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COCONUT Compound

20(R)-ginsenoside Rg3

CNP0174208.11 · C42H72O13 · View on COCONUT ↗

2D Structure

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Identifiers

Name20(R)-ginsenoside Rg3
IUPAC Name(2~{S},3~{R},4~{S},5~{S},6~{R})-2-[(2~{R},3~{R},4~{S},5~{S},6~{R})-4,5-dihydroxy-2-[[(3~{S},5~{R},8~{R},9~{R},10~{R},12~{R},13~{R},14~{R},17~{S})-12-hydroxy-17-[(1~{R})-1-hydroxy-1,5-dimethyl-hex-4-enyl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1~{H}-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)tetrahydropyran-3-yl]oxy-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol
COCONUT IDCNP0174208.11
CAS38243-03-7
InChIKeyRWXIFXNRCLMQCD-CZIWJLDFSA-N
InChIInChI=1S/C42H72O13/c1-21(2)10-9-14-42(8,51)22-11-16-41(7)29(22)23(45)18-27-39(5)15-13-28(38(3,4)26(39)12-17-40(27,41)6)54-37-35(33(49)31(47)25(20-44)53-37)55-36-34(50)32(48)30(46)24(19-43)52-36/h10,22-37,43-51H,9,11-20H2,1-8H3/t22-,23+,24+,25+,26-,27+,28-,29-,30+,31+,32-,33-,34+,35+,36-,37-,39-,40+,41+,42+/m0/s1
SMILESCC(C)=CCC[C@@](C)(O)[C@H]1CC[C@]2(C)[C@@H]1[C@H](O)C[C@@H]1[C@@]3(C)CC[C@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C(C)(C)[C@@H]3CC[C@]12C

Properties

Molecular FormulaC42H72O13
Molecular Weight785.03
Exact Mass784.49729
Log P (ALogP)2.15
TPSA218.99
H-Bond Donors / Acceptors9 / 13
Rotatable Bonds10
Lipinski's Rule of 5 Violations3
QED Drug-likeness0.11
NP-likeness2.67

Classification

NP PathwayTerpenoids
NP SuperclassTriterpenoids
NP ClassDammarane and Protostane triterpenoids
Chemical SuperclassLipids and lipid-like molecules
Chemical ClassSteroids and steroid derivatives
Chemical SubclassSteroidal glycosides

Reported in GR-MAPs Plants

Centella asiatica as “Centella asiatica” in COCONUT

References (9)

  1. 10.1016/j.bmcl.2014.08.009
  2. 10.1016/j.bmcl.2014.09.087
  3. 10.1021/ACS.JNATPROD.5B00027
  4. 10.1021/NP100851S
  5. 10.1021/NP5002303
  6. 10.1021/acs.jnatprod.5b00027
  7. 10.1021/np100851s
  8. 10.1021/np5002303
  9. 10.1080/10286020.2011.588212

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.