(1R,2S,5R)-N-cyclopropyl-5-methyl-2-isopropyl cyclohexanecarboxamide
Relevant Data
Food Additives Approved in the United States:
Food Additives Approved by WHO:
General Information
| Chemical name | (1R,2S,5R)-N-cyclopropyl-5-methyl-2-isopropyl cyclohexanecarboxamide |
| CAS number | 73435-61-7 |
| Flavouring type | substances |
| FL No. | 16.124 |
| Mixture | No |
| Purity of the named substance at least 95% unless otherwise specified | |
| Reference body | EFSA |
From webgate.ec.europa.eu
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 9894584 |
| IUPAC Name | 1-[4-[(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-2,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)propan-1-one |
| InChI | InChI=1S/C27H34O14/c1-11-20(33)22(35)24(37)26(38-11)41-25-23(36)21(34)18(10-28)40-27(25)39-14-8-16(31)19(17(32)9-14)15(30)7-4-12-2-5-13(29)6-3-12/h2-3,5-6,8-9,11,18,20-29,31-37H,4,7,10H2,1H3/t11-,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1 |
| InChI Key | CWBZAESOUBENAP-QVNVHUMTSA-N |
| Canonical SMILES | CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC(=C(C(=C3)O)C(=O)CCC4=CC=C(C=C4)O)O)CO)O)O)O)O)O |
| Molecular Formula | C27H34O14 |
| Wikipedia | Naringin dihydrochalcone |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 582.555 |
| Hydrogen Bond Donor Count | 9 |
| Hydrogen Bond Acceptor Count | 14 |
| Rotatable Bond Count | 9 |
| Complexity | 827.0 |
| 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 I E A A A A A A A A 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 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 | 236.0 |
| Monoisotopic Mass | 582.195 |
| Exact Mass | 582.195 |
| XLogP3 | None |
| XLogP3-AA | -0.3 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 41 |
| 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
ADMET Predicted Profile --- Classification
| Model | Result | Probability |
|---|---|---|
| Absorption | ||
| Blood-Brain Barrier | BBB- | 0.6366 |
| Human Intestinal Absorption | HIA- | 0.6565 |
| Caco-2 Permeability | Caco2- | 0.8214 |
| P-glycoprotein Substrate | Substrate | 0.6389 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.8235 |
| Non-inhibitor | 0.8254 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8267 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.8144 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.7317 |
| CYP450 2D6 Substrate | Non-substrate | 0.8735 |
| CYP450 3A4 Substrate | Non-substrate | 0.5528 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.8839 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.6540 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9370 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.8774 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.9244 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.7870 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9377 |
| Non-inhibitor | 0.6769 | |
| AMES Toxicity | Non AMES toxic | 0.7663 |
| Carcinogens | Non-carcinogens | 0.9680 |
| Fish Toxicity | High FHMT | 0.5170 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9884 |
| Honey Bee Toxicity | High HBT | 0.5496 |
| Biodegradation | Ready biodegradable | 0.7924 |
| Acute Oral Toxicity | III | 0.7959 |
| Carcinogenicity (Three-class) | Non-required | 0.7304 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -1.4224 | LogS |
| Caco-2 Permeability | -0.2522 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.8954 | LD50, mol/kg |
| Fish Toxicity | 1.3271 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.3383 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Phenylpropanoids and polyketides |
| Class | Flavonoids |
| Subclass | Flavonoid glycosides |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Flavonoid O-glycosides |
| Alternative Parents |
|
| Molecular Framework | Aromatic heteromonocyclic compounds |
| Substituents | Flavonoid o-glycoside - 2'-hydroxy-dihydrochalcone - Fatty acyl glycoside - Fatty acyl glycoside of mono- or disaccharide - Phenolic glycoside - Linear 1,3-diarylpropanoid - Cinnamylphenol - Alkyl-phenylketone - Alkyl glycoside - Butyrophenone - Disaccharide - Glycosyl compound - O-glycosyl compound - Phenylketone - Phenoxy compound - Benzoyl - Phenol ether - Resorcinol - Aryl alkyl ketone - Aryl ketone - Phenol - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Monocyclic benzene moiety - Benzenoid - Oxane - Fatty acyl - Vinylogous acid - Secondary alcohol - Ketone - Acetal - Organoheterocyclic compound - Polyol - Oxacycle - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Organooxygen compound - Aldehyde - Alcohol - Primary alcohol - Aromatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as flavonoid o-glycosides. These are compounds containing a carbohydrate moiety which is O-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone. |
From ClassyFire