(Q5192451)

Cucurbitacin E (English)

[(E,6R)-6-[(8S,9R,10S,13R,14S,16R,17R)-2,16-dihydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-8,10,12,15,16,17-hexahydro-7H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl] acetate

5 October 2016

stereoisomer of

2 references

inferred from InChIKey

[(E,6S)-6-[(8S,9R,10S,13R,14S,16R,17R)-2,16-dihydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-8,10,12,15,16,17-hexahydro-7H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl] acetate

inferred from InChI

2 references

inferred from InChIKey

[(E,6S)-6-[(8S,9R,10R,13R,14S,16R,17R)-2,16-dihydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-8,10,12,15,16,17-hexahydro-7H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl] acetate

inferred from InChI

1 reference

inferred from InChI

chemical formula

C₃₂H₄₄O₈

1 reference

Cucurbitacin E (English)

19 November 2016

canonical SMILES

CC(=O)OC(C)(C)C=CC(=O)C(C)(C1C(CC2(C1(CC(=O)C3(C2CC=C4C3C=C(C(=O)C4(C)C)O)C)C)C)O)O

1 reference

Cucurbitacin E (English)

19 November 2016

isomeric SMILES

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

1 reference

Chromatographic and mass spectral analysis of cucurbitacins of three Cucumis sativus cultivars

Cucurbitacin E (English)

19 November 2016

1 reference

Iberis umbellata

1 reference

Analysis of cucurbitacins in medicinal plants by high-pressure liquid chromatography-mass spectrometry

Bacopa monnieri

2 references

Cucurbitacins from Bacopa monnieri.

Cucurbitacins from Bacopa monnieri.

Begonia nantoensis

4 references

Cytotoxic and anti-HIV principles from the rhizomes of Begonia nantoensis

Cytotoxic and anti-HIV Principles from the Rhizomes of Begonia nantoensis.

Cytotoxic and anti-HIV Principles from the Rhizomes of Begonia nantoensis.

Cytotoxic and anti-HIV principles from the rhizomes of Begonia nantoensis

Bryonia alba

1 reference

Die cucurbitacine in Bryonia alba und Bryonia dioica

Bryonia dioica

1 reference

Isoleirung und struktur der cucurbitacine aus Bryonia dioica

Iberis amara

2 references

Cucurbitacin E and I in Iberis amara: Feeding inhibitors for Phyllotreta nemorum

Cucurbitacins: differential cytotoxicity, dereplication and first isolation from Gonystylus keithii

Citrullus lanatus

1 reference

Anti-inflammatory activities of cucurbitacin E isolated from Citrullus lanatus var. citroides: role of reactive nitrogen species and cyclooxygenase enzyme inhibition

Bryonia verrucosa

1 reference

Cucurbitacins From Bryonia Verrucosa. Isomerization of 2-Hydroxy-3-Keto-Cucurbitacins

Ceratosanthes hilariana

1 reference

Isolation of feeding stimulants of Brazilian leaf beetles (Diabrotica speciosa and Cerotoma arcuata) from the root of Ceratosanthes hilariana.

Nernstia mexicana

1 reference

Triterpenes from Cigarrilla mexicana

Conobea scoparioides

1 reference

Cucurbitacins, cell adhesion inhibitors from Conobea scoparioides

Cucurbita foetidissima

2 references

Foetidissimoside A, a new 3,28-bidesmosidic triterpenoid saponin, and cucurbitacins from Cucurbita foetidissima

Foetidissimoside A, a new 3,28-bidesmosidic triterpenoid saponin, and cucurbitacins from Cucurbita foetidissima

Ecballium elaterium

4 references

13C NMR spectroscopy of cucurbitacins

Ecballium elaterium: an in vitro source of cucurbitacins

A new cucurbitacin D related 16,23-epoxy derivative and its isomerization products

1H and 13C NMR signal assignment of cucurbitacin derivatives from Citrullus colocynthis (L.) Schrader and Ecballium elaterium L. (Cucurbitaceae)

Helicteres angustifolia

2 references

Chemical constituents of Swertia angustifolia

Two pregnane derivatives and a quinolone alkaloid from Helicteres angustifolia

Luffa operculata

1 reference

Two novel cucurbitacins, neocucurbitacins A and B, from the Brazilian folk medicine "Buchinha" (Luffa operculata) and their effect on PEBP2alphaA and OCIF gene expression in a human osteoblast-like Saos-2 cell line

Morierina montana

1 reference

Morierinin: a new cytotoxic cucurbitacin from the leaves of Morierina montana Vieill

Wilbrandia ebracteata

3 references

Nitric oxide and cyclooxygenase may participate in the analgesic and anti-inflammatory effect of the cucurbitacins fraction from Wilbrandia ebracteata.

Anti-inflammatory and analgesic effects of cucurbitacins from Wilbrandia ebracteata

Cucurbitacins as Constituents of Wilbrandia ebracteata

Bryonia cretica

1 reference

Cucurbitane-type triterpenes with anti-proliferative effects on U937 cells from an egyptian natural medicine, Bryonia cretica: structures of new triterpene glycosides, bryoniaosides A and B.

Cucurbita andreana

1 reference

A new cucurbitacin profile forCucurbita andreana: A candidate for cucurbitacin tissue culture

Citrullus colocynthis

1 reference

Colocynthenins A-D, Ring-A seco-Cucurbitane Triterpenoids from the Fruits of Citrullus colocynthis

physically interacts with

taste receptor type 2

subject has role

agonist

1 reference

The Molecular Receptive Ranges of Human TAS2R Bitter Taste Receptors

Identifiers

InChI

InChI=1S/C32H44O8/c1-17(33)40-27(2,3)13-12-23(36)32(9,39)25-21(35)15-29(6)22-11-10-18-19(14-20(34)26(38)28(18,4)5)31(22,8)24(37)16-30(25,29)7/h10,12-14,19,21-22,25,34-35,39H,11,15-16H2,1-9H3/b13-12+/t19-,21-,22+,25+,29+,30-,31+,32+/m1/s1

1 reference

Cucurbitacin E (English)

NDYMQXYDSVBNLL-MUYMLXPFSA-N

19 November 2016

InChIKey

2 references

Cucurbitacin E (English)

19 November 2016

ChEBI release 2020-09-01

CAS Registry Number

18444-66-1

2 references

Global Substance Registration System

UNII

V8A45XYI21

cucurbitacin e (English)

NDYMQXYDSVBNLL-MUYMLXPFSA-N

19 November 2016

InChIKey

9 April 2021

https://commonchemistry.cas.org/detail?cas_rn=18444-66-1

1 reference

Cucurbitacin E (English)

19 November 2016

1 reference

Cucurbitacin E (English)

19 November 2016

Reaxys registry number

2343323

1 reference

cucurbitacin E (English)

5 October 2016

ChEBI ID

3944

mapping relation type

1 reference

CUCURBITACIN E (English)

19 November 2016

1 reference

CUCURBITACIN E (English)

19 November 2016

1 reference

0 references

0 references

242-325-2

1 reference

Global Substance Registration System

UNII

V8A45XYI21

cucurbitacin e (English)

ECHA Substance Infocard ID

19 November 2016

100.038.463

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.038.463

27 December 2018

2,16α,20,25-tetrahydroxy-9β-methyl-10α,-19-norlanosta-1,5,23(E)-triene-3,11,22-trione 25-acetate (English)

quotation

CAS no.: 18444-66-1 (English)

1 reference

Global Substance Registration System

cucurbitacin E (English)

5 October 2016

1 reference

UNII

V8A45XYI21

cucurbitacin e (English)

19 November 2016

0 references

1 reference