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COCONUT Compound

Jaborosalactone D

CNP0241784.1 · C28H40O6 · View on COCONUT ↗

2D Structure

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Identifiers

NameJaborosalactone D
IUPAC Name(2~{R})-2-[(1~{S})-1-[(5~{R},6~{R},8~{S},9~{S},10~{R},13~{S},14~{S},17~{R})-5,6-dihydroxy-10,13-dimethyl-1-oxo-6,7,8,9,11,12,14,15,16,17-decahydro-4~{H}-cyclopenta[a]phenanthren-17-yl]ethyl]-5-(hydroxymethyl)-4-methyl-2,3-dihydropyran-6-one
COCONUT IDCNP0241784.1
CAS19891-82-8
InChIKeyLDWRZKAVHDHGID-VZGLNVPESA-N
InChIInChI=1S/C28H40O6/c1-15-12-22(34-25(32)18(15)14-29)16(2)19-7-8-20-17-13-24(31)28(33)10-5-6-23(30)27(28,4)21(17)9-11-26(19,20)3/h5-6,16-17,19-22,24,29,31,33H,7-14H2,1-4H3/t16-,17-,19+,20-,21-,22+,24+,26+,27-,28-/m0/s1
SMILESCC1=C(CO)C(=O)O[C@@H]([C@@H](C)[C@H]2CC[C@H]3[C@@H]4C[C@@H](O)[C@@]5(O)CC=CC(=O)[C@]5(C)[C@H]4CC[C@]23C)C1

Properties

Molecular FormulaC28H40O6
Molecular Weight472.62
Exact Mass472.28249
Log P (ALogP)3.34
TPSA104.06
H-Bond Donors / Acceptors3 / 6
Rotatable Bonds3
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.54
NP-likeness3.72

Classification

NP PathwayTerpenoids
NP SuperclassSteroids
NP ClassErgostane steroids
Chemical SuperclassLipids and lipid-like molecules
Chemical ClassSteroids and steroid derivatives
Chemical SubclassSteroid lactones

Reported in GR-MAPs Plants

Withania somnifera as “Withania somnifera” in COCONUT

References (5)

  1. 10.1016/J.PHYTOCHEM.2010.12.020
  2. 10.1016/S0031-9422(00)80671-8
  3. 10.1016/S0031-9422(00)82554-6
  4. 10.1016/S0031-9422(00)90640-X
  5. 10.1021/np0106337

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.