NAR

NARINGENIN

Created:	1999-07-08
Last modified:	2011-06-04

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24 entries where NAR is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	32
Chiral Atom Count	1
Bond Count	34
Aromatic Bond Count	12

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Chemical Component Summary
Name	NARINGENIN
Systematic Name (OpenEye OEToolkits)	(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)chroman-4-one
Formula	C₁₅ H₁₂ O₅
Molecular Weight	272.253
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C2c3c(OC(c1ccc(O)cc1)C2)cc(O)cc3O
SMILES	CACTVS	3.341	Oc1ccc(cc1)[CH]2CC(=O)c3c(O)cc(O)cc3O2
SMILES	OpenEye OEToolkits	1.5.0	c1cc(ccc1C2CC(=O)c3c(cc(cc3O2)O)O)O
Canonical SMILES	CACTVS	3.341	Oc1ccc(cc1)[C@@H]2CC(=O)c3c(O)cc(O)cc3O2
Canonical SMILES	OpenEye OEToolkits	1.5.0	c1cc(ccc1[C@@H]2CC(=O)c3c(cc(cc3O2)O)O)O
InChI	InChI	1.03	InChI=1S/C15H12O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-6,13,16-18H,7H2/t13-/m0/s1
InChIKey	InChI	1.03	FTVWIRXFELQLPI-ZDUSSCGKSA-N

Drug Info: DrugBank

DrugBank ID	DB03467
Name	Naringenin
Groups	experimental
Synonyms	Naringenin
Categories	Anti-Ulcer Agents BCRP/ABCG2 Inhibitors Benzopyrans Chromones Estrogen Antagonists Flavonoids Gastrointestinal Agents Heterocyclic Compounds, Fused-Ring Hormone Antagonists Hormones, Hormone Substitutes, and Hormone Antagonists Organic Anion Transporting Polypeptide 2B1 Inhibitors Pyrans
CAS number	480-41-1

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
HTH-type transcriptional regulator TtgR	MVRRTKEEAQETRAQIIEAAERAFYKRGVARTTLADIAELAGVTRGAIYW...	unknown
Estrogen receptor alpha	MTMTLHTKASGMALLHQIQGNELEPLNRPQLKIPLERPLGEVYLDSSKPA...	unknown
Aldo-keto reductase family 1 member C1	MDSKYQCVKLNDGHFMPVLGFGTYAPAEVPKSKALEATKLAIEAGFRHID...	unknown	antagonist
Cytochrome P450 1B1	MGTSLSPNDPWPLNPLSIQQTTLLLLLSVLATVHVGQRLLRQRRRQLRSA...	unknown
KAT8 regulatory NSL complex subunit 3	MAHRGGERDFQTSARRMGTSLLFQLSVHERELDLVFLDHSYAKPWSAHPD...	unknown
Sex hormone-binding globulin	MESRGPLATSRLLLLLLLLLLRHTRQGWALRPVLPTQSAHDPPAVHLSNG...	unknown
Cytochrome P450 19A1	MVLEMLNPIHYNITSIVPEAMPAATMPVLLLTGLFLLVWNYEGTSSIPGP...	unknown	inhibitor
Estrogen receptor beta	MDIKNSPSSLNSPSSYNCSQSILPLEHGSIYIPSSYVDSHHEYPAMTFYS...	unknown	partial agonist
Solute carrier organic anion transporter family member 2B1	MGPRIGPAGEVPQVPDKETKATMGTENTPGGKASPDPQDVRPSVFHNIKL...	unknown	inhibitor
P-glycoprotein 1	MDLEGDRNGGAKKKNFFKLNNKSEKDKKEKKPTVSVFSMFRYSNWLDKLY...	unknown	downregulator
Multidrug resistance-associated protein 1	MALRGFCSADGSDPLWDWNVTWNTSNPDFTKCFQNTVLVWVPCFYLWACF...	unknown	inhibitor
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