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> Main
CHEBI:67600 - 2α,3β-dihydroxy-20(29)-lupen-28-oic acid
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ChEBI Name
2α,3β-dihydroxy-20(29)-lupen-28-oic acid
ChEBI ID
CHEBI:67600
ChEBI ASCII Name
2alpha,3beta-dihydroxy-20(29)-lupen-28-oic acid
Definition
A pentacyclic triterpenoid that is betulinic acid carrying an additional α-hydroxy group at position 2. It has been isolated from
Breynia fruticosa
.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C30H48O4
Net Charge
0
Average Mass
472.69970
Monoisotopic Mass
472.35526
InChI
InChI=1S/C30H48O4/c1-
17(2)
18-
10-
13-
30(25(33)
34)
15-
14-
28(6)
19(23(18)
30)
8-
9-
22-
27(5)
16-
20(31)
24(32)
26(3,4)
21(27)
11-
12-
29(22,28)
7/h18-
24,31-
32H,1,8-
16H2,2-
7H3,(H,33,34)
/t18-
,19+,20+,21-
,22+,23+,24-
,27-
,28+,29+,30-
/m0/s1
InChIKey
PFCVZKFJHRCLCC-PGOIBATFSA-N
SMILES
CC(=C)
[C@@H]
1CC[C@@]
2(CC[C@]
3(C)
[C@H]
(CC[C@@H]
4[C@@]
5(C)
C[C@@H]
(O)
[C@H]
(O)
C(C)
(C)
[C@@H]
5CC[C@@]
34C)
[C@@H]
12)
C(O)
=O
Metabolite of Species
Details
Breynia fruticosa
(NCBI:txid296042)
Found in root
(BTO:0001188)
. 90% Methanolic extract of air-dried, crushed roots. 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):
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
2α,3β-dihydroxy-20(29)-lupen-28-oic acid (
CHEBI:67600
)
has functional parent
betulinic acid (
CHEBI:3087
)
2α,3β-dihydroxy-20(29)-lupen-28-oic acid (
CHEBI:67600
)
has parent hydride
lupane (
CHEBI:36485
)
2α,3β-dihydroxy-20(29)-lupen-28-oic acid (
CHEBI:67600
)
has role
plant metabolite (
CHEBI:76924
)
2α,3β-dihydroxy-20(29)-lupen-28-oic acid (
CHEBI:67600
)
is a
dihydroxy monocarboxylic acid (
CHEBI:35972
)
2α,3β-dihydroxy-20(29)-lupen-28-oic acid (
CHEBI:67600
)
is a
pentacyclic triterpenoid (
CHEBI:25872
)
IUPAC Name
2α,3β-dihydroxylup-20(29)-en-28-oic acid
Synonym
Source
2α-hydroxybetulinic acid
ChEBI
Manual Xref
Database
C16912
KEGG COMPOUND
View more database links
Registry Numbers
Types
Sources
19533-92-7
CAS Registry Number
ChemIDplus
5648545
Reaxys Registry Number
Reaxys
Citation
Type
Source
21428418
PubMed citation
Europe PMC
Last Modified
01 June 2015