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COCONUT Compound

28-Norcastasterone

CNP0233238.2 · C27H46O5 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Name28-Norcastasterone
IUPAC Name(2~{R},3~{S},5~{S},8~{S},9~{S},10~{R},13~{S},14~{S},17~{R})-17-[(1~{S},2~{R},3~{R})-2,3-dihydroxy-1,5-dimethyl-hexyl]-2,3-dihydroxy-10,13-dimethyl-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one
COCONUT IDCNP0233238.2
CAS83464-85-1
InChIKeyYNZRNENZMVIPBX-SCLBUMFYSA-N
InChIInChI=1S/C27H46O5/c1-14(2)10-23(30)25(32)15(3)17-6-7-18-16-11-21(28)20-12-22(29)24(31)13-27(20,5)19(16)8-9-26(17,18)4/h14-20,22-25,29-32H,6-13H2,1-5H3/t15-,16-,17+,18-,19-,20+,22-,23+,24+,25+,26+,27+/m0/s1
SMILESCC(C)C[C@@H](O)[C@H](O)[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC(=O)[C@H]4C[C@H](O)[C@H](O)C[C@]4(C)[C@H]3CC[C@]12C

Properties

Molecular FormulaC27H46O5
Molecular Weight450.66
Exact Mass450.33452
Log P (ALogP)3.56
TPSA97.99
H-Bond Donors / Acceptors4 / 5
Rotatable Bonds5
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.51
NP-likeness2.64

Classification

NP PathwayTerpenoids
NP SuperclassSteroids
NP ClassCholestane steroids
Chemical SuperclassLipids and lipid-like molecules
Chemical ClassSteroids and steroid derivatives
Chemical SubclassBile acids, alcohols and derivatives

Reported in GR-MAPs Plants

Arabidopsis thaliana as “Arabidopsis thaliana” in COCONUT

References (5)

  1. 10.1016/0031-9422(94)00797-W
  2. 10.1016/S0021-9673(01)96481-7
  3. 10.1016/S0031-9422(00)00261-2
  4. 10.1271/BBB.58.1343
  5. 10.1271/bbb.58.1343

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.