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ChEBI
> Main
CHEBI:82799 - (
R
)-nephthenol
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ChEBI Name
(
R
)-nephthenol
ChEBI ID
CHEBI:82799
ChEBI ASCII Name
(R)-nephthenol
Definition
A cembrane diterpenoid obtained by regio- and stereoselective hydration of the exocyclic double bond of cembrene C.
Stars
This entity has been manually annotated by the ChEBI Team.
Submitter
Kristian Axelsen
Supplier Information
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Formula
C20H34O
Net Charge
0
Average Mass
290.48340
Monoisotopic Mass
290.26097
InChI
InChI=1S/C20H34O/c1-
16-
8-
6-
10-
17(2)
12-
14-
19(20(4,5)
21)
15-
13-
18(3)
11-
7-
9-
16/h8,11-
12,19,21H,6-
7,9-
10,13-
15H2,1-
5H3/b16-
8+,17-
12+,18-
11+/t19-
/m0/s1
InChIKey
ZJWQYSDAWSDJRA-QPHFJTKNSA-N
SMILES
C\C1=C/CC\C(C)=C\C[C@@H](CC\C(C)=C\CC1)C(C)(C)O
Roles Classification
Biological Role
(s):
coral metabolite
Any animal metabolite produced during a metabolic reaction in corals (marine invertebrates).
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
(
R
)-nephthenol (
CHEBI:82799
)
has functional parent
cembrene C (
CHEBI:82798
)
(
R
)-nephthenol (
CHEBI:82799
)
has role
bacterial metabolite (
CHEBI:76969
)
(
R
)-nephthenol (
CHEBI:82799
)
has role
coral metabolite (
CHEBI:76498
)
(
R
)-nephthenol (
CHEBI:82799
)
is a
cembrane diterpenoid (
CHEBI:60687
)
(
R
)-nephthenol (
CHEBI:82799
)
is a
macrocycle (
CHEBI:51026
)
(
R
)-nephthenol (
CHEBI:82799
)
is a
olefinic compound (
CHEBI:78840
)
(
R
)-nephthenol (
CHEBI:82799
)
is a
tertiary alcohol (
CHEBI:26878
)
(
R
)-nephthenol (
CHEBI:82799
)
is enantiomer of
(
S
)-nephthenol (
CHEBI:193073
)
Incoming
(
S
)-nephthenol (
CHEBI:193073
)
is enantiomer of
(
R
)-nephthenol (
CHEBI:82799
)
IUPAC Name
2-
[(1
R
,3
E
,7
E
,11
E
)-
4,8,12-
trimethylcyclotetradeca-
3,7,11-
trien-
1-
yl]propan-
2-
ol
Synonyms
Sources
(-)-Nephthenol
KNApSAcK
(
R
)-nephthenol
UniProt
Nephthenol
ChemIDplus
Manual Xrefs
Databases
C00049734
KNApSAcK
CPD-16929
MetaCyc
View more database links
Registry Numbers
Types
Sources
4189963
Reaxys Registry Number
Reaxys
53915-41-6
CAS Registry Number
ChemIDplus
Citations
Types
Sources
10579864
PubMed citation
Europe PMC
17007411
PubMed citation
Europe PMC
23386483
PubMed citation
SUBMITTER
9677266
PubMed citation
Europe PMC
Last Modified
31 August 2022
General Comment
2014-11-04
An erratum has been published for citation MED:23386483 in which the structure is depicted with incorrect stereochemistry. For details see: http://onlinelibrary.wiley.com/doi/10.1002/cbic.201402114/pdf.