ChemicalBook >> CAS DataBase List >>(1S,2S,6S,9R)-9-hydroxy-9-(hydroxymethyl)-2-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-oxabicyclo[4.3.0]nona-4,7-diene-5-carboxylic acid

(1S,2S,6S,9R)-9-hydroxy-9-(hydroxymethyl)-2-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-oxabicyclo[4.3.0]nona-4,7-diene-5-carboxylic acid

(1S,2S,6S,9R)-9-hydroxy-9-(hydroxymethyl)-2-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-oxabicyclo[4.3.0]nona-4,7-diene-5-carboxylic acid structure

CAS No.: 5945-50-6

Chemical Name:: (1S,2S,6S,9R)-9-hydroxy-9-(hydroxymethyl)-2-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-oxabicyclo[4.3.0]nona-4,7-diene-5-carboxylic acid

Synonyms: Monotropein;Monotropeine;Crystal orchid;Morinda officinalis How;Monotropein >=98% (HPLC);Monotropein, 10 mM in DMSO;Monotropein, 98%, from Monotropa uniflora L.;1α-(β-D-Glucopyranosyloxy)-1,4aα,7,7aα-tetrahydro-7β-hydroxy-7-(hydroxymethyl)cyclopenta[c]pyran-4-carboxylic acid;Cyclopenta[c]pyran-4-carboxylic acid, 1-(β-D-glucopyranosyloxy)-1,4a,7,7a-tetrahydro-7-hydroxy-7-(hydroxymethyl)-, (1S,4aS,7R,7aS)-;(1S,2S,6S,9R)-9-hydroxy-9-(hydroxymethyl)-2-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-oxabicyclo[4.3.0]no-4,7-diene-5-carboxylic acid

CBNumber:: CB91459734

Molecular Formula:: C16H22O11

Molecular Weight:: 390.34

MDL Number:: MFCD00238650

MOL File:: 5945-50-6.mol

MSDS File:: SDS

Last updated:2025-09-30 18:11:34

Request For Quotation

(1S,2S,6S,9R)-9-hydroxy-9-(hydroxymethyl)-2-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-oxabicyclo[4.3.0]nona-4,7-diene-5-carboxylic acid Properties

Melting point	170-173 °C
Boiling point	717.6±60.0 °C(Predicted)
Density	1.73±0.1 g/cm3(Predicted)
storage temp.	Sealed in dry,Store in freezer, under -20°C
solubility	Soluble in methanol and water
form	powder
pka	4.31±0.60(Predicted)
color	White
FDA UNII	0Y61M84O2T
UNSPSC Code	41116107
NACRES	NA.25

SAFETY

Risk and Safety Statements

Symbol(GHS)

GHS07

Signal word

Warning

Hazard statements

H302-H315-H319-H335

Precautionary statements

P261-P264-P270-P301+P312-P302+P352-P305+P351+P338

Safety Statements

24/25

HS Code

29389090

NFPA 704

	0
2		0

(1S,2S,6S,9R)-9-hydroxy-9-(hydroxymethyl)-2-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-oxabicyclo[4.3.0]nona-4,7-diene-5-carboxylic acid price More Price(30)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	PHL80500	Monotropein phyproof? Reference Substance	5945-50-6	10MG	$403	2025-07-31	Buy
Sigma-Aldrich	SMB00471	Monotropein ≥98% (HPLC)	5945-50-6	5MG	$314	2023-01-07	Buy
TCI Chemical	M3609	Monotropein	5945-50-6	25MG	$248	2025-07-31	Buy
Cayman Chemical	27595	Monotropein	5945-50-6	25mg	$272	2024-03-01	Buy
Cayman Chemical	27595	Monotropein	5945-50-6	50mg	$495	2024-03-01	Buy

Product number	Packaging	Price	Buy
PHL80500	10MG	$403	Buy
SMB00471	5MG	$314	Buy
M3609	25MG	$248	Buy
27595	25mg	$272	Buy
27595	50mg	$495	Buy

(1S,2S,6S,9R)-9-hydroxy-9-(hydroxymethyl)-2-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-oxabicyclo[4.3.0]nona-4,7-diene-5-carboxylic acid Chemical Properties,Uses,Production

Description

Monotropein is an iridoid glycoside originally isolated from M. officinalis roots and has diverse biological activities. It increases cell viability and migration of bone marrow-derived endothelial progenitor cells (BM-EPCs) when used at concentrations ranging from 0.1 to 1,000 μM. Monotropein inhibits apoptosis and reduces levels of matrix metalloproteinase-3 (MMP-3) and MMP-13 in chondrocytes. It inhibits LPS-induced nuclear translocation of NF-κB and reduces COX-2, inducible nitric oxide synthase (iNOS), TNF-α, and IL-1β mRNA expression in RAW 264.7 cells. Monotropein (100 and 200 mg/kg) reduces colonic myeloperoxidase (MPO) activity, COX-2 and iNOS mRNA expression, and disease severity in a mouse model of ulcerative colitis induced by dextran sulfate sodium (DSS; ). It increases bone mineral content, bone mineral density, and improves bone microstructure in ovariectomized mice when administered at doses of 40 or 80 mg/kg. Monotropein (20 and 30 mg/kg) reduces acetic acid-induced writhing in mice and carrageenan-induced paw edema in rats. It also decreases macrophage infiltration and wound healing time and increases blood vessel formation in a rat model of wound healing.

Uses

Monotropein is an iridoid glycoside isolated Morinda officinalis. Monotropein inhibits the expression of inflammatory mediators in dextran sulfate sodium (DSS)-induced colitis mouse model[1].

Definition

ChEBI: An iridoid monoterpenoid that is 1,4a,7,7a-tetrahydrocyclopenta[c]pyran substituted by a beta-D-glucopyranosyloxy group at position 1, a carboxylic acid group at position 4, and at position 7 by a hydroxy and ydroxymethyl groups respectively (the 1S,4aS,7R,7aS diastereomer).

References

[1] Wang F, et al.Monotropein exerts protective effects against IL-1β-induced apoptosis and catabolic responses on osteoarthritis chondrocytes.Int Immunopharmacol. 2014 Dec;23(2):575-80. DOI:10.1016/j.intimp.2014.10.007

(1S,2S,6S,9R)-9-hydroxy-9-(hydroxymethyl)-2-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-oxabicyclo[4.3.0]nona-4,7-diene-5-carboxylic acid Preparation Products And Raw materials

Raw materials

Preparation Products

(1S,2S,6S,9R)-9-hydroxy-9-(hydroxymethyl)-2-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-oxabicyclo[4.3.0]nona-4,7-diene-5-carboxylic acid Suppliers

Global( 220)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Shanghai Zheyan Biotech Co., Ltd.	18017610038	zheyansh@163.com	CHINA	3619	58
career henan chemical co	+86-0371-86658258 +8613203830695	sales@coreychem.com	China	29852	58
Chengdu GLP biotechnology Co Ltd	028-87075086 13350802083	scglp@glp-china.com	CHINA	1824	58
Chengdu Biopurify Phytochemicals Ltd.	+86-28-82633860; +8618080483897	sales@biopurify.com	China	3751	58
Nanjing Dolon Biotechnology Co.,Ltd.	18905173768	52513593@qq.com	CHINA	2972	58
Hubei Jusheng Technology Co.,Ltd.	18871490254	linda@hubeijusheng.com	CHINA	28172	58
Shanghai Standard Technology Co., Ltd.	18502101150	ft-sales@nature-standard.com	CHINA	1923	58
Wuhan ChemNorm Biotech Co.,Ltd.	+86-27-8439 4403 18971486879	sales@chemnorm.com	CHINA	2935	58
TargetMol Chemicals Inc.	+1-781-999-5354; +17819995354	marketing@targetmol.com	United States	32432	58
Hubei Ipure Biology Co., Ltd	+8613367258412	ada@ipurechemical.com	China	10242	58

Supplier	Advantage
Shanghai Zheyan Biotech Co., Ltd.	58
career henan chemical co	58
Chengdu GLP biotechnology Co Ltd	58
Chengdu Biopurify Phytochemicals Ltd.	58
Nanjing Dolon Biotechnology Co.,Ltd.	58
Hubei Jusheng Technology Co.,Ltd.	58
Shanghai Standard Technology Co., Ltd.	58
Wuhan ChemNorm Biotech Co.,Ltd.	58
TargetMol Chemicals Inc.	58
Hubei Ipure Biology Co., Ltd	58

View Lastest Price from (1S,2S,6S,9R)-9-hydroxy-9-(hydroxymethyl)-2-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-oxabicyclo[4.3.0]nona-4,7-diene-5-carboxylic acid manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2025-09-30	Monotropein 5945-50-6	US $59.00 / mL		99.14%	10g	TargetMol Chemicals Inc.
2023-02-24	Monotropein 5945-50-6	US $0.00 / mg	5mg	≥98%(HPLC)	10 g	Shanghai Standard Technology Co., Ltd.
2019-07-06	(1S,2S,6S,9R)-9-hydroxy-9-(hydroxymethyl)-2-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-oxabicyclo[4.3.0]nona-4,7-diene-5-carboxylic acid 5945-50-6	US $1.00 / KG	1KG	99%	Customized	Career Henan Chemical Co

Monotropein
5945-50-6
US $59.00 / mL
99.14%
TargetMol Chemicals Inc.

Monotropein
5945-50-6
US $0.00 / mg
≥98%(HPLC)
Shanghai Standard Technology Co., Ltd.

(1S,2S,6S,9R)-9-hydroxy-9-(hydroxymethyl)-2-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-oxabicyclo[4.3.0]nona-4,7-diene-5-carboxylic acid
5945-50-6
US $1.00 / KG
99%
Career Henan Chemical Co

(1S,2S,6S,9R)-9-hydroxy-9-(hydroxymethyl)-2-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-oxabicyclo[4.3.0]nona-4,7-diene-5-carboxylic acid Spectrum

(1S,2S,6S,9R)-9-hydroxy-9-(hydroxymethyl)-2-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-oxabicyclo[4.3.0]nona-4,7-diene-5-carboxylic acid(5945-50-6)IR1 (1S,2S,6S,9R)-9-hydroxy-9-(hydroxymethyl)-2-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-oxabicyclo[4.3.0]nona-4,7-diene-5-carboxylic acid(5945-50-6)IR2

5945-50-6((1S,2S,6S,9R)-9-hydroxy-9-(hydroxymethyl)-2-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-oxabicyclo[4.3.0]nona-4,7-diene-5-carboxylic acid)Related Search:

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(1S,2S,6S,9R)-9-hydroxy-9-(hydroxymethyl)-2-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-oxabicyclo[4.3.0]nona-4,7-diene-5-carboxylic acid 1α-(β-D-Glucopyranosyloxy)-1,4aα,7,7aα-tetrahydro-7β-hydroxy-7-(hydroxymethyl)cyclopenta[c]pyran-4-carboxylic acid Monotropein Morinda officinalis How Monotropein, 98%, from Monotropa uniflora L. Monotropeine Cyclopenta[c]pyran-4-carboxylic acid, 1-(β-D-glucopyranosyloxy)-1,4a,7,7a-tetrahydro-7-hydroxy-7-(hydroxymethyl)-, (1S,4aS,7R,7aS)- Monotropein >=98% (HPLC) (1S,2S,6S,9R)-9-hydroxy-9-(hydroxymethyl)-2-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-oxabicyclo[4.3.0]nona-4,7-diene-5-carboxylic acid USP/EP/BP (1S,4aS,7R,7aS)-7-Hydroxy-7-(hydroxymethyl)-1-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-1,4a,7,7a-tetrahydrocyclopenta[c]pyran-4-carboxylic acid Crystal orchid Monotropein, 10 mM in DMSO (1S,2S,6S,9R)-9-hydroxy-9-(hydroxymethyl)-2-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-oxabicyclo[4.3.0]no-4,7-diene-5-carboxylic acid 5945-50-6 chemical reagent pharmaceutical intermediate Miscellaneous Natural Products phytochemical reference standards from Chinese medicinal herbs (TCM). standardized herbal extract