-6,14-endo-ethanomorphinan-3-ol, 2-(N-cyclopropylmethyl-4,5alpha-epoxy-3-hydroxy-6-methoxy-6,14-endo-ethanomorphinan-6alpha-yl)-3,3-dimethyl-2-butanol, 21-cyclopropyl-7alpha-[(S)-1-hydroxy-1,2,2-trimethylpropyl]-6,14-endo-ethano-6,7,8,14-tetrahydrooripavine, ALKS-5461 COMPONENT BUPRENORPHINE, (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, 2-[3-cyclopropylmethyl-11-hydroxy-15-methoxy-(14R)-13-oxa-3-azahexacyclo[13.2.2.12,8.01,6.06,14.07,12]icosa-7,9,11-trien-16-yl]-3,3-dimethyl-2-butanol, 6,14-Ethenomorphinan-7-methanol, 17-(cyclopropylmethyl)-alpha-(1,1-dimethylethyl)-4,5-epoxy-18,19-dihydro-3-hydroxy-6-methoxy-alpha-methyl-, (5-alpha,7-alpha-(S))-, 6,14-Ethenomorphinan-7-methanol, 17-(cyclopropylmethyl)-alpha-(1,1-dimethylethyl)-4,5-epoxy-18,19-dihydro-3-hydroxy-6-methoxy-alpha-methyl-, (5alpha,7alpha(S))-, Hapoctasin, Bupeaze, Buplast, Panitaz, Prenotrix, Reletrans, Sevodyne, Tephine, Zorbium, Butec, (1S,2R,6S,14R,15R,16R)-3-(cyclopropylmethyl)-16-((2S)-2-hydroxy-3,3-dimethylbutan-2-yl)-15-methoxy-13-oxa-3-azahexacyclo(13.2.2.1^(2,8).0^(1,6).0^(6,14).0^(7,12))icosa-7(12),8,10-trien-11-ol, (1S,2R,6S,14R,15R,16R)-3-(cyclopropylmethyl)-16-((2S)-2-hydroxy-3,3-dimethylbutan-2-yl)-15-methoxy-13-oxa-3-azahexacyclo(13.2.2.1^(2,8).0^(1,6).0^(6,14).0^(7,12))icosa-7,9,11-trien-11-ol, (1S,2R,6S,14R,15R,16R)-3-(cyclopropylmethyl)-16-[(2S)-2-hydroxy-3,3-dimethylbutan-2-yl]-15-methoxy-13-oxa-3-azahexacyclo[13.2.2.1^{2,8}.0^{1,6}.0^{6,14}.0^{7,12}]icosa-7(12),8,10-trien-11-ol, (1S,2R,6S,14R,15R,16R)-3-(cyclopropylmethyl)-16-[(2S)-2-hydroxy-3,3-dimethylbutan-2-yl]-15-methoxy-13-oxa-3-azahexacyclo[13.2.2.1^{2,8}.0^{1,6}.0^{6,14}.0^{7,12}]icosa-7,9,11-trien-11-ol, (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, 2-(3-cyclopropylmethyl-11-hydroxy-15-methoxy-(14R)-13-oxa-3-azahexacyclo(13.2.2.12,8.01,6.06,14.07,12)icosa-7,9,11-trien-16-yl)-3,3-dimethyl-2-butanol

Molecular formula
C29H41NO4
Empirical formula
C29H41NO4
Molecular weight
467.6 g/mol
Exact mass
467.30356
CAS number
52485-79-7
PubChem CID
644073
Canonical SMILES
CC(C)(C)C(C)(C1CC23CCC1(C4C25CCN(C3CC6=C5C(=C(C=C6)O)O4)CC7CC7)OC)O
Isomeric SMILES
C[C@]([C@H]1C[C@@]23CC[C@@]1([C@H]4[C@@]25CCN([C@@H]3CC6=C5C(=C(C=C6)O)O4)CC7CC7)OC)(C(C)(C)C)O
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
InChIKey
RMRJXGBAOAMLHD-IHFGGWKQSA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Calculated

Heavy atoms
34
Rings
8
Aromatic rings
1
Fraction sp³ carbons (Fsp3)
0.79
H-bond donors
2
H-bond acceptors
5
Rotatable bonds
4 computed here · PubChem 5
TPSA (Ų)
62.2
Formal charge
0
XLogP3
5 PubChem
Complexity
869 PubChem
Stereocenters
7 definedCIP: C3: R · C6: S · C8: R · C9: S · C16: R · C25: S · C33: R
Double-bond geometry
None specified
Point group
C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

  • C74.48%
  • H8.84%
  • N3.00%
  • O13.68%

Isotope pattern

100%467.30432%468.3075.9%469.310470.313

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P
4.41 Crippen (Wildman and Crippen 1999)
log S (water solubility)
-5.39 ESOL (Delaney 2004), log mol/L
Synthetic accessibility
6.46 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

  • Molecular weight ≤ 500: 467.65
  • log P ≤ 5 (Crippen): 4.41
  • H-bond donors ≤ 5: 2
  • H-bond acceptors ≤ 10: 5

Passes all four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

Danger

Most widely reported: 91 company reports to ECHA. Source [1].

  • Acute toxicity
  • Harmful or irritant
  • Health hazard
  • H301Toxic if swallowed (86.8% of reports)
  • H302Harmful if swallowed (12.1% of reports)
  • H315Causes skin irritation (85.7% of reports)
  • H319Causes serious eye irritation (87.9% of reports)
  • H335May cause respiratory irritation (85.7% of reports)
  • H361Suspected of damaging fertility or the unborn child (12.1% of reports)
  • H362May cause harm to breast-fed children (11% of reports)

Precautionary statements: P203, P260, P261, P263, P264, P264+P265, P270, P271, P280, P301+P316, P301+P317, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501

Always read the supplier’s safety data sheet before working with it.

Spectra

Experimental spectra held by these sources; each link opens the source's own record.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

  1. [1]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
  2. [2]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
  3. [3]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
  4. [4]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
  5. ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
  6. ·Literature on PubChem

Data last updated 2026-10-14.