PTAQUILOSIDE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C20H30O8
Molecular Weight	398.4474
Optical Activity	UNSPECIFIED
Defined Stereocenters	9 / 9
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]1(C)C[C@@]3(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])O)C=C(C)C4(CC4)[C@@](C)(O)[C@@]3([H])C1=O

InChI

InChIKey=GPHSJPVUEZFIDE-YVPLJZHISA-N

InChI=1S/C20H30O8/c1-9-6-20(28-17-15(25)14(24)13(23)11(8-21)27-17)7-10(2)19(4-5-19)18(3,26)16(20)12(9)22/h7,9,11,13-17,21,23-26H,4-6,8H2,1-3H3/t9-,11-,13-,14+,15-,16-,17+,18+,20-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C20H30O8
Molecular Weight	398.4474
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	9 / 9
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

PubMed

Title	Date	PubMed
Pteridium aquilinum and its ptaquiloside toxin induce DNA damage response in gastric epithelial cells, a link with gastric carcinogenesis.	2012 Mar	22143989
Ptaquiloside reduces NK cell activities by enhancing metallothionein expression, which is prevented by selenium.	2013 Feb 8	23274088

Substance Class	Chemical Created by `admin` on `Sat Dec 16 08:48:34 GMT 2023` Edited by `admin` on `Sat Dec 16 08:48:34 GMT 2023`
Record UNII	F0MN9S5699
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PTAQUILOSIDE

Common Name

English

PTAQUILOSIDE [MI]

Common Name

English

PTAQUILOSIDE [IARC]

Common Name

English

BRAXIN C

Common Name

English

(2R,3AR,4S,7AR)-7A-(.BETA.-D-GLUCOPYRANOSYLOXY)-1,3A,4,7A-TETRAHYDRO-4-HYDROXY-2,4,6-TRIMETHYLSPIRO(CYCLOPROPANE-1,5-(5H)INDEN)-3(2H)-ONE

Systematic Name

English

SPIRO(CYCLOPROPANE-1,5'-(5H)INDEN)-3'(2'H)-ONE, 7'A-(.BETA.-D-GLUCOPYRANOSYLOXY)-1',3'A,4',7'A-TETRAHYDRO-4'-HYDROXY-2',4',6'-TRIMETHYL-, (2'R,3'AR,4'S,7'AR)-

Systematic Name

English

Code System Code Type Description

CAS

87625-62-5