Carasinol B

Carasinol B
Names
Preferred IUPAC name
(2S,2′R,3S,3′R)-3′-(3,5-Dihydroxyphenyl)-4-[(2R,3S,4R,5S)-4-(3,5-dihydroxyphenyl)-2,5-bis(4-hydroxyphenyl)oxolan-3-yl]-2,2′-bis(hydroxyphenyl)-2,2′,3,3′-tetrahydro[3,4′-bi-1-benzoxole]-6,6′-diol
Identifiers
CAS Number
  • 777857-86-0 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 9484024 ☒N
PubChem CID
  • 11309056
CompTox Dashboard (EPA)
  • DTXSID80461832 Edit this at Wikidata
InChI
  • InChI=1S/C56H44O13/c57-33-9-1-27(2-10-33)53-47(31-17-37(61)21-38(62)18-31)49-43(23-41(65)25-45(49)67-53)52-50-44(24-42(66)26-46(50)68-55(52)29-5-13-35(59)14-6-29)51-48(32-19-39(63)22-40(64)20-32)54(28-3-11-34(58)12-4-28)69-56(51)30-7-15-36(60)16-8-30/h1-26,47-48,51-66H/t47-,48+,51-,52+,53+,54-,55-,56+/m1/s1 ☒N
    Key: RAUCCLKIJHMTND-HFRYPGABSA-N ☒N
  • InChI=1/C56H44O13/c57-33-9-1-27(2-10-33)53-47(31-17-37(61)21-38(62)18-31)49-43(23-41(65)25-45(49)67-53)52-50-44(24-42(66)26-46(50)68-55(52)29-5-13-35(59)14-6-29)51-48(32-19-39(63)22-40(64)20-32)54(28-3-11-34(58)12-4-28)69-56(51)30-7-15-36(60)16-8-30/h1-26,47-48,51-66H/t47-,48+,51-,52+,53+,54-,55-,56+/m1/s1
    Key: RAUCCLKIJHMTND-HFRYPGABBW
  • Oc1ccc(cc1)[C@@H]4Oc2cc(O)cc(c2[C@H]4c3cc(O)cc(O)c3)[C@H]6c7c(O[C@@H]6c5ccc(O)cc5)cc(O)cc7[C@@H]%10[C@H](c8cc(O)cc(O)c8)[C@H](O[C@H]%10c9ccc(O)cc9)c%11ccc(O)cc%11
Properties
Chemical formula
 C56H44O13
Molar mass 924.94 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
Chemical compound

Carasinol B is a stilbenoid tetramer found in Caragana sinica (Chinese : Jin Que-gen).[1]

Acid-catalyzed epimerization of kobophenol A to carasinol B can be performed in vitro.[2]

References

  1. ^ Shu Na; Zhou Hong; Hu Changqi (2006). "Simultaneous determination of the contents of three stilbene oligomers in Caragana sinica collected in different seasons using an improved HPLC method". Biological & Pharmaceutical Bulletin. 29 (4): 608–612. doi:10.1248/bpb.29.608. PMID 16595888.
  2. ^ Kejun Cheng; Gaolin Liang; Changqi Hu (2008). "Acid-catalyzed Epimerization of Kobophenol A to Carasinol B". Molecules. 13 (4): 938–942. doi:10.3390/molecules13040938. PMC 6245474. PMID 18463595.
  • v
  • t
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Oligostilbenoids and their glycosides
  • Diptoindonesin C
  • Diptoindonesin F
  • Gnetin H
  • Hemsleyanol D
  • Isohopeaphenol
  • Laetevirenol A, B, C, D and E
  • Suffruticosol A and B
  • Viniferal
  • E-ω-viniferin
  • Z-ω-viniferin
Dimers
  • Diptoindonesin G
  • Jezonodione
  • B
  • Scirpusin A
  • Tibeticanol (piceatannol dimer)
Trimers
  • Amurensin B
  • Gnetin E
  • Gneyulin A
  • Johorenol A
  • Ampelopsin E
  • Vaticanol G
Tetramers:
  • Dibalanocarpol
  • Gnetin J (3"-hydroxygnetin E)
  • Gnetin K (3"-methoxygnetin E)
  • Gnetuhainin R (isorhapontigenin tetramer)
  • Laetevirenol F and G
Higher polymers
(five units or more)
  • Vaticanol D, H, I and J
Oligomeric forms
of resveratrol
Dimers
Trimers
Tetramers
Pentamers
Hexamers
Higher polymers
  • γ-viniferin
  • Valeriaphenol A
Glycosides or conjugates
  • Diptoindonesin A (C-glucoside of ε-viniferin)
  • Foeniculoside I (glucoside of miyabenol C), II, III and IV
  • Laevifonol (an ε-viniferin-ascorbic acid hybrid compound)
  • Laevifoside (O-glucoside of ampelopsin A)


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