Relevant Data

Food Additives Approved by WHO:


General Information

MaintermNORDIHYDROGUAIARETIC ACID--PROHIBITED
Doc TypeBAN
CAS Reg.No.(or other ID)500-38-9
Regnum 175.300
177.1010
181.24
189.165

From www.fda.gov

Computed Descriptors

Download SDF
2D Structure
CID4534
IUPAC Name4-[4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol
InChIInChI=1S/C18H22O4/c1-11(7-13-3-5-15(19)17(21)9-13)12(2)8-14-4-6-16(20)18(22)10-14/h3-6,9-12,19-22H,7-8H2,1-2H3
InChI KeyHCZKYJDFEPMADG-UHFFFAOYSA-N
Canonical SMILESCC(CC1=CC(=C(C=C1)O)O)C(C)CC2=CC(=C(C=C2)O)O
Molecular FormulaC18H22O4
Wikipedianordihydroguaiaretic acid

From Pubchem


Computed Properties

Property Name Property Value
Molecular Weight302.37
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count4
Rotatable Bond Count5
Complexity303.0
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 A m A A y B o A A A g C A A i B C A A A C A A A g I A A I i A A G i I g J J i K C E R K A c A E k w B E J m A e 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 Area80.9
Monoisotopic Mass302.152
Exact Mass302.152
XLogP3None
XLogP3-AA4.3
Compound Is CanonicalizedTrue
Formal Charge0
Heavy Atom Count22
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count2
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

From Pubchem


ADMET Predicted Profile --- Classification

Model Result Probability
Absorption
Blood-Brain BarrierBBB-0.5361
Human Intestinal AbsorptionHIA+0.9350
Caco-2 PermeabilityCaco2+0.6215
P-glycoprotein SubstrateSubstrate0.6654
P-glycoprotein InhibitorNon-inhibitor0.9519
Non-inhibitor0.9144
Renal Organic Cation TransporterNon-inhibitor0.8860
Distribution
Subcellular localizationMitochondria0.8535
Metabolism
CYP450 2C9 SubstrateNon-substrate0.7194
CYP450 2D6 SubstrateNon-substrate0.8261
CYP450 3A4 SubstrateNon-substrate0.5171
CYP450 1A2 InhibitorInhibitor0.9107
CYP450 2C9 InhibitorInhibitor0.8891
CYP450 2D6 InhibitorInhibitor0.8262
CYP450 2C19 InhibitorInhibitor0.8628
CYP450 3A4 InhibitorNon-inhibitor0.5833
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.5322
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9462
Non-inhibitor0.6288
AMES ToxicityNon AMES toxic0.9132
CarcinogensNon-carcinogens0.8614
Fish ToxicityHigh FHMT0.9966
Tetrahymena Pyriformis ToxicityHigh TPT0.9638
Honey Bee ToxicityHigh HBT0.6227
BiodegradationNot ready biodegradable0.9632
Acute Oral ToxicityIII0.8109
Carcinogenicity (Three-class)Non-required0.6290

From admetSAR


ADMET Predicted Profile --- Regression

Model Value Unit
Absorption
Aqueous solubility-3.4555LogS
Caco-2 Permeability0.5937LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.1491LD50, mol/kg
Fish Toxicity0.0370pLC50, mg/L
Tetrahymena Pyriformis Toxicity1.1163pIGC50, ug/L

From admetSAR


Taxonomic Classification

KingdomOrganic compounds
SuperclassLignans, neolignans and related compounds
ClassDibenzylbutane lignans
SubclassNot available
Intermediate Tree NodesNot available
Direct ParentDibenzylbutane lignans
Alternative Parents
Molecular FrameworkAromatic homomonocyclic compounds
SubstituentsDibenzylbutane lignan skeleton - Phenylpropane - Catechol - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Benzenoid - Monocyclic benzene moiety - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aromatic homomonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as dibenzylbutane lignans. These are lignan compounds containing a 2,3-dibenzylbutane moiety.

From ClassyFire