16-{4-[(3-{1-[(2R,4S,5R)-4-hydroxy-5-({[hydroxy({[hydroxy(phosphonooxy)phosphoryl]oxy})phosphoryl]oxy}methyl)oxolan-2-yl]-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl}prop-2-yn-1-yl)sulfamoyl]-2-sulfonatophenyl}-3-oxa-9λ5,23-diazaheptacyclo[17.7.1.15,9.02,17.04,15.023,27.013,28]octacosa-1(27),2(17),4,9(28),13,15,18-heptaen-9-ylium

• ChemBase ID: 178315
• Molecular Formular: C43H46N5O20P3S2
• Molecular Mass: 1109.898123
• Monoisotopic Mass: 1109.13904079
• SMILES: [C@@H]1(C[C@@H](O[C@@H]1COP(=O)(OP(=O)(OP(=O)(O)O)O)O)n1c(=O)[nH]c(=O)c(c1)C#CCNS(=O)(=O)c1ccc(C2=c3c(Oc4c5c6N(CCC5)CCCc6cc24)c2c4=[N+](CCC2)CCCc4c3)c(c1)S(=O)(=O)[O-])O
• Canonical SMILES: O[C@H]1C[C@@H](O[C@@H]1COP(=O)(OP(=O)(OP(=O)(O)O)O)O)n1cc(C#CCNS(=O)(=O)c2ccc(c(c2)S(=O)(=O)[O-])C2=c3cc4CCC[N+]5=c4c(c3Oc3c2cc2CCCN4c2c3CCC4)CCC5)c(=O)[nH]c1=O
• InChI: InChI=1S/C43H46N5O20P3S2/c49-33-21-36(65-34(33)23-64-70(55,56)68-71(57,58)67-69(52,53)54)48-22-26(42(50)45-43(48)51)6-1-13-44-72(59,60)27-11-12-28(35(20-27)73(61,62)63)37-31-18-24-7-2-14-46-16-4-9-29(38(24)46)40(31)66-41-30-10-5-17-47-15-3-8-25(39(30)47)19-32(37)41/h11-12,18-20,22,33-34,36,44,49H,2-5,7-10,13-17,21,23H2,(H5-,45,50,51,52,53,54,55,56,57,58,61,62,63)/t33-,34+,36+/m0/s1
• InChIKey: IBVCSSOEYUMRLC-GABYNLOESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 16-{4-[(3-{1-[(2R,4S,5R)-4-hydroxy-5-({[hydroxy({[hydroxy(phosphonooxy)phosphoryl]oxy})phosphoryl]oxy}methyl)oxolan-2-yl]-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl}prop-2-yn-1-yl)sulfamoyl]-2-sulfonatophenyl}-3-oxa-9λ^5,23-diazaheptacyclo[17.7.1.1^5,^9.0^2,^1^7.0^4,^1^5.0^2^3,^2^7.0^1^3,^2^8]octacosa-1(27),2(17),4,9(28),13,15,18-heptaen-9-ylium
• IUPAC Traditional name: 16-{4-[(3-{1-[(2R,4S,5R)-4-hydroxy-5-[({hydroxy[hydroxy(phosphonooxy)phosphoryl]oxyphosphoryl}oxy)methyl]oxolan-2-yl]-2,4-dioxo-3H-pyrimidin-5-yl}prop-2-yn-1-yl)sulfamoyl]-2-sulfonatophenyl}-3-oxa-9λ^5,23-diazaheptacyclo[17.7.1.1^5,^9.0^2,^1^7.0^4,^1^5.0^2^3,^2^7.0^1^3,^2^8]octacosa-1(27),2(17),4,9(28),13,15,18-heptaen-9-ylium
• Synonyms: 9-[4-[[[3-[1-[2-Deoxy-5-O-[hydroxy[[hydroxy(phosphonooxy)phosphinyl]oxy]phosphinyl]-β-D-erythro-pentofuranosyl]-1,2,3,4-tetrahydro-2,4-dioxo-5-pyrimidinyl]-2-propynyl]amino]sulfonyl]-2-sulfophenyl]-2,3,6,7,12,13,16,17-octahydro-1H,5H,11H,15H-xantheno[2,3,4-ij:5,6,7-i'j']diquinolizin-18-ium Inner Salt; Texas Red-5-dUTP

Database IDs

• CAS Number: 791570-52-0
• PubChem SID: 164234225
• PubChem CID: 71752429

CALCULATED PROPERTIES

• Acid pKa: -2.0254173
• H Acceptors: 18
• H Donor: 7
• LogD (pH = 5.5): -6.7705607
• LogD (pH = 7.4): -7.6050014
• Log P: -2.1468642
• Molar Refractivity: 278.6066 cm^3
• Polarizability: 99.84036 Å^3
• Polar Surface Area: 357.54 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - T320100

Texas Red-5-dUTP is a fluorescence-labelled nucleotide analog. Texas Red-5-dUTP is used diagnostically for detection of rearranged SS18 in formalin-fixed, paraffin-embedded synovial sarcoma.

REFERENCES

• Motoi, T. et al.: Human Pathol., 41, 1397 (2010)