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Chemistry

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Also known as: 5119-48-2, Withaferine a, Nsc 273757, Withaferin deriv jpr, iowa u. compound, Nsc-101088, Nsc101088

Molecular Formula

C₂₈H₃₈O₆

Molecular Weight

470.6 g/mol

InChI Key

DBRXOUCRJQVYJQ-CKNDUULBSA-N

FDA UNII

L6DO3QW4K5

withaferin A is a natural product found in Vassobia breviflora, Withania somnifera, and other organisms with data available.

1 2D Structure

Ashwagandha

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(1S,2R,6S,7R,9R,11S,12S,15R,16S)-6-hydroxy-15-[(1S)-1-[(2R)-5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-3-one

2.1.2 InChI

InChI=1S/C28H38O6/c1-14-11-21(33-25(32)17(14)13-29)15(2)18-5-6-19-16-12-24-28(34-24)23(31)8-7-22(30)27(28,4)20(16)9-10-26(18,19)3/h7-8,15-16,18-21,23-24,29,31H,5-6,9-13H2,1-4H3/t15-,16-,18+,19-,20-,21+,23-,24+,26+,27-,28+/m0/s1

2.1.3 InChI Key

DBRXOUCRJQVYJQ-CKNDUULBSA-N

2.1.4 Canonical SMILES

CC1=C(C(=O)OC(C1)C(C)C2CCC3C2(CCC4C3CC5C6(C4(C(=O)C=CC6O)C)O5)C)CO

2.1.5 Isomeric SMILES

CC1=C(C(=O)O[C@H](C1)[C@@H](C)[C@H]2CC[C@@H]3[C@@]2(CC[C@H]4[C@H]3C[C@@H]5[C@]6([C@@]4(C(=O)C=C[C@@H]6O)C)O5)C)CO

2.2 Other Identifiers

2.2.1 UNII

L6DO3QW4K5

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 5,6-epoxy-4,22,27-trihydroxy-1-oxoergosta-2,24-dienoic Acid Delta-lactone

2.3.2 Depositor-Supplied Synonyms

1. 5119-48-2

2. Withaferine A

3. Nsc 273757

4. Withaferin Deriv Jpr, Iowa U. Compound

5. Nsc-101088

6. Nsc101088

7. L6do3qw4k5

8. Ashwagandha

9. Chebi:69120

10. Nsc-273757

11. 4beta,27-dihydroxy-1-oxo-5beta,6beta-epoxywitha-2,24-dienolide

12. (1s,2r,6s,7r,9r,11s,12s,15r,16s)-6-hydroxy-15-[(1s)-1-[(2r)-5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-3-one

13. (6s,7r,9r)-6-hydroxy-15-[(2r,3r)-3-hydroxy-4-(4-methyl-5-oxo-2h-furan-3-yl)butan-2-yl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-3-one

14. (4beta,5beta,6beta,22r)-4,27-dihydroxy-5,6:22,26-diepoxyergosta-2,24-diene-1,26-dione

15. Unii-l6do3qw4k5

16. Brn 1335150

17. 5.beta.-ergosta-2, 5,6.beta.-epoxy-4.beta.,22,27-trihydroxy-1-oxo-, .delta.-lactone, (20s,22r)-

18. Ergosta-2, 5,6-epoxy-4,22,27-trihydroxy-1-oxo-, .delta.-lactone, (4.beta.,5.beta.,6.beta.,22r)-

19. Nsc 101088

20. Withaferin A [mi]

21. 5-19-06-00604 (beilstein Handbook Reference)

22. Mls006010687

23. Schembl157208

24. Chembl517080

25. Withaferin A, Analytical Standard

26. Withaferin A, >=95% (hplc)

27. Hy-n2065

28. Zinc8234189

29. Mfcd10687098

30. Nsc273757

31. S8587

32. Ncgc00180796-02

33. (4beta,5beta,6beta,22r)-5,6-epoxy-4,22,27-trihydroxy-1-oxoergosta-2,24-dien-26-oic Acid, Delta-lactone

34. 5-beta-ergosta-2,24-dien-26-oic Acid, 5,6-beta-epoxy-4-beta,22,27-trihydroxy-1-oxo-, Delta-lactone, (20s,22r)-

35. 5beta-ergosta-2,24-dien-26-oic Acid, 5,6beta-epoxy-4beta,22,27-trihydroxy-1-oxo-, Delta-lactone, (20s,22r)-

36. As-77575

37. Ergosta-2,24-dien-26-oic Acid, 5,6-epoxy-4,22,27-trihydroxy-1-oxo-, Gamma-lactone, (4bta,5beta,6beta,22r)-

38. Nci60_000031

39. Smr004701668

40. B7199

41. Cs-0018562

42. Withaferin A 100 Microg/ml In Acetonitrile

43. C08841

44. A871350

45. A1-06845

46. Q6606395

47. Brd-k88378636-001-01-0

48. Withaferin A (constituent Of Ashwagandha Root) [dsc]

49. Wln: T3 F5 E666 1a R Axo Ov Pu Ch&ttttj J1 N1 Rq Iy1&- Ft6ov Cutj C1q D1

50. (4.beta.,5.beta.,6.beta.,22r)-4,27-dihydroxy-5,6:22,26-diepoxyergosta-2,24-diene-1,26-dione

51. Ergosta-2,24-dien-26-oicacid, 5,6-epoxy-4,22,27-trihydroxy-1-oxo-, D-lactone, (4b,5b,6b,22r)-

52. Ncgc00180796-02_c28h38o6_(4beta,5beta,6beta,22r)-4,27-dihydroxy-5,6:22,26-diepoxyergosta-2,24-diene-1,26-dione

2.4 Create Date

2005-03-26

3 Chemical and Physical Properties

Molecular Formula	C₂₈H₃₈O₆
Molecular Weight	470.6 g/mol
XLogP3	3.8
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	3
Exact Mass	470.26683893 g/mol
Monoisotopic Mass	470.26683893 g/mol
Topological Polar Surface Area	96.4 Å²
Heavy Atom Count	34
Formal Charge	0
Complexity	999
Isotope Atom Count	0
Defined Atom Stereocenter Count	11
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

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USDMF

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Sunpure Extracts Pvt Ltd

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CHARLES DE G","customer":"ENTREPOT","customerCountry":"FRANCE","quantity":"10.00","actualQuantity":"10","unit":"KGS","unitRateFc":"56","totalValueFC":"444.3","currency":"USD","unitRateINR":3700,"date":"16-Nov-2023","totalValueINR":"37000","totalValueInUsd":"444.3","indian_port":"Bangalore Air","hs_no":"29369000","bill_no":"5366887","productDescription":"API","marketType":"REGULATED MARKET","country":"FRANCE","selfForZScoreResived":"Pharma Grade","supplierPort":"Bangalore Air","supplierAddress":"Koyikkalethu Veeyapuram, Alappuzha","customerAddress":""},{"dataSource":"API Export","activeIngredients":"","year":"2024","qtr":"Q1","strtotime":1706380200,"product":"GRANULATED LIPOSOMAL ASHWAGANDHA (BATCHNO 240110110)","address":"Koyikkalethu Veeyapuram","city":"Alappuzha","supplier":"MOLECULES FOOD SOLUTIONS PRIVATE LIMITED","supplierCountry":"INDIA","foreign_port":"MARSEILLE","customer":"M\/S,ENTREPOT","customerCountry":"FRANCE","quantity":"10.00","actualQuantity":"10","unit":"KGS","unitRateFc":"51","totalValueFC":"435.8","currency":"USD","unitRateINR":3622.1750000000002,"date":"28-Jan-2024","totalValueINR":"36221.75","totalValueInUsd":"435.8","indian_port":"Bangalore Air","hs_no":"29369000","bill_no":"7069434","productDescription":"API","marketType":"REGULATED MARKET","country":"FRANCE","selfForZScoreResived":"Pharma Grade","supplierPort":"Bangalore Air","supplierAddress":"Koyikkalethu Veeyapuram, Alappuzha","customerAddress":""},{"dataSource":"API Export","activeIngredients":"","year":"2024","qtr":"Q3","strtotime":1724265000,"product":"NOOGANDHA ASHWAGANDHA LIPOSOMAL ROOT ANDLEAF EXTRACT (BATCH NO. 240810111)","address":"Koyikkalethu Veeyapuram","city":"Alappuzha","supplier":"MOLECULES BIO LABS PRIVATE LIMITED","supplierCountry":"INDIA","foreign_port":"DENVER INTERNATIONAL","customer":"TO","customerCountry":"UNITED STATES","quantity":"1200.00","actualQuantity":"1200","unit":"KGS","unitRateFc":"50","totalValueFC":"59443.1","currency":"USD","unitRateINR":4155,"date":"22-Aug-2024","totalValueINR":"4986000","totalValueInUsd":"59443.1","indian_port":"Madras Air","hs_no":"29369000","bill_no":"3411982","productDescription":"API","marketType":"REGULATED MARKET","country":"UNITED STATES","selfForZScoreResived":"Pharma Grade","supplierPort":"Madras Air","supplierAddress":"Koyikkalethu Veeyapuram, Alappuzha","customerAddress":""},{"dataSource":"API Export","activeIngredients":"","year":"2024","qtr":"Q3","strtotime":1727634600,"product":"GRANULATED LIPOSOMAL ASHWAGANDHA (BATCHNO:240910143)","address":"Koyikkalethu Veeyapuram","city":"Alappuzha","supplier":"MOLECULES BIO LABS PRIVATE LIMITED","supplierCountry":"INDIA","foreign_port":"PARIS","customer":"TO THE ORDER OF","customerCountry":"FRANCE","quantity":"10.00","actualQuantity":"10","unit":"KGS","unitRateFc":"51","totalValueFC":"480.5","currency":"USD","unitRateINR":4026.2860000000001,"date":"30-Sep-2024","totalValueINR":"40262.86","totalValueInUsd":"480.5","indian_port":"Bangalore Air","hs_no":"29369000","bill_no":"4451771","productDescription":"API","marketType":"REGULATED MARKET","country":"FRANCE","selfForZScoreResived":"Pharma Grade","supplierPort":"Bangalore Air","supplierAddress":"Koyikkalethu Veeyapuram, Alappuzha","customerAddress":""}]

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