cnicin (Q5137363)

German Wikipedia

mass

378.167853172 dalton

1 reference

[(3aR,4S,6Z,10Z,11aR)-10-(hydroxymethyl)-6-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] (3S)-3,4-dihydroxy-2-methylidenebutanoate

inferred from SMILES

stereoisomer of

2 references

[(3aR,4S,6E,10Z,11aS)-10-(hydroxymethyl)-6-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] (3S)-3,4-dihydroxy-2-methylidenebutanoate

inferred from InChI

2 references

[(3aR,4S,6E,10Z,11aR)-10-(hydroxymethyl)-6-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] (3S)-3,4-dihydroxy-2-methylidenebutanoate

inferred from InChI

2 references

[(3aR,4S,11aR)-10-(hydroxymethyl)-6-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] (3S)-3,4-dihydroxy-2-methylidenebutanoate

inferred from InChI

2 references

1 reference

C₂₀H₂₆O₇

2 references

O=C(OC1CC(=CCCC(=CC2OC(=O)C(=C)C21)CO)C)C(=C)C(O)CO

0 references

isomeric SMILES

O=C/1O[C@@H]2/C=C(/CC/C=C(/C[C@H](OC(=O)\C(=C)[C@@H](O)CO)[C@H]2C\1=C)C)CO

1 reference

English Wikipedia

found in taxon

Centaurea aegialophila

1 reference

Sesquiterpene lactones and other constituents of three Cardueae from Cyprus

Centaurea alexandrina

1 reference

Flavonoids and Sesquiterpene Lactones, Constituents of Centaurea alexandrina

Centaurea calcitrapa

2 references

Bisabolone derivatives and sesquiterpene lactones from centaurea species

Sesquiterpene lactones and lignans from Centaurea species

Centaurea cineraria

2 references

Sesquiterpene lactones and flavones from Centaurea cineraria subsp. Umbrosa

Sesquiterpene lactones of two centaurea species from Sicily

Centaurea cuneifolia

1 reference

Chemical constituents of Centaurea cadmea

Centaurea deusta

1 reference

Secondary metabolites from Centaurea deusta with antimicrobial activity.

Centaurea diffusa

1 reference

Sesquiterpene lactones and other constituents of Centaurea diffusa

Centaurea maculosa

1 reference

Cnicin concentrations in Centaurea maculosa, spotted knapweed

Centaurea malacitana

1 reference

Germacranolides from Centaurea melitensis

Centaurea napifolia

1 reference

Sesquiterpene Lactones and Other Constituents ofCentaurea napifolia

Centaurea orphanidea

1 reference

Secondary metabolites from Centaurea orphanidea

Centaurea pallescens

1 reference

Chemical Constituents of Centaurea pallescens

Centaurea paniculata

2 references

Antibacterial evaluation of cnicin and some natural and semisynthetic analogues.

Sesquiterpene lactones and other constituents of Centaurea paniculata ssp. castellana

Centaurea paui

1 reference

New Sesquiterpene Lactones and Other Constituents fromCentaurea paui

Centaurea sulphurea

2 references

Sesquiterpene lactones from Centaurea species

New sources and antifungal activity of sesquiterpene lactones

Centaurea spinosa

1 reference

Sesquiterpene lactones from Centaurea spinosa and their antibacterial and cytotoxic activities

Centaurea arenaria

1 reference

Bioactivity-guided isolation of antiproliferative compounds from Centaurea arenaria.

Centaurea aspera

1 reference

Sesquiterpenes from Centaurea aspera

Centaurea sphaerocephala

1 reference

A chemotaxonomic study of sesquiterpene lactones from subtribe centaureinae of the compositae

Centaurea alba

1 reference

Sesquiterpene lactones from Centaurea alba and C. conifera

Centaurea nicaeensis

1 reference

Sesquiterpene lactones and other constituents of Centaurea nicaensis

Centaurea tougourensis

1 reference

Sesquiterpene lactones from Centaurea tougourensis

Centaurea bombycina

1 reference

New sources and antifungal activity of sesquiterpene lactones

Centaurea granatensis

1 reference

New sources and antifungal activity of sesquiterpene lactones

Centaurea maroccana

1 reference

New sources and antifungal activity of sesquiterpene lactones

Centaurea monticola

1 reference

New sources and antifungal activity of sesquiterpene lactones

Centaurea hyalolepis

1 reference

Chemical Constituents of Centaurea pallescens

Centaurea affinis

1 reference

Cnicin concentrations in Centaurea maculosa, spotted knapweed

Centaurea besseriana

1 reference

Method for the quantitative determination of cnicin in Centaurea squarrosa

physically interacts with

taste receptor type 2

subject has role

agonist

1 reference

The Molecular Receptive Ranges of Human TAS2R Bitter Taste Receptors

1 reference

Cnicin

0 references

Identifiers

InChI

InChI=1S/C20H26O7/c1-11-5-4-6-14(9-21)8-17-18(13(3)20(25)27-17)16(7-11)26-19(24)12(2)15(23)10-22/h5,8,15-18,21-23H,2-4,6-7,9-10H2,1H3/b11-5 ,14-8-/t15-,16-,17 ,18 /m0/s1

1 reference

PubChem

2 references

PubChem

ChEBI release 2020-09-01

CAS Registry Number

24394-09-0

1 reference

https://commonchemistry.cas.org/detail?cas_rn=24394-09-0

9 April 2021

ChemSpider ID

4444781

1 reference

English Wikipedia

PubChem CID

5281435

2 references

German Wikipedia

ChEBI ID

3768

mapping relation type

exact match

1 reference

International Chemical Identifier

InChI

InChI=1S/C20H26O7/c1-11-5-4-6-14(9-21)8-17-18(13(3)20(25)27-17)16(7-11)26-19(24)12(2)15(23)10-22/h5,8,15-18,21-23H,2-4,6-7,9-10H2,1H3/b11-5 ,14-8-/t15-,16-,17 ,18 /m0/s1

ChEMBL ID

CHEMBL1257707

1 reference

2 references

1 reference

1 reference

DSSTOX compound identifier

0 references

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.042.004

retrieved

27 December 2018

title

2,3,3a,4,5,8,9,11a-octahydro-10-(hydroxymethyl)-6-methyl-3-methylene-2-oxocyclodeca[b]furan-4-yl 3,4-dihydroxy-2-methylenebutyrate (English)

quotation

CAS no.: 24394-09-0 (English)

ECHA Substance Infocard ID

100.042.004

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.042.004

retrieved

27 December 2018

title

2,3,3a,4,5,8,9,11a-octahydro-10-(hydroxymethyl)-6-methyl-3-methylene-2-oxocyclodeca[b]furan-4-yl 3,4-dihydroxy-2-methylenebutyrate (English)

quotation

CAS no.: 24394-09-0 (English)

UNII

C998MWY30L

1 reference