Methyl Rosmarinate

Representations & DB's id
ChEBI:	None
ChEMBL:	CHEMBL241405
PubChem:	6479915
IUPAC:	methyl (2R)-3-(3,4-dihydroxyphenyl)-2-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxypropanoate
Standard InChI:	InChI=1S/C19H18O8/c1-26-19(25)17(10-12-3-6-14(21)16(23)9-12)27-18(24)7-4-11-2-5-13(20)15(22)8-11/h2-9,17,20-23H,10H2,1H3/b7-4+/t17-/m1/s1
Standard InChI Key:	XHALVRQBZGZHFE-BBOMDTFKSA-N
SMILES:	COC(=O)[C@@H](Cc1ccc(c(c1)O)O)OC(=O)/C=C/c1ccc(c(c1)O)O

Molecular propeties
AlogP:	1.85
Hydrogen bonds acceptors:	8
Hydrogen bonds donors:	4
Rotatable bonds:	6
Number of rings:	2
Molecular Weight:	374.1
Topological polar surface area:	134
Number of aromatic rings:	2
Fsp3:	0.158
Number of carbons:	19

Plant sources

Part of plant	Plant name	Ref.
Plant	Orthosiphon stamineus

In vitro data

Activity Type	Activity Value	Target Name	UniProt ID	Ref.
IC50	14740 nM	Matrix metalloproteinase-1	P03956
IC50	3580 nM	Matrix metalloproteinase-2	P08253
IC50	28260 nM	Matrix metalloproteinase 3	P08254
IC50	610 nM	Matrix metalloproteinase 9	P14780
IC50	2750 nM	Matrix metalloproteinase 12	P39900
IC50	29030 nM	Matrix metalloproteinase 13	P45452
Others	30 %	Matrix metalloproteinase-1	P03956
Others	30 %	Matrix metalloproteinase-2	P08253
Others	30 %	Matrix metalloproteinase 3	P08254
Others	30 %	Matrix metalloproteinase 9	P14780
Others	30 %	Matrix metalloproteinase 12	P39900
Others	30 %	Matrix metalloproteinase 13	P45452
IC50	14700 nM	Matrix metalloproteinase-1	P03956
Others	58.6 %	Matrix metalloproteinase-1	P03956