Naringin

Representations & DB's id
ChEBI:	CHEBI:28819
ChEMBL:	CHEMBL451532
PubChem:	442428
IUPAC:	(2S)-7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
Standard InChI:	InChI=1S/C27H32O14/c1-10-20(32)22(34)24(36)26(37-10)41-25-23(35)21(33)18(9-28)40-27(25)38-13-6-14(30)19-15(31)8-16(39-17(19)7-13)11-2-4-12(29)5-3-11/h2-7,10,16,18,20-30,32-36H,8-9H2,1H3/t10-,16-,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1
Standard InChI Key:	DFPMSGMNTNDNHN-ZPHOTFPESA-N
SMILES:	OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)O[C@@H](CC3=O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O

Molecular propeties
AlogP:	-1.17
Hydrogen bonds acceptors:	14
Hydrogen bonds donors:	8
Rotatable bonds:	6
Number of rings:	5
Molecular Weight:	580.18
Topological polar surface area:	225
Number of aromatic rings:	2
Fsp3:	0.519
Number of carbons:	27

Plant sources

Activity Type	Activity Value	Target Name	UniProt ID
IC50	60000 nM	Protein-tyrosine phosphatase 1B	P18031
IC50	12181 nM	Ubiquitin-conjugating enzyme E2 N	P61088
IC50	8695 nM	Ubiquitin-conjugating enzyme E2 N	P61088
Potency	44668.4 nM	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Q96KQ7
IC50	5771 nM	Ubiquitin-conjugating enzyme E2 N	P61088
IC50	6662 nM	Ubiquitin-conjugating enzyme E2 N	P61088
Others	0 pm/min/mg	UDP-glucuronosyltransferase 1-1	P22309
Others	0 pm/min/mg	UDP-glucuronosyltransferase 1A4	P22310
Others	0 pm/min/mg	UDP-glucuronosyltransferase 2B15	P54855
Potency	1258.9 nM	Geminin	O75496
Potency	891.3 nM	Transcriptional regulator ERG	P11308
Others	47.1 %	Solute carrier organic anion transporter family member 2B1	O94956
Others	37.7 %	Solute carrier organic anion transporter family member 1B3	Q9NPD5
Others	34 %	Solute carrier organic anion transporter family member 1B1	Q9Y6L6
IC50	100000 nM	Glycogen synthase kinase-3 beta	P49841
Kd	1000000 nM	Heparanase	Q9Y251