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Details

Stereochemistry ABSOLUTE
Molecular Formula C8H11NO2
Molecular Weight 153.1784
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DEHYDROHELIOTRIDINE

SMILES

OCC1=C2[C@@H](O)CCN2C=C1

InChI

InChIKey=QFPRRXUPCPFWKD-ZETCQYMHSA-N
InChI=1S/C8H11NO2/c10-5-6-1-3-9-4-2-7(11)8(6)9/h1,3,7,10-11H,2,4-5H2/t7-/m0/s1

HIDE SMILES / InChI

Molecular Formula C8H11NO2
Molecular Weight 153.1784
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Metabolism, genotoxicity, and carcinogenicity of comfrey.
2010-10
Comfrey (Symphytum Officinale. l.) and Experimental Hepatic Carcinogenesis: A Short-term Carcinogenesis Model Study.
2010-06
High-performance liquid chromatography electrospray ionization tandem mass spectrometry for the detection and quantitation of pyrrolizidine alkaloid-derived DNA adducts in vitro and in vivo.
2010-03-15
Final report on carcinogens background document for riddelliine.
2008-08
Formation of DHP-derived DNA adducts from metabolic activation of the prototype heliotridine-type pyrrolizidine alkaloid, heliotrine.
2008-05-05
Metabolic activation of retronecine and retronecine N-oxide - formation of DHP-derived DNA adducts.
2008-04
Formation of DHP-derived DNA adducts in vivo from dietary supplements and chinese herbal plant extracts containing carcinogenic pyrrolizidine alkaloids.
2006-09
Formation of DHP-derived DNA adducts from metabolic activation of the prototype heliotridine-type pyrrolizidine alkaloid, lasiocarpine.
2006-01-08
Metabolic activation of the tumorigenic pyrrolizidine alkaloid, monocrotaline, leading to DNA adduct formation in vivo.
2005-08-08
Human liver microsomal reduction of pyrrolizidine alkaloid N-oxides to form the corresponding carcinogenic parent alkaloid.
2005-03-15
Comparison of hepatic in vitro metabolism of the pyrrolizidine alkaloid senecionine in sheep and cattle.
2004-11
Differential metabolism of the pyrrolizidine alkaloid, senecionine, in Fischer 344 and Sprague-Dawley rats.
2004-05
Metabolic formation of DHP-derived DNA adducts from a representative otonecine type pyrrolizidine alkaloid clivorine and the extract of Ligularia hodgsonnii hook.
2004-05
Riddelliine N-oxide is a phytochemical and mammalian metabolite with genotoxic activity that is comparable to the parent pyrrolizidine alkaloid riddelliine.
2003-12-10
Identification of DNA adducts derived from riddelliine, a carcinogenic pyrrolizidine alkaloid.
2003-09
Human liver microsomal metabolism and DNA adduct formation of the tumorigenic pyrrolizidine alkaloid, riddelliine.
2003-01
Substance Class Chemical
Created
by admin
on Mon Mar 31 22:49:13 GMT 2025
Edited
by admin
on Mon Mar 31 22:49:13 GMT 2025
Record UNII
EGL727L56R
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DEHYDROHELIOTRIDINE
Common Name English
NSC-116336
Preferred Name English
HELIOTRIDINE, 3,8-DIDEHYDRO-
Common Name English
1H-PYRROLIZINE-7-METHANOL, 2,3-DIHYDRO-1-HYDROXY-, (1S)-
Systematic Name English
3,8-DEHYDROHELIOTRIDINE
Common Name English
(+)-DEHYDROHELIOTRIDINE
Common Name English
Code System Code Type Description
NSC
116336
Created by admin on Mon Mar 31 22:49:13 GMT 2025 , Edited by admin on Mon Mar 31 22:49:13 GMT 2025
PRIMARY
HSDB
3480
Created by admin on Mon Mar 31 22:49:13 GMT 2025 , Edited by admin on Mon Mar 31 22:49:13 GMT 2025
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EPA CompTox
DTXSID00181000
Created by admin on Mon Mar 31 22:49:13 GMT 2025 , Edited by admin on Mon Mar 31 22:49:13 GMT 2025
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PUBCHEM
272106
Created by admin on Mon Mar 31 22:49:13 GMT 2025 , Edited by admin on Mon Mar 31 22:49:13 GMT 2025
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FDA UNII
EGL727L56R
Created by admin on Mon Mar 31 22:49:13 GMT 2025 , Edited by admin on Mon Mar 31 22:49:13 GMT 2025
PRIMARY
CAS
26400-24-8
Created by admin on Mon Mar 31 22:49:13 GMT 2025 , Edited by admin on Mon Mar 31 22:49:13 GMT 2025
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