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CHEMISTRY
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ACTIVE PHARMA INGREDIENTS

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Chemistry

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Also known as: Calcium undecylenate, 1322-14-1, Cruex, Calcium;undec-10-enoate, Undecylenate calcium, 10-undecenoic acid, calcium salt

Molecular Formula

C₂₂H₃₈CaO₄

Molecular Weight

406.6 g/mol

InChI Key

CLOKKBBIKHZGNX-UHFFFAOYSA-L

FDA UNII

77YW1RTU8V

Calcium Undecylenate is the calcium salt of undecylenic acid, an 11 carbon mono-unsaturated fatty acid with broad-spectrum antifungal activity. Undecylenic acid inhibits the morphogenesis of Candida albicans to its invasive fungal form and inhibits the conversion of unicellular yeast to their hyphal form.

1 2D Structure

Calcium Undecylenate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

calcium;undec-10-enoate

2.1.2 InChI

InChI=1S/2C11H20O2.Ca/c2*1-2-3-4-5-6-7-8-9-10-11(12)13;/h2*2H,1,3-10H2,(H,12,13);/q;;+2/p-2

2.1.3 InChI Key

CLOKKBBIKHZGNX-UHFFFAOYSA-L

2.1.4 Canonical SMILES

C=CCCCCCCCCC(=O)[O-].C=CCCCCCCCCC(=O)[O-].[Ca+2]

2.2 Other Identifiers

2.2.1 UNII

77YW1RTU8V

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. Calcium Undecylenate

2. 1322-14-1

3. Cruex

4. Calcium;undec-10-enoate

5. Undecylenate Calcium

6. 10-undecenoic Acid, Calcium Salt

7. 77yw1rtu8v

8. Cal-desene

9. 10-undecenoic Acid, Calcium Salt (2:1)

10. Unii-77yw1rtu8v

11. Calcium Undecylenate (usp)

12. Calcium Undecylenate [usan:usp]

13. Einecs 215-331-8

14. Calcium Undecenoate

15. Calcium (e)-undec-2-enoate

16. Schembl359949

17. Calcium 10-undecenoate

18. Chembl2104130

19. Calcium Undecylenate [inci]

20. Calcium Undecylenate [usan]

21. Calcium Undecenoate [mart.]

22. Undecylenate Calcium [vandf]

23. Bis(10-undecenoic Acid)calcium Salt

24. Calcium Undecenoate [who-dd]

25. 10-undecenoic Acid, Calcium(2+) Salt

26. Calcium Undecylenate [usp Monograph]

27. D03315

28. A937337

29. Q27266617

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₂₂H₃₈CaO₄
Molecular Weight	406.6 g/mol
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	16
Exact Mass	406.2396005 g/mol
Monoisotopic Mass	406.2396005 g/mol
Topological Polar Surface Area	80.3 Å²
Heavy Atom Count	27
Formal Charge	0
Complexity	136
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	3