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Details

Stereochemistry ABSOLUTE
Molecular Formula C13H20O3
Molecular Weight 224.2961
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of VOMIFOLIOL, (+)-

SMILES

C[C@@H](O)\C=C\[C@@]1(O)C(C)=CC(=O)CC1(C)C

InChI

InChIKey=KPQMCAKZRXOZLB-KOIHBYQTSA-N
InChI=1S/C13H20O3/c1-9-7-11(15)8-12(3,4)13(9,16)6-5-10(2)14/h5-7,10,14,16H,8H2,1-4H3/b6-5+/t10-,13-/m1/s1

HIDE SMILES / InChI

Description
Curator's Comment: The description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/24436000 | https://www.ncbi.nlm.nih.gov/pubmed/15863927 | https://www.ncbi.nlm.nih.gov/pubmed/26916413

4-Hydroxy-4-(3-hydroxy-1-butenyl)-3,5,5-trimethyl-2-cyclohexen-1-one, (4S,3R)-(Z)-(±)- is a terpenoid and one of vomifoliol isomers.

Originator

Approval Year

Unknown
139594
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
[Vomifoliol: terpene alcohol isolated from leaves of Rauwolfia vomitoria Afz].
1969 Mar
Metabolites from carnivorous fungus Arthrobotrys entomopaga and their functional roles in fungal predatory ability.
2013 May 1
Patents

Patents

CN104788403
3

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
In vitro cytotoxicities of 1 (Blumenol A) against human tumor cell lines (A-549, MCF-7, HT-29, A-498, Pc-3) were carried out using standard 7day MTT assays.
Name Type Language
VOMIFOLIOL, (+)-
Common Name English
2-CYCLOHEXEN-1-ONE, 4-HYDROXY-4-(3-HYDROXY-1-BUTENYL)-3,5,5-TRIMETHYL-, (+)-
Systematic Name English
(6S,7E,9R)-6,9-DIHYDROXY-4,7-MEGASTIGMADIEN-3-ONE
Common Name English
ROSEOSIDE AGLYCON
Common Name English
2-CYCLOHEXEN-1-ONE, 4-HYDROXY-4-((1E,3R)-3-HYDROXY-1-BUTENYL)-3,5,5-TRIMETHYL-, (4S)-
Systematic Name English
VOMIFOLIOL
Common Name English
(+)-BLUMENOL A
Common Name English
(6S,9R)-6-HYDROXY-3-OXO-.ALPHA.-IONOL
Common Name English
2-CYCLOHEXEN-1-ONE, 4-HYDROXY-4-(3-HYDROXY-1-BUTENYL)-3,5,5-TRIMETHYL-, (S-(R*,S*-(E)))-
Common Name English
(6S,9R)-VOMIFOLIOL
Common Name English
2-CYCLOHEXEN-1-ONE, 4-HYDROXY-4-((1E,3R)-3-HYDROXY-1-BUTEN-1-YL)-3,5,5-TRIMETHYL-, (4S)-
Systematic Name English
(+)-VOMIFOLIOL
Common Name English
Code System Code Type Description
CAS
23526-45-6
Created by admin on Sat Dec 16 03:58:16 GMT 2023 , Edited by admin on Sat Dec 16 03:58:16 GMT 2023
PRIMARY
CHEBI
28258
Created by admin on Sat Dec 16 03:58:16 GMT 2023 , Edited by admin on Sat Dec 16 03:58:16 GMT 2023
PRIMARY
FDA UNII
P86438KC5J
Created by admin on Sat Dec 16 03:58:16 GMT 2023 , Edited by admin on Sat Dec 16 03:58:16 GMT 2023
PRIMARY
EPA CompTox
DTXSID601009964
Created by admin on Sat Dec 16 03:58:16 GMT 2023 , Edited by admin on Sat Dec 16 03:58:16 GMT 2023
PRIMARY
MESH
C525026
Created by admin on Sat Dec 16 03:58:16 GMT 2023 , Edited by admin on Sat Dec 16 03:58:16 GMT 2023
PRIMARY
CHEBI
49164
Created by admin on Sat Dec 16 03:58:16 GMT 2023 , Edited by admin on Sat Dec 16 03:58:16 GMT 2023
PRIMARY
PUBCHEM
5280462
Created by admin on Sat Dec 16 03:58:16 GMT 2023 , Edited by admin on Sat Dec 16 03:58:16 GMT 2023
PRIMARY
SUBSTANCE RECORD
Structure of VOMIFOLIOL, (+)-
NIH
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