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BNC105P

CAT: 0013-GTR19211606-01Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19211606-01Size:25 mg
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Description
BNC105P is a benzofuran-based vascular disrupting agent prodrug. Upon administration, it is converted to BNC105, which inhibits tubulin polymerization, disrupting tumor vasculature and inducing direct cytotoxicity in tumor cells. It has demonstrated anti-vascular and antitumor activity in preclinical in vitro and in vivo cancer models.
CAS Number
945771-96-0
Field of Research
Signal Transduction
Smiles
[Na+].[Na+].COc1ccc2c (C (=O) c3cc (OC) c (OC) c (OC) c3) c (C) oc2c1OP ([O-]) ([O-]) =O
Molecular Formula
C20H21O10P
Molecular Weight
452.3485
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

BNC-105p

Vascular Disrupting Agent BNC105P is a benzofuran-based vascular disrupting agent (VDA) prodrug with potential anti-vascular and antineoplastic activities. Upon administration vascular disrupting agent BNC105P, the disodium phosphate ester of BNC105, is rapidly converted to BNC105; in activated endothelial cells, BNC105 binds to tubulin and inhibits its polymerization, which may result in a blockage of mitotic spindle formation, cell cycle arrest, and disruption of the tumor vasculature. Hypoxic conditions ensue, depriving tumor cells of nutrients and resulting in tumor cell apoptosis. In addition to its VDA activity, this agent has a direct cytotoxic effect on tumor cells by inhibiting tubulin polymerization. BNC105 is not a substrate for the multidrug-resistance P-glycoprotein (Pgp) transporter.

CAS Number945771-96-0
PubChem CID16678086
IUPAC Namedisodium;[6-methoxy-2-methyl-3-(3,4,5-trimethoxybenzoyl)-1-benzofuran-7-yl] phosphate
Molecular FormulaC20H19Na2O10P
Molecular Weight496.3
Topological Polar Surface Area140
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count10
Rotatable Bond Count7
Heavy Atom Count33
Formal Charge0
Complexity643
SMILES
CC1=C(C2=C(O1)C(=C(C=C2)OC)OP(=O)([O-])[O-])C(=O)C3=CC(=C(C(=C3)OC)OC)OC.[Na+].[Na+]
InChI
InChI=1S/C20H21O10P.2Na/c1-10-16(17(21)11-8-14(26-3)19(28-5)15(9-11)27-4)12-6-7-13(25-2)20(18(12)29-10)30-31(22,23)24;;/h6-9H,1-5H3,(H2,22,23,24);;/q;2*+1/p-2
InChIKey
VVIPLWCZZYERCA-UHFFFAOYSA-L
Chemical Structure
2D Structure
2D structure of BNC-105p
CAS: 945771-96-0
CID: 16678086
Formula: C20H19Na2O10P
MW: 496.3
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight496.3
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count10
Rotatable Bond Count7
Exact Mass496.05112236
Monoisotopic Mass496.05112236
Topological Polar Surface Area140 Ų
Heavy Atom Count33
Formal Charge0
Complexity643
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count3
Compound Is CanonicalizedYes

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