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

OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@H]3C=C[C@](O)(CO)[C@@H]23)C(O)=O)[C@H](O)[C@@H](O)[C@@H]1O

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 156 Target ID: map04210 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25466264	Inhibitor 8504
NF-kappa B signaling pathway 87 Target ID: map04064 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23261679	Inhibitor 8504

PubMed

Title	Date	PubMed
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.	2013-03	23261679
Iridoid glucosides with insecticidal activity from Galium melanantherum.	2007-10-05	17913079
[Studies on chemical constituents of in herb Pyrola calliatha].	2007-09	17992995
[Determination of monotropein in Radix Morindae from different processed products by HPLC].	2007-01	17539297
Antinociceptive anti-inflammatory effect of Monotropein isolated from the root of Morinda officinalis.	2005-10	16204945
Phenolic glycosides from Pyrola japonica.	2004-06	15187393
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).	2002-11-06	12405790
Sulfur-containing bis-iridoid glucosides and iridoid glucosides from Saprosmas cortechinii.	2002-05	12027736

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:59:56 GMT 2025` Edited by `admin` on `Mon Mar 31 18:59:56 GMT 2025`
Record UNII	0Y61M84O2T
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-291303

Preferred Name

English

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-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