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Chemistry

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Also known as: 10285-06-0, (+)-intermedine, Intermedina, Intermedinum, 9-(+)-trachelanthylretronecine, Dlc9fep81a

Molecular Formula

C₁₅H₂₅NO₅

Molecular Weight

299.36 g/mol

InChI Key

SFVVQRJOGUKCEG-OPQSFPLASA-N

FDA UNII

DLC9FEP81A

intermedine is a natural product found in Eupatorium cannabinum, Eupatorium chinense, and other organisms with data available.

1 2D Structure

Intermedine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

[(7R,8R)-7-hydroxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2S)-2-hydroxy-2-[(1R)-1-hydroxyethyl]-3-methylbutanoate

2.1.2 InChI

InChI=1S/C15H25NO5/c1-9(2)15(20,10(3)17)14(19)21-8-11-4-6-16-7-5-12(18)13(11)16/h4,9-10,12-13,17-18,20H,5-8H2,1-3H3/t10-,12-,13-,15+/m1/s1

2.1.3 InChI Key

SFVVQRJOGUKCEG-OPQSFPLASA-N

2.1.4 Canonical SMILES

CC(C)C(C(C)O)(C(=O)OCC1=CCN2C1C(CC2)O)O

2.1.5 Isomeric SMILES

C[C@H]([C@@](C(C)C)(C(=O)OCC1=CCN2[C@H]1[C@@H](CC2)O)O)O

2.2 Other Identifiers

2.2.1 UNII

DLC9FEP81A

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. 10285-06-0

2. (+)-intermedine

3. Intermedina

4. Intermedinum

5. 9-(+)-trachelanthylretronecine

6. Dlc9fep81a

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

8. ((1r,7ar)-1-hydroxy-2,3,5,7a-tetrahydro-1h-pyrrolizin-7-yl)methyl (2s,3r)-2,3-dihydroxy-2-isopropylbutanoate

9. [(1r,7ar)-1-hydroxy-2,3,5,7a-tetrahydro-1h-pyrrolo[1,2-a]pyrrol-7-yl]methyl (2s,3r)-2,3-dihydroxy-2-isopropylbutanoate

10. Unii-dlc9fep81a

11. Intermedine, Hplc Grade

12. 3'-epi-lycopsamine

13. Schembl23464

14. Intermedine, (+)-

15. Chebi:5941

16. Dtxsid001020073

17. Mfcd09970420

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

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

20. Xi161638

21. Hy-113845

22. Cs-0062945

23. A902553

24. J-000818

25. Q27106936

26. (2s,3r)-2,3-dihydroxy-2-(1-methylethyl)butanoic Acid [(1r,7ar)-2,3,5,7a-tetrahydro-1-hydroxy-1h-pyrrolizin-7-yl]methyl Ester

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

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₁₅H₂₅NO₅
Molecular Weight	299.36 g/mol
XLogP3	-0.4
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	6
Exact Mass	299.17327290 g/mol
Monoisotopic Mass	299.17327290 g/mol
Topological Polar Surface Area	90.2 Å²
Heavy Atom Count	21
Formal Charge	0
Complexity	436
Isotope Atom Count	0
Defined Atom Stereocenter Count	4
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1