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Merck
CN

SMB01028

Sigma-Aldrich

Diderroside

≥90% (LC/MS-ELSD)

Synonym(s):

(2S,3S,4S)-3-[(1S)-1-(Acetyloxy)ethyl]-2-(β-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-2H-pyran-4-acetic acid (ACI)

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About This Item

Empirical Formula (Hill Notation):
C19H28O13
CAS Number:
86989-19-7
Molecular Weight:
464.42
UNSPSC Code:
12352205
NACRES:
NA.25

Key Documents

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biological source

plant

Assay

≥90% (LC/MS-ELSD)

form

solid

mol wt

464.42

solubility

water: soluble

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

SMILES string

O1[C@H]([C@@H]([C@H]([C@@H]([C@H]1CO)O)O)O)O[C@@H]2OC=C([C@H]([C@H]2[C@@H](OC(=O)C)C)CC(=O)O)C(=O)OC

InChI

1S/C19H28O13/c1-7(30-8(2)21)13-9(4-12(22)23)10(17(27)28-3)6-29-18(13)32-19-16(26)15(25)14(24)11(5-20)31-19/h6-7,9,11,13-16,18-20,24-26H,4-5H2,1-3H3,(H,22,23)/t7-,9+,11+,13+,14+,15-,16+,18-,19-/m0/s1

InChI key

OPKOYMHTMXJHRG-GUDQPSSMSA-N

Related Categories

General description

Diderroside, a secoiridoid glucoside, is a natural product commonly found in plants of Nauclea diderrichii, Chione venosa, and Calycophyllum spruceanum. This secondary metabolite derived from plant sources is known for its potent antitrypanosomal activity.

Application

It is a natural product derived from plant source that finds application in compound screening libraries, metabolomics, phytochemical and biochemical research.

Features and Benefits

  • High quality compound suitable for multiple research applications
  • Compatible with HPLC and mass spectrometry techniques

Other Notes

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Luz Margarita Cardona Zuleta et al.
Phytochemistry, 64(2), 549-553 (2003-08-29)
Three seco-iridoids 7-methoxydiderroside, 6'-O-acetyldiderroside and 8-O-tigloyldiderroside, were isolated from the wood bark of Calycophyllum spruceanum together with the known iridoids loganetin, loganin and the seco-iridoids secoxyloganin, kingiside and diderroside. Their structures were elucidated by means of NMR and MS spectral

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