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Ap3A

CAT: 0013-GTR19236516-01Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19236516-01Size:25 mg
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Description
Ap3A (diadenosine triphosphate) is a vasoactive purinergic signaling molecule known to stimulate the proliferation of vascular smooth muscle cells (VSMCs) . This activity makes it a relevant tool for in vitro studies of vascular remodeling, atherosclerosis, and restenosis, as well as for investigating purinergic receptor pathways.
CAS Number
5959-90-0
Field of Research
Metabolism Research, Pharmacology & Drug Discovery
Smiles
O[C@H]1[C@H] (N2C=3C (N=C2) =C (N) N=CN3) O[C@H] (COP (OP (OP (OC[C@H]4O[C@H] ([C@H] (O) [C@@H]4O) N5C=6C (N=C5) =C (N) N=CN6) (=O) O) (=O) O) (=O) O) [C@H]1O
Molecular Formula
C20H27N10O16P3
Molecular Weight
756.41
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

Ap3A

P(1),P(3)-bis(5'-adenosyl) triphosphate is a diadenosyl triphosphate having the two 5'-adenosyl residues attached at the P1- and P3-positions. It has a role as a mouse metabolite. It is a conjugate acid of a P(1),P(3)-bis(5'-adenosyl) triphosphate(3-).

CAS Number5959-90-0
PubChem CID165381
IUPAC Namebis[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] hydrogen phosphate
Molecular FormulaC20H27N10O16P3
Molecular Weight756.4
XLogP-7.2
Topological Polar Surface Area387
Hydrogen Bond Donor Count9
Hydrogen Bond Acceptor Count24
Rotatable Bond Count12
Heavy Atom Count49
Formal Charge0
Complexity1240
SMILES
C1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)OP(=O)(O)OP(=O)(O)OC[C@@H]4[C@H]([C@H]([C@@H](O4)N5C=NC6=C(N=CN=C65)N)O)O)O)O)N
InChI
InChI=1S/C20H27N10O16P3/c21-15-9-17(25-3-23-15)29(5-27-9)19-13(33)11(31)7(43-19)1-41-47(35,36)45-49(39,40)46-48(37,38)42-2-8-12(32)14(34)20(44-8)30-6-28-10-16(22)24-4-26-18(10)30/h3-8,11-14,19-20,31-34H,1-2H2,(H,35,36)(H,37,38)(H,39,40)(H2,21,23,25)(H2,22,24,26)/t7-,8-,11-,12-,13-,14-,19-,20-/m1/s1
InChIKey
QCICUPZZLIQAPA-XPWFQUROSA-N
Chemical Structure
2D Structure
2D structure of Ap3A
CAS: 5959-90-0
CID: 165381
Formula: C20H27N10O16P3
MW: 756.4
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight756.4
XLogP3-7.2
Hydrogen Bond Donor Count9
Hydrogen Bond Acceptor Count24
Rotatable Bond Count12
Exact Mass756.08193580
Monoisotopic Mass756.08193580
Topological Polar Surface Area387 Ų
Heavy Atom Count49
Formal Charge0
Complexity1240
Isotope Atom Count0
Defined Atom Stereocenter Count8
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes