Also known as: 2415-24-9, Catalpinoside, Catapol, Chembl513223, Chebi:69797, De(p-hydroxybenzoyl)catalposide

Molecular Formula

C₁₅H₂₂O₁₀

Molecular Weight

362.33 g/mol

InChI Key

LHDWRKICQLTVDL-PZYDOOQISA-N

catalpol is a natural product found in Verbascum lychnitis, Plantago coronopus, and other organisms with data available.

1 2D Structure

2D Structure

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2S,3R,4S,5S,6R)-2-[[(1S,2S,4S,5S,6R,10S)-5-hydroxy-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-10-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

2.1.2 InChI

InChI=1S/C15H22O10/c16-3-6-9(19)10(20)11(21)14(23-6)24-13-7-5(1-2-22-13)8(18)12-15(7,4-17)25-12/h1-2,5-14,16-21H,3-4H2/t5-,6-,7-,8+,9-,10+,11-,12+,13+,14+,15-/m1/s1

2.1.3 InChI Key

LHDWRKICQLTVDL-PZYDOOQISA-N

2.1.4 Canonical SMILES

C1=COC(C2C1C(C3C2(O3)CO)O)OC4C(C(C(C(O4)CO)O)O)O

2.1.5 Isomeric SMILES

C1=CO[C@H]([C@H]2[C@@H]1[C@@H]([C@H]3[C@@]2(O3)CO)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O

2.2 Synonyms

2.2.1 Depositor-Supplied Synonyms

1. 2415-24-9

2. Catalpinoside

3. Catapol

4. Chembl513223

5. Chebi:69797

6. De(p-hydroxybenzoyl)catalposide

7. Jcx5l7jic2

8. Catalposide, Des-p-hydroxybenzoyl-

9. Einecs 219-324-0

10. Digitalis Purpurea L

11. Unii-jcx5l7jic2

12. Schembl420515

13. Catalpol, >=96% (hplc)

14. Dtxsid60178850

15. Hy-n0820

16. Zinc8234298

17. Bdbm50259972

18. Mfcd11111524

19. Akos024264429

20. Ac-8052

21. Am84820

22. Ccg-208299

23. Lmpr0102070007

24. Ncgc00163523-01

25. (1as-(1aalpha,1bbeta,2beta,5abeta,6beta,6aalpha))-1a,1b,2,5a,6,6a-hexahydro-6-hydroxy-1a-(hydroxymethyl)oxireno(4,5)cyclopenta(1,2-c)pyran-2-yl-beta-d-glucopyranoside

26. As-75213

27. Beta-d-glucopyranoside, 1a,1b,2,5a,6,6a-hexahydro-6-hydroxy- 1a-(hydroxymethyl)oxireno(4,5)cyclopenta(1,2-c)pyran-2-yl, (1as-(1a-alpha,1b-beta,2-beta,5a-beta,6-beta,6a-alpha))-

28. Beta-d-glucopyranoside, 1a,1b,2,5a,6,6a-hexahydro-6-hydroxy-1a-(hydroxymethyl)oxireno(4,5)cyclopenta(1,2-c)pyran-2-yl, (1as-(1aalpha,1bbeta,2beta,5abeta,6beta,6aalpha))-

29. N1352

30. Sr-05000002315

31. Q1050267

32. Sr-05000002315-2

33. (1as,1bs,2s,5ar,6s,6as)-1a,1b,2,5a,6,6a-hexahydro-6-hydroxy-1a-(hydroxymethyl)oxireno[4,5]cyclopenta[1,2-c]pyran-2-yl Beta-d-glucopyranoside

34. (1s,5r,6r)-2-[(1s,1bs,2s,5ar,6s)-6-hydroxy-1a-((s)-hydroxymethyl)-1a,1b,2,5a,6,6a-hexahydro-1,3-dioxa-cyclopropa[a]inden-2-yloxy]-6-((s)-hydroxymethyl)-tetrahydro-pyran-3,4,5-triol

35. (2s,3r,4s,5s,6r)-2-(((1as,1bs,2s,5ar,6s,6as)-6-hydroxy-1a-(hydroxymethyl)-1a,1b,2,5a,6,6a-hexahydrooxireno[2',3':4,5]cyclopenta[1,2-c]pyran-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2h-pyran-3,4,5-triol

36. (2s,3r,4s,5s,6r)-2-[[(1s,2s,4s,5s,6r,10s)-5-hydroxy-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-10-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

37. (2s,3r,4s,5s,6r)-2-{[(1s,2s,4s,5s,6r,10s)-5-hydroxy-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.0(2),?]dec-7-en-10-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

2.3 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₁₅H₂₂O₁₀
Molecular Weight	362.33 g/mol
XLogP3	-3.2
Hydrogen Bond Donor Count	6
Hydrogen Bond Acceptor Count	10
Rotatable Bond Count	4
Exact Mass	362.12129689 g/mol
Monoisotopic Mass	362.12129689 g/mol
Topological Polar Surface Area	162 Å²
Heavy Atom Count	25
Formal Charge	0
Complexity	542
Isotope Atom Count	0
Defined Atom Stereocenter Count	11
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

Catalpol

Catalpol

ACCESS ALL DATA

Browse all information

CHEMISTRY

Discover Molecule Insights

REF. STANDARDS & IMPURITIES

3 Others

Filters