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2D Structure
Also known as: (1r,7ar)-7-((((r)-2,3-dihydroxy-2-((s)-1-hydroxyethyl)-3-methylbutanoyl)oxy)methyl)-1-(((z)-2-methylbut-2-enoyl)oxy)-1,2,3,4,5,7a-hexahydropyrrolizine 4-oxide, Chembl2269157, Dtxsid501345822, Hy-n9513, Cs-0182701
Molecular Formula
C20H31NO8
Molecular Weight
413.5  g/mol
InChI Key
KDJGEXAPDZNXSD-KCFAIRMISA-N

(7R,7aR)-1-({[(2R)-2,3-dihydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoyl]oxy}methyl)-7-{[(2Z)-2-methylbut-2-enoyl]oxy}-5,6,7,7a-tetrahydro-3H-pyrrolizin-4-ium-4-olate is a natural product found in Echium angustifolium 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-4-oxido-5,6,7,8-tetrahydro-3H-pyrrolizin-4-ium-1-yl]methyl (2R)-2,3-dihydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoate
2.1.2 InChI
InChI=1S/C20H31NO8/c1-6-12(2)17(23)29-15-8-10-21(27)9-7-14(16(15)21)11-28-18(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-,21?/m0/s1
2.1.3 InChI Key
KDJGEXAPDZNXSD-KCFAIRMISA-N
2.1.4 Canonical SMILES
CC=C(C)C(=O)OC1CC[N+]2(C1C(=CC2)COC(=O)C(C(C)O)(C(C)(C)O)O)[O-]
2.1.5 Isomeric SMILES
C/C=C(/C)\C(=O)O[C@@H]1CC[N+]2([C@@H]1C(=CC2)COC(=O)[C@@]([C@H](C)O)(C(C)(C)O)O)[O-]
2.2 Synonyms
2.2.1 Depositor-Supplied Synonyms

1. (1r,7ar)-7-((((r)-2,3-dihydroxy-2-((s)-1-hydroxyethyl)-3-methylbutanoyl)oxy)methyl)-1-(((z)-2-methylbut-2-enoyl)oxy)-1,2,3,4,5,7a-hexahydropyrrolizine 4-oxide

2. Chembl2269157

3. Dtxsid501345822

4. Hy-n9513

5. Cs-0182701

2.3 Create Date
2014-07-29
3 Chemical and Physical Properties
Molecular Weight 413.5 g/mol
Molecular Formula C20H31NO8
XLogP3-0.6
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count8
Rotatable Bond Count9
Exact Mass413.20496695 g/mol
Monoisotopic Mass413.20496695 g/mol
Topological Polar Surface Area131 Ų
Heavy Atom Count29
Formal Charge0
Complexity730
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1