MONOTROPEIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C16H22O11
Molecular Weight	390.3393
Optical Activity	UNSPECIFIED
Defined Stereocenters	9 / 9
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]12C=C[C@](O)(CO)[C@@]1([H])[C@H](O[C@]3([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)OC=C2C(O)=O

InChI

InChIKey=HPWWQPXTUDMRBI-NJPMDSMTSA-N

InChI=1S/C16H22O11/c17-3-8-10(19)11(20)12(21)15(26-8)27-14-9-6(1-2-16(9,24)5-18)7(4-25-14)13(22)23/h1-2,4,6,8-12,14-15,17-21,24H,3,5H2,(H,22,23)/t6-,8-,9-,10-,11+,12-,14+,15+,16+/m1/s1

HIDE SMILES / InChI

Molecular Formula	C16H22O11
Molecular Weight	390.3393
Charge	0
Count

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

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Apoptosis 155 Target ID: map04210 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25466264	Inhibitor 8297
NF-kappa B signaling pathway 84 Target ID: map04064 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23261679	Inhibitor 8297

PubMed

Title	Date	PubMed
Sulfur-containing bis-iridoid glucosides and iridoid glucosides from Saprosmas cortechinii.	2002 May	12027736
Hydrophilic carboxylic acids and iridoid glycosides in the juice of American and European cranberries (Vaccinium macrocarpon and V. oxycoccos), lingonberries (V. vitis-idaea), and blueberries (V. myrtillus).	2002 Nov 6	12405790
Phenolic glycosides from Pyrola japonica.	2004 Jun	15187393
Antinociceptive anti-inflammatory effect of Monotropein isolated from the root of Morinda officinalis.	2005 Oct	16204945
[Determination of monotropein in Radix Morindae from different processed products by HPLC].	2007 Jan	17539297
Iridoid glucosides with insecticidal activity from Galium melanantherum.	2007 Jul-Aug	17913079
[Studies on chemical constituents of in herb Pyrola calliatha].	2007 Sep	17992995
Monotropein isolated from the roots of Morinda officinalis ameliorates proinflammatory mediators in RAW 264.7 macrophages and dextran sulfate sodium (DSS)-induced colitis via NF-κB inactivation.	2013 Mar	23261679

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:59:37 UTC 2023` Edited by `admin` on `Fri Dec 15 17:59:37 UTC 2023`
Record UNII	0Y61M84O2T
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

MONOTROPEIN

Common Name

English

CYCLOPENTA(C)PYRAN-4-CARBOXYLIC ACID, 1-(.BETA.-D-GLUCOPYRANOSYLOXY)-1,4A,7,7A-TETRAHYDRO-7-HYDROXY-7-(HYDROXYMETHYL)-, (1S-(1.ALPHA.,4A.ALPHA.,7.BETA.,7A.ALPHA.))-

Common Name

English

NSC-291303

Code

English

NSC-88926

Code

English

MONOTROPEIN [MI]

Common Name

English

MONOTROPEINE

Common Name

English

CYCLOPENTA(C)PYRAN-4-CARBOXYLIC ACID, 1-(.BETA.-D-GLUCOPYRANOSYLOXY)-1,4A,7,7A-TETRAHYDRO-7-HYDROXY-7-(HYDROXYMETHYL)-, (1S,4AS,7R,7AS)-

Common Name

English

Code System Code Type Description

FDA UNII

0Y61M84O2T