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Chemistry

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Also known as: Acetyllycopsamine, 73544-48-6, Lycopsamine `1-acetate, 4e96z64umm, Butanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-, ((1r,7ar)-1-(acetyloxy)-2,3,5,7a-tetrahydro-1h-pyrrolizin-7-yl)methyl ester, (2s,3s)-, Butanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-,[(1r,7ar)-1-(acetyloxy)-2,3,5,7a-tetrahydro-1h-pyrrolizin-7-yl]methylester, (2s,3s)-
Molecular Formula
C17H27NO6
Molecular Weight
341.4  g/mol
InChI Key
RKDOFSJTBIDAHX-OFSOMGBPSA-N
FDA UNII
4E96Z64UMM

Acetyllycopsamine
acetyllycopsamine is a natural product found in Echium horridum, Amsinckia menziesii, and other organisms with data available.
1 2D Structure

Acetyllycopsamine

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
[(7R,8R)-7-acetyloxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2S)-2-hydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoate
2.1.2 InChI
InChI=1S/C17H27NO6/c1-10(2)17(22,11(3)19)16(21)23-9-13-5-7-18-8-6-14(15(13)18)24-12(4)20/h5,10-11,14-15,19,22H,6-9H2,1-4H3/t11-,14+,15+,17-/m0/s1
2.1.3 InChI Key
RKDOFSJTBIDAHX-OFSOMGBPSA-N
2.1.4 Canonical SMILES
CC(C)C(C(C)O)(C(=O)OCC1=CCN2C1C(CC2)OC(=O)C)O
2.1.5 Isomeric SMILES
C[C@@H]([C@@](C(C)C)(C(=O)OCC1=CCN2[C@H]1[C@@H](CC2)OC(=O)C)O)O
2.2 Other Identifiers
2.2.1 UNII
4E96Z64UMM
2.3 Synonyms
2.3.1 Depositor-Supplied Synonyms

1. Acetyllycopsamine

2. 73544-48-6

3. Lycopsamine `1-acetate

4. 4e96z64umm

5. Butanoic Acid, 2,3-dihydroxy-2-(1-methylethyl)-, ((1r,7ar)-1-(acetyloxy)-2,3,5,7a-tetrahydro-1h-pyrrolizin-7-yl)methyl Ester, (2s,3s)-

6. Butanoic Acid, 2,3-dihydroxy-2-(1-methylethyl)-,[(1r,7ar)-1-(acetyloxy)-2,3,5,7a-tetrahydro-1h-pyrrolizin-7-yl]methylester, (2s,3s)-

7. Acetylsymphytine

8. Unii-4e96z64umm

9. Lycopsamine 1-acetate

10. Chebi:80703

11. Dtxsid50223742

12. [(7r,8r)-7-acetyloxy-5,6,7,8-tetrahydro-3h-pyrrolizin-1-yl]methyl (2s)-2-hydroxy-2-[(1s)-1-hydroxyethyl]-3-methylbutanoate

13. Hy-122916

14. Cs-0090432

15. Q27149737

16. (7-acetyloxy-5,6,7,8-tetrahydro-3h-pyrrolizin-1-yl)methyl 2-hydroxy-2-(1-hydroxyethyl)-3-methylbutanoate

17. Butanoic Acid, 2,3-dihydroxy-2-(1-methylethyl)-, (1-(acetyloxy)-2,3,5,7a-tetrahydro-1h-pyrrolizin-7-yl)methyl Ester, (1r-(1.alpha.,7(2s*,3s*),7a.beta.))-

2.4 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 341.4 g/mol
Molecular Formula C17H27NO6
XLogP30.1
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count7
Rotatable Bond Count8
Exact Mass341.18383758 g/mol
Monoisotopic Mass341.18383758 g/mol
Topological Polar Surface Area96.3 Ų
Heavy Atom Count24
Formal Charge0
Complexity531
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1

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