Phlorhizin

Synopsis, Chemistry

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Also known as: Phloridzin, 60-81-1, Phlorhizin, Phlorizoside, Floridzin, Phlorrhizin

Molecular Formula

C₂₁H₂₄O₁₀

Molecular Weight

436.4 g/mol

InChI Key

IOUVKUPGCMBWBT-QNDFHXLGSA-N

FDA UNII

CU9S17279X

phlorizin is a natural product found in Malus doumeri, Vaccinium macrocarpon, and other organisms with data available.

1 2D Structure

Phlorhizin

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

1-[2,4-dihydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)propan-1-one

2.1.2 InChI

InChI=1S/C21H24O10/c22-9-16-18(27)19(28)20(29)21(31-16)30-15-8-12(24)7-14(26)17(15)13(25)6-3-10-1-4-11(23)5-2-10/h1-2,4-5,7-8,16,18-24,26-29H,3,6,9H2/t16-,18-,19+,20-,21-/m1/s1

2.1.3 InChI Key

IOUVKUPGCMBWBT-QNDFHXLGSA-N

2.1.4 Canonical SMILES

C1=CC(=CC=C1CCC(=O)C2=C(C=C(C=C2OC3C(C(C(C(O3)CO)O)O)O)O)O)O

2.1.5 Isomeric SMILES

C1=CC(=CC=C1CCC(=O)C2=C(C=C(C=C2O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O)O

2.2 Other Identifiers

2.2.1 UNII

CU9S17279X

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Phlorhizin

2. Phloridzin

2.3.2 Depositor-Supplied Synonyms

1. Phloridzin

2. 60-81-1

3. Phlorhizin

4. Phlorizoside

5. Floridzin

6. Phlorrhizin

7. Phloretin 2'-glucoside

8. Phloridzosid

9. Phlorrhizen

10. Phlorizine

11. Phloridzinum

12. Nsc 2833

13. Phloretin-2'-o-beta-glucoside

14. Ai3-19835

15. Phloridzin Dihydrate

16. Phloretin-2'-beta-glucoside

17. Chebi:8113

18. Chembl245067

19. 7061-54-3

20. Phloretin-2'-o-.beta.-glucoside

21. Cu9s17279x

22. Nsc-2833

23. 2'-(beta-d-glucopyranosyloxy)-4',6'-dihydroxy-3-(4-hydroxyphenyl)propiophenone

24. 1-[2-(beta-d-glucopyranosyloxy)-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-1-propanone

25. 1-propanone, 1-(2-(beta-d-glucopyranosyloxy)-4,6-dihydroxyphenyl)-3-(4-hydroxyphenyl)-

26. 1-(2,4-dihydroxy-6-(((2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2h-pyran-2-yl)oxy)phenyl)-3-(4-hydroxyphenyl)propan-1-one

27. 1-(2,4-dihydroxy-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-3-(4-hydroxyphenyl)propan-1-one

28. Phloretin 2'-o-glucoside

29. 1-propanone, 1-[2-(beta-d-glucopyranosyloxy)-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-

30. 2'-(.beta.-d-glucopyranosyloxy)-4',6'-dihydroxy-3-(4-hydroxyphenyl)propiophenone

31. Sr-01000781913

32. Einecs 200-487-1

33. Lopin

34. Unii-cu9s17279x

35. 1-propanone, 1-[2-(.beta.-d-glucopyranosyloxy)-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-

36. O-glucoside, 1

37. 1-propanone, 1-(2-(.beta.-d-glucopyranosyloxy)-4,6-dihydroxyphenyl)-3-(4-hydroxyphenyl)-

38. Phlorizin (phloridzin)

39. Spectrum_001291

40. Phloridzin [mi]

41. Specplus_000325

42. Spectrum2_000701

43. Spectrum3_001227

44. Spectrum4_001651

45. Spectrum5_000521

46. Phloridzin [inci]

47. Phloretin-2'-o-glucoside

48. Phloridzinum [hpus]

49. Phloridzin [who-dd]

50. Schembl17290

51. Bspbio_002674

52. Kbiogr_002141

53. Kbioss_001771

54. Spectrum300547

55. Jmc511145 Compound 1

56. Divk1c_006421

57. Spbio_000881

58. Gtpl4757

59. Dtxsid3075339

60. Bdbm20875

61. Kbio1_001365

62. Kbio2_001771

63. Kbio2_004339

64. Kbio2_006907

65. Kbio3_002174

66. Hms2090p10

67. Phloretin 2'-ss-d-glucopyranoside

68. Act03316

69. Hy-n0143

70. Zinc3875408

71. Ccg-38341

72. S2343

73. 3,5-dihydroxy-2-[3-(4-hydroxyphenyl)propanoyl]phenyl Beta-d-glucopyranoside

74. 4,6-dihydroxy-2-(beta-d-glucosido)-beta-(p-hydroxyphenyl)propiophenone

75. Akos015920054

76. Ac-7976

77. Cs-2013

78. Sdccgmls-0066626.p001

79. 1-propanone,1-[2-(b-d-glucopyranosyloxy)-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-

80. Ncgc00142423-01

81. Ncgc00142423-02

82. Ncgc00142423-06

83. 1-[2,4-dihydroxy-6-[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)propan-1-one

84. 1-[2,4-dihydroxy-6-[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-phenyl]-3-(4-hydroxyphenyl)propan-1-one

85. 1-{6-[(2s,4s,5s,3r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)(2h-3,4,5,6-tetrahydr Opyran-2-yloxy)]-2,4-dihydroxyphenyl}-3-(4-hydroxyphenyl)propan-1-one

86. As-15724

87. N1876

88. P0248

89. C01604

90. 006p591

91. A836937

92. A868885

93. Q413105

94. Q-100699

95. Sr-01000781913-2

96. Sr-01000781913-4

97. Sr-01000781913-5

98. Brd-k73756878-001-02-9

99. 1-[2-(.beta.-d-glucopyranosyloxy)-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-1-propanone

100. 1-[2-(?-d-glucopyranosyloxy)-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-1-propanone

101. 1-[2-(ss-d-glucopyranosyloxy)-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-1-propanone

102. 1-(2,4-dihydroxy-6-((2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2h-pyran-2-yloxy)phenyl)-3-(4-hydroxyphenyl)propan-1-one

103. 1-[2,4-dihydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-phenyl]-3-(4-hydroxyphenyl)propan-1-one Dihydrate;phlorizin Dihydrate

104. 112318-65-7

2.4 Create Date

2005-06-08

3 Chemical and Physical Properties

Molecular Formula	C₂₁H₂₄O₁₀
Molecular Weight	436.4 g/mol
XLogP3	1.2
Hydrogen Bond Donor Count	7
Hydrogen Bond Acceptor Count	10
Rotatable Bond Count	7
Exact Mass	436.13694696 g/mol
Monoisotopic Mass	436.13694696 g/mol
Topological Polar Surface Area	177 Å²
Heavy Atom Count	31
Formal Charge	0
Complexity	581
Isotope Atom Count	0
Defined Atom Stereocenter Count	5
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1