withanolide D (Q27089384)

Withanolide D (English)

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

4 October 2016

stereoisomer of

2 references

inferred from InChIKey

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

inferred from InChI

1 reference

inferred from InChI

chemical formula

C₂₈H₃₈O₆

1 reference

Withanolide D (English)

4 October 2016

canonical SMILES

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

1 reference

Withanolide D (English)

4 October 2016

isomeric SMILES

CC1=C(C(=O)O[C@H](C1)[C@@](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)O)C

1 reference

Distribution of the chemotypes ofWithania somnifera in some areas of Israel: Feeding studies withSpodoptera littoralis larvae and chemical examination of withanolide content

Withanolide D (English)

4 October 2016

11 references

Tissue cultures ofWithania somnifera: Morphogenesis and withanolide synthesis

A standardized root extract of Withania somnifera and its major constituent withanolide-A elicit humoral and cell-mediated immune responses by up regulation of Th1-dominant polarization in BALB/c mice.

Quantitative HPLC analysis of withanolides in Withania somnifera

Withanolide production by root cultures of Withania somnifera transformed with Agrobacterium rhizogenes

Cell Differentiation Inducing Steroids from Withania somnifera L. (DUN.).

Withanolide derivatives from the roots of Withania somnifera and their neurite outgrowth activities.

Cell Differentiation Inducing Steroids from Withania somnifera L. (DUN.).

Withanolides from Withania somnifera roots

Chemistry and genetics of withanolides in Withania somnifera hybrids

Withanolide derivatives from the roots of Withania somnifera and their neurite outgrowth activities.

Tubocapsicum anomalum

4 references

Cytotoxic withanolides from Tubocapsicum anomalum

Cytotoxic withanolides from Tubocapsicum anomalum

Cytotoxic Withanolides from Tubocapsicum anomalum

Cytotoxic withanolides from Tubocapsicum anomalum

Eriolarynx australis

2 references

Dunawithanines A and B, the first withanolide glycosides from Dunalia australis

Dunawithanines A and B, the first withanolide glycosides from Dunalia australis

Iochroma fuchsioides

1 reference

The Withanolides of Iochroma fuchsioides

Physalis viscosa

2 references

A pregnane structurally related to withanolides from Physalis viscosa

A pregnane structurally related to withanolides from Physalis viscosa

Acnistus arborescens

3 references

Antifungal and cytotoxic activity of withanolides from Acnistus arborescens

Cytotoxicity of withanolides isolated from Acnistus arborescens

Antifungal and cytotoxic activity of withanolides from Acnistus arborescens

Identifiers

InChI

InChI=1S/C28H38O6/c1-14-12-22(33-24(31)15(14)2)27(5,32)19-7-6-17-16-13-23-28(34-23)21(30)9-8-20(29)26(28,4)18(16)10-11-25(17,19)3/h8-9,16-19,21-23,30,32H,6-7,10-13H2,1-5H3/t16-,17-,18-,19-,21-,22+,23+,25-,26-,27+,28+/m0/s1

1 reference

Withanolide D (English)

4 October 2016

2 references

Withanolide D (English)

4 October 2016

ChEBI release 2020-09-01

2 references

withanolide D (English)

4 October 2016

https://commonchemistry.cas.org/detail?cas_rn=30655-48-2

8 April 2021

1 reference

Withanolide (English)

4 October 2016

2 references

Withanolide D (English)

4 October 2016

Reaxys registry number

5173298

1 reference

withanolide D (English)

4 October 2016

ChEBI ID

10041

mapping relation type

2 references

withanolide D (English)

4 October 2016

International Chemical Identifier

InChI

InChI=1S/C28H38O6/c1-14-12-22(33-24(31)15(14)2)27(5,32)19-7-6-17-16-13-23-28(34-23)21(30)9-8-20(29)26(28,4)18(16)10-11-25(17,19)3/h8-9,16-19,21-23,30,32H,6-7,10-13H2,1-5H3/t16-,17-,18-,19-,21-,22+,23+,25-,26-,27+,28+/m0/s1

SureChEMBL ID

SCHEMBL2231859

2 references

inferred from InChIKey

1 reference

1 reference

0 references

1 reference

withanolide D (English)

4 October 2016

UNII

XY366XV8JT

1 reference

1 reference

withanolide D (English)

4 October 2016

1 reference