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Details

Stereochemistry ACHIRAL
Molecular Formula C12H15NO3.ClH
Molecular Weight 257.713
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of HYDROCOTARNINE HYDROCHLORIDE ANHYDROUS

SMILES

Cl.COC1=C2OCOC2=CC3=C1CN(C)CC3

InChI

InChIKey=RIRUUBOQEZYITM-UHFFFAOYSA-N
InChI=1S/C12H15NO3.ClH/c1-13-4-3-8-5-10-12(16-7-15-10)11(14-2)9(8)6-13;/h5H,3-4,6-7H2,1-2H3;1H

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C12H15NO3
Molecular Weight 221.2524
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including: https://www.ncbi.nlm.nih.gov/pubmed/19252340

Hydrocotarnine is a crystalline alkaloid, obtained from opium and also formed by the reduction of cotarnine. It is a non-narcotic opium alkaloid. Hydrocotarnine is supposed to potentiate the analgesic effect of oxycodone with unknown mechanism.

CNS Activity

Curator's Comment: The tests were performed at different time periods (5, 15, 45 and 120 min) after male and female Wistar rats were treated with seized heroin. Seized heroin contained a mixture of opiate alkaloids, including hydrocotarnine. Opiate alkaloids were quantitatively determined in brain regions known for their high concentration of µ-opiate receptors: cortex, brainstem, amygdala and basal ganglia. Human data not available.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
18.4 µM [IC50]
6.63 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Compound injection of oxycodone and hydrocotarnine is effective for cancer pain treatment
PubMed

PubMed

TitleDatePubMed
Comparison of the various opiate alkaloid contaminants and their metabolites found in illicit heroin with 6-monoacetyl morphine as indicators of heroin ingestion.
2006 May
[Conversion ratio between intravenous oxycodone/hydrocotarnine and sustained-release oral oxycodone in patients with cancer pain].
2007 Dec
Patents

Sample Use Guides

injections of oxycodone and hydrocotarnine contains 8 mg of oxycodone hydrochloride and 2 mg of hydrocotarnine hydrochloride.
Route of Administration: Other
Hydrocotarnine (0.000388–38.8 mM) did not induce a significant change in the metabolic activities of CYP2C9, 2C19, and 2E1. Although weak inhibitory effects were observed on CYP3A4 and 2D6, the inhibition rate was less than 50% at the concentrations below 3.88 mM.
Substance Class Chemical
Created
by admin
on Sat Dec 16 00:30:52 GMT 2023
Edited
by admin
on Sat Dec 16 00:30:52 GMT 2023
Record UNII
XL050231LE
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
HYDROCOTARNINE HYDROCHLORIDE ANHYDROUS
Common Name English
1,3-DIOXOLO(4,5-G)ISOQUINOLINE, 5,6,7,8-TETRAHYDRO-4-METHOXY-6-METHYL-, HYDROCHLORIDE (1:1)
Systematic Name English
Code System Code Type Description
CAS
5985-55-7
Created by admin on Sat Dec 16 00:30:52 GMT 2023 , Edited by admin on Sat Dec 16 00:30:52 GMT 2023
PRIMARY
PUBCHEM
656658
Created by admin on Sat Dec 16 00:30:52 GMT 2023 , Edited by admin on Sat Dec 16 00:30:52 GMT 2023
PRIMARY
EPA CompTox
DTXSID50208574
Created by admin on Sat Dec 16 00:30:52 GMT 2023 , Edited by admin on Sat Dec 16 00:30:52 GMT 2023
PRIMARY
FDA UNII
XL050231LE
Created by admin on Sat Dec 16 00:30:52 GMT 2023 , Edited by admin on Sat Dec 16 00:30:52 GMT 2023
PRIMARY
Related Record Type Details
SOLVATE->ANHYDROUS
PARENT -> SALT/SOLVATE