Services
Research
Training
Industry
About us
ChEBI
Examples:
iron*
,
InChI=1S/CH4O/c1-2/h2H,1H3
,
caffeine
Advanced
Home
Advanced Search
Browse
Documentation
Download
Tools
About ChEBI
Submit
Contact us
DiNA
Statistics
Entity of the Month
Periodic Table
Ontology
Train online
User Manual
Annotation Manual
Developer Manual
FAQ's
BiNChE
libChEBI
Web Services
ChEBI
> Main
CHEBI:82619 - icariside II
Main
ChEBI Ontology
Automatic Xrefs
Reactions
Pathways
Models
ChEBI Name
icariside II
ChEBI ID
CHEBI:82619
Definition
A glycosyloxyflavone that is 3,5,7-trihydroxy-4'-methoxy-8-prenylflavone in which the hydroxy group at position 3 has been converted into its α-
L
-rhamnopyranoside.
Stars
This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download
Molfile
XML
SDF
Find compounds which contain this structure
Find compounds which resemble this structure
Take structure to the Advanced Search
Formula
C27H30O10
Net Charge
0
Average Mass
514.52110
Monoisotopic Mass
514.18390
InChI
InChI=1S/C27H30O10/c1-
12(2)
5-
10-
16-
17(28)
11-
18(29)
19-
21(31)
26(37-
27-
23(33)
22(32)
20(30)
13(3)
35-
27)
24(36-
25(16)
19)
14-
6-
8-
15(34-
4)
9-
7-
14/h5-
9,11,13,20,22-
23,27-
30,32-
33H,10H2,1-
4H3/t13-
,20-
,22+,23+,27-
/m0/s1
InChIKey
NGMYNFJANBHLKA-LVKFHIPRSA-N
SMILES
COc1ccc(cc1)-c1oc2c(CC=C(C)C)c(O)cc(O)c2c(=O)c1O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O
Metabolite of Species
Details
Epimedium koreanum
(NCBI:txid63351)
Found in root
(BTO:0001188)
. See:
PubMed
Roles Classification
Biological Role
(s):
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application
(s):
anti-inflammatory agent
Any compound that has anti-inflammatory effects.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
icariside II (
CHEBI:82619
)
has functional parent
α-
L
-rhamnopyranose (
CHEBI:27907
)
icariside II (
CHEBI:82619
)
has role
anti-inflammatory agent (
CHEBI:67079
)
icariside II (
CHEBI:82619
)
has role
antineoplastic agent (
CHEBI:35610
)
icariside II (
CHEBI:82619
)
has role
apoptosis inducer (
CHEBI:68495
)
icariside II (
CHEBI:82619
)
has role
plant metabolite (
CHEBI:76924
)
icariside II (
CHEBI:82619
)
is a
glycosyloxyflavone (
CHEBI:50018
)
IUPAC Name
5,7-
dihydroxy-
2-
(4-
methoxyphenyl)-
8-
(3-
methylbut-
2-
en-
1-
yl)-
4-
oxo-
4
H
-
chromen-
3-
yl 6-
deoxy-
α-
L
-
mannopyranoside
Synonyms
Sources
3,5,7-trihydroxy-4'-methoxy-8-prenylflavone-3-
O
-α-
L
-rhamnopyranoside
ChEBI
3,5,7-trihydroxy-4'-methoxy-8-prenylflavone-3-
O
-rhamnopyranoside
ChemIDplus
anhydroicaritin-3-
O
-α-
L
-rhamnopyranoside
ChEBI
baohuoside I
ChemIDplus
Registry Numbers
Types
Sources
113558-15-9
CAS Registry Number
ChemIDplus
71248
Reaxys Registry Number
Reaxys
Citations
Types
Sources
20026390
PubMed citation
Europe PMC
22216122
PubMed citation
Europe PMC
22403279
PubMed citation
Europe PMC
22493659
PubMed citation
Europe PMC
22687635
PubMed citation
Europe PMC
22743248
PubMed citation
Europe PMC
22785466
PubMed citation
Europe PMC
23028219
PubMed citation
Europe PMC
23368920
PubMed citation
Europe PMC
23526545
PubMed citation
Europe PMC
23720245
PubMed citation
Europe PMC
23807305
PubMed citation
Europe PMC
24607839
PubMed citation
Europe PMC
24858929
PubMed citation
Europe PMC
25076022
PubMed citation
Europe PMC
Last Modified
28 April 2020