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I4409

Sigma-Aldrich

Fulvestrant

>98% (HPLC)

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Synonym(s):
(7α,17β)-7-[9-[(4,4,5,5,5-Pentafluoropentyl)sulfinyl]nonyl]estra-1,3,5(10)-triene-3,17-diol, Faslodex, ICI 182,780, ZD 182780, ZD 9238, ZM 182780
Empirical Formula (Hill Notation):
C32H47F5O3S
CAS Number:
Molecular Weight:
606.77
MDL number:
PubChem Substance ID:
NACRES:
NA.77

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

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This Item
Y0001413Y00013991286650
Fulvestrant >98% (HPLC)

Sigma-Aldrich

I4409

Fulvestrant

Fulvestrant European Pharmacopoeia (EP) Reference Standard

Y0001399

Fulvestrant

Fulvestrant United States Pharmacopeia (USP) Reference Standard

USP

1286650

Fulvestrant

form

powder

form

-

form

-

form

-

solubility

DMSO: >5 mg/mL

solubility

-

solubility

-

solubility

-

originator

AstraZeneca

originator

-

originator

-

originator

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

Quality Level

100

Quality Level

-

Quality Level

-

Quality Level

-

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

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 is featured on the Nuclear Receptors (Steroids) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by AstraZeneca. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Hazard Statements

Precautionary Statements

Hazard Classifications

Aquatic Chronic 4

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
Fulvestrant, a new treatment option for advanced breast cancer: tolerability versus existing agents
Vergote I and Abram P
Annals of Oncology, 17(2), 200-204 (2005)
Fulvestrant: an oestrogen receptor antagonist with a novel mechanism of action
Osborne CK, et al.
British Journal of Cancer, 90(S1), S2-S2 (2004)
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)
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)

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