(Q15410915)

Cucurbitacin D (English)

(2S,8S,9R,10R,13R,14S,16R,17R)-17-[(E,2S)-2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl]-2,16-dihydroxy-4,4,9,13,14-pentamethyl-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene-3,11-dione

5 October 2016

stereoisomer of

2 references

(2S,8S,9R,10R,13R,14S,16S,17R)-17-[(E,2S)-2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl]-2,16-dihydroxy-4,4,9,13,14-pentamethyl-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene-3,11-dione

inferred from InChI

2 references

(2R,8S,9R,10R,13R,14S,16R,17R)-17-[(E,2S)-2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl]-2,16-dihydroxy-4,4,9,13,14-pentamethyl-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene-3,11-dione

inferred from InChI

2 references

inferred from InChI

chemical formula

C₃₀H₄₄O₇

1 reference

Cucurbitacin D (English)

19 November 2016

canonical SMILES

CC1(C2=CCC3C4(CC(C(C4(CC(=O)C3(C2CC(C1=O)O)C)C)C(C)(C(=O)C=CC(C)(C)O)O)O)C)C

1 reference

Cucurbitacin D (English)

19 November 2016

isomeric SMILES

C[C@@]12C[C@H]([C@@H]([C@]1(CC(=O)[C@@]3([C@H]2CC=C4[C@H]3C[C@@H](C(=O)C4(C)C)O)C)C)[C@](C)(C(=O)/C=C/C(C)(C)O)O)O

1 reference

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

Cucurbitacin D (English)

19 November 2016

2 references

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.

Iberis umbellata

2 references

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

Arvenin I (Cucurbitacin B 2-O-β-d-Glucopyranoside) from Iberis umbellata

Bryonia dioica

1 reference

Isoleirung und struktur der cucurbitacine aus Bryonia dioica

Elaeocarpus mastersii

2 references

Ellagic acid derivatives and cytotoxic cucurbitacins from Elaeocarpus mastersii.

Ellagic acid derivatives and cytotoxic cucurbitacins from Elaeocarpus mastersii.

Helicteres angustifolia

2 references

Pregnane, coumarin and lupane derivatives and cytotoxic constituents from Helicteres angustifolia

Two pregnane derivatives and a quinolone alkaloid from Helicteres angustifolia

Leucopaxillus gentianeus

2 references

Cucurbitane triterpenes from the fruiting bodies and cultivated mycelia of Leucopaxillus gentianeus.

Cucurbitane triterpenes from the fruiting bodies and cultivated mycelia of Leucopaxillus gentianeus.

Physocarpus opulifolius

2 references

Ecdysteroid antagonists (cucurbitacins) from Physocarpus opulifolius (rosaceae)

Ecdysteroid antagonists (cucurbitacins) from Physocarpus opulifolius (rosaceae)

Sloanea zuliaensis

4 references

Cytotoxic cucurbitacin constituents from Sloanea zuliaensis

Cytotoxic cucurbitacin constituents from Sloanea zuliaensis

Cytotoxic cucurbitacin constituents from Sloanea zuliaensis

Cytotoxic cucurbitacin constituents from Sloanea zuliaensis

Acanthosicyos horridus

1 reference

Cucurbitacins from Acanthosicyos horridus

Begonia heracleifolia

2 references

Phytochemical and biological investigation of Begonia heracleifolia

Phytochemical and biological investigation of Begonia heracleifolia

Begonia parviflora

1 reference

Finding the needle in the haystack. The dereplication of natural product extracts

Bryonia verrucosa

1 reference

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

Cayaponia angustiloba

1 reference

Isolation and13C-nmr Assignments of Cucurbitacins from Cayaponia Angustiloba, Cayaponia racemosa, and Guraniasubumbellata

Cogniauxia podolaena

1 reference

Cogniauxia podolaena: bioassay-guided fractionation of defoliated stems, isolation of active compounds, antiplasmodial activity and cytotoxicity

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

Datisca glomerata

2 references

New cytotoxic principles from Datisca glomerata

New cytotoxic principles from Datisca glomerata

Ecballium elaterium

3 references

13C NMR spectroscopy of cucurbitacins

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

The Constituents of Ecballium elaterium L. III. Elatericin A and B1,2

Gonystylus keithii

1 reference

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

Gurania subumbellata

1 reference

Isolation and13C-nmr Assignments of Cucurbitacins from Cayaponia Angustiloba, Cayaponia racemosa, and Guraniasubumbellata

Luffa operculata

2 references

Studies on the constituents of Luffa operculata Cogn. I. Isolation and structures of luperosides A-H, dammarane-type triterpene glycosides in the herb.

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

Neoalsomitra clavigera

1 reference

Dammarane glycosides from aerial parts of Neoalsomitra integrifoliola☆

Neoalsomitra integrifoliola

1 reference

Dammarane glycosides from aerial parts of Neoalsomitra integrifoliola☆

Trichosanthes kirilowii

4 references

Antitumor activity ofTrichosanthes kirilowii

Cucurbitacins from Trichosanthes kirilowii as the inhibitory components on tyrosinase activity and melanin synthesis of B16/F10 melanoma cells

[Studies on the constituents of trichosanthes root. I. Constituents of roots of Trichosanthes kirilowii Maxim. var. japonicum Kitam]

Cucurbitacin D isolated from Trichosanthes kirilowii induces apoptosis in human hepatocellular carcinoma cells in vitro

Trichosanthes miyagii

1 reference

[Studies on the constituents of "Trichosanthes root". IV. Constituents of roots of Trichosanthes multiloba Miq., Trichosanthes miyagii Hay. and Chinese crude drug "karo-kon"]

Trichosanthes multiloba

1 reference

[Studies on the constituents of "Trichosanthes root". IV. Constituents of roots of Trichosanthes multiloba Miq., Trichosanthes miyagii Hay. and Chinese crude drug "karo-kon"]

Trichosanthes tricuspidata

1 reference

[Studies on the constituents of trichosanthes root. III. Constituents of roots of Trichosanthes bracteata Voigt]

Wilbrandia ebracteata

1 reference

Cucurbitacins as Constituents of Wilbrandia ebracteata

Elaeocarpus chinensis

1 reference

Isolation, structure elucidation, and biological evaluation of 16,23-epoxycucurbitacin constituents from Eleaocarpus chinensis

Elaeocarpus hainanensis

1 reference

Cytotoxic cucurbitane-type triterpenoids from Elaeocarpus hainanensis

Conobea scoparioides

1 reference

Cucurbitacins, cell adhesion inhibitors from Conobea scoparioides

Cucurbita andreana

1 reference

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

Cucumis sativus

1 reference

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

physically interacts with

taste receptor type 2

subject has role

agonist

1 reference

Comprehensive Analysis of Mouse Bitter Taste Receptors Reveals Different Molecular Receptive Ranges for Orthologous Receptors in Mice and Humans

1 reference

Identifiers

InChI

InChI=1S/C30H44O7/c1-25(2,36)12-11-21(33)30(8,37)23-19(32)14-27(5)20-10-9-16-17(13-18(31)24(35)26(16,3)4)29(20,7)22(34)15-28(23,27)6/h9,11-12,17-20,23,31-32,36-37H,10,13-15H2,1-8H3/b12-11+/t17-,18+,19-,20+,23+,27+,28-,29+,30+/m1/s1

1 reference

Cucurbitacin D (English)

19 November 2016

2 references

Cucurbitacin D (English)

19 November 2016

ChEBI release 2020-09-01

CAS Registry Number

3877-86-9

2 references

Global Substance Registration System

UNII

5I62H4ORC7

cucurbitacin d (English)

19 November 2016

https://commonchemistry.cas.org/detail?cas_rn=3877-86-9

9 April 2021

1 reference

Cucurbitacin D (English)

19 November 2016

2 references

Cucurbitacin D (English)

19 November 2016

Reaxys registry number

2068583

1 reference

cucurbitacin D (English)

5 October 2016

ChEBI ID

3943

mapping relation type

2 references

CUCURBITACIN D (English)

19 November 2016

International Chemical Identifier

InChI

InChI=1S/C30H44O7/c1-25(2,36)12-11-21(33)30(8,37)23-19(32)14-27(5)20-10-9-16-17(13-18(31)24(35)26(16,3)4)29(20,7)22(34)15-28(23,27)6/h9,11-12,17-20,23,31-32,36-37H,10,13-15H2,1-8H3/b12-11+/t17-,18+,19-,20+,23+,27+,28-,29+,30+/m1/s1

1 reference

CUCURBITACIN D (English)

19 November 2016

2 references

splash10-08fs-1943300000-655e002cc0c9df13c622

1 reference

0 references

DSSTox substance ID

DTXSID401032034

1 reference

0 references

0 references

686-158-7

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.211.825

27 December 2018

ECHA Substance Infocard ID

[No public or meaningful name is available] (English)

quotation

CAS no.: 3877-86-9 (English)

100.211.825

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.211.825

27 December 2018

[No public or meaningful name is available] (English)

quotation

CAS no.: 3877-86-9 (English)

1 reference

Global Substance Registration System

cucurbitacin D (English)

5 October 2016

2 references

UNII

5I62H4ORC7

cucurbitacin d (English)

19 November 2016

0 references

1 reference