δ-tocotrienol

From www.fda.gov

2D Structure
CID	5282350
IUPAC Name	(2R)-2,8-dimethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienyl]-3,4-dihydrochromen-6-ol
InChI	InChI=1S/C27H40O2/c1-20(2)10-7-11-21(3)12-8-13-22(4)14-9-16-27(6)17-15-24-19-25(28)18-23(5)26(24)29-27/h10,12,14,18-19,28H,7-9,11,13,15-17H2,1-6H3/b21-12+,22-14+/t27-/m1/s1
InChI Key	ODADKLYLWWCHNB-LDYBVBFYSA-N
Canonical SMILES	CC1=C2C(=CC(=C1)O)CCC(O2)(C)CCC=C(C)CCC=C(C)CCC=C(C)C
Molecular Formula	C27H40O2
Wikipedia	δ-tocotrienol

From Pubchem

Property Name	Property Value
Molecular Weight	396.615
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	9
Complexity	596.0
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 A Q A D A A A I A A A C A A Y A A B A A A A A A A A A A A A = =
Topological Polar Surface Area	29.5
Monoisotopic Mass	396.303
Exact Mass	396.303
XLogP3	None
XLogP3-AA	8.6
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	29
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+	0.9514
Human Intestinal Absorption	HIA+	0.9840
Caco-2 Permeability	Caco2+	0.8093
P-glycoprotein Substrate	Substrate	0.8065
P-glycoprotein Inhibitor	Non-inhibitor	0.6477
P-glycoprotein Inhibitor	Inhibitor	0.7825
Renal Organic Cation Transporter	Non-inhibitor	0.7607
Distribution
Subcellular localization	Mitochondria	0.6431
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.7317
CYP450 2D6 Substrate	Non-substrate	0.8681
CYP450 3A4 Substrate	Substrate	0.7658
CYP450 1A2 Inhibitor	Non-inhibitor	0.5830
CYP450 2C9 Inhibitor	Non-inhibitor	0.7438
CYP450 2D6 Inhibitor	Non-inhibitor	0.8376
CYP450 2C19 Inhibitor	Inhibitor	0.5768
CYP450 3A4 Inhibitor	Non-inhibitor	0.6690
CYP Inhibitory Promiscuity	High CYP Inhibitory Promiscuity	0.5493
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.6161
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.7552
AMES Toxicity	Non AMES toxic	0.9242
Carcinogens	Non-carcinogens	0.9141
Fish Toxicity	High FHMT	0.9360
Tetrahymena Pyriformis Toxicity	High TPT	0.9983
Honey Bee Toxicity	High HBT	0.8089
Biodegradation	Not ready biodegradable	0.9823
Acute Oral Toxicity	III	0.7658
Carcinogenicity (Three-class)	Non-required	0.7240

From admetSAR

ADMET Predicted Profile --- Regression

Model	Value	Unit
Absorption
Aqueous solubility	-4.8490	LogS
Caco-2 Permeability	1.5844	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	2.2156	LD50, mol/kg
Fish Toxicity	-0.2124	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	1.9728	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.