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:138224 - (13
R
)-
epi
-8,13-epoxylabd-14-ene
Main
ChEBI Ontology
Automatic Xrefs
Reactions
Pathways
Models
ChEBI Name
(13
R
)-
epi
-8,13-epoxylabd-14-ene
ChEBI ID
CHEBI:138224
ChEBI ASCII Name
(13R)-epi-8,13-epoxylabd-14-ene
Definition
A tricyclic diterpenoid that is isolated from plants and fungi and exhibits anti-bacterial protperties.
Stars
This entity has been manually annotated by the ChEBI Team.
Submitter
Kristian Axelsen
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
C20H34O
Net Charge
0
Average Mass
290.484
Monoisotopic Mass
290.26097
InChI
InChI=1S/C20H34O/c1-
7-
18(4)
13-
9-
16-
19(5)
12-
8-
11-
17(2,3)
15(19)
10-
14-
20(16,6)
21-
18/h7,15-
16H,1,8-
14H2,2-
6H3/t15-
,16+,18+,19-
,20+/m1/s1
InChIKey
IGGWKHQYMAJOHK-QVHQYWGISA-N
SMILES
CC1(CCC[C@]2(C)[C@]1([H])CC[C@@]3(O[C@@](CC[C@@]23[H])(C)C=C)C)C
Metabolite of Species
Details
Cistus creticus
(NCBI:txid191224)
Found in rhizome
(BTO:0001181)
. See:
PubMed
Cistus monspeliensis
(NCBI:txid335184)
Found in leaf
(BTO:0000713)
. See:
PubMed
Cistus monspeliensis
(NCBI:txid335184)
Found in fruit
(BTO:0000486)
. See:
PubMed
Cistus incanus
subsp.
creticus
(NCBI:txid393199)
Obtained from the essential oil See:
DOI
Phaeosphaeria
sp.
(NCBI:txid65784)
of strain L487 See:
PubMed
Roles Classification
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.
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
(13
R
)-
epi
-8,13-epoxylabd-14-ene (
CHEBI:138224
)
has role
antibacterial agent (
CHEBI:33282
)
(13
R
)-
epi
-8,13-epoxylabd-14-ene (
CHEBI:138224
)
has role
fungal metabolite (
CHEBI:76946
)
(13
R
)-
epi
-8,13-epoxylabd-14-ene (
CHEBI:138224
)
has role
plant metabolite (
CHEBI:76924
)
(13
R
)-
epi
-8,13-epoxylabd-14-ene (
CHEBI:138224
)
is a
cyclic ether (
CHEBI:37407
)
(13
R
)-
epi
-8,13-epoxylabd-14-ene (
CHEBI:138224
)
is a
labdane diterpenoid (
CHEBI:36770
)
(13
R
)-
epi
-8,13-epoxylabd-14-ene (
CHEBI:138224
)
is a
organic heterotricyclic compound (
CHEBI:26979
)
(13
R
)-
epi
-8,13-epoxylabd-14-ene (
CHEBI:138224
)
is a
tricyclic diterpenoid (
CHEBI:79084
)
IUPAC Name
(3
R
,4a
S
,6a
R
,10a
R
,10b
S
)-
3-
ethenyl-
3,4a,7,7,10a-
pentamethyldodecahydro-
1
H
-
naphtho[2,1-
b
]pyran
Synonyms
Sources
(-)-ent-13-epi-Manoyl oxide
KNApSAcK
ent
-13-
epi
-manoyl oxide
UniProt
Manual Xrefs
Databases
C00043487
KNApSAcK
CPD-20258
MetaCyc
View more database links
Registry Numbers
Types
Sources
27642-41-7
CAS Registry Number
KNApSAcK
7269026
Reaxys Registry Number
Reaxys
Citations
Types
Sources
11301869
PubMed citation
Europe PMC
12443786
PubMed citation
Europe PMC
15564689
PubMed citation
Europe PMC
17236091
PubMed citation
Europe PMC
26077765
PubMed citation
SUBMITTER
7765688
PubMed citation
Europe PMC
IND20393159
Agricola citation
Europe PMC
Last Modified
25 October 2017