γ-tocotrienol

From www.fda.gov

2D Structure
CID	5282349
IUPAC Name	(2R)-2,7,8-trimethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienyl]-3,4-dihydrochromen-6-ol
InChI	InChI=1S/C28H42O2/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/h11,13,15,19,29H,8-10,12,14,16-18H2,1-7H3/b21-13+,22-15+/t28-/m1/s1
InChI Key	OTXNTMVVOOBZCV-WAZJVIJMSA-N
Canonical SMILES	CC1=C(C=C2CCC(OC2=C1C)(C)CCC=C(C)CCC=C(C)CCC=C(C)C)O
Molecular Formula	C28H42O2
Wikipedia	γ-tocotrienol

From Pubchem

Property Name	Property Value
Molecular Weight	410.642
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	9
Complexity	625.0
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 E 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	410.318
Exact Mass	410.318
XLogP3	None
XLogP3-AA	8.9
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	30
Defined Atom Stereocenter Count	1
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	2
Undefined Bond Stereocenter Count	0
Isotope Atom Count	0
Covalently-Bonded Unit Count	1

Model	Result	Probability
Absorption
Blood-Brain Barrier	BBB+	0.9484
Human Intestinal Absorption	HIA+	0.9864
Caco-2 Permeability	Caco2+	0.8457
P-glycoprotein Substrate	Substrate	0.7972
P-glycoprotein Inhibitor	Non-inhibitor	0.5625
P-glycoprotein Inhibitor	Inhibitor	0.8208
Renal Organic Cation Transporter	Non-inhibitor	0.7668
Distribution
Subcellular localization	Mitochondria	0.6797
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.7319
CYP450 2D6 Substrate	Non-substrate	0.8577
CYP450 3A4 Substrate	Substrate	0.7844
CYP450 1A2 Inhibitor	Non-inhibitor	0.5797
CYP450 2C9 Inhibitor	Non-inhibitor	0.8057
CYP450 2D6 Inhibitor	Non-inhibitor	0.8749
CYP450 2C19 Inhibitor	Non-inhibitor	0.5186
CYP450 3A4 Inhibitor	Non-inhibitor	0.6009
CYP Inhibitory Promiscuity	High CYP Inhibitory Promiscuity	0.5983
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.5479
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.7486
AMES Toxicity	Non AMES toxic	0.9185
Carcinogens	Non-carcinogens	0.9184
Fish Toxicity	High FHMT	0.9634
Tetrahymena Pyriformis Toxicity	High TPT	0.9981
Honey Bee Toxicity	High HBT	0.8070
Biodegradation	Not ready biodegradable	0.9877
Acute Oral Toxicity	III	0.7055
Carcinogenicity (Three-class)	Non-required	0.7218

From admetSAR

ADMET Predicted Profile --- Regression

Model	Value	Unit
Absorption
Aqueous solubility	-5.0329	LogS
Caco-2 Permeability	1.6336	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	2.3081	LD50, mol/kg
Fish Toxicity	-0.5239	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	1.9049	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	Tocotrienols
Alternative Parents	Alkyl aryl ethers Diterpenoids Hydrocarbon derivatives 1-hydroxy-2-unsubstituted benzenoids 1-benzopyrans Oxacyclic compounds
Molecular Framework	Aromatic heteropolycyclic compounds
Substituents	Tocotrienol - 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 tocotrienols. These are vitamin E derivatives containing an unsaturated trimethyltrideca-3,7,11-trien-1-yl chain attached to the carbon C6 atom of a benzopyran ring system. The differ from tocopherols that contain a saturated trimethyltridecyl chain.