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BHPI

CAT: 0931-T14553-01Size: 2 mgDry Ice: NoHazardous: No
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CAT#:0931-T14553-01Size:2 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
56632-39-4
Target
Others, Estrogen Receptor/ERR, Phospholipase
Related Pathways
Endocrinology/Hormones, Metabolism, Others
Bioactivity
BHPI is a potent ERα inhibitor that blocks nuclear estrogen–ERα-regulated gene expression effectively. It triggers sustained ERα-dependent activation of the endoplasmic reticulum (EnR) stress sensor, notably the unfolded protein response (UPR), and consistently inhibits protein synthesis. With an IC50 value targeting ERα, BHPI's mechanism involves the rapid hyperactivation of PLCγ on the plasma membrane in ERα (+) cancer cells, which produces inositol 1,4,5-triphosphate (IP3) . This, in turn, opens EnR IP3R calcium channels, leading to a rapid depletion of EnR Ca (2+) stores. SIGNIFICANTLY, BHPI alters estrogen-ERα's usual effect of causing mild and transient UPR activation by inducing a severe and prolonged UPR activation, transforming the UPR from a protective to a toxic response.
Smiles
Cc1cccc2c1NC(=O)C2(c1ccc(O)cc1)c1ccc(O)cc1
Molecular Formula
C21H17NO3
Molecular Weight
331.36
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

3,3-bis(4-hydroxyphenyl)-7-methyl-1,3-dihydro-2H-indol-2-one

an estrogen receptor alpha inhibitor

CAS Number56632-39-4
PubChem CID3860640
IUPAC Name3,3-bis(4-hydroxyphenyl)-7-methyl-1H-indol-2-one
Molecular FormulaC21H17NO3
Molecular Weight331.4
XLogP3.6
Topological Polar Surface Area69.6
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count3
Rotatable Bond Count2
Heavy Atom Count25
Formal Charge0
Complexity469
SMILES
CC1=C2C(=CC=C1)C(C(=O)N2)(C3=CC=C(C=C3)O)C4=CC=C(C=C4)O
InChI
InChI=1S/C21H17NO3/c1-13-3-2-4-18-19(13)22-20(25)21(18,14-5-9-16(23)10-6-14)15-7-11-17(24)12-8-15/h2-12,23-24H,1H3,(H,22,25)
InChIKey
FABLAHMQSQFDHR-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of 3,3-bis(4-hydroxyphenyl)-7-methyl-1,3-dihydro-2H-indol-2-one
CAS: 56632-39-4
CID: 3860640
Formula: C21H17NO3
MW: 331.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight331.4
XLogP33.6
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count3
Rotatable Bond Count2
Exact Mass331.12084340
Monoisotopic Mass331.12084340
Topological Polar Surface Area69.6 Ų
Heavy Atom Count25
Formal Charge0
Complexity469
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
MBS131261-01BHPI
6116/50BHPI 50 mg
6116/10BHPI 10 mg

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