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COCONUT Compound

Parameritannin A-1

CNP0309495.2 · C60H48O24 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NameParameritannin A-1
IUPAC Name(1~{R},5~{R},6~{R},7~{S},13~{S},21~{R})-5,13-bis(3,4-dihydroxyphenyl)-7-[(2~{R},3~{R})-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chroman-8-yl]-10-[(2~{R},3~{R},4~{R})-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chroman-4-yl]-4,12,14-trioxapentacyclo[11.7.1.0^{2,11}.0^{3,8}.0^{15,20}]henicosa-2(11),3(8),9,15,17,19-hexaene-6,9,17,19,21-pentol
COCONUT IDCNP0309495.2
InChIKeyMIKRORKCMXNOCX-DYNSHIFESA-N
InChIInChI=1S/C60H48O24/c61-23-13-35(72)41-39(15-23)80-54(20-2-6-27(64)32(69)10-20)51(77)44(41)48-50(76)47-45(43-37(74)18-30(67)25-17-38(75)53(81-56(25)43)19-1-5-26(63)31(68)9-19)52(78)55(21-3-7-28(65)33(70)11-21)82-57(47)49-46-42-36(73)14-24(62)16-40(42)83-60(59(46)79,84-58(48)49)22-4-8-29(66)34(71)12-22/h1-16,18,38,44-46,51-55,59,61-79H,17H2/t38-,44-,45+,46-,51-,52-,53-,54-,55-,59-,60+/m1/s1
SMILESOC1=CC(O)=C2C(=C1)O[C@H](C1=CC=C(O)C(O)=C1)[C@H](O)[C@H]2C1=C(O)C2=C(O[C@H](C3=CC=C(O)C(O)=C3)[C@H](O)[C@H]2C2=C(O)C=C(O)C3=C2O[C@H](C2=CC=C(O)C(O)=C2)[C@H](O)C3)C2=C1O[C@]1(C3=CC=C(O)C(O)=C3)OC3=CC(O)=CC(O)=C3[C@H]2[C@H]1O

Properties

Molecular FormulaC60H48O24
Molecular Weight1153.02
Exact Mass1152.25355
Log P (ALogP)5.69
TPSA430.52
H-Bond Donors / Acceptors19 / 24
Rotatable Bonds6
Lipinski's Rule of 5 Violations4
QED Drug-likeness0.09
NP-likeness1.38

Classification

NP PathwayShikimates and Phenylpropanoids
NP SuperclassFlavonoids
NP ClassProanthocyanins
Chemical SuperclassPhenylpropanoids and polyketides
Chemical ClassFlavonoids
Chemical SubclassBiflavonoids and polyflavonoids

Reported in GR-MAPs Plants

Cinnamomum verum as “Cinnamomum verum” in COCONUT

References (7)

  1. 10.1016/J.FITOTE.2009.08.015
  2. 10.1021/NP1002274
  3. 10.1021/NP1007944
  4. 10.1021/acs.jnatprod.0c00570
  5. 10.1021/np1002274
  6. 10.1021/np1007944
  7. 10.1248/CPB.49.551

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.