RUTIN

General Information

Mainterm	RUTIN
Doc Type	ASP
CAS Reg.No.(or other ID)	153-18-4
Regnum

From www.fda.gov

Computed Descriptors

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2D Structure
CID	5280805
IUPAC Name	2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
InChI	InChI=1S/C27H30O16/c1-8-17(32)20(35)22(37)26(40-8)39-7-15-18(33)21(36)23(38)27(42-15)43-25-19(34)16-13(31)5-10(28)6-14(16)41-24(25)9-2-3-11(29)12(30)4-9/h2-6,8,15,17-18,20-23,26-33,35-38H,7H2,1H3/t8-,15+,17-,18+,20+,21-,22+,23+,26+,27-/m0/s1
InChI Key	IKGXIBQEEMLURG-NVPNHPEKSA-N
Canonical SMILES	CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)O)O)O)O)O)O
Molecular Formula	C27H30O16
Wikipedia	rutin

From Pubchem

Computed Properties

Property Name	Property Value
Molecular Weight	610.521
Hydrogen Bond Donor Count	10
Hydrogen Bond Acceptor Count	16
Rotatable Bond Count	6
Complexity	1020.0
CACTVS Substructure Key Fingerprint	A A A D c e B 4 P g A A A A A A A A A A A A A A A A A A A A A A A A A 0 a I E C A A A A A A C B Q A A A G g A A C A A A D B S w m A M y D o A A B g C I A q B S A A I C C A A k I A A I i A F G i M g d N z a G N R 6 i e W G l 4 B U P u Q f I 7 L z O I A A B C A A I Q A B A A A I Q A B C A A A A A A A A A A A = =
Topological Polar Surface Area	266.0
Monoisotopic Mass	610.153
Exact Mass	610.153
XLogP3	None
XLogP3-AA	-1.3
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	43
Defined Atom Stereocenter Count	10
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Isotope Atom Count	0
Covalently-Bonded Unit Count	1

From Pubchem

Food Additives Biosynthesis/Degradation

ADMET Predicted Profile --- Classification

Model	Result	Probability
Absorption
Blood-Brain Barrier	BBB-	0.8542
Human Intestinal Absorption	HIA+	0.8041
Caco-2 Permeability	Caco2-	0.9172
P-glycoprotein Substrate	Substrate	0.6901
P-glycoprotein Inhibitor	Non-inhibitor	0.8759
P-glycoprotein Inhibitor	Non-inhibitor	0.8546
Renal Organic Cation Transporter	Non-inhibitor	0.8977
Distribution
Subcellular localization	Mitochondria	0.7477
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.7639
CYP450 2D6 Substrate	Non-substrate	0.8962
CYP450 3A4 Substrate	Non-substrate	0.5374
CYP450 1A2 Inhibitor	Non-inhibitor	0.8673
CYP450 2C9 Inhibitor	Non-inhibitor	0.9071
CYP450 2D6 Inhibitor	Non-inhibitor	0.9545
CYP450 2C19 Inhibitor	Non-inhibitor	0.9025
CYP450 3A4 Inhibitor	Non-inhibitor	0.9249
CYP Inhibitory Promiscuity	Low CYP Inhibitory Promiscuity	0.6787
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.9814
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.7469
AMES Toxicity	Non AMES toxic	0.5118
Carcinogens	Non-carcinogens	0.9608
Fish Toxicity	High FHMT	0.9182
Tetrahymena Pyriformis Toxicity	High TPT	0.9949
Honey Bee Toxicity	High HBT	0.6326
Biodegradation	Not ready biodegradable	0.8339
Acute Oral Toxicity	III	0.5971
Carcinogenicity (Three-class)	Non-required	0.6741

From admetSAR

ADMET Predicted Profile --- Regression

Model	Value	Unit
Absorption
Aqueous solubility	-2.7724	LogS
Caco-2 Permeability	-0.6508	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	2.4984	LD50, mol/kg
Fish Toxicity	0.8074	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	0.5411	pIGC50, ug/L

From admetSAR

Taxonomic Classification

Kingdom	Organic compounds
Superclass	Phenylpropanoids and polyketides
Class	Flavonoids
Subclass	Flavonoid glycosides
Intermediate Tree Nodes	Flavonoid O-glycosides
Direct Parent	Flavonoid-3-O-glycosides
Alternative Parents	1-hydroxy-4-unsubstituted benzenoids Pyranones and derivatives 1-hydroxy-2-unsubstituted benzenoids Heteroaromatic compounds Vinylogous acids Oxanes Acetals 5-hydroxyflavonoids Secondary alcohols O-glycosyl compounds 4'-hydroxyflavonoids Benzene and substituted derivatives Disaccharides Oxacyclic compounds 3'-hydroxyflavonoids Catechols Hydrocarbon derivatives 7-hydroxyflavonoids Organic oxides Chromones Flavones Polyols
Molecular Framework	Aromatic heteropolycyclic compounds
Substituents	Flavonoid-3-o-glycoside - Hydroxyflavonoid - Flavone - 3'-hydroxyflavonoid - 4'-hydroxyflavonoid - 5-hydroxyflavonoid - 7-hydroxyflavonoid - O-glycosyl compound - Glycosyl compound - Disaccharide - Chromone - 1-benzopyran - Benzopyran - Catechol - 1-hydroxy-2-unsubstituted benzenoid - Phenol - 1-hydroxy-4-unsubstituted benzenoid - Pyranone - Monocyclic benzene moiety - Benzenoid - Pyran - Oxane - Vinylogous acid - Heteroaromatic compound - Secondary alcohol - Organoheterocyclic compound - Oxacycle - Acetal - Polyol - Organic oxide - Organic oxygen compound - Alcohol - Hydrocarbon derivative - Organooxygen compound - Aromatic heteropolycyclic compound
Description	This compound belongs to the class of organic compounds known as flavonoid-3-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position.

From ClassyFire

Targets

Target Details

Aldo-keto reductase family 1 member C3

General Function:: Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase activity
Specific Function:: Catalyzes the conversion of aldehydes and ketones to alcohols. Catalyzes the reduction of prostaglandin (PG) D2, PGH2 and phenanthrenequinone (PQ) and the oxidation of 9-alpha,11-beta-PGF2 to PGD2. Functions as a bi-directional 3-alpha-, 17-beta- and 20-alpha HSD. Can interconvert active androgens, estrogens and progestins with their cognate inactive metabolites. Preferentially transforms androstenedione (4-dione) to testosterone.
Gene Name:: AKR1C3
Uniprot ID:: P42330
Molecular Weight:: 36852.89 Da

Target Details

Carbonyl reductase [NADPH] 1

General Function:: Prostaglandin-e2 9-reductase activity
Specific Function:: NADPH-dependent reductase with broad substrate specificity. Catalyzes the reduction of a wide variety of carbonyl compounds including quinones, prostaglandins, menadione, plus various xenobiotics. Catalyzes the reduction of the antitumor anthracyclines doxorubicin and daunorubicin to the cardiotoxic compounds doxorubicinol and daunorubicinol. Can convert prostaglandin E2 to prostaglandin F2-alpha. Can bind glutathione, which explains its higher affinity for glutathione-conjugated substrates. Catalyzes the reduction of S-nitrosoglutathione.
Gene Name:: CBR1
Uniprot ID:: P16152
Molecular Weight:: 30374.73 Da

From T3DB