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Details

Stereochemistry ABSOLUTE
Molecular Formula C19H17N3O
Molecular Weight 303.3578
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of EVODIAMINE

SMILES

[H][C@]12N(C)C3=C(C=CC=C3)C(=O)N1CCC4=C2NC5=CC=CC=C45

InChI

InChIKey=TXDUTHBFYKGSAH-SFHVURJKSA-N
InChI=1S/C19H17N3O/c1-21-16-9-5-3-7-14(16)19(23)22-11-10-13-12-6-2-4-8-15(12)20-17(13)18(21)22/h2-9,18,20H,10-11H2,1H3/t18-/m0/s1

HIDE SMILES / InChI

Molecular Formula C19H17N3O
Molecular Weight 303.3578
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: Description was created based on several sources, including https://examine.com/supplements/evodia-rutaecarpa

Evodiamine, a naturally occurring indole alkaloid, is one of the main bioactive ingredients of Evodia Rutaecara, the dried unripe fruit of which is also known as Wu zhu yu (Wu Zhu Yu, interchangeably) or Evodia Fruit. Evodia Fruit used in Traditional Chinese Medicine for the purposes of warmth, intestinal comfort (specifically; to alleviate abdominal pain, acid regurgitation, nausea and diarrhea), dysmenorrheal, and fighting inflammation and infections. With respect to the pharmacological actions of evodiamine, more attention has been paid to beneficial effects in insults involving cancer, obesity, nociception, inflammation, cardiovascular diseases, Alzheimer's disease, infectious diseases and thermo-regulative effects. Evodiamine has evolved a superior ability to bind various proteins including TRPV1, the aryl hydrocarbon receptor (AhR), and topoisomerases I and II. There are currently no human studies on evodia rutaecarpa berries or evodiamine.

CNS Activity

Curator's Comment: Evodiamine is CNS active in rodents. No human data available.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Pharmacological actions of multi-target-directed evodiamine.
2013 Jan 31
Pretreatment by evodiamine is neuroprotective in cerebral ischemia: up-regulated pAkt, pGSK3β, down-regulated NF-κB expression, and ameliorated BBB permeability.
2014 Aug
Antidepressant-like effect of evodiamine on chronic unpredictable mild stress rats.
2015 Feb 19
Patents

Sample Use Guides

In Vivo Use Guide
Sources: https://examine.com/supplements/evodia-rutaecarpa/ bodybuilding.com/store/evo.html
Evodiamine is an active component of Evodia Rutaecara, the dried unripe fruit of which is also known as Wu zhu yu (Wu Zhu Yu, interchangeably) or Evodia Fruit, is a herb used in Traditional Chinese Medicine at doses of 3-9 grams (of the berries) thrice a day for the purposes of warmth, intestinal comfort (specifically; to alleviate abdominal pain, acid regurgitation, nausea and diarrhea), dysmenorrheal, and fighting inflammation and infections. In addition evodiamine is main component of a number of dietary supplement wich may help to promote diuresis and fat metabolism and increase energy.
Route of Administration: Oral
20-40 μM evodiamine treatment for 24-48 h strongly reduced the growth and survival of human lung cancer A549 and H1299 cells
Substance Class Chemical
Created
by admin
on Sat Dec 16 09:03:03 GMT 2023
Edited
by admin
on Sat Dec 16 09:03:03 GMT 2023
Record UNII
C01825BVNL
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
EVODIAMINE
MI   WHO-DD  
Common Name English
D-EVODIAMINE
Common Name English
EVODIAMINE, (+)-
Common Name English
EVODIAMINE [MI]
Common Name English
Evodiamine [WHO-DD]
Common Name English
(+)-EVODIAMINE
Common Name English
INDOLO(2',3':3,4)PYRIDO(2,1-B)QUINAZOLIN-5(7H)-ONE, 8,13,13B,14-TETRAHYDRO-14-METHYL-, (13BS)-
Systematic Name English
Classification Tree Code System Code
DSLD 2858 (Number of products:108)
Created by admin on Sat Dec 16 09:03:03 GMT 2023 , Edited by admin on Sat Dec 16 09:03:03 GMT 2023
Code System Code Type Description
RXCUI
2199291
Created by admin on Sat Dec 16 09:03:03 GMT 2023 , Edited by admin on Sat Dec 16 09:03:03 GMT 2023
PRIMARY
EPA CompTox
DTXSID10966123
Created by admin on Sat Dec 16 09:03:03 GMT 2023 , Edited by admin on Sat Dec 16 09:03:03 GMT 2023
PRIMARY
SMS_ID
300000033934
Created by admin on Sat Dec 16 09:03:03 GMT 2023 , Edited by admin on Sat Dec 16 09:03:03 GMT 2023
PRIMARY
CAS
518-17-2
Created by admin on Sat Dec 16 09:03:03 GMT 2023 , Edited by admin on Sat Dec 16 09:03:03 GMT 2023
PRIMARY
WIKIPEDIA
Evodiamine
Created by admin on Sat Dec 16 09:03:03 GMT 2023 , Edited by admin on Sat Dec 16 09:03:03 GMT 2023
PRIMARY
PUBCHEM
442088
Created by admin on Sat Dec 16 09:03:03 GMT 2023 , Edited by admin on Sat Dec 16 09:03:03 GMT 2023
PRIMARY
FDA UNII
C01825BVNL
Created by admin on Sat Dec 16 09:03:03 GMT 2023 , Edited by admin on Sat Dec 16 09:03:03 GMT 2023
PRIMARY
MERCK INDEX
m5221
Created by admin on Sat Dec 16 09:03:03 GMT 2023 , Edited by admin on Sat Dec 16 09:03:03 GMT 2023
PRIMARY Merck Index