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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H26N2O4
Molecular Weight 370.4421
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 11-HYDROXYYOHIMBINE

SMILES

COC(=O)[C@H]1[C@@H](O)CC[C@H]2CN3CCC4=C(NC5=C4C=CC(O)=C5)[C@@H]3C[C@H]12

InChI

InChIKey=MIUYYRGOYGWVDO-JHZUCGOESA-N
InChI=1S/C21H26N2O4/c1-27-21(26)19-15-9-17-20-14(13-4-3-12(24)8-16(13)22-20)6-7-23(17)10-11(15)2-5-18(19)25/h3-4,8,11,15,17-19,22,24-25H,2,5-7,9-10H2,1H3/t11-,15-,17-,18-,19+/m0/s1

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Thermogenic effect of meltdown RTD energy drink in young healthy women: a double blind, cross-over design study.
2009-12-17
Effect of the dietary supplement Meltdown on catecholamine secretion, markers of lipolysis, and metabolic rate in men and women: a randomized, placebo controlled, cross-over study.
2009-08-05
Dietary supplement increases plasma norepinephrine, lipolysis, and metabolic rate in resistance trained men.
2009-01-28
Thermogenic effect of an acute ingestion of a weight loss supplement.
2009-01-06
The acute effects of the thermogenic supplement Meltdown on energy expenditure, fat oxidation, and hemodynamic responses in young, healthy males.
2008-12-16
Human sympathetic activation by alpha2-adrenergic blockade with yohimbine: Bimodal, epistatic influence of cytochrome P450-mediated drug metabolism.
2004-08
Hydroxylation of yohimbine in superacidic media: one-step access to human metabolites 10 and 11-hydroxyyohimbine.
2001-02
Name Type Language
11-HYDROXYYOHIMBINE
Common Name English
YOHIMBAN-16-CARBOXYLIC ACID, 11,17-DIHYDROXY-, METHYL ESTER, (16.ALPHA.,17.ALPHA.)-
Preferred Name English
Code System Code Type Description
FDA UNII
1T5DRZ63HS
Created by admin on Mon Mar 31 21:05:07 GMT 2025 , Edited by admin on Mon Mar 31 21:05:07 GMT 2025
PRIMARY
CAS
140405-13-6
Created by admin on Mon Mar 31 21:05:07 GMT 2025 , Edited by admin on Mon Mar 31 21:05:07 GMT 2025
PRIMARY
EPA CompTox
DTXSID60161328
Created by admin on Mon Mar 31 21:05:07 GMT 2025 , Edited by admin on Mon Mar 31 21:05:07 GMT 2025
PRIMARY
PUBCHEM
183814
Created by admin on Mon Mar 31 21:05:07 GMT 2025 , Edited by admin on Mon Mar 31 21:05:07 GMT 2025
PRIMARY