6JP

(2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one

Created:	2016-04-18
Last modified:	2016-08-17

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2 entries where 6JP is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	36
Chiral Atom Count	1
Bond Count	38
Aromatic Bond Count	12

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Chemical Component Summary
Name	(2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one
Systematic Name (OpenEye OEToolkits)	(2~{S})-2-(4-methoxy-3-oxidanyl-phenyl)-5,7-bis(oxidanyl)-2,3-dihydrochromen-4-one
Formula	C₁₆ H₁₄ O₆
Molecular Weight	302.279
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	12.01	C1C(Oc2c(C1=O)c(cc(O)c2)O)c3ccc(c(c3)O)OC
SMILES	CACTVS	3.385	COc1ccc(cc1O)[CH]2CC(=O)c3c(O)cc(O)cc3O2
SMILES	OpenEye OEToolkits	2.0.4	COc1ccc(cc1O)C2CC(=O)c3c(cc(cc3O2)O)O
Canonical SMILES	CACTVS	3.385	COc1ccc(cc1O)[C@@H]2CC(=O)c3c(O)cc(O)cc3O2
Canonical SMILES	OpenEye OEToolkits	2.0.4	COc1ccc(cc1O)[C@@H]2CC(=O)c3c(cc(cc3O2)O)O
InChI	InChI	1.03	InChI=1S/C16H14O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-6,14,17-19H,7H2,1H3/t14-/m0/s1
InChIKey	InChI	1.03	AIONOLUJZLIMTK-AWEZNQCLSA-N

Drug Info: DrugBank

DrugBank ID	DB01094
Name	Hesperetin
Groups	experimental
Description	Hesperetin belongs to the flavanone class of flavonoids. Hesperetin, in the form of its glycoside [hesperidin], is the predominant flavonoid in lemons and oranges.
Synonyms	(−)-hesperetin (−)-(S)-hesperetin Hesperetin (S)-2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one Hesperitin 3',5,7-Trihydroxy-4'-methoxyflavanone
Indication	For lowering cholesterol and, possibly, otherwise favorably affecting lipids. <i>In vitro</i> research also suggests the possibility that hesperetin might have some anticancer effects and that it might have some anti-aromatase activity, as well as activity again.
Categories	BCRP/ABCG2 Inhibitors Benzopyrans Carbohydrates Chromones Cytochrome P-450 CYP1A2 Substrates Cytochrome P-450 Substrates Flavanones Flavonoids Glycosides Heterocyclic Compounds, Fused-Ring Pyrans
CAS number	520-33-2

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Microsomal triglyceride transfer protein large subunit	MILLAVLFLCFISSYSASVKGHTTGLSLNNDRLYKLTYSTEVLLDRGKGK...	unknown	antagonist
Sterol O-acyltransferase 1	MVGEEKMSLRNRLSKSRENPEEDEDQRNPAKESLETPSNGRIDIKQLIAK...	unknown	inhibitor
Sex hormone-binding globulin	MESRGPLATSRLLLLLLLLLLRHTRQGWALRPVLPTQSAHDPPAVHLSNG...	unknown
Sterol O-acyltransferase 2	MEPGGARLRLQRTEGLGGERERQPCGDGNTETHRAPDLVQWTRHMEAVKA...	unknown	inhibitor
Cytochrome P450 1A2	MALSQSVPFSATELLLASAIFCLVFWVLKGLRPRVPKGLKSPPEPWGWPL...	unknown	substrate
ATP-binding cassette sub-family G member 2	MSSSNVEVFIPVSQGNTNGFPATASNDLKAFTEGAVLSFHNICYRVKLKS...	unknown	inhibitor
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Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682