Structure Database (LMSD)

H OH O O O OH O OH
Common Name
forskolin
Systematic Name
(3R,4aR,5S,6S,6aS,10S,10aR,10bS)-3-ethenyl-6,10,10b-trihydroxy-3,4a,7,7,10a-pentamethyl-1-oxododecahydro-1H-benzo[f]chromen-5-yl acetate
Synonyms
  • 7beta-acetoxy-8,13-epoxy-1alpha,6beta,9alpha-trihydroxylabd-14-en-11-one
  • FORSKOLIN
  • colforsina
  • colforsine
  • colforsinum
LM ID
LMPR0104030004
Formula
C22H34O7
Exact Mass
Calculate m/z
410.230455
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
OHCQJHSOBUTRHG-KGGHGJDLSA-N
InChi (Click to copy)
InChI=1S/C22H34O7/c1-8-19(5)11-14(25)22(27)20(6)13(24)9-10-18(3,4)16(20)15(26)17(28-12(2)23)21(22,7)29-19/h8,13,15-17,24,26-27H,1,9-11H2,2-7H3/t13-,15-,16-,17-,19-,20-,21+,22-/m0/s1
SMILES (Click to copy)
C1C([C@]2([C@]([C@@]3(O)C(=O)C[C@@](C)(O[C@]3(C)[C@H]([C@H]2O)OC(C)=O)C=C)(C)[C@@H](O)C1)[H])(C)C

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Plectranthus barbatus (#41228)
Magnoliopsida (#3398)
Structures and stereochemistry of new labdane diterpiniods from coleus forskohlii briq.,
Tetrahedron Letts, 1977

Other Databases

Wikipedia
forskolin
KEGG ID
C09076
CHEBI ID
42471
PubChem CID
47936
Cayman ID
11018
PDB ID
FOK
GuidePharm ID
5190

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 3
Aromatic Rings 0
Rotatable Bonds 3
Van der Waals Molecular Volume 405.69
Topological Polar Surface Area 115.36
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 7
logP 3.24
Molar Refractivity 107.92

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Updated at
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