TILIROSIDE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C30H26O13
Molecular Weight	594.5196
Optical Activity	UNSPECIFIED
Defined Stereocenters	5 / 5
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O[C@@H]1[C@@H](COC(=O)\C=C\C2=CC=C(O)C=C2)O[C@@H](OC3=C(OC4=C(C3=O)C(O)=CC(O)=C4)C5=CC=C(O)C=C5)[C@H](O)[C@H]1O

InChI

InChIKey=DVGGLGXQSFURLP-VWMSDXGPSA-N

InChI=1S/C30H26O13/c31-16-6-1-14(2-7-16)3-10-22(35)40-13-21-24(36)26(38)27(39)30(42-21)43-29-25(37)23-19(34)11-18(33)12-20(23)41-28(29)15-4-8-17(32)9-5-15/h1-12,21,24,26-27,30-34,36,38-39H,13H2/b10-3+/t21-,24-,26+,27-,30+/m1/s1

HIDE SMILES / InChI

Molecular Formula	C30H26O13
Molecular Weight	594.5196
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	5 / 5
E/Z Centers	1
Optical Activity	UNSPECIFIED

Description
Sources: http://www.iscd.it/files/Tiliroside-and-Dihydroxy-Methylchromone---from-Nature-to-Cosmetic-Applications.pdf
Curator's Comment: The description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/26498393 | https://www.ncbi.nlm.nih.gov/pubmed/28539736 | https://www.ncbi.nlm.nih.gov/pubmed/28704976 | https://www.ncbi.nlm.nih.gov/pubmed/27347085

Tiliroside is a glycosidic flavonoid, which possesses anti-inflammatory, antioxidant, anticarcinogenic and hepatoprotective activities. In vitro Tiliroside shows antidiabetic properties by enhancing glucose consumption by insulin resistant HepG2 cells, antihypertensive and vasorelaxant effects in resis¬tance arteries, antihyperglycemic, antihyperlipidemic and antioxidant activities; as well as an inhibitory effect on important human liver cytochrome p450 enzymes. In vivo, Tiliroside significantly inhibited the mouse paw edema induced by phospholipase A and the mouse ear inflammation induced by 12 O tetradecanoylphorbol- 13-acetate. Tiliroside can be found in the hairy shields and young leaves of plants growing in tropical regions of the world. Tiliroside protects these plants from UV-induced and environmental stress and can be used as anti-aging and anti-inflammatory agent for cosmetic applications.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
Carbonic anhydrase VII 35 Target ID: CHEMBL2326 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26498393	Inhibitor 8504	4.6 nM [Ki]
Carbonic anhydrase IV 33 Target ID: CHEMBL3729 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26498393	Inhibitor 8504	5468.7 nM [Ki]
Carbonic anhydrase XII 30 Target ID: CHEMBL3242 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26498393	Inhibitor 8504	134.3 nM [Ki]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Skin aging 5 Sources: http://www.iscd.it/files/Tiliroside-and-Dihydroxy-Methylchromone---from-Nature-to-Cosmetic-Applications.pdf	Primary		Phase I 438	Unknown Approved Use Unknown

Sourcing

Vendor/Aggregator	ID	URL
AK Scientific	W1685	https://aksci.com/item_detail.php?cat=W1685
Alfa Chemistry	ACM20316625	http://www.alfa-chemistry.com/search.aspx?q=ACM20316625
ApexBio Technology	N2081	https://www.apexbt.com/catalogsearch/result/?q=N2081
AstaTech	40273	http://astatechinc.com/CPSResult.php?CRNO=40273
Biopurify Phytochemicals	BP1393	https://www.phytopurify.com/search.do?a=s&searchtype=3&psize=10&q=BP1393&searchhtmp=simplesearch&t=1
Biopurify Phytochemicals	BP3978	https://www.phytopurify.com/search.do?a=s&searchtype=3&psize=10&q=BP3978&searchhtmp=simplesearch&t=1
BioSynth	Q-100248	https://www.biosynth.com/en/products/life-science/other-biochemicals/products/Q-100248
BOC Sciences	20316-62-5	http://www.bocsci.com/description.asp?cas=20316-62-5
Chem Scene	CS-0016854	http://www.chemscene.com/goproductList/searchProductList?productObj=CS-0016854
eMolecules	36555105	https://orderbb.emolecules.com/search/#?query=36555105
eMolecules	43443684	https://orderbb.emolecules.com/search/#?query=43443684
eNovation Chemicals	D659872	https://www.enovationchem.com/Products.asp?SEARCHTEXT=D659872&searchbtn.x=0&searchbtn.y=0
mcule	MCULE-6075035042	https://mcule.com/MCULE-6075035042/
MedChem Express	HY-N1425	https://www.medchemexpress.com/search.html?q=HY-N1425&ft=&fa=&fp=
Molnova	M18252	https://www.molnova.com/en/serch-list.html?keywords=M18252
MolPort	MolPort-001-740-347	https://www.molport.com/shop/molecule-link/MolPort-001-740-347
MolPort	MolPort-047-134-023	https://www.molport.com/shop/molecule-link/MolPort-047-134-023
TargetMol	BBP01349	https://www.targetmol.com/search?keyword=BBP01349
TargetMol	T5S1172	https://www.targetmol.com/search?keyword=T5S1172

PubMed

Title	Date	PubMed
Flavonoids possess neuroprotective effects on cultured pheochromocytoma PC12 cells: a comparison of different flavonoids in activating estrogenic effect and in preventing beta-amyloid-induced cell death.	2007-03-21	17323972
Flavonol 3-O-glycoside hydroxycinnamoyltransferases from Scots pine (Pinus sylvestris L.).	2005-03	15752358
Screening of the inhibitory effect of vegetable constituents on the aryl hydrocarbon receptor-mediated activity induced by 2,3,7,8-tetrachlorodibenzo-p-dioxin.	2003-12	14646185
The anti-HIV activity and mechanisms of action of pure compounds isolated from Rosa damascena.	1996-12-04	8954085
Evaluation of natural products as inhibitors of human immunodeficiency virus type 1 (HIV-1) reverse transcriptase.	1991-01-01	1710653

Patents

Sample Use Guides

In Vivo Use Guide

The formulation (Tiliroside 0.1 % w/v) were applied twice daily (morning and evening) in normal conditions of use during 28 days.

Route of Administration: Topical

In Vitro Use Guide

To determine the effect of tiliroside on cell viability, RAW 264.7 cells were cultured in 96 well plates at a density of 2x10^5 cells/well. Following a 24 h incubation period, the cells were then treated with seri¬ally diluted tiliroside at concentrations of 1.5625 100 μM. The mitochondrial dependent reduction of MTT to formazan was used to measure cell respiration as an indicator of cell viability

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:57:00 GMT 2025` Edited by `admin` on `Mon Mar 31 19:57:00 GMT 2025`
Record UNII	15M04TXR9M
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

TILIROSIDE

Official Name

English

RONACARE TILIROSIDE

Preferred Name

English

4H-1-BENZOPYRAN-4-ONE, 5,7-DIHYDROXY-2-(4-HYDROXYPHENYL)-3-((6-O-((2E)-3-(4-HYDROXYPHENYL)-1-OXO-2-PROPEN-1-YL)-.BETA.-D-GLUCOPYRANOSYL)OXY)-

Common Name

English

KAEMPFEROL 3-O-(6''-O-P-COUMAROYL)GLUCOSIDE

Common Name

English

2-PROPENOIC ACID, 3-(4-HYDROXYPHENYL)-, 6'-ESTER WITH 3-(.BETA.-D-GLUCOPYRANOSYLOXY)-5,7-DIHYDROXY-2-(4-HYDROXYPHENYL)-4H-1-BENZOPYRAN-4-ONE, (E)-

Common Name

English

KAEMPFEROL-3-O(-6-O-TRANS-P-COUMAROYL-.BETA.-GLUCOPYRANOSIDE

Common Name

English

3-O-KAEMPFEROL 6-O-(TRANS-P-COUMAROYL)-.BETA.-D-GLUCOPYRANOSIDE

Common Name

English

KAEMPFEROL 3-O-(6''-O-(E)-P-COUMAROYL)-.BETA.-D-GLUCOPYRANOSIDE

Common Name

English

POTENGRIFFIOSIDE A

Common Name

English

KAEMPFEROL 3-O-(6''-O-(TRANS-P-COUMAROYL))-.BETA.-D-GLUCOPYRANOSIDE

Common Name

English

TRANS-TILIROSIDE

Common Name

English

KAEMPFEROL 3-O-.BETA.-D-(6-O-TRANS-P-COUMAROYL)GLUCOPYRANOSIDE

Common Name

English

ASTRAGALIN-6''-TRANS-P-COUMARATE

Common Name

English

Code System Code Type Description

FDA UNII

15M04TXR9M