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ChEBI
> Main
CHEBI:132715 - stepharine
Main
ChEBI Ontology
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ChEBI Name
stepharine
ChEBI ID
CHEBI:132715
Definition
An isoquinoline alkaloid with formula C
18
H
19
NO
3
that is isolated from several species of
Stephania
.
Stars
This entity has been manually annotated by the ChEBI Team.
Submitter
qingping liu
Supplier Information
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Formula
C18H19NO3
Net Charge
0
Average Mass
297.349
Monoisotopic Mass
297.13649
InChI
InChI=1S/C18H19NO3/c1-
21-
14-
9-
11-
5-
8-
19-
13-
10-
18(6-
3-
12(20)
4-
7-
18)
16(15(11)
13)
17(14)
22-
2/h3-
4,6-
7,9,13,19H,5,8,10H2,1-
2H3/t13-
/m1/s1
InChIKey
OGJKMZVUJJYWKO-CYBMUJFWSA-N
SMILES
C1=2C3(C[C@@]4(C1=C(C=C(C2OC)OC)CCN4)[H])C=CC(C=C3)=O
Metabolite of Species
Details
Annona muricata
(NCBI:txid13337)
Found in root
(BTO:0001188)
. See:
PubMed
Annona muricata
(NCBI:txid13337)
Found in stem
(BTO:0001300)
. See:
PubMed
Annona muricata
(NCBI:txid13337)
Found in leaf
(BTO:0000713)
. See:
PubMed
Stephania dentifolia
(NCBI:txid1501456)
Found in root
(BTO:0001188)
. See:
PubMed
Stephania viridiflavens
(NCBI:txid1501474)
Found in root
(BTO:0001188)
. See:
PubMed
Stephania yunnanensis
(NCBI:txid152371)
See:
PubMed
Sarcopetalum harveyanum
(NCBI:txid461626)
See:
PubMed
Roles Classification
Chemical Role
(s):
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Br
o
nsted acid).
(via
organic amino compound
)
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.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via
alkaloid
)
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
stepharine (
CHEBI:132715
)
has role
plant metabolite (
CHEBI:76924
)
stepharine (
CHEBI:132715
)
is a
aromatic ether (
CHEBI:35618
)
stepharine (
CHEBI:132715
)
is a
azaspiro compound (
CHEBI:35624
)
stepharine (
CHEBI:132715
)
is a
enone (
CHEBI:51689
)
stepharine (
CHEBI:132715
)
is a
isoquinoline alkaloid (
CHEBI:24921
)
stepharine (
CHEBI:132715
)
is a
organic heterotetracyclic compound (
CHEBI:38163
)
stepharine (
CHEBI:132715
)
is a
secondary amino compound (
CHEBI:50995
)
IUPAC Name
(8a'
R
)-
5',6'-
dimethoxy-
2',3',8',8a'-
tetrahydro-
1'
H
,4
H
-
spiro[cyclohexa-
2,5-
diene-
1,7'-
cyclopenta[
ij
]isoquinolin]-
4-
one
Synonyms
Sources
(+)-Stepharine
KNApSAcK
(
R
)-stepharine
ChEBI
AI3-34587
ChemIDplus
Manual Xrefs
Databases
C00025272
KNApSAcK
RU2377296
Patent
View more database links
Registry Numbers
Types
Sources
1548254
Reaxys Registry Number
Reaxys
2810-21-1
CAS Registry Number
ChemIDplus
Citations
Types
Sources
17401878
PubMed citation
Europe PMC
20645211
PubMed citation
Europe PMC
22041142
PubMed citation
Europe PMC
23713286
PubMed citation
Europe PMC
24696679
PubMed citation
Europe PMC
27976592
PubMed citation
Europe PMC
5037484
PubMed citation
Europe PMC
5828474
PubMed citation
Europe PMC
Last Modified
12 January 2017