I4409

Sigma-Aldrich

Fulvestrant

>98% (HPLC)

Synonym(s):
ZD 182780, ZD 9238, (7α,17β)-7-[9-[(4,4,5,5,5-Pentafluoropentyl)sulfinyl]nonyl]estra-1,3,5(10)-triene-3,17-diol, ZM 182780, ICI 182,780, Faslodex
Empirical Formula (Hill Notation):
C32H47F5O3S
CAS Number:
Molecular Weight:
606.77
MDL number:
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.

Quality Level

assay

>98% (HPLC)

form

powder

solubility

DMSO: >5 mg/mL

originator

AstraZeneca

storage temp.

2-8°C

SMILES string

[H][C@]12CC[C@]3(C)[C@@H](O)CC[C@@]3([H])[C@]1([H])[C@H](CCCCCCCCCS(=O)CCCC(F)(F)C(F)(F)F)Cc4cc(O)ccc24

InChI

1S/C32H47F5O3S/c1-30-17-15-26-25-12-11-24(38)21-23(25)20-22(29(26)27(30)13-14-28(30)39)10-7-5-3-2-4-6-8-18-41(40)19-9-16-31(33,34)32(35,36)37/h11-12,21-22,26-29,38-39H,2-10,13-20H2,1H3/t22-,26-,27+,28+,29-,30+,41?/m1/s1

InChI key

VWUXBMIQPBEWFH-WCCTWKNTSA-N

Gene Information

human ... ESR1(2099), ESR2(2100)

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Application

Fulvestrant has been used:
  • as an antagonist of estrogen receptor (ERα and ERβ) to reduce hepatocytes proliferation
  • as an antagonist of ER for the suppression of estrogen responsive element in human breast cancer MCF-7 cells
  • as anti-estrogen in breast cancer cell lines

Packaging

25 mg in glass bottle

Biochem/physiol Actions

Fulvestrant (ICI 182,780) is a selective estrogen receptor down-regulator (SERD). Fulvestrant is a high affinity estrogen receptor antagonist. IC50 = 0.29 nM. Fulvestrant is the first "pure" antiestrogen with no agonistic activity both in vitro and in vivo.
Fulvestrant is a 7α-alkylsulphinyl analog of 17β-oestradiol and is structurally different compared to other selective estrogen receptor (ER) modulators (SERMs). It reduces dimerization and nuclear localization of the estrogen receptor (ER). Fulvestrant lowers the level of ER protein in human breast cancer cells. Fulvestrant is preferred for the treatment of women at their menopause having hormone-sensitive advanced breast cancer.

Features and Benefits

This compound was developed by AstraZeneca. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.
This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.
This compound is featured on the Nuclear Receptors (Steroids) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Hazard Statements

Precautionary Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Certificate of Analysis
Certificate of Origin
Glutamic acid ameliorates estrogen deficiency-induced menopausal-like symptoms in ovariectomized mice
Han NR, et al.
Nutrition Research (New York, N.Y.), 35(9), 774-783 (2015)
Fulvestrant: an oestrogen receptor antagonist with a novel mechanism of action
Osborne CK, et al.
British Journal of Cancer, 90(S1), S2-S2 (2004)
Nuclear Respiratory Factor 1 Acting as an Oncoprotein Drives Estrogen-Induced Breast Carcinogenesis
Das J, et al.
Cells, 7(12), 234-234 (2018)
Partial hepatectomy induces delayed hepatocyte proliferation and normal liver regeneration in ovariectomized mice
Umeda M, et al.
Clinical and Experimental Gastroenterology, 8(2), 175-175 (2015)
Manuele G Muraro et al.
Oncoimmunology, 6(7), e1331798-e1331798 (2017-08-16)
Interaction between cancerous, non-transformed cells, and non-cellular components within the tumor microenvironment plays a key role in response to treatment. However, short-term culture or xenotransplantation of cancer specimens in immunodeficient animals results in dramatic modifications of the tumor microenvironment, thus...

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