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oleanane

Structure via PubChem · Public domain (PubChem)

EntityQ1924527· pop 13· linked from 36 articles

Oleanane is a natural triterpenoid. It is commonly found in woody angiosperms and as a result is often used as an indicator of these plants in the fossil record. It is a member of the oleanoid series, which consists of pentacyclic triterpenoids (such as beta-amyrin and taraxerol) where all rings are six-membered.

Chemical data

Formula
C30H52
Molecular weight
412.7 g/mol
IUPAC name
(4aS,6aR,6aR,6bR,8aR,12aS,14aR,14bS)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,6a,7,8,9,10,12,12a,13,14,14a-hexadecahydropicene
SMILES
C[C@@]12CC[C@@]3([C@@H]([C@@H]1CC(CC2)(C)C)CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CCCC5(C)C)C)C)C
InChIKey
VCNKUCWWHVTTBY-KQCVGMHHSA-N
XLogP
11.6
Polar surface area
0 Ų
H-bond donors
0
H-bond acceptors
0
Formal charge
0

via PubChem

Wikidata facts

Mass
412.406902
Show 4 more facts
chemical formula
C₃₀H₅₂
isomeric SMILES
C[C@@]12CC[C@@]3([C@@H]([C@@H]1CC(CC2)(C)C)CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CCCC5(C)C)C)C)C
canonical SMILES
CC1(CCC2(CCC3(C(C2C1)CCC4C3(CCC5C4(CCCC5(C)C)C)C)C)C)C
found in taxon
Prunella vulgaris
Sources (4)

via Wikidata · CC0

~6 min read

Encyclopedic overview

7 sections
Contents
  • Structure
  • Synthesis
  • Measurement in Rock Samples
  • Uses
  • As a biomarker
  • See also
  • References

Oleanane is a natural triterpenoid. It is commonly found in woody angiosperms and as a result is often used as an indicator of these plants in the fossil record. It is a member of the oleanoid series, which consists of pentacyclic triterpenoids (such as beta-amyrin and taraxerol) where all rings are six-membered.

==Structure== Oleanane is a pentacyclic triterpenoid, a class of molecules made up of six connected isoprene units. The naming of both the ring structures and individual carbon atoms in oleanane is the same as in steroids. As such, it consists of a A, B, C, D, and E ring, all of which are six-membered rings.

Excerpted from Wikipedia’s “oleanane” article, available under the CC BY-SA 4.0 licence.