NARINGEN EXTRACT (CITRUS PARADISI MACF.)
General Information
| Mainterm | NARINGEN EXTRACT (CITRUS PARADISI MACF.) |
| FEMA Number | 2769 |
| CAS Reg.No.(or other ID) | 14259-46-2 |
| Regnum |
From www.fda.gov
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 442431 |
| IUPAC Name | (2S)-5-hydroxy-2-(4-hydroxyphenyl)-7-[(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]oxy-2,3-dihydrochromen-4-one |
| InChI | InChI=1S/C27H32O14/c1-10-20(31)22(33)24(35)26(38-10)37-9-18-21(32)23(34)25(36)27(41-18)39-13-6-14(29)19-15(30)8-16(40-17(19)7-13)11-2-4-12(28)5-3-11/h2-7,10,16,18,20-29,31-36H,8-9H2,1H3/t10-,16-,18+,20-,21+,22+,23-,24+,25+,26+,27+/m0/s1 |
| InChI Key | HXTFHSYLYXVTHC-AJHDJQPGSA-N |
| Canonical SMILES | CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=O)CC(OC4=C3)C5=CC=C(C=C5)O)O)O)O)O)O)O)O |
| Molecular Formula | C27H32O14 |
| Wikipedia | narirutin |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 580.539 |
| Hydrogen Bond Donor Count | 8 |
| Hydrogen Bond Acceptor Count | 14 |
| Rotatable Bond Count | 6 |
| Complexity | 884.0 |
| CACTVS Substructure Key Fingerprint | A A A D c f B 4 P 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 A 0 a J E C A A A A A A C R 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 A C C A A k I A A I i A E G C M g d N z a G N R q i e W C l 4 B U P u Q f I 7 O z O I A A A C A A I A A B A A A A Q A B A A A A A A A A A A A A = = |
| Topological Polar Surface Area | 225.0 |
| Monoisotopic Mass | 580.179 |
| Exact Mass | 580.179 |
| XLogP3 | None |
| XLogP3-AA | -1.1 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 41 |
| Defined Atom Stereocenter Count | 11 |
| 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
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 |
| 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 |
| 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-7-O-glycosides |
| Alternative Parents |
|
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Flavonoid-7-o-glycoside - 4'-hydroxyflavonoid - 5-hydroxyflavonoid - Flavanone - Hydroxyflavonoid - Flavan - Phenolic glycoside - Chromone - Disaccharide - Glycosyl compound - O-glycosyl compound - Chromane - Benzopyran - 1-benzopyran - Aryl alkyl ketone - Aryl ketone - Phenol - 1-hydroxy-2-unsubstituted benzenoid - 1-hydroxy-4-unsubstituted benzenoid - Alkyl aryl ether - Oxane - Benzenoid - Monocyclic benzene moiety - Vinylogous acid - Secondary alcohol - Ketone - Polyol - Acetal - Organoheterocyclic compound - Ether - Oxacycle - Alcohol - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as flavonoid-7-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position. |
From ClassyFire