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COCONUT Compound

Pinifolic Acid

CNP0277846.2 · C20H32O4 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NamePinifolic Acid
IUPAC Name(1~{R},4~{a}~{R},5~{S},8~{a}~{R})-5-[(3~{S})-4-carboxy-3-methyl-butyl]-1,4~{a}-dimethyl-6-methylene-decalin-1-carboxylic acid
COCONUT IDCNP0277846.2
CAS1412-99-3
InChIKeyHPQKNJHVWUWAOR-QBSBYYDBSA-N
InChIInChI=1S/C20H32O4/c1-13(12-17(21)22)6-8-15-14(2)7-9-16-19(15,3)10-5-11-20(16,4)18(23)24/h13,15-16H,2,5-12H2,1,3-4H3,(H,21,22)(H,23,24)/t13-,15-,16+,19+,20+/m0/s1
SMILESC=C1CC[C@@H]2[C@](C)(CCC[C@@]2(C)C(=O)O)[C@H]1CC[C@H](C)CC(=O)O

Properties

Molecular FormulaC20H32O4
Molecular Weight336.47
Exact Mass336.23006
Log P (ALogP)4.74
TPSA74.60
H-Bond Donors / Acceptors2 / 2
Rotatable Bonds6
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.69
NP-likeness2.66

Classification

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

Reported in GR-MAPs Plants

Ocimum sanctum as “Ocimum tenuiflorum” in COCONUT
Ocimum tenuiflorum as “Ocimum tenuiflorum” in COCONUT

References (7)

  1. 10.1007/BF00574204
  2. 10.1007/S00107-001-0251-3
  3. 10.1016/0031-9422(90)85453-M
  4. 10.1016/S0031-9422(00)81114-0
  5. 10.1021/JM201451H
  6. 10.1021/jm201451h
  7. 10.1080/14786410802696684

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.