Structure Database (LMSD)

Common Name
Sclareol
Systematic Name
(1R,2R,4aS,8aS)-1-[(3R)-3-hydroxy-3-methylpent-4-en-1-yl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol labd-14-ene-8,13-diol
Synonyms
  • (13R)-Labd-14-ene-8alpha,13beta-diol
LM ID
LMPR0104030010
Formula
C20H36O2
Exact Mass
Calculate m/z
308.27153
Status
Active
Show lipids differing only in stereochemistry/bond geometry
View MassBank spectra

Classification

Category
Main Class
Sub Class
Level 4 Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C20 isoprenoids (diterpenes) [PR0104]
Labdane and halimane diterpenoids [PR010403]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Salvia sclarea (#38869)
Magnoliopsida (#3398)
Höhere Terpenverbindungen L. Zur Kenntnis des Sclareols,
Helv Chim Acta, 1931

String Representations

InChiKey (Click to copy)
XVULBTBTFGYVRC-HHUCQEJWSA-N
InChi (Click to copy)
InChI=1S/C20H36O2/c1-7-18(4,21)13-9-16-19(5)12-8-11-17(2,3)15(19)10-14-20(16,6)22/h7,15-16,21-22H,1,8-14H2,2-6H3/t15-,16+,18-,19-,20+/m0/s1
SMILES (Click to copy)
C1C(C)(C)[C@]2([H])CC[C@@](C)(O)[C@H](CC[C@](O)(C)C=C)[C@@]2(C)CC1

Other Databases

Wikipedia
sclareol
KEGG ID
C09183
CHEBI ID
9053
PubChem CID
163263
Cayman ID
30287
PDB ID
UK6
GuidePharm ID
13431

Calculated Physicochemical Properties

Heavy Atoms 22
Rings 2
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 344.78
Topological Polar Surface Area 40.46
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 2
logP 5.27
Molar Refractivity 93.66

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Created at
-
Updated at
21st Feb 2024