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SML2859

Sigma-Aldrich

AB-1

≥98% (HPLC)

Synonym(s):

(1R,4R,5R)-rel-4-(4-Hydroxyphenyl)-6-methyl-3-oxabicyclo[3.3.1]non-6-ene-1-methanol, (1R,4R,5R)-rel-l-4-(5-(Hydroxymethyl)-8-methyl-3-oxabicyclo[3.3.1]non-7-en-2-yl))-phenol

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$100.67
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5 MG
$100.67
25 MG
$431.00

About This Item

Empirical Formula (Hill Notation):
C16H20O3
CAS Number:
849721-95-5
Molecular Weight:
260.33
UNSPSC Code:
12352200
NACRES:
NA.77

$100.67

List Price$108.00Save 7%
Web-Only Promotion

Available to ship onMay 01, 2025Details

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

O1[C@H](C3C[C@](C1)(CC=C3C)CO)c2ccc(cc2)O

InChI

1S/C16H20O3/c1-11-6-7-16(9-17)8-14(11)15(19-10-16)12-2-4-13(18)5-3-12/h2-6,14-15,17-18H,7-10H2,1H3/t14?,15-,16+/m0/s1

InChI key

XXIFNRNIQJKFLP-MERJSTESSA-N

Biochem/physiol Actions

AB-1 is a highly selective estrogen receptors ERα and ERβ modulator over G protein-coupled estrogen receptor GPER. AB-1 is an agonist of ER transcriptional activity, but it acts as an antagonist of rapid signaling through ERα.
highly selective estrogen receptors ERα and ERβ modulator over G protein-coupled estrogen receptor GPER

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Robert W Hsieh et al.
The Journal of biological chemistry, 281(26), 17909-17919 (2006-05-02)
Estrogen receptors alpha (ERalpha) and beta (ERbeta) have distinct functions and differential expression in certain tissues. These differences have stimulated the search for subtype-selective ligands. Therapeutically, such ligands offer the potential to target specific tissues or pathways regulated by one
Chetana M Revankar et al.
Cell chemical biology, 26(12), 1692-1702 (2019-11-11)
Estrogen exerts extensive and diverse effects throughout the body of women. In addition to the classical nuclear estrogen receptors (ERα and ERβ), the G protein-coupled estrogen receptor GPER is an important mediator of estrogen action. Existing ER-targeted therapeutic agents act
Lawrence G Hamann et al.
Bioorganic & medicinal chemistry letters, 15(5), 1463-1466 (2005-02-17)
An oxabicyclic template for estrogen receptor alpha and beta agonists has been identified which can be tuned to provide moderate levels of selectivity for either receptor sub-type. Structure-activity relationships within this phenol-substituted oxabicyclo[3.3.1]nonene series are described. Select compounds from the

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