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Scammonin I

Scammonin (also known as jalapin or scammonium[1]) is a glycoside that has been isolated from the stems of Ipomoea purga (jalap plant) and from Convolvulus scammonia (scammony).

Scammonin I
Names
IUPAC name
Hexadecanoic acid, 11-((O-(E)-6-deoxy-4-O-(2-methyl-1-oxo-2-butenyl)-β-D-glucopyranosyl-(1→4)-O-(S)-6-deoxy-2-O-(2-methyl-1-oxobutyl)-α-L-mannopyranosyl-(1→2)-O-β-D-glucopyranosyl-(1→2)-6-deoxy-beta-D-glucopyranosyl))
Other names
Jalapin, Scammonium
Identifiers
  • 131747-25-6
3D model (JSmol)
  • Interactive image
ChemSpider
  • 23339064
  • 44593484
  • InChI=1S/C50H84O21/c1-9-12-18-21-30-22-19-16-14-13-15-17-20-23-32(52)66-43-40(69-47-38(58)37(57)39(28(7)62-47)67-45(59)25(4)10-2)29(8)63-50(44(43)68-46(60)26(5)11-3)71-42-36(56)34(54)31(24-51)65-49(42)70-41-35(55)33(53)27(6)61-48(41)64-30/h10,26-31,33-44,47-51,53-58H,9,11-24H2,1-8H3/b25-10+/t26-,27+,28+,29-,30-,31+,33+,34+,35-,36-,37+,38+,39+,40-,41+,42+,43+,44+,47-,48-,49-,50-/m0/s1
    Key: DGRGOOVTCYVEDQ-GHYHFUIZSA-N
  • O=C(CCCCCCCCC[C@H](CCCCC)O[C@H]1[C@@]2([H])[C@@H](O)[C@H](O)[C@@H](C)O1)O[C@H]([C@](O[C@@H]3O[C@H](C)[C@@H](OC(/C(C)=C/C)=O)[C@H](O)[C@H]3O)([H])[C@H](C)O4)[C@@H](OC([C@H](CC)C)=O)[C@@H]4O[C@@]5([H])[C@H](O2)O[C@H](CO)[C@@H](O)[C@@H]5O
Properties
C50H84O21
Molar mass 1021.201 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)

References edit

  1. ^ Noda, N; Kogetsu, H; Kawasaki, T; Miyahara, K (1990). "Scammonins I and II, the resin glycosides of radix scammoniae from Convolvulus scammonia". Phytochemistry. 29 (11): 3565–9. Bibcode:1990PChem..29.3565N. doi:10.1016/0031-9422(90)85277-M. PMID 1367262.

External links edit


scammonin, this, article, focuses, only, specialized, aspect, subject, please, help, improve, this, article, adding, general, information, discuss, talk, page, february, 2018, scammonin, also, known, jalapin, scammonium, glycoside, that, been, isolated, from, . This article focuses only on one specialized aspect of the subject Please help improve this article by adding general information and discuss at the talk page February 2018 Scammonin also known as jalapin or scammonium 1 is a glycoside that has been isolated from the stems of Ipomoea purga jalap plant and from Convolvulus scammonia scammony Scammonin I Names IUPAC name Hexadecanoic acid 11 O E 6 deoxy 4 O 2 methyl 1 oxo 2 butenyl b D glucopyranosyl 1 4 O S 6 deoxy 2 O 2 methyl 1 oxobutyl a L mannopyranosyl 1 2 O b D glucopyranosyl 1 2 6 deoxy beta D glucopyranosyl Other names Jalapin Scammonium Identifiers CAS Number 131747 25 6 3D model JSmol Interactive image ChemSpider 23339064 PubChem CID 44593484 InChI InChI 1S C50H84O21 c1 9 12 18 21 30 22 19 16 14 13 15 17 20 23 32 52 66 43 40 69 47 38 58 37 57 39 28 7 62 47 67 45 59 25 4 10 2 29 8 63 50 44 43 68 46 60 26 5 11 3 71 42 36 56 34 54 31 24 51 65 49 42 70 41 35 55 33 53 27 6 61 48 41 64 30 h10 26 31 33 44 47 51 53 58H 9 11 24H2 1 8H3 b25 10 t26 27 28 29 30 31 33 34 35 36 37 38 39 40 41 42 43 44 47 48 49 50 m0 s1Key DGRGOOVTCYVEDQ GHYHFUIZSA N SMILES O C CCCCCCCCC C H CCCCC O C H 1 C 2 H C H O C H O C H C O1 O C H C O C H 3O C H C C H OC C C C C O C H O C H 3O H C H C O4 C H OC C H CC C O C H 4O C 5 H C H O2 O C H CO C H O C H 5O Properties Chemical formula C 50H 84O 21 Molar mass 1021 201 g mol 1 Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Y verify what is Y N Infobox referencesReferences edit Noda N Kogetsu H Kawasaki T Miyahara K 1990 Scammonins I and II the resin glycosides of radix scammoniae from Convolvulus scammonia Phytochemistry 29 11 3565 9 Bibcode 1990PChem 29 3565N doi 10 1016 0031 9422 90 85277 M PMID 1367262 External links edit nbsp Look up scammonin in Wiktionary the free dictionary nbsp This article about an organic compound is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Scammonin I amp oldid 1198056023, wikipedia, wiki, book, books, library,

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