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COCONUT Compound

7-Dehydrocholesterol

CNP0167595.2 · C27H44O · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Name7-Dehydrocholesterol
IUPAC Name(3~{S},9~{S},10~{R},13~{R},14~{R},17~{R})-17-[(1~{R})-1,5-dimethylhexyl]-10,13-dimethyl-2,3,4,9,11,12,14,15,16,17-decahydro-1~{H}-cyclopenta[a]phenanthren-3-ol
COCONUT IDCNP0167595.2
CAS434-16-2
InChIKeyUCTLRSWJYQTBFZ-DDPQNLDTSA-N
InChIInChI=1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9-10,18-19,21,23-25,28H,6-8,11-17H2,1-5H3/t19-,21+,23-,24+,25+,26+,27-/m1/s1
SMILESCC(C)CCC[C@@H](C)[C@H]1CC[C@H]2C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C

Properties

Molecular FormulaC27H44O
Molecular Weight384.65
Exact Mass384.33922
Log P (ALogP)7.31
TPSA20.23
H-Bond Donors / Acceptors1 / 1
Rotatable Bonds5
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.53
NP-likeness2.73

Classification

NP PathwayTerpenoids
NP SuperclassSteroids
NP ClassCholestane steroids
Chemical SuperclassLipids and lipid-like molecules
Chemical ClassSteroids and steroid derivatives
Chemical SubclassCholestane steroids

Reported in GR-MAPs Plants

Arabidopsis thaliana as “Arabidopsis thaliana” in COCONUT

References (11)

  1. 10.1002/RECL.19480670403
  2. 10.1007/BF01940720
  3. 10.1007/S11306-016-1051-4
  4. 10.1016/0031-9422(96)00341-X
  5. 10.1016/0305-1978(96)00011-7
  6. 10.1038/NBT.2488
  7. 10.1038/NPLANTS.2016.205
  8. 10.1039/P19830000147
  9. 10.1111/j.1399-0004.2006.00551.x
  10. 10.1371/JOURNAL.PONE.0056429
  11. 10.3389/FMOLB.2018.00096

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.