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

Molecular Formula	C27H34O12
Molecular Weight	550.5517
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	7 / 7
E/Z Centers	0
Optical Activity	UNSPECIFIED

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 1447

PubMed

Title	Date	PubMed
Promotion of Keratinocyte Proliferation by Tracheloside through ERK1/2 Stimulation.	2018	30147732
Specific hydrolysis and accumulation of antiproliferative lignans in the fruit of Leuzea carthamoides (Willd.) DC.	2014	24483775
Simultaneous quantification of tracheloside and trachelogenin in rat plasma using liquid chromatography/tandem mass spectrometry.	2011-05-01	21482203
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.	2003-10-28	14568166

Substance Class	Chemical Created by `admin` on `Mon Mar 31 23:00:08 GMT 2025` Edited by `admin` on `Mon Mar 31 23:00:08 GMT 2025`
Record UNII	CU15UC170Q
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

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

Preferred Name

English

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

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)