Structure Database (LMSD)

Common Name
thalianol
Systematic Name
(3R,5aR,7S,9aS)-3-[(2R,5E)-6,10-dimethylundeca-5,9-dien-2-yl]-3,6,6,9a-tetramethyl-2,3,4,5,5a,6,7,8,9,9a-decahydro-1H-cyclopenta[a]naphthalen-7-ol
Synonyms
  • (13R,14R,17E)-podioda-8,17,21-trien-3beta-ol
  • (3S,13S,14R)-malabarica-8,17,21-trien-3-ol
LM ID
LMPR0106240002
Formula
C30H50O
Exact Mass
Calculate m/z
426.386165
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C30 isoprenoids (triterpenes) [PR0106]

Reactions

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Reactions graph legend

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Arabidopsis thaliana (#3702)
Magnoliopsida (#3398)
Genome mining to identify new plant triterpenoids.,
J Am Chem Soc, 2004
Pubmed ID: 15125655

String Representations

InChiKey (Click to copy)
DGAGPZOBTQYNRE-VMSIWEJCSA-N
InChi (Click to copy)
InChI=1S/C30H50O/c1-21(2)11-9-12-22(3)13-10-14-23(4)29(7)19-17-25-24(29)15-16-26-28(5,6)27(31)18-20-30(25,26)8/h11,13,23,26-27,31H,9-10,12,14-20H2,1-8H3/b22-13+/t23-,26+,27+,29-,30-/m1/s1
SMILES (Click to copy)
C1[C@@]2(C)[C@@]([H])(CCC3[C@@](C)([C@H](C)CC/C=C(\C)/CC/C=C(\C)/C)CCC2=3)C(C)(C)[C@@H](O)C1

Other Databases

CHEBI ID
52317
PubChem CID
25229600

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 3
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 491.35
Topological Polar Surface Area 20.23
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 1
logP 9.08
Molar Refractivity 135.55

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Updated at
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