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ChEBI
> Main
CHEBI:66544 - lancilactone C
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ChEBI Ontology
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ChEBI Name
lancilactone C
ChEBI ID
CHEBI:66544
Definition
A terpene lactone isolated from the stems and roots of
Kadsura lancilimba
and has been shown to exhibit anti-HIV activity.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C30H40O4
Net Charge
0
Average Mass
464.63620
Monoisotopic Mass
464.29266
InChI
InChI=1S/C30H40O4/c1-
18(2)
23-
9-
10-
25-
22(17-
21(23)
8-
12-
27(31)
32)
13-
15-
29(5)
24(14-
16-
30(25,29)
6)
20(4)
26-
11-
7-
19(3)
28(33)
34-
26/h7,9-
10,17,20,24,26H,8,11-
16H2,1-
6H3,(H,31,32)
/t20-
,24+,26-
,29+,30-
/m0/s1
InChIKey
TYAJEEFQBLTASC-NNIFVFKYSA-N
SMILES
[H][C@]1(CC=C(C)C(=O)O1)[C@@H](C)[C@@]1([H])CC[C@@]2(C)C3=C(CC[C@]12C)C=C(CCC(O)=O)C(C=C3)=C(C)C
Metabolite of Species
Details
Kadsura lancilimba
(NCBI:txid105749)
Found in stem
(BTO:0001300)
. See:
PubMed
Kadsura lancilimba
(NCBI:txid105749)
Found in root
(BTO:0001188)
. See:
PubMed
Roles Classification
Chemical Role
(s):
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Br
o
nsted base).
(via
oxoacid
)
Biological Role
(s):
anti-HIV agent
An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
lancilactone C (
CHEBI:66544
)
has role
anti-HIV agent (
CHEBI:64946
)
lancilactone C (
CHEBI:66544
)
has role
metabolite (
CHEBI:25212
)
lancilactone C (
CHEBI:66544
)
is a
δ-lactone (
CHEBI:18946
)
lancilactone C (
CHEBI:66544
)
is a
monocarboxylic acid (
CHEBI:25384
)
lancilactone C (
CHEBI:66544
)
is a
terpene lactone (
CHEBI:37668
)
lancilactone C (
CHEBI:66544
)
is a
tricyclic triterpenoid (
CHEBI:52340
)
IUPAC Name
3-
[(3
R
,3a
R
,10b
R
)-
3a,10b-
dimethyl-
3-
{(1
S
)-
1-
[(2
S
)-
5-
methyl-
6-
oxo-
3,6-
dihydro-
2
H
-
pyran-
2-
yl]ethyl}-
8-
(propan-
2-
ylidene)-
1,2,3,3a,4,5,8,10b-
octahydrocyclohepta[
e
]inden-
7-
yl]propanoic acid
Registry Number
Type
Source
218915-17-4
CAS Registry Number
ChemIDplus
Citations
Types
Sources
37326375
PubMed citation
Europe PMC
9917290
PubMed citation
Europe PMC
Last Modified
17 August 2023