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COCONUT Compound

DEHYDROABIETIC ACID

CNP0192451.2 · C20H28O2 · View on COCONUT ↗

2D Structure

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Identifiers

NameDEHYDROABIETIC ACID
IUPAC Name(1~{R},4~{a}~{S},10~{a}~{R})-7-isopropyl-1,4~{a}-dimethyl-2,3,4,9,10,10~{a}-hexahydrophenanthrene-1-carboxylic acid
COCONUT IDCNP0192451.2
CAS1740-19-8, 6980-63-8
InChIKeyNFWKVWVWBFBAOV-MISYRCLQSA-N
InChIInChI=1S/C20H28O2/c1-13(2)14-6-8-16-15(12-14)7-9-17-19(16,3)10-5-11-20(17,4)18(21)22/h6,8,12-13,17H,5,7,9-11H2,1-4H3,(H,21,22)/t17-,19-,20-/m1/s1
SMILESCC(C)C1=CC=C2C(=C1)CC[C@H]1[C@](C)(C(=O)O)CCC[C@]21C

Properties

Molecular FormulaC20H28O2
Molecular Weight300.44
Exact Mass300.20893
Log P (ALogP)4.90
TPSA37.30
H-Bond Donors / Acceptors1 / 1
Rotatable Bonds2
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.84
NP-likeness1.94

Classification

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

Reported in GR-MAPs Plants

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

References (43)

  1. 10.1007/BF00714911
  2. 10.1007/S10600-006-0229-9
  3. 10.1007/S11306-015-0840-5
  4. 10.1007/S12272-011-0608-Z
  5. 10.1007/bf00386400
  6. 10.1016/0031-9422(90)80181-F
  7. 10.1016/0031-9422(92)80450-S
  8. 10.1016/0031-9422(92)90063-V
  9. 10.1016/J.PHYMED.2008.02.020
  10. 10.1016/J.PHYTOCHEM.2010.06.008
  11. 10.1016/S0031-9422(00)84910-9
  12. 10.1016/S0031-9422(00)94835-0
  13. 10.1016/S0031-9422(00)97289-3
  14. 10.1016/S0031-9422(97)00671-7
  15. 10.1016/S0031-9422(97)01045-5
  16. 10.1016/S0031-9422(97)84396-8
  17. 10.1016/j.bmc.2009.11.055
  18. 10.1016/j.phytochem.2004.10.017
  19. 10.1021/JA01191A039
  20. 10.1021/JF8024002
  21. 10.1021/NP000155K
  22. 10.1021/NP020258Y
  23. 10.1021/NP020380X
  24. 10.1021/acs.jnatprod.5b01053
  25. 10.1021/acs.jnatprod.7b00081
  26. 10.1021/acs.jnatprod.7b01082
  27. 10.1021/np0000217
  28. 10.1021/np020258y
  29. 10.1021/np020380x
  30. 10.1021/np100484w
  31. 10.1038/SREP23436
  32. 10.1038/srep23436
  33. 10.1039/c7np00052a
  34. 10.1055/S-0029-1240656
  35. 10.1055/S-2008-1034321
  36. 10.1080/10286020.2011.565747
  37. 10.1139/V64-093
  38. 10.1139/V81-385
  39. 10.1139/V87-002
  40. 10.1248/CPB.35.229

Showing 40 of 43. See all references on COCONUT.

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.