Please Wait
Applying Filters...
Menu
Xls
2D Structure
Also known as: 520-68-3, Chebi:4744, 31nel09379, Hsdb 3483, 7-angelyl-9-echimidinylretronecine, Unii-31nel09379
Molecular Formula
C20H31NO7
Molecular Weight
397.5  g/mol
InChI Key
HRSGCYGUWHGOPY-LYHHMGRNSA-N
FDA UNII
31NEL09379

echimidine is a natural product found in Echium pininana, Echium plantagineum, and other organisms with data available.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
[(7R,8R)-7-[(Z)-2-methylbut-2-enoyl]oxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2R)-2,3-dihydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoate
2.1.2 InChI
InChI=1S/C20H31NO7/c1-6-12(2)17(23)28-15-8-10-21-9-7-14(16(15)21)11-27-18(24)20(26,13(3)22)19(4,5)25/h6-7,13,15-16,22,25-26H,8-11H2,1-5H3/b12-6-/t13-,15+,16+,20-/m0/s1
2.1.3 InChI Key
HRSGCYGUWHGOPY-LYHHMGRNSA-N
2.1.4 Canonical SMILES
CC=C(C)C(=O)OC1CCN2C1C(=CC2)COC(=O)C(C(C)O)(C(C)(C)O)O
2.1.5 Isomeric SMILES
C/C=C(/C)\C(=O)O[C@@H]1CCN2[C@@H]1C(=CC2)COC(=O)[C@@]([C@H](C)O)(C(C)(C)O)O
2.2 Other Identifiers
2.2.1 UNII
31NEL09379
2.3 Synonyms
2.3.1 Depositor-Supplied Synonyms

1. 520-68-3

2. Chebi:4744

3. 31nel09379

4. Hsdb 3483

5. 7-angelyl-9-echimidinylretronecine

6. Unii-31nel09379

7. 2-butenoic Acid, 2-methyl-, 7-((2,3-dihydroxy-2-(1-hydroxyethyl)-3-methyl-1-oxobutoxy)methyl)-2,3,5,7a-tetrahydro-1h-pyrrolizin-1-yl Ester

8. Echimidine [hsdb]

9. Echimidine , Hplc Grade

10. Echimidine, (+)-

11. Schembl3414540

12. Chembl2269162

13. Dtxsid501020028

14. Mfcd02656389

15. Hy-124050

16. Cs-0084054

17. Q27106462

18. 2-butenoic Acid, 2-methyl-, 7-((2,3-dihydroxy-2-(1- Hydroxyethyl)-3-methyl-1-oxobutoxy)methyl)-2,3,5,7a- Tetrahydro-1h-pyrrolizin-1-yl Ester

19. 2-butenoic Acid, 2-methyl-, 7-((2,3-dihydroxy-2-(1- Hydroxyethyl)-3-methyl-1-oxobutoxy)methyl)-2,3,5,7a- Tetrahydro-1h-pyrrolizin-1-yl Ester, (1r- (1.alpha.(z),7(2r*,3s*),7a.beta.))-

20. 2-butenoic Acid, 2-methyl-, 7-((2,3-dihydroxy-2-(1-hydroxyethyl)-3-methyl-1-oxobutoxy)methyl)-2,3,5,7a-tetrahydro-1h-pyrrolizin-1-yl Ester, (1r-(1alpha(z),7(2r*,3s*),7abeta))-

21. L-threo-pentitol, 1,5-dideoxy-2-c-methyl-3-c-((((1r,7ar)-2,3,5,7a-tetrahydro-1-(((2z)-2-methyl-1-oxo-2-buten-1-yl)oxy)-1h-pyrrolizin-7-yl)methoxy)carbonyl)-

22. L-threo-pentitol, 1,5-dideoxy-2-c-methyl-3-c-((((1r,7ar)-2,3,5,7a-tetrahydro-1-(((2z)-2-methyl-1-oxo-2-butenyl)oxy)-1h-pyrrolizin-7-yl)methoxy)carbonyl)-

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 397.5 g/mol
Molecular Formula C20H31NO7
XLogP3-0.1
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count8
Rotatable Bond Count9
Exact Mass397.21005233 g/mol
Monoisotopic Mass397.21005233 g/mol
Topological Polar Surface Area117 Ų
Heavy Atom Count28
Formal Charge0
Complexity684
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1