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Also known as: Fucosterol, Fucosterin, 17605-67-3, Trans-24-ethylidenecholesterol, Stigmasta-5,24(28)-dien-3-ol, (3beta,24e)-, (3beta,24e)-stigmasta-5,24(28)-dien-3-ol

Molecular Formula

C₂₉H₄₈O

Molecular Weight

412.7 g/mol

InChI Key

OSELKOCHBMDKEJ-JUGJNGJRSA-N

FDA UNII

504ZAM710C

fucosterol is a natural product found in Ecklonia cava, Ulva australis, and other organisms with data available.

1 2D Structure

Fucosterol

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(E,2R)-5-propan-2-ylhept-5-en-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

2.1.2 InChI

InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h7,10,19-20,23-27,30H,8-9,11-18H2,1-6H3/b21-7+/t20-,23+,24+,25-,26+,27+,28+,29-/m1/s1

2.1.3 InChI Key

OSELKOCHBMDKEJ-JUGJNGJRSA-N

2.1.4 Canonical SMILES

CC=C(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(C)C

2.1.5 Isomeric SMILES

C/C=C(\CC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C)/C(C)C

2.2 Other Identifiers

2.2.1 UNII

504ZAM710C

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 24-isoethylidenecholest-5-en-3 Beta-ol,delta(5)-avenasterol

2. 24z-ethylidenecholest-5-en-3b-ol

3. 28-isofucosterol

4. Delta(5)-avenasterol

5. Fucosterol

6. Fucosterol, (3beta)-isomer

7. Fucosterol, 28-(14)c-labeled Cpd, (e)-isomer

8. Stigmasta-5,24-dien-3 Beta-ol

2.3.2 Depositor-Supplied Synonyms

1. Fucosterol

2. Fucosterin

3. 17605-67-3

4. Trans-24-ethylidenecholesterol

5. Stigmasta-5,24(28)-dien-3-ol, (3beta,24e)-

6. (3beta,24e)-stigmasta-5,24(28)-dien-3-ol

7. 24e-ethylidene-cholest-5-en-3beta-ol

8. (e)-stigmasta-5,24(28)-dien-3beta-ol

9. (24e)-stigmasta-5,24(28)-dien-3beta-ol

10. Chebi:27865

11. 504zam710c

12. (3s,8s,9s,10r,13r,14s,17r)-10,13-dimethyl-17-[(e,2r)-5-propan-2-ylhept-5-en-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthren-3-ol

13. Stigmasta-5,24(28)-dien-3-ol, (3.beta.,24e)-

14. Stigmasta-5,24(28)-dien-3.beta.-ol, (e)-

15. Unii-504zam710c

16. 24(e)-ethylidenecholest-5-en-3.beta.-ol

17. Fucosterol [mi]

18. Fucosterol [inci]

19. Schembl94291

20. Chembl519971

21. 24-isoethylidenecholest-5-en-3beta-ol, Delta(5)-avenasterol

22. Dtxsid701033229

23. Zinc4097814

24. 5,24(28)e-stigmastadien-3beta-ol

25. Lmst01040255

26. Mfcd28016319

27. (3beta,24e)-stigmasta-5,24(28)-dien-ol

28. C08817

29. E80778

30. Q15410971

31. B09778b9-3283-4ede-a260-309f18c200c0

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₂₉H₄₈O
Molecular Weight	412.7 g/mol
XLogP3	8.9
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	1
Rotatable Bond Count	5
Exact Mass	412.370516150 g/mol
Monoisotopic Mass	412.370516150 g/mol
Topological Polar Surface Area	20.2 Å²
Heavy Atom Count	30
Formal Charge	0
Complexity	687
Isotope Atom Count	0
Defined Atom Stereocenter Count	8
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

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