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COCONUT Compound

forskolin

CNP0150668.1 · C22H34O7 · View on COCONUT ↗

2D Structure

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Identifiers

Nameforskolin
IUPAC Name[(3~{R},4~{a}~{R},5~{S},6~{S},6~{a}~{S},10~{S},10~{a}~{R},10~{b}~{S})-6,10,10~{b}-trihydroxy-3,4~{a},7,7,10~{a}-pentamethyl-1-oxo-3-vinyl-5,6,6~{a},8,9,10-hexahydro-2~{H}-benzo[f]chromen-5-yl] acetate
COCONUT IDCNP0150668.1
CAS66575-29-9, 64657-11-0
InChIKeyOHCQJHSOBUTRHG-KGGHGJDLSA-N
InChIInChI=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
SMILESC=C[C@@]1(C)CC(=O)[C@]2(O)[C@@]3(C)[C@@H](O)CCC(C)(C)[C@@H]3[C@H](O)[C@H](OC(C)=O)[C@@]2(C)O1

Properties

Molecular FormulaC22H34O7
Molecular Weight410.51
Exact Mass410.23045
Log P (ALogP)1.52
TPSA113.29
H-Bond Donors / Acceptors3 / 7
Rotatable Bonds2
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.47
NP-likeness3.14

Classification

NP PathwayTerpenoids
NP SuperclassDiterpenoids
NP ClassLabdane diterpenoids
Chemical SuperclassLipids and lipid-like molecules
Chemical ClassPrenol lipids
Chemical SubclassTriterpenoids

Reported in GR-MAPs Plants

Coleus barbatus syn. coleus forskohlii as “Coleus forskohlii; Plectranthus barbatus” in COCONUT

References (19)

  1. 10.1002/MED.2610030205
  2. 10.1007/BF00130801
  3. 10.1007/BF00235360
  4. 10.1007/BF02908139
  5. 10.1007/S002990050100
  6. 10.1007/S002990050425
  7. 10.1016/0031-9422(89)80130-X
  8. 10.1016/0031-9422(90)80026-D
  9. 10.1016/0031-9422(91)80021-R
  10. 10.1016/J.JEP.2016.04.005
  11. 10.1016/S0040-4039(01)93245-9
  12. 10.1016/S0960-894X(01)81074-X
  13. 10.1016/j.jep.2016.04.005
  14. 10.1021/acs.jnatprod.6b01086
  15. 10.1021/np800541k
  16. 10.1055/S-2006-961478
  17. 10.1055/S-2006-962512
  18. 10.1055/S-2007-969614
  19. 10.1093/JAOAC/86.3.467

Data from COCONUT (COlleCtion of Open Natural prodUcTs), released under CC0. Chandrasekhar V. et al. COCONUT 2.0: a comprehensive overhaul and curation of the collection of open natural products database. Nucleic Acids Research (2024), doi:10.1093/nar/gkae1063. COCONUT release 2026-10.