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> Main
CHEBI:132401 - marmesinin
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ChEBI Ontology
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ChEBI Name
marmesinin
ChEBI ID
CHEBI:132401
Definition
A member of the class of psoralens that is (−)-marmesin in which the hydroxy hydrogen is replaced by a β-
D
-glucosyl residue.
Stars
This entity has been manually annotated by the ChEBI Team.
Submitter
qingping liu
Supplier Information
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Molfile
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Formula
C20H24O9
Net Charge
0
Average Mass
408.400
Monoisotopic Mass
408.14203
InChI
InChI=1S/C20H24O9/c1-
20(2,29-
19-
18(25)
17(24)
16(23)
13(8-
21)
28-
19)
14-
6-
10-
5-
9-
3-
4-
15(22)
27-
11(9)
7-
12(10)
26-
14/h3-
5,7,13-
14,16-
19,21,23-
25H,6,8H2,1-
2H3/t13-
,14+,16-
,17+,18-
,19+/m1/s1
InChIKey
HXCGUCZXPFBNRD-NEDVQNLSSA-N
SMILES
O1[C@@H](CC2=C1C=C3OC(=O)C=CC3=C2)C(O[C@@H]4O[C@@H]([C@@H](O)[C@H](O)[C@H]4O)CO)(C)C
Metabolite of Species
Details
Ligusticopsis wallichiana
(NCBI:txid239653)
Found in root
(BTO:0001188)
. See:
PubMed
Aegle marmelos
(NCBI:txid68527)
Found in fruit
(BTO:0000486)
. See:
PubMed
Angelica dahurica
var.
formosana
(NCBI:txid714446)
Found in root
(BTO:0001188)
. See:
PubMed
Cnidium monnieri
(NCBI:txid94007)
Found in fruit
(BTO:0000486)
. See:
PubMed
Roles Classification
Chemical Role
(s):
antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role
(s):
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
P450 inhibitor
An enzyme inhibitor that interferes with the activity of cytochrome P450 involved in catalysis of organic substances.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
marmesinin (
CHEBI:132401
)
has functional parent
nodakenetin (
CHEBI:132623
)
marmesinin (
CHEBI:132401
)
has role
antioxidant (
CHEBI:22586
)
marmesinin (
CHEBI:132401
)
has role
P450 inhibitor (
CHEBI:50183
)
marmesinin (
CHEBI:132401
)
has role
plant metabolite (
CHEBI:76924
)
marmesinin (
CHEBI:132401
)
is a
β-
D
-glucoside (
CHEBI:22798
)
marmesinin (
CHEBI:132401
)
is a
monosaccharide derivative (
CHEBI:63367
)
marmesinin (
CHEBI:132401
)
is a
psoralens (
CHEBI:26369
)
IUPAC Name
2-
[(2
S
)-
7-
oxo-
2,3-
dihydro-
7
H
-
furo[3,2-
9
][1]benzopyran-
2-
yl]propan-
2-
yl β-
D
-
glucopyranoside
Synonyms
Sources
(−)-marmesin β-
D
-glucoside
ChEBI
(-)-Marmesinin
ChemIDplus
(S)-2-(1-(beta-D-Glucopyranosyloxy)-1-methylethyl)-2,3-dihydro-7H-furo(3,2-g)(1)benzopyran-7-one
ChemIDplus
Ammijin
ChemIDplus
Manual Xref
Database
C00029680
KNApSAcK
View more database links
Registry Numbers
Types
Sources
495-30-7
CAS Registry Number
KNApSAcK
495-30-7
CAS Registry Number
ChemIDplus
98702
Reaxys Registry Number
Reaxys
Citations
Types
Sources
15271422
PubMed citation
Europe PMC
23721280
PubMed citation
Europe PMC
26247834
PubMed citation
Europe PMC
26552172
PubMed citation
Europe PMC
26653144
PubMed citation
Europe PMC
26975106
PubMed citation
Europe PMC
27054911
PubMed citation
Europe PMC
Last Modified
11 July 2016