2,4-Dihydroxybenzaldehyde

Details

• Internal ID: da77487e-9c74-43fc-a327-0db991467640
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Benzaldehydes > Hydroxybenzaldehydes
• IUPAC Name: 2,4-dihydroxybenzaldehyde
• SMILES (Canonical): C1=CC(=C(C=C1O)O)C=O
• SMILES (Isomeric): C1=CC(=C(C=C1O)O)C=O
• InChI: InChI=1S/C7H6O3/c8-4-5-1-2-6(9)3-7(5)10/h1-4,9-10H
• InChI Key: IUNJCFABHJZSKB-UHFFFAOYSA-N
• Popularity: 384 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₆O₃
• Molecular Weight: 138.12 g/mol
• Exact Mass: 138.031694049 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 0.91
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 95-01-2
• beta-Resorcylaldehyde
• 4-Hydroxysalicylaldehyde
• 4-Formylresorcinol
• Benzaldehyde, 2,4-dihydroxy-
• beta-Resorcaldehyde
• beta-Resorcinaldehyde
• beta-Resorcylic aldehyde
• 2,4-Dihydroxybenzenecarbonal
• Salicylaldehyde, 4-hydroxy-
• 4-Hydroxysalicyladehyde
• .beta.-Resorcylaldehyde
• 2,4-Dihydroxybenzaldehyd
• NSC 8690
• MFCD00011686
• .beta.-Resorcaldehyde
• CHEBI:50198
• .beta.-Resorcinaldehyde
• .beta.-Resorcylic aldehyde
• 772JOF6LZS
• CHEMBL243587
• NSC8690
• NSC-8690
• b-resorcylaldehyde
• beta-Rosorcaldehyde
• 2,4-Dihydroxybezaldehyde
• EINECS 202-383-1
• UNII-772JOF6LZS
• 2,4-dihydroxy-benzaldehyde
• BRN 0878548
• Resorcinal
• AI3-24367
• b-Resorcaldehyde
• b-Resorcinaldehyde
• A-Resorcylaldehyde
• b-Resorcylic aldehyde
• Beta-resorcyl aldehyde
• 2,4dihydroxybenzaldehyde
• 24-Dihydroxybenzaldehyde
• 2,4-Dihyroxybenzaldehyde
• 2,4 dihydroxybenzaldehyde
• 2,4-dihydoxy-benzaldehyde
• 2,4-dihydroxylbenzaldehyde
• 2,4,-dihydroxybenzaldehyde
• 2,4-dihydroxy benzaldehyde
• 2,4-dihydroxyl benzaldehyde
• SCHEMBL93513
• 4-08-00-01753 (Beilstein Handbook Reference)
• MLS001076174
• 2,4-bis(oxidanyl)benzaldehyde
• DTXSID8021806
• 2,4-Dihydroxybenzaldehyde, 98%
• HMS2270K22
• AMY25823
• STR01512
• DIHYDROXYBENZALDEHYDE, 2,4-
• BDBM50140239
• .BETA.-RESORCYLALDEHYDE [MI]
• AKOS000118990
• CS-W007539
• HY-W007539
• NCGC00247446-01
• AC-24172
• PD158252
• SMR000639137
• SY007063
• D0564
• FT-0610123
• EN300-21460
• F11148
• A845149
• A934060
• AP-065/40195541
• W-100175
• Q27121977
• F1995-0226
• Z104497974
• 2,4-Dihydroxybenzaldehyde, Vetec(TM) reagent grade, 98%
• InChI=1/C7H6O3/c8-4-5-1-2-6(9)3-7(5)10/h1-4,9-10

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9900	99.00%
Caco-2	+	0.9303	93.03%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8700	87.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7834	78.34%
OATP1B3 inhibitior	+	0.9661	96.61%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9680	96.80%
P-glycoprotein inhibitior	-	0.9866	98.66%
P-glycoprotein substrate	-	0.9769	97.69%
CYP3A4 substrate	-	0.7240	72.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8172	81.72%
CYP3A4 inhibition	-	0.6959	69.59%
CYP2C9 inhibition	-	0.6313	63.13%
CYP2C19 inhibition	+	0.6550	65.50%
CYP2D6 inhibition	-	0.9350	93.50%
CYP1A2 inhibition	-	0.6085	60.85%
CYP2C8 inhibition	-	0.7612	76.12%
CYP inhibitory promiscuity	-	0.6261	62.61%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7545	75.45%
Carcinogenicity (trinary)	Non-required	0.7413	74.13%
Eye corrosion	+	0.8106	81.06%
Eye irritation	+	1.0000	100.00%
Skin irritation	+	0.9530	95.30%
Skin corrosion	-	0.8158	81.58%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8695	86.95%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.6178	61.78%
skin sensitisation	+	0.9650	96.50%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	+	0.5150	51.50%
Acute Oral Toxicity (c)	III	0.8021	80.21%
Estrogen receptor binding	-	0.7446	74.46%
Androgen receptor binding	-	0.6144	61.44%
Thyroid receptor binding	-	0.5932	59.32%
Glucocorticoid receptor binding	-	0.8345	83.45%
Aromatase binding	-	0.7654	76.54%
PPAR gamma	-	0.5519	55.19%
Honey bee toxicity	-	0.9395	93.95%
Biodegradation	+	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8529	85.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	95.81%	98.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.31%	95.56%
CHEMBL3194	P02766	Transthyretin	94.39%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.93%	91.11%
CHEMBL4208	P20618	Proteasome component C5	89.84%	90.00%
CHEMBL1951	P21397	Monoamine oxidase A	88.60%	91.49%
CHEMBL2581	P07339	Cathepsin D	87.21%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.27%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.94%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	81.37%	94.73%

Plants that contains it

• Cassia fistula
• Cassia grandis
• Gymnadenia conopsea
• Morus macroura
• Sorocea guilleminiana

Cross-Links

• PubChem: 7213
• LOTUS: LTS0113980
• wikiData: Q27121977