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Key Documents

SML1727

Sigma-Aldrich

EB1089

≥98% (HPLC)

Synonym(s):

(1R,3S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(1R,2E,4E)-6-Ethyl-6-hydroxy-1-methyl-2,4-octadien-1-yl]octahydro-7a-methyl-4H-inden-4-ylidene]et

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About This Item

Empirical Formula (Hill Notation):
C30H46O3
CAS Number:
Molecular Weight:
454.68
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

−20°C

SMILES string

C[C@@]12[C@](CC[C@]2([H])[C@@H](/C=C/C=C/C(CC)(O)CC)C)([H])/C(CCC1)=C/C=C3C[C@@H](O)C[C@H](O)C/3=C

InChI

1S/C30H46O3/c1-6-30(33,7-2)18-9-8-11-21(3)26-15-16-27-23(12-10-17-29(26,27)5)13-14-24-19-25(31)20-28(32)22(24)4/h8-9,11,13-14,18,21,25-28,31-33H,4,6-7,10,12,15-17,19-20H2,1-3,5H3/b11-8+,18-9+,23-13-,24-14+/t21-,25-,26-,27+,28+,29-/m1/s1

InChI key

LVLLALCJVJNGQQ-QMWUBLQMSA-N

Biochem/physiol Actions

EB1089 is a Vitamin D analog 50 to 200 times more potent than Vitamin D in inhibiting growth and inducing differentiation with half the hypercalcemic activity. Studies have found EB1089 to be more potent than vitamin D in inhibiting growth and inducing differentiation of some cancer cell lines. EB1089 enhances radio sensitivity of H460 and A549 non-small cell lung cancer (NSCLC) cells.

Hazard Statements

Precautionary Statements

Hazard Classifications

Aquatic Chronic 4

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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