Whole and milled flaxseed

General Information

From www.fda.gov

2D Structure
CID	65373
IUPAC Name	(2R,3R)-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]butane-1,4-diol
InChI	InChI=1S/C20H26O6/c1-25-19-9-13(3-5-17(19)23)7-15(11-21)16(12-22)8-14-4-6-18(24)20(10-14)26-2/h3-6,9-10,15-16,21-24H,7-8,11-12H2,1-2H3/t15-,16-/m0/s1
InChI Key	PUETUDUXMCLALY-HOTGVXAUSA-N
Canonical SMILES	COC1=C(C=CC(=C1)CC(CO)C(CC2=CC(=C(C=C2)O)OC)CO)O
Molecular Formula	C20H26O6
Wikipedia	secoisolariciresinol

From Pubchem

Property Name	Property Value
Molecular Weight	362.422
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	9
Complexity	357.0
CACTVS Substructure Key Fingerprint	A A A D c e B 4 O 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 w Y A A A A A A A A A A B Q A A A G g A A C A A A D Q S g m A I y B o A A B g C A A i B C A A A C C A A g I A A I i A A G i I g N N i K G M R q A c C M k w B E L u A f A w P A O o A A B A A A A Q A B A A A I A A A C A A A A A A A A A A A = =
Topological Polar Surface Area	99.4
Monoisotopic Mass	362.173
Exact Mass	362.173
XLogP3	None
XLogP3-AA	2.5
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	26
Defined Atom Stereocenter Count	2
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

Model	Result	Probability
Absorption
Blood-Brain Barrier	BBB+	0.5236
Human Intestinal Absorption	HIA+	0.9262
Caco-2 Permeability	Caco2+	0.5729
P-glycoprotein Substrate	Substrate	0.6153
P-glycoprotein Inhibitor	Non-inhibitor	0.7455
P-glycoprotein Inhibitor	Inhibitor	0.6723
Renal Organic Cation Transporter	Non-inhibitor	0.7496
Distribution
Subcellular localization	Mitochondria	0.8966
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.7739
CYP450 2D6 Substrate	Non-substrate	0.8088
CYP450 3A4 Substrate	Non-substrate	0.5266
CYP450 1A2 Inhibitor	Inhibitor	0.6381
CYP450 2C9 Inhibitor	Non-inhibitor	0.5549
CYP450 2D6 Inhibitor	Non-inhibitor	0.8490
CYP450 2C19 Inhibitor	Inhibitor	0.6283
CYP450 3A4 Inhibitor	Non-inhibitor	0.5137
CYP Inhibitory Promiscuity	High CYP Inhibitory Promiscuity	0.6134
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.9325
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.5094
AMES Toxicity	Non AMES toxic	0.8775
Carcinogens	Non-carcinogens	0.8829
Fish Toxicity	High FHMT	0.8383
Tetrahymena Pyriformis Toxicity	High TPT	0.5661
Honey Bee Toxicity	High HBT	0.6763
Biodegradation	Not ready biodegradable	0.8569
Acute Oral Toxicity	III	0.7568
Carcinogenicity (Three-class)	Non-required	0.6732

From admetSAR

Model	Value	Unit
Absorption
Aqueous solubility	-2.7266	LogS
Caco-2 Permeability	0.8556	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	2.0331	LD50, mol/kg
Fish Toxicity	1.9973	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	-0.1550	pIGC50, ug/L

From admetSAR

Kingdom	Organic compounds
Superclass	Lignans, neolignans and related compounds
Class	Dibenzylbutane lignans
Subclass	Dibenzylbutanediol lignans
Intermediate Tree Nodes	Not available
Direct Parent	Dibenzylbutanediol lignans
Alternative Parents	Alkyl aryl ethers Methoxybenzenes Primary alcohols Hydrocarbon derivatives 1-hydroxy-2-unsubstituted benzenoids Anisoles Phenoxy compounds Methoxyphenols
Molecular Framework	Aromatic homomonocyclic compounds
Substituents	Dibenzylbutanediol - Methoxyphenol - Anisole - Phenoxy compound - Phenol ether - Methoxybenzene - Phenol - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Monocyclic benzene moiety - Benzenoid - Ether - Primary alcohol - Alcohol - Organooxygen compound - Hydrocarbon derivative - Organic oxygen compound - Aromatic homomonocyclic compound
Description	This compound belongs to the class of organic compounds known as dibenzylbutanediol lignans. These are lignan compounds containing a 2,3-dibenzylbutane-1,4-diol moiety.

From ClassyFire