Also known as: 14101-04-3, Chembl496999, 8cik094kbu, Chebi:5168, C10349, 3-[(2s,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-1,8-dihydroxy-6-methylanthracene-9,10-dione

Molecular Formula

C₂₀H₁₈O₉

Molecular Weight

402.4 g/mol

InChI Key

AEQMIFRODRFTJF-SLFFLAALSA-N

FDA UNII

8CIK094KBU

frangulin b is a natural product found in Rhamnus formosana and Rhamnus libanotica with data available.

1 2D Structure

2D Structure

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-1,8-dihydroxy-6-methylanthracene-9,10-dione

2.1.2 InChI

InChI=1S/C20H18O9/c1-8-2-10-14(12(22)3-8)17(25)15-11(16(10)24)4-9(5-13(15)23)29-19-18(26)20(27,6-21)7-28-19/h2-5,18-19,21-23,26-27H,6-7H2,1H3/t18-,19-,20+/m0/s1

2.1.3 InChI Key

AEQMIFRODRFTJF-SLFFLAALSA-N

2.1.4 Canonical SMILES

CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=C(C=C3O)OC4C(C(CO4)(CO)O)O

2.1.5 Isomeric SMILES

CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=C(C=C3O)O[C@H]4[C@@H]([C@](CO4)(CO)O)O

2.2 Other Identifiers

2.2.1 UNII

8CIK094KBU

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. 14101-04-3

2. Chembl496999

3. 8cik094kbu

4. Chebi:5168

5. C10349

6. 3-[(2s,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-1,8-dihydroxy-6-methylanthracene-9,10-dione

7. 6-o-(d-apiofuranosyl)-1,6,8-trihydroxy-3-methylanthraquinone

8. Ac1l9dbz

9. Unii-8cik094kbu

10. Einecs 237-953-9

11. Frangulinb

12. Frangulin B [mi]

13. Surecn1426453

14. Schembl1426453

15. Frangulin B, Analytical Standard

16. Dtxsid80930972

17. Chebi:601858

18. Zinc4098675

19. 3-(d-apio-beta-d-furanosyloxy)-1,8-dihydroxy-6-methylanthraquinone

20. Bdbm50269014

21. Mfcd00016362

22. Akos015914181

23. A807715

24. Q27106674

25. 9,10-anthracenedione,3-(d-apio-b-d-furanosyloxy)-1,8-dihydroxy-6-methyl-

26. 9,10-anthracenedione, 3-(d-apio-.beta.-d-furanosyloxy)-1,8-dihydroxy-6-methyl-

27. 3-[(2s,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)tetrahydrofuran-2-yl]oxy-1,8-dihydroxy-6-methyl-anthracene-9,10-dione

28. 3-[(2s,3r,4r)-4-(hydroxymethyl)-3,4-bis(oxidanyl)oxolan-2-yl]oxy-6-methyl-1,8-bis(oxidanyl)anthracene-9,10-dione

29. 3-[[(2s,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)-2-oxolanyl]oxy]-1,8-dihydroxy-6-methylanthracene-9,10-dione

30. 3-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-1,8-dihydroxy-6-methylanthracene-9,10-dione

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₂₀H₁₈O₉
Molecular Weight	402.4 g/mol
XLogP3	1.3
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	3
Exact Mass	402.09508215 g/mol
Monoisotopic Mass	402.09508215 g/mol
Topological Polar Surface Area	154 Å²
Heavy Atom Count	29
Formal Charge	0
Complexity	668
Isotope Atom Count	0
Defined Atom Stereocenter Count	3
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

Frangulin B

Frangulin B

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