DISOGLUSIDE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C33H52O8
Molecular Weight	576.7612
Optical Activity	UNSPECIFIED
Defined Stereocenters	16 / 16
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]12C[C@@]3([H])[C@]4([H])CC=C5C[C@H](CC[C@]5(C)[C@@]4([H])CC[C@]3(C)[C@@]1([H])[C@H](C)[C@@]6(CC[C@@H](C)CO6)O2)O[C@]7([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O

InChI

InChIKey=WXMARHKAXWRNDM-GAMIEDRGSA-N

InChI=1S/C33H52O8/c1-17-7-12-33(38-16-17)18(2)26-24(41-33)14-23-21-6-5-19-13-20(8-10-31(19,3)22(21)9-11-32(23,26)4)39-30-29(37)28(36)27(35)25(15-34)40-30/h5,17-18,20-30,34-37H,6-16H2,1-4H3/t17-,18+,20+,21-,22+,23+,24+,25-,26+,27-,28+,29-,30-,31+,32+,33-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C33H52O8
Molecular Weight	576.7612
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	15 / 16
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/27219527 | https://www.ncbi.nlm.nih.gov/pubmed/26363199 | https://www.ncbi.nlm.nih.gov/pubmed/22100563 | https://www.ncbi.nlm.nih.gov/pubmed/15256740

Disogluside (Trillin) is an active ingredient isolated from Dioscorea nipponica Makino. Trillin reduces liver chronic inflammation and fibrosis in carbon tetrachloride (CCl4) induced liver injury in mice. Trillin exhibited protective effect on LPS-induced ALI by the regulations of related inflammatory events via the activations of Nrf2, HO-1 and NF-κB pathway. Trillin has being shown to exert protective effects against hyperlipidemia and oxidative stress. Trillin induced multinucleation in HL-60, NB4 and K562 cells, indicating it could induce mitotic arrest in these leukemia cells.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
inflammatory response 47 Target ID: GO:0006954 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27219527 \| https://www.ncbi.nlm.nih.gov/pubmed/26363199	Modulator 828
Apoptosis 155 Target ID: map04210 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15256740	Activator 1430		7.5 µM [IC50]

Conditions

Condition	Modality	Highest Phase	Product
Inflammation 102 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27219527 https://www.ncbi.nlm.nih.gov/pubmed/26363199	Primary	Preclinical	Unknown Approved Use Unknown
Acute lung injury 20 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26363199	Primary	Preclinical	Unknown Approved Use Unknown
Hyperlipidemia 80 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22100563	Primary	Preclinical	Unknown Approved Use Unknown
Cardiovascular diseases 71 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22100563	Primary	Preclinical	Unknown Approved Use Unknown
Leukemia 87 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15256740	Primary	Basic research	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed

Patents

Sample Use Guides

In Vivo Use Guide

Mice: Disogluside (Trillin) (50 mg/kg, 100 mg/kg) was administered by gavage for 12 days before finishing the CCl4 induction.

Route of Administration: Oral

In Vitro Use Guide

Disogluside (Trillin) inhibited proliferation of K562 cells with IC50 value of 7.5 uM.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:03:51 GMT 2023` Edited by `admin` on `Fri Dec 15 16:03:51 GMT 2023`
Record UNII	8KI671F2NS
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DISOGLUSIDE

Official Name

English

TRILLIN

Common Name

English

disogluside [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29703