(3aS,4S,7aS)-4-[(1R)-2-amino-1-[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-hydroxy-3-(hydroxymethyl)oxolan-2-yl]-2-oxoethoxy]spiro[4,7a-dihydro-3aH-[1,3]dioxolo[4,5-c]pyran-2,1'-cyclopentane]-6-carboxylic acid

C22H27N3O12 — CID 71222066

About (3aS,4S,7aS)-4-[(1R)-2-amino-1-[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-hydroxy-3-(hydroxymethyl)oxolan-2-yl]-2-oxoethoxy]spiro[4,7a-dihydro-3aH-[1,3]dioxolo[4,5-c]pyran-2,1'-cyclopentane]-6-carboxylic acid

(3aS,4S,7aS)-4-[(1R)-2-amino-1-[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-hydroxy-3-(hydroxymethyl)oxolan-2-yl]-2-oxoethoxy]spiro[4,7a-dihydro-3aH-[1,3]dioxolo[4,5-c]pyran-2,1'-cyclopentane]-6-carboxylic acid (PubChem CID 71222066) has the molecular formula C22H27N3O12 and a molecular weight of 525.47 g/mol. Its IUPAC name is (3aS,4S,7aS)-4-[(1R)-2-amino-1-[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-hydroxy-3-(hydroxymethyl)oxolan-2-yl]-2-oxoethoxy]spiro[4,7a-dihydro-3aH-[1,3]dioxolo[4,5-c]pyran-2,1'-cyclopentane]-6-carboxylic acid.

Molecular Properties

• Compound Name: (3aS,4S,7aS)-4-[(1R)-2-amino-1-[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-hydroxy-3-(hydroxymethyl)oxolan-2-yl]-2-oxoethoxy]spiro[4,7a-dihydro-3aH-[1,3]dioxolo[4,5-c]pyran-2,1'-cyclopentane]-6-carboxylic acid
• PubChem CID: 71222066
• Molecular Formula: C22H27N3O12
• Molecular Weight: 525.47 g/mol
• Exact Mass: 525.16
• IUPAC Name: (3aS,4S,7aS)-4-[(1R)-2-amino-1-[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-hydroxy-3-(hydroxymethyl)oxolan-2-yl]-2-oxoethoxy]spiro[4,7a-dihydro-3aH-[1,3]dioxolo[4,5-c]pyran-2,1'-cyclopentane]-6-carboxylic acid
• SMILES: NC(=O)[C@H](O[C@H]1OC(C(=O)O)=C[C@@H]2OC3(CCCC3)O[C@H]12)[C@H]1O[C@@H](n2ccc(=O)[nH]c2=O)[C@H](O)[C@@H]1CO
• InChI: InChI=1S/C22H27N3O12/c23-17(29)16(14-9(8-26)13(28)18(34-14)25-6-3-12(27)24-21(25)32)35-20-15-10(7-11(33-20)19(30)31)36-22(37-15)4-1-2-5-22/h3,6-7,9-10,13-16,18,20,26,28H,1-2,4-5,8H2,(H2,23,29)(H,30,31)(H,24,27,32)/t9-,10-,13+,14-,15-,16+,18+,20+/m0/s1
• InChIKey: VBRMXRKYRLJQQB-MXQKBZAWSA-N
• XLogP: -2.35
• TPSA: 221.86 Ų
• H-Bond Donors: 5
• H-Bond Acceptors: 12
• Rotatable Bonds: 7
• Heavy Atoms: 37
• Complexity: —

Lipinski Rule of Five

2 violations

Rule	Value
MW ≤ 500	525.47
LogP ≤ 5	-2.35
H-Bond Donors ≤ 5	5
H-Bond Acceptors ≤ 10	12

Frequently Asked Questions

What is the IUPAC name of (3aS,4S,7aS)-4-[(1R)-2-amino-1-[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-hydroxy-3-(hydroxymethyl)oxolan-2-yl]-2-oxoethoxy]spiro[4,7a-dihydro-3aH-[1,3]dioxolo[4,5-c]pyran-2,1'-cyclopentane]-6-carboxylic acid?

The IUPAC name of (3aS,4S,7aS)-4-[(1R)-2-amino-1-[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-hydroxy-3-(hydroxymethyl)oxolan-2-yl]-2-oxoethoxy]spiro[4,7a-dihydro-3aH-[1,3]dioxolo[4,5-c]pyran-2,1'-cyclopentane]-6-carboxylic acid (CID 71222066) is (3aS,4S,7aS)-4-[(1R)-2-amino-1-[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-hydroxy-3-(hydroxymethyl)oxolan-2-yl]-2-oxoethoxy]spiro[4,7a-dihydro-3aH-[1,3]dioxolo[4,5-c]pyran-2,1'-cyclopentane]-6-carboxylic acid.

What is the SMILES notation for (3aS,4S,7aS)-4-[(1R)-2-amino-1-[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-hydroxy-3-(hydroxymethyl)oxolan-2-yl]-2-oxoethoxy]spiro[4,7a-dihydro-3aH-[1,3]dioxolo[4,5-c]pyran-2,1'-cyclopentane]-6-carboxylic acid?

The canonical SMILES for (3aS,4S,7aS)-4-[(1R)-2-amino-1-[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-hydroxy-3-(hydroxymethyl)oxolan-2-yl]-2-oxoethoxy]spiro[4,7a-dihydro-3aH-[1,3]dioxolo[4,5-c]pyran-2,1'-cyclopentane]-6-carboxylic acid is NC(=O)[C@H](O[C@H]1OC(C(=O)O)=C[C@@H]2OC3(CCCC3)O[C@H]12)[C@H]1O[C@@H](n2ccc(=O)[nH]c2=O)[C@H](O)[C@@H]1CO.

What is the InChIKey of (3aS,4S,7aS)-4-[(1R)-2-amino-1-[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-hydroxy-3-(hydroxymethyl)oxolan-2-yl]-2-oxoethoxy]spiro[4,7a-dihydro-3aH-[1,3]dioxolo[4,5-c]pyran-2,1'-cyclopentane]-6-carboxylic acid?

The InChIKey is VBRMXRKYRLJQQB-MXQKBZAWSA-N. The full InChI is InChI=1S/C22H27N3O12/c23-17(29)16(14-9(8-26)13(28)18(34-14)25-6-3-12(27)24-21(25)32)35-20-15-10(7-11(33-20)19(30)31)36-22(37-15)4-1-2-5-22/h3,6-7,9-10,13-16,18,20,26,28H,1-2,4-5,8H2,(H2,23,29)(H,30,31)(H,24,27,32)/t9-,10-,13+,14-,15-,16+,18+,20+/m0/s1.

What are the key properties of (3aS,4S,7aS)-4-[(1R)-2-amino-1-[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-hydroxy-3-(hydroxymethyl)oxolan-2-yl]-2-oxoethoxy]spiro[4,7a-dihydro-3aH-[1,3]dioxolo[4,5-c]pyran-2,1'-cyclopentane]-6-carboxylic acid?

(3aS,4S,7aS)-4-[(1R)-2-amino-1-[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-hydroxy-3-(hydroxymethyl)oxolan-2-yl]-2-oxoethoxy]spiro[4,7a-dihydro-3aH-[1,3]dioxolo[4,5-c]pyran-2,1'-cyclopentane]-6-carboxylic acid has a molecular weight of 525.47 g/mol, XLogP of -2.35, 7 rotatable bonds, 5 hydrogen bond donors, and 12 hydrogen bond acceptors.

Where does this data come from?

All data for (3aS,4S,7aS)-4-[(1R)-2-amino-1-[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-hydroxy-3-(hydroxymethyl)oxolan-2-yl]-2-oxoethoxy]spiro[4,7a-dihydro-3aH-[1,3]dioxolo[4,5-c]pyran-2,1'-cyclopentane]-6-carboxylic acid is sourced from PubChem (CID 71222066), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).