|
Menu

COCONUT Compound

orthosiphonone A

CNP0123202.1 · C38H42O11 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Nameorthosiphonone A
IUPAC Name[(2~{S},3~{S},4~{R},4~{a}~{S},4~{b}~{R},7~{R},8~{a}~{R},9~{R},10~{a}~{S})-3,9-diacetoxy-4-benzoyloxy-8~{a}-hydroxy-1,1,4~{a},7-tetramethyl-5,8-dioxo-7-vinyl-2,3,4,4~{b},6,9,10,10~{a}-octahydrophenanthren-2-yl] benzoate
COCONUT IDCNP0123202.1
CAS237417-08-2
InChIKeyVGFQEWWZGREADO-WFHOPHNXSA-N
InChIInChI=1S/C38H42O11/c1-8-36(6)20-25(41)29-37(7)26(19-27(46-21(2)39)38(29,45)34(36)44)35(4,5)30(48-32(42)23-15-11-9-12-16-23)28(47-22(3)40)31(37)49-33(43)24-17-13-10-14-18-24/h8-18,26-31,45H,1,19-20H2,2-7H3/t26-,27+,28-,29+,30+,31-,36-,37-,38-/m0/s1
SMILESC=C[C@@]1(C)CC(=O)[C@H]2[C@](O)(C1=O)[C@H](OC(C)=O)C[C@H]1C(C)(C)[C@H](OC(=O)C3=CC=CC=C3)[C@H](OC(C)=O)[C@H](OC(=O)C3=CC=CC=C3)[C@@]12C

Properties

Molecular FormulaC38H42O11
Molecular Weight674.74
Exact Mass674.27271
Log P (ALogP)4.45
TPSA159.57
H-Bond Donors / Acceptors1 / 11
Rotatable Bonds7
Lipinski's Rule of 5 Violations2
QED Drug-likeness0.25
NP-likeness2.07

Classification

NP PathwayTerpenoids
NP SuperclassDiterpenoids
NP ClassPimarane and Isopimarane diterpenoids
Chemical SuperclassLipids and lipid-like molecules
Chemical ClassPrenol lipids
Chemical SubclassDiterpenoids

Reported in GR-MAPs Plants

Oryza sativa as “Oryza sativa” in COCONUT

References (6)

  1. 10.1021/NP020455X
  2. 10.1021/NP030471+
  3. 10.1021/np020455x
  4. 10.1248/BPB.26.468
  5. 10.1248/CPB.47.695
  6. 10.1248/CPB.48.433

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.