U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C25H35NO4
Molecular Weight 413.5497
Optical Activity UNSPECIFIED
Defined Stereocenters 7 / 7
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DIHYDROETORPHINE

SMILES

CCC[C@@](C)(O)[C@H]1C[C@@]23CC[C@]1(OC)[C@@H]4OC5=C(O)C=CC6=C5[C@]24CCN(C)[C@@H]3C6

InChI

InChIKey=BRTSNYPDACNMIP-FAWZKKEFSA-N
InChI=1S/C25H35NO4/c1-5-8-22(2,28)17-14-23-9-10-25(17,29-4)21-24(23)11-12-26(3)18(23)13-15-6-7-16(27)20(30-21)19(15)24/h6-7,17-18,21,27-28H,5,8-14H2,1-4H3/t17-,18-,21-,22-,23-,24+,25-/m1/s1

HIDE SMILES / InChI

Molecular Formula C25H35NO4
Molecular Weight 413.5497
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 7 / 7
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Paradoxical relationship between RAVE (relative activity versus endocytosis) values of several opioid receptor agonists and their liability to cause dependence.
2010-04
Tramadol and dihydroetorphine produce synergistic analgesic effect and postpones acute opiate tolerance in rats.
2005-12-25
The orvinols and related opioids--high affinity ligands with diverse efficacy profiles.
2004
Synthesis and biological evaluation of 14-alkoxymorphinans. 20. 14-phenylpropoxymetopon: an extremely powerful analgesic.
2003-09-11
Binding affinity to and dependence on some opioids in Sf9 insect cells expressing human mu-opioid receptor.
2003-09
Discriminative stimulus and antinociceptive effects of dihydroetorphine in rhesus monkeys.
2003-04
Cell death-inducing activity of opiates in human oral tumor cell lines.
2002-05-23
Biochemical characterisation of newly developed beta-etorphine and beta-dihydroetorphine derivatives.
2002-05-03
Dihydroetorphine: a potent analgesic: pharmacology, toxicology, pharmacokinetics, and clinical effects.
2002
Tolerance to analgesia and dependence liability by topical application of dihydroetorphine to hairless rats.
2001-07-06
Pharmacokinetic and pharmacodynamic evaluations of a potent analgesic, dihydroetorphine, in hairless rat.
2001-02
A protective effect against undesirable increase of dihydroetorphine permeation through damaged skin by using pressure-sensitive adhesive tape with an ethylene-vinyl acetate co-polymer membrane.
2001-01
Substance Class Chemical
Created
by admin
on Mon Mar 31 23:18:10 GMT 2025
Edited
by admin
on Mon Mar 31 23:18:10 GMT 2025
Record UNII
QQX8S479YV
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
IDS-ND-025
Preferred Name English
DIHYDROETORPHINE
WHO-DD  
Common Name English
TETRAHYDRO-7.ALPHA.-(1-HYDROXY-1-METHYLBUTYL)-6,14-ENDO-ETHANOORIPAVINE
Common Name English
Dihydroetorphine [WHO-DD]
Common Name English
6,14-ETHENOMORPHINAN-7-METHANOL, 4,5-EPOXY-18,19-DIHYDRO-3-HYDROXY-6-METHOXY-.ALPHA.,17-DIMETHYL-.ALPHA.-PROPYL-, (.ALPHA.R,5.ALPHA.,7.ALPHA.)
Common Name English
7,8-DIHYDRO-7.ALPHA.-(1-(R)-HYDROXY-1-METHYLBUTYL)-6,14-ENDOETHANOTETRAHYDROORIPAVINE
Systematic Name English
R-dihydroetorphine
Common Name English
Classification Tree Code System Code
DEA NO. 9334
Created by admin on Mon Mar 31 23:18:10 GMT 2025 , Edited by admin on Mon Mar 31 23:18:10 GMT 2025
Code System Code Type Description
PUBCHEM
107765
Created by admin on Mon Mar 31 23:18:10 GMT 2025 , Edited by admin on Mon Mar 31 23:18:10 GMT 2025
PRIMARY
EVMPD
SUB195347
Created by admin on Mon Mar 31 23:18:10 GMT 2025 , Edited by admin on Mon Mar 31 23:18:10 GMT 2025
PRIMARY
WIKIPEDIA
DIHYDROETORPHINE
Created by admin on Mon Mar 31 23:18:10 GMT 2025 , Edited by admin on Mon Mar 31 23:18:10 GMT 2025
PRIMARY
EPA CompTox
DTXSID60905082
Created by admin on Mon Mar 31 23:18:10 GMT 2025 , Edited by admin on Mon Mar 31 23:18:10 GMT 2025
PRIMARY
CAS
14357-76-7
Created by admin on Mon Mar 31 23:18:10 GMT 2025 , Edited by admin on Mon Mar 31 23:18:10 GMT 2025
PRIMARY
SMS_ID
100000181584
Created by admin on Mon Mar 31 23:18:10 GMT 2025 , Edited by admin on Mon Mar 31 23:18:10 GMT 2025
PRIMARY
DRUG BANK
DB01450
Created by admin on Mon Mar 31 23:18:10 GMT 2025 , Edited by admin on Mon Mar 31 23:18:10 GMT 2025
PRIMARY
FDA UNII
QQX8S479YV
Created by admin on Mon Mar 31 23:18:10 GMT 2025 , Edited by admin on Mon Mar 31 23:18:10 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> DERIVATIVE
7,8-dihydro-7α-[1-(R)-hydroxy-1-methylbutyl]-6,14-endoethanotetrahydrooripavine (derivative of etorphine) as per INCB
TARGET -> AGONIST
Ki
PARENT -> DERIVATIVE
TARGET -> AGONIST
Opioid agonists acting at nociception/ orphanin FQ, ?-opioid, and ?-opioid receptors may counteract, at least in part, the respiratory depression induced by the activation of the ?-opioid receptor.
Ki
SALT/SOLVATE -> PARENT
TARGET -> AGONIST
Ki
TARGET->WEAK AGONIST
Ki
Related Record Type Details
ACTIVE MOIETY
Several thousand times stronger than morphine (between 1000× and 12000× more potent depending what method is used for comparison