TRACHELOSIDE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C27H34O12
Molecular Weight	550.5517
Optical Activity	UNSPECIFIED
Defined Stereocenters	7 / 7
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=CC=C(C[C@H]2COC(=O)[C@]2(O)CC3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C(OC)=C3)C=C1OC

InChI

InChIKey=LWYAMIUSVGPFKS-CGLYQLBNSA-N

InChI=1S/C27H34O12/c1-34-17-6-4-14(9-19(17)35-2)8-16-13-37-26(32)27(16,33)11-15-5-7-18(20(10-15)36-3)38-25-24(31)23(30)22(29)21(12-28)39-25/h4-7,9-10,16,21-25,28-31,33H,8,11-13H2,1-3H3/t16-,21+,22+,23-,24+,25+,27-/m0/s1

HIDE SMILES / InChI

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
keratinocyte proliferation 1 Target ID: GO:0043616 Sources: https://www.ncbi.nlm.nih.gov/pubmed/30147732	Activator 1430

PubMed

Title	Date	PubMed
Lack of significant inhibitory effects of a plant lignan tracheloside on 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP)-induced mammary carcinogenesis in female Sprague-Dawley rats.	2003 Oct 28	14568166
Simultaneous quantification of tracheloside and trachelogenin in rat plasma using liquid chromatography/tandem mass spectrometry.	2011 May 1	21482203
Specific hydrolysis and accumulation of antiproliferative lignans in the fruit of Leuzea carthamoides (Willd.) DC.	2014	24483775
Promotion of Keratinocyte Proliferation by Tracheloside through ERK1/2 Stimulation.	2018	30147732

Name

Type

Language

TRACHELOSIDE

Common Name

English

(3S,4S)-4-((3,4-DIMETHOXYPHENYL)METHYL)-3-((4-(.BETA.-D-GLUCOPYRANOSYLOXY)-3-METHOXYPHENYL)METHYL)DIHYDRO-3-HYDROXY-2(3H)-FURANONE

Systematic Name

English

8'-HYDROXYARCTIGENIN-4'-O-.BETA.-D-GLUCOSIDE

Common Name

English

2(3H)-FURANONE, 4-((3,4-DIMETHOXYPHENYL)METHYL)-3-((4-(.BETA.-D-GLUCOPYRANOSYLOXY)-3-METHOXYPHENYL)METHYL)DIHYDRO-3-HYDROXY-, (3S,4S)-

Systematic Name

English

Classification Tree Code System Code

DSLD

1624 (Number of products:1)