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COCONUT Compound

Episterol

CNP0237247.5 · C28H46O · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NameEpisterol
IUPAC Name(3~{S},5~{S},9~{R},10~{S},13~{R},14~{R},17~{R})-17-[(1~{R})-1,5-dimethyl-4-methylene-hexyl]-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1~{H}-cyclopenta[a]phenanthren-3-ol
COCONUT IDCNP0237247.5
CAS474-68-0
InChIKeyBTCAEOLDEYPGGE-JVAZTMFWSA-N
InChIInChI=1S/C28H46O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h10,18,20-22,24-26,29H,3,7-9,11-17H2,1-2,4-6H3/t20-,21+,22+,24-,25+,26+,27+,28-/m1/s1
SMILESC=C(CC[C@@H](C)[C@H]1CC[C@H]2C3=CC[C@H]4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)C(C)C

Properties

Molecular FormulaC28H46O
Molecular Weight398.68
Exact Mass398.35487
Log P (ALogP)7.55
TPSA20.23
H-Bond Donors / Acceptors1 / 1
Rotatable Bonds5
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.47
NP-likeness3.02

Classification

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

Reported in GR-MAPs Plants

Oryza sativa as “Oryza sativa” in COCONUT

References (18)

  1. 10.1007/BF00598097
  2. 10.1016/0031-9422(73)85029-0
  3. 10.1016/0031-9422(75)85109-0
  4. 10.1016/0031-9422(84)83081-2
  5. 10.1016/0031-9422(91)83027-I
  6. 10.1016/0031-9422(92)83142-L
  7. 10.1016/0031-9422(95)00787-3
  8. 10.1016/0031-9422(96)00227-0
  9. 10.1016/0031-9422(96)00335-4
  10. 10.1016/0039-128X(80)90068-9
  11. 10.1016/C2016-0-02191-5
  12. 10.1016/S0031-9422(02)00505-8
  13. 10.1016/S0166-6851(99)00129-2
  14. 10.1021/JF020398D
  15. 10.1039/P19750000088
  16. 10.1089/ind.2013.0013
  17. 10.1248/CPB.44.1202
  18. 10.1271/BBB.63.1800

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.