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Merck
CN

09258

Erythrodiol

analytical standard

Synonym(s):

Olean-12-ene-3β,28-diol

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About This Item

Empirical Formula (Hill Notation):
C30H50O2
CAS Number:
545-48-2
Molecular Weight:
442.72
UNSPSC Code:
12164500
NACRES:
NA.21
PubChem Substance ID:
329748749
EC Number:
208-890-4
Beilstein/REAXYS Number:
2340203
MDL number:
MFCD00017294

Key Documents

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Product Name

Erythrodiol, analytical standard

InChI key

PSZDOEIIIJFCFE-OSQDELBUSA-N

InChI

1S/C30H50O2/c1-25(2)14-16-30(19-31)17-15-28(6)20(21(30)18-25)8-9-23-27(5)12-11-24(32)26(3,4)22(27)10-13-29(23,28)7/h8,21-24,31-32H,9-19H2,1-7H3/t21-,22-,23+,24-,27-,28+,29+,30+/m0/s1

SMILES string

[H][C@@]12CC(C)(C)CC[C@]1(CO)CC[C@]3(C)C2=CC[C@]4([H])[C@@]5(C)CC[C@H](O)C(C)(C)[C@]5([H])CC[C@@]34C

grade

analytical standard

assay

≥97.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

230-231 °C (lit.)

application(s)

food and beverages

format

neat

Quality Level

100

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Application

Erythrodiol has been used as working standard for determination of terpenoid in olive leaves using SPE followed by HPLC analysis.

General description

Erythrodiol is a natural triterpenoid produced in olives. It is believed to exhibit antiproliferative and proapoptotic activity in colon adenocarcinoma cells.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP2308
BCCL3677
BCCL2389
BCCJ0162
BCCJ6883

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Javier S Perona et al.
Journal of agricultural and food chemistry, 53(3), 730-735 (2005-02-03)
In contrast to other metabolic functions, the role of dietary antioxidants and oil on microsomal lipid oxidation has been less extensively studied. This study examines ascorbate-Fe(2+) and NADPH-induced lipid peroxidation of hepatic microsomes of rats that were fed for three
Dalila Smati et al.
Journal of ethnopharmacology, 95(2-3), 405-407 (2004-10-28)
3beta-(3,4-Dihydroxycinnamoyl)-erythrodiol was isolated as the cytotoxic constituent of the roots of Zygophyllum geslini.
Lucía Olmo-García et al.
Food chemistry, 239, 631-639 (2017-09-07)
Pentacyclic triterpenes are minor, but very relevant compounds found in virgin olive oil (VOO). A rapid and reliable LC-MS method for determining the triterpenic acids and dialcohols (after ultrasound assisted extraction) from VOO has been developed, giving an alternative to
Ayumi Ohsaki et al.
Journal of natural products, 67(3), 469-471 (2004-03-27)
Four new triterpenoids with various skeletons, maytefolins A-C (1-3) and uvaol-3-caffeate (4), were isolated from the leaves of a Brazilian medicinal plant, Maytenus ilicifolia, together with five known triterpenoids. Of these triterpenoids only erythrodiol exhibited significant cytotoxicity against KB/S, KB/VJ300
Angeles Guinda et al.
Journal of agricultural and food chemistry, 58(17), 9685-9691 (2010-08-18)
This work establishes a new procedure for the extraction and analysis of pentacyclic triterpenes, with which fruits and leaves from three Spanish olive cultivars ("Picual", "Hojiblanca", and "Arbequina") has been studied. The leaf contains important amounts of oleanolic acid (3.0-3.5%
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