Also known as: Digilanide b, 17575-21-2, Lanatosid b, 3822u6i4z0, Digilanid b, Lanatosid b [german]

Molecular Formula

C₄₉H₇₆O₂₀

Molecular Weight

985.1 g/mol

InChI Key

XVAPNQFQPDAROQ-CAPSWCROSA-N

FDA UNII

3822U6I4Z0

lanatoside b is a natural product found in Digitalis parviflora, Digitalis viridiflora, and other organisms with data available.

1 2D Structure

2D Structure

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

[(2R,3R,4S,6S)-6-[(2R,3S,4S,6S)-6-[(2R,3S,4S,6R)-6-[[(3S,5R,8R,9S,10S,13R,14S,16S,17R)-14,16-dihydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-hydroxy-2-methyloxan-3-yl]oxy-4-hydroxy-2-methyloxan-3-yl]oxy-2-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl] acetate

2.1.2 InChI

InChI=1S/C49H76O20/c1-21-43(67-37-16-31(53)44(22(2)62-37)68-38-17-33(64-24(4)51)45(23(3)63-38)69-46-42(58)41(57)40(56)34(19-50)66-46)30(52)15-36(61-21)65-27-9-11-47(5)26(14-27)7-8-29-28(47)10-12-48(6)39(25-13-35(55)60-20-25)32(54)18-49(29,48)59/h13,21-23,26-34,36-46,50,52-54,56-59H,7-12,14-20H2,1-6H3/t21-,22-,23-,26-,27+,28+,29-,30+,31+,32+,33+,34-,36+,37+,38+,39+,40-,41+,42-,43-,44-,45-,46+,47+,48-,49+/m1/s1

2.1.3 InChI Key

XVAPNQFQPDAROQ-CAPSWCROSA-N

2.1.4 Canonical SMILES

CC1C(C(CC(O1)OC2CCC3(C(C2)CCC4C3CCC5(C4(CC(C5C6=CC(=O)OC6)O)O)C)C)O)OC7CC(C(C(O7)C)OC8CC(C(C(O8)C)OC9C(C(C(C(O9)CO)O)O)O)OC(=O)C)O

2.1.5 Isomeric SMILES

C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]4[C@@H]3CC[C@]5([C@@]4(C[C@@H]([C@@H]5C6=CC(=O)OC6)O)O)C)C)O)O[C@H]7C[C@@H]([C@@H]([C@H](O7)C)O[C@H]8C[C@@H]([C@@H]([C@H](O8)C)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)OC(=O)C)O

2.2 Other Identifiers

2.2.1 UNII

3822U6I4Z0

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. Digilanide B

2. 17575-21-2

3. Lanatosid B

4. 3822u6i4z0

5. Digilanid B

6. Lanatosid B [german]

7. C49h76o20

8. Nsc 7535

9. Einecs 241-545-6

10. Brn 0078394

11. Nsc-7535

12. Unii-3822u6i4z0

13. Lanatoside B [mi]

14. 3-((o-beta-d-glucopyranosyl-(1-4)-o-3-o-acetyl-2,6-dideoxy-beta-d-ribo-hexopyranosyl-(1-4)-o-2,6-dideoxy-beta-d-ribo-hexopyranosyl-(1-4)-2,6-dideoxy-beta-d-ribo-hexopyranosyl)oxy)-14,16-dihydroxycard-20(22)-enolide (3beta,5beta,16beta)-

15. (3beta,5beta,16beta)-3-{[beta-d-glucopyranosyl-(1->4)-3-o-acetyl-2,6-dideoxy-beta-d-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-beta-d-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-beta-d-ribo-hexopyranosyl]oxy}-14

16. Mfcd00016800

17. Stl565780

18. Akos032437831

19. Zinc252695290

20. Card-20(22)-enolide, 3-((o-beta-d-glucopyranosyl-(1-4)-o-3-o-acetyl-2,6-dideoxy-beta-d-ribo-hexopyranosyl-(1-4)-o-2,6-dideoxy-beta-d-ribo-hexopyranosyl-(1-4)-2,6-dideoxy-beta-d-ribo-hexopyranosyl)oxy)-14,16-dihydroxy-, (3beta,5beta,16beta)-

21. Q27256727

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₄₉H₇₆O₂₀
Molecular Weight	985.1 g/mol
XLogP3	0.5
Hydrogen Bond Donor Count	8
Hydrogen Bond Acceptor Count	20
Rotatable Bond Count	12
Exact Mass	984.49299481 g/mol
Monoisotopic Mass	984.49299481 g/mol
Topological Polar Surface Area	288 Å²
Heavy Atom Count	69
Formal Charge	0
Complexity	1870
Isotope Atom Count	0
Defined Atom Stereocenter Count	26
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

Lanatoside B

Lanatoside B

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