γ-tocopherol

General Information

From www.fda.gov

2D Structure
CID	14986
IUPAC Name	2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydrochromen-6-ol
InChI	InChI=1S/C28H48O2/c1-20(2)11-8-12-21(3)13-9-14-22(4)15-10-17-28(7)18-16-25-19-26(29)23(5)24(6)27(25)30-28/h19-22,29H,8-18H2,1-7H3
InChI Key	QUEDXNHFTDJVIY-UHFFFAOYSA-N
Canonical SMILES	CC1=C(C=C2CCC(OC2=C1C)(C)CCCC(C)CCCC(C)CCCC(C)C)O
Molecular Formula	C28H48O2
Wikipedia	DL-γ-tocopherol

From Pubchem

Property Name	Property Value
Molecular Weight	416.69
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	12
Complexity	475.0
CACTVS Substructure Key Fingerprint	A A A D c f B 4 M 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 Q A A A A A A A A A C R A A A A G g A A C A A A D U S A m A A y B o A A B g C A A i B C A A A C C A A g I A A A i A A G C I g M J i K G M R q C e C C k w B E I u A f A w P A O w Q A D A A A Y A A C C A A Y A A D A A A A A A A A A A A A = =
Topological Polar Surface Area	29.5
Monoisotopic Mass	416.365
Exact Mass	416.365
XLogP3	None
XLogP3-AA	10.3
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	30
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	3
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Isotope Atom Count	0
Covalently-Bonded Unit Count	1

From Pubchem

Model	Result	Probability
Absorption
Blood-Brain Barrier	BBB+	0.9767
Human Intestinal Absorption	HIA+	0.9795
Caco-2 Permeability	Caco2+	0.8484
P-glycoprotein Substrate	Substrate	0.7189
P-glycoprotein Inhibitor	Non-inhibitor	0.7598
P-glycoprotein Inhibitor	Inhibitor	0.7802
Renal Organic Cation Transporter	Non-inhibitor	0.7882
Distribution
Subcellular localization	Mitochondria	0.7187
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.6949
CYP450 2D6 Substrate	Non-substrate	0.7813
CYP450 3A4 Substrate	Substrate	0.7533
CYP450 1A2 Inhibitor	Non-inhibitor	0.8122
CYP450 2C9 Inhibitor	Non-inhibitor	0.9071
CYP450 2D6 Inhibitor	Non-inhibitor	0.9231
CYP450 2C19 Inhibitor	Non-inhibitor	0.9026
CYP450 3A4 Inhibitor	Non-inhibitor	0.8309
CYP Inhibitory Promiscuity	Low CYP Inhibitory Promiscuity	0.7762
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.7192
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.6449
AMES Toxicity	Non AMES toxic	0.9132
Carcinogens	Non-carcinogens	0.8813
Fish Toxicity	High FHMT	0.9394
Tetrahymena Pyriformis Toxicity	High TPT	0.9960
Honey Bee Toxicity	High HBT	0.7221
Biodegradation	Not ready biodegradable	0.9965
Acute Oral Toxicity	III	0.7164
Carcinogenicity (Three-class)	Non-required	0.7474

From admetSAR

Model	Value	Unit
Absorption
Aqueous solubility	-4.5216	LogS
Caco-2 Permeability	1.6020	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	2.1598	LD50, mol/kg
Fish Toxicity	0.0264	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	2.0192	pIGC50, ug/L

From admetSAR

Kingdom	Organic compounds
Superclass	Lipids and lipid-like molecules
Class	Prenol lipids
Subclass	Quinone and hydroquinone lipids
Intermediate Tree Nodes	Vitamin E compounds
Direct Parent	Tocopherols
Alternative Parents	Alkyl aryl ethers Diterpenoids Hydrocarbon derivatives 1-hydroxy-2-unsubstituted benzenoids 1-benzopyrans Oxacyclic compounds
Molecular Framework	Aromatic heteropolycyclic compounds
Substituents	Tocopherol - Diterpenoid - 1-benzopyran - Benzopyran - Chromane - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Benzenoid - Oxacycle - Organoheterocyclic compound - Ether - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aromatic heteropolycyclic compound
Description	This compound belongs to the class of organic compounds known as tocopherols. These are vitamin E derivatives containing a saturated trimethyltridecyl chain attached to the carbon C6 atom of a benzopyran ring system. The differ from tocotrienols that contain an unsaturated trimethyltrideca-3,7,11-trien-1-yl chain.

From ClassyFire