2,5-Dimethyl-6,7-dihydro-5H-cyclopentapyrazine

Chemical name	2,5-Dimethyl-6,7-dihydro-5H-cyclopentapyrazine
CAS number	38917-61-2 38917-62-3
Flavouring type	substances
FL No.	14.102
Mixture	No
Purity of the named substance at least 95% unless otherwise specified	Mixture of 2,5-dimethyl-6,7-dihydro-5H-cyclopentapyrazine (60-100%) and 3,5-dimethyl-6,7-dihydro-5H-cyclopentapyrazine (up to 40 %).
Reference body	EFSA

From webgate.ec.europa.eu

2D Structure
CID	530404
IUPAC Name	3,7-dimethyl-6,7-dihydro-5H-cyclopenta[b]pyrazine
InChI	InChI=1S/C9H12N2/c1-6-3-4-8-9(6)10-5-7(2)11-8/h5-6H,3-4H2,1-2H3
InChI Key	CTFGVWCFSGCLHZ-UHFFFAOYSA-N
Canonical SMILES	CC1CCC2=NC(=CN=C12)C
Molecular Formula	C9H12N2

From Pubchem

Property Name	Property Value
Molecular Weight	148.209
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	0
Complexity	147.0
CACTVS Substructure Key Fingerprint	A A A D c c B z A A A A A A A A A A A A A A A A A A A A A Y A A A A A s A A A A A A A A A F g B g A A A H A A A A A A A D Q j B F g Q u g B I I E A C g A R R n R A A A g C Q x E i A A W A A 4 c A g A Y E J A k Q C U A A A g g A D I S A M Q A A A O A A A A A A A A A A A A A A A A A A A A A C A A A Q A Q A A = =
Topological Polar Surface Area	25.8
Monoisotopic Mass	148.1
Exact Mass	148.1
XLogP3	None
XLogP3-AA	1.2
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	11
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Isotope Atom Count	0
Covalently-Bonded Unit Count	1

Model	Result	Probability
Absorption
Blood-Brain Barrier	BBB+	0.9901
Human Intestinal Absorption	HIA+	0.9914
Caco-2 Permeability	Caco2+	0.5525
P-glycoprotein Substrate	Substrate	0.5146
P-glycoprotein Inhibitor	Non-inhibitor	0.8307
P-glycoprotein Inhibitor	Non-inhibitor	0.9858
Renal Organic Cation Transporter	Non-inhibitor	0.6766
Distribution
Subcellular localization	Lysosome	0.4765
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.8561
CYP450 2D6 Substrate	Non-substrate	0.6864
CYP450 3A4 Substrate	Non-substrate	0.6143
CYP450 1A2 Inhibitor	Inhibitor	0.7387
CYP450 2C9 Inhibitor	Non-inhibitor	0.9339
CYP450 2D6 Inhibitor	Non-inhibitor	0.8634
CYP450 2C19 Inhibitor	Non-inhibitor	0.8189
CYP450 3A4 Inhibitor	Non-inhibitor	0.8968
CYP Inhibitory Promiscuity	Low CYP Inhibitory Promiscuity	0.8890
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.9694
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.8744
AMES Toxicity	Non AMES toxic	0.7790
Carcinogens	Non-carcinogens	0.9635
Fish Toxicity	Low FHMT	0.6378
Tetrahymena Pyriformis Toxicity	High TPT	0.6703
Honey Bee Toxicity	Low HBT	0.6512
Biodegradation	Not ready biodegradable	0.9136
Acute Oral Toxicity	III	0.5735
Carcinogenicity (Three-class)	Non-required	0.7115

From admetSAR

ADMET Predicted Profile --- Regression

Model	Value	Unit
Absorption
Aqueous solubility	-2.1946	LogS
Caco-2 Permeability	1.3652	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	2.2470	LD50, mol/kg
Fish Toxicity	1.8025	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	0.5454	pIGC50, ug/L

From admetSAR

Kingdom	Organic compounds
Superclass	Organoheterocyclic compounds
Class	Diazines
Subclass	Pyrazines
Intermediate Tree Nodes	Not available
Direct Parent	Pyrazines
Alternative Parents	Organonitrogen compounds Organopnictogen compounds Hydrocarbon derivatives Heteroaromatic compounds Azacyclic compounds
Molecular Framework	Aromatic heteropolycyclic compounds
Substituents	Pyrazine - Heteroaromatic compound - Azacycle - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Organonitrogen compound - Aromatic heteropolycyclic compound
Description	This compound belongs to the class of organic compounds known as pyrazines. These are compounds containing a pyrazine ring, which is a six-member aromatic heterocycle, that consists of two nitrogen atoms (at positions 1 and 4) and four carbon atoms.