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Bevirimat

CAT: 0013-GTR19169522-05Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19169522-05Size:25 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Bevirimat (PA-457) is a first-in-class maturation inhibitor that specifically targets HIV-1 by blocking the proteolytic cleavage of the CA-SP1 Gag precursor, thereby preventing the formation of mature CA protein and inhibiting viral infectivity. This mechanism has been validated in both in vitro antiviral assays and in vivo studies using SCID-hu mouse models, supporting its role as a key research tool for investigating late-stage HIV replication.
CAS Number
174022-42-5
Product Name Alternative
YK FH 312, YK FH312, YK FH-312, Bevirimat, HIV, HIVProtease, HIV Protease, HIV-1, Human immunodeficiency virus, Inhibitor, inhibit, MPC 4326, MPC4326, MPC-4326, PA457, PA-457, PA 457
Field of Research
Infectious Disease & Virology, Protein Biochemistry
Purity
≥95% (May vary between batches)
Solubility
10% DMSO+40% PEG300+5% Tween 80+45% Saline:2 mg/mL (3.42 mM) ; DMSO:50 mg/mL (85.49 mM)
Smiles
[H][C@]12[C@@H] (CC[C@@]1 (CC[C@]1 (C) [C@]2 ([H]) CC[C@]2 ([H]) [C@@]3 (C) CC[C@H] (OC (=O) CC (C) (C) C (O) =O) C (C) (C) [C@]3 ([H]) CC[C@@]12C) C (O) =O) C (C) =C
Molecular Formula
C36H56O6
Molecular Weight
584.83
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

Bevirimat

Bevirimat is a pentacyclic triterpenoid obtained by the formal condensation of 2,2-dimethylsuccinic acid with the 3-hydroxy group of betulinic acid. It is isolated from the Chinese herb Syzygium claviflorum. The first in the class of HIV-1 maturation inhibitors to be studied in humans, bevirimat was identified as a potent HIV drug candidate and several clinical trials were conducted, but development into a new drug was plagued by numerous resistance-related problems. It has a role as a metabolite and a HIV-1 maturation inhibitor. It is a monocarboxylic acid, a pentacyclic triterpenoid and a dicarboxylic acid monoester. It is functionally related to a betulinic acid.

CAS Number174022-42-5
PubChem CID457928
IUPAC Name(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-(3-carboxy-3-methylbutanoyl)oxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid
Molecular FormulaC36H56O6
Molecular Weight584.8
XLogP9.1
Topological Polar Surface Area101
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count7
Heavy Atom Count42
Formal Charge0
Complexity1170
SMILES
CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)OC(=O)CC(C)(C)C(=O)O)C)C(=O)O
InChI
InChI=1S/C36H56O6/c1-21(2)22-12-17-36(30(40)41)19-18-34(8)23(28(22)36)10-11-25-33(7)15-14-26(42-27(37)20-31(3,4)29(38)39)32(5,6)24(33)13-16-35(25,34)9/h22-26,28H,1,10-20H2,2-9H3,(H,38,39)(H,40,41)/t22-,23+,24-,25+,26-,28+,33-,34+,35+,36-/m0/s1
InChIKey
YJEJKUQEXFSVCJ-WRFMNRASSA-N
Chemical Structure
2D Structure
2D structure of Bevirimat
CAS: 174022-42-5
CID: 457928
Formula: C36H56O6
MW: 584.8
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight584.8
XLogP39.1
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count7
Exact Mass584.40768950
Monoisotopic Mass584.40768950
Topological Polar Surface Area101 Ų
Heavy Atom Count42
Formal Charge0
Complexity1170
Isotope Atom Count0
Defined Atom Stereocenter Count10
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
TRB0067Bevirimat
A14194-50Bevirimat 50mg
A14194-10Bevirimat 10mg
A14194-1Bevirimat 1mg
TYD-03550-01Bevirimat-CoA
HY-N0842R-01Bevirimat (Standard)

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