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09258

Supelco

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
Beilstein:
2340203
EC Number:
208-890-4
MDL number:
MFCD00017294
UNSPSC Code:
12164500
PubChem Substance ID:
329748749
NACRES:
NA.21

grade

analytical standard

Quality Level

100

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

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

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

InChI key

PSZDOEIIIJFCFE-OSQDELBUSA-N

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General description

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

Application

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

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL3677
BCCL2389
BCCJ0162
BCCJ6883
BCCG7459

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R Martín et al.
British journal of pharmacology, 166(5), 1708-1723 (2012-01-21)
Multiple sclerosis (MS) and its animal model, experimental autoimmune encephalomyelitis (EAE), are inflammatory demyelinating diseases that develop as a result of deregulated immune responses causing glial activation and destruction of CNS tissues. Oleanolic acid and erythrodiol are natural triterpenes that
Erythrodiol, a natural triterpenoid from olives, has antiproliferative and apoptotic activity in HT-29 human adenocarcinoma cells.
Juan, M. Emilia, et al.
Molecular Nutrition And Food Research, 52.5, 595-599 (2008)
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.
Jean Wandji et al.
Planta medica, 68(9), 822-826 (2002-10-03)
Chemical studies of the CH2 Cl2 -MeOH extract of the seeds of Gambeya africana (Baker) Pierre led to the isolation of 15 compounds. Their structures were established on the basis of spectroscopic methods and chemical reactions. They comprised five new
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
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