3,4-Dihydroxybenzaldehyde

General Information

Chemical name	3,4-Dihydroxybenzaldehyde
CAS number	139-85-5
COE number	10328
Flavouring type	substances
FL No.	05.142
Mixture	No
Purity of the named substance at least 95% unless otherwise specified
Reference body	EFSA

From webgate.ec.europa.eu

2D Structure
CID	8768
IUPAC Name	3,4-dihydroxybenzaldehyde
InChI	InChI=1S/C7H6O3/c8-4-5-1-2-6(9)7(10)3-5/h1-4,9-10H
InChI Key	IBGBGRVKPALMCQ-UHFFFAOYSA-N
Canonical SMILES	C1=CC(=C(C=C1C=O)O)O
Molecular Formula	C7H6O3
Wikipedia	protocatechualdehyde

From Pubchem

Property Name	Property Value
Molecular Weight	138.122
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	1
Complexity	124.0
CACTVS Substructure Key Fingerprint	A A A D c Y B g 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 w A A A A A A A A A A A B A A A A G g A A C A A A D A S g m A I w B o A A A g C I A i h S g A A C A A A k I A A I i A E G i M g J J j K C F R K A c Q E k w B E J m Y e K z B D O I 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	57.5
Monoisotopic Mass	138.032
Exact Mass	138.032
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	10
Defined Atom Stereocenter Count	0
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-	0.6918
Human Intestinal Absorption	HIA+	0.9874
Caco-2 Permeability	Caco2+	0.8867
P-glycoprotein Substrate	Non-substrate	0.6599
P-glycoprotein Inhibitor	Non-inhibitor	0.9684
P-glycoprotein Inhibitor	Non-inhibitor	0.9895
Renal Organic Cation Transporter	Non-inhibitor	0.9261
Distribution
Subcellular localization	Mitochondria	0.8893
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.8194
CYP450 2D6 Substrate	Non-substrate	0.9031
CYP450 3A4 Substrate	Non-substrate	0.7368
CYP450 1A2 Inhibitor	Non-inhibitor	0.8896
CYP450 2C9 Inhibitor	Non-inhibitor	0.9314
CYP450 2D6 Inhibitor	Non-inhibitor	0.9562
CYP450 2C19 Inhibitor	Non-inhibitor	0.9323
CYP450 3A4 Inhibitor	Non-inhibitor	0.9332
CYP Inhibitory Promiscuity	Low CYP Inhibitory Promiscuity	0.8636
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.9729
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.9204
AMES Toxicity	Non AMES toxic	0.5529
Carcinogens	Non-carcinogens	0.8899
Fish Toxicity	High FHMT	0.8950
Tetrahymena Pyriformis Toxicity	High TPT	0.9717
Honey Bee Toxicity	High HBT	0.6554
Biodegradation	Ready biodegradable	0.6615
Acute Oral Toxicity	III	0.7605
Carcinogenicity (Three-class)	Warning	0.4966

From admetSAR

Model	Value	Unit
Absorption
Aqueous solubility	-0.5828	LogS
Caco-2 Permeability	0.9576	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	1.9768	LD50, mol/kg
Fish Toxicity	1.2403	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	-0.0148	pIGC50, ug/L

From admetSAR

Kingdom	Organic compounds
Superclass	Organic oxygen compounds
Class	Organooxygen compounds
Subclass	Carbonyl compounds
Intermediate Tree Nodes	Aldehydes - Aryl-aldehydes - Benzaldehydes
Direct Parent	Hydroxybenzaldehydes
Alternative Parents	Catechols 1-hydroxy-4-unsubstituted benzenoids Organic oxides Hydrocarbon derivatives 1-hydroxy-2-unsubstituted benzenoids Benzoyl derivatives
Molecular Framework	Aromatic homomonocyclic compounds
Substituents	Hydroxybenzaldehyde - Catechol - Benzoyl - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Benzenoid - Monocyclic benzene moiety - Organic oxide - Hydrocarbon derivative - Aromatic homomonocyclic compound
Description	This compound belongs to the class of organic compounds known as hydroxybenzaldehydes. These are organic aromatic compounds containing a benzene ring carrying an aldehyde group and a hydroxyl group.

From ClassyFire