HYDROCOTARNINE HEMIHYDRATE

Details

Stereochemistry	ACHIRAL
Molecular Formula	2C12H15NO3.H2O
Molecular Weight	460.5201
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O.COC1=C2OCOC2=CC3=C1CN(C)CC3.COC4=C5OCOC5=CC6=C4CN(C)CC6

InChI

InChIKey=MJPRJAHJMAMYHA-UHFFFAOYSA-N

InChI=1S/2C12H15NO3.H2O/c2*1-13-4-3-8-5-10-12(16-7-15-10)11(14-2)9(8)6-13;/h2*5H,3-4,6-7H2,1-2H3;1H2

HIDE SMILES / InChI

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

Molecular Formula	H2O
Molecular Weight	18.0153
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: http://www.merriam-webster.com/medical/hydrocotarnine
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

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Cytochrome P450 3A4 127 Target ID: CHEMBL340 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19252340	Inhibitor 8297		18.4 µM [IC50]
Cytochrome P450 2D6 61 Target ID: CHEMBL289 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19252340	Inhibitor 8297		6.63 µM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Cancer pain 10 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19838028	Primary		Approved 8429	Unknown Approved Use Compound injection of oxycodone and hydrocotarnine is effective for cancer pain treatment

PubMed

Title	Date	PubMed
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	16803666
[Conversion ratio between intravenous oxycodone/hydrocotarnine and sustained-release oral oxycodone in patients with cancer pain].	2007 Dec	18079625
Effect of hydrocotarnine on cytochrome P450 and P-glycoprotein.	2009	19252340
[Efficacy and safety of continuous subcutaneous injection of the compound oxycodone in cancer pain management: the first 4-year audit].	2009 Oct	19838028
[Efficacy and safety of compound oxycodone injection for cancer pain relief-a multicenter survey of prescriptions].	2010 May	20495318

Patents

Sample Use Guides

In Vivo Use Guide

injections of oxycodone and hydrocotarnine contains 8 mg of oxycodone hydrochloride and 2 mg of hydrocotarnine hydrochloride.

Route of Administration: Other

In Vitro Use Guide

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 01:15:12 GMT 2023` Edited by `admin` on `Sat Dec 16 01:15:12 GMT 2023`
Record UNII	881P3SN1OD
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

HYDROCOTARNINE HEMIHYDRATE

Common Name

English

8-METHOXY-5,6-METHYLENEDIOXY-2-METHYL-1,2,3,4-TETRAHYDROISOQUINOLINE HEMIHYDRATE

Common Name

English

5,6,7,8-TETRAHYDRO-4-METHOXY-6-METHYL-1,3-DIOXOLO(4,5-G)ISOQUINOLINE HEMIHYDRATE

Common Name

English

HYDROCOTARNINE HEMIHYDRATE [MI]

Common Name

English

1,3-DIOXOLO(4,5-G)ISOQUINOLINE, 5,6,7,8-TETRAHYDRO-4-METHOXY-6-METHYL-, HYDRATE (2:1)

Systematic Name

English

Code System Code Type Description

FDA UNII

881P3SN1OD