4-Hydroxybenzamide

Details

• Internal ID: 2d4af4df-2086-4652-be82-df4febf297bf
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzamides
• IUPAC Name: 4-hydroxybenzamide
• SMILES (Canonical): C1=CC(=CC=C1C(=O)N)O
• SMILES (Isomeric): C1=CC(=CC=C1C(=O)N)O
• InChI: InChI=1S/C7H7NO2/c8-7(10)5-1-3-6(9)4-2-5/h1-4,9H,(H2,8,10)
• InChI Key: QXSAKPUBHTZHKW-UHFFFAOYSA-N
• Popularity: 67 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₇NO₂
• Molecular Weight: 137.14 g/mol
• Exact Mass: 137.047678466 g/mol
• Topological Polar Surface Area (TPSA): 63.30 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.49
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 619-57-8
• p-Hydroxybenzamide
• Benzamide, 4-hydroxy-
• 4-Hydroxy-benzamide
• MFCD00007997
• UNII-9OU5YD093J
• 9OU5YD093J
• CHEMBL123617
• EINECS 210-602-7
• NSC 524134
• NSC-524134
• 41911-58-4
• AI3-15540
• 4-carbamoylphenol
• Benzamide, ar-hydroxy-
• para-hydroxybenzoic amide
• para-hydroxy benzoic amide
• 4-Hydroxybenzamide, 98%
• 4-hydroxybenzene carboxamide
• Oprea1_692786
• BENZAMIDE, P-HYDROXY-
• SCHEMBL162830
• SCHEMBL10792133
• DTXSID10210931
• P-HYDROXYBENZOIC ACID AMIDE
• AMY16513
• 4-HYDROXY-BENZOIC ACID,AMIDE
• BDBM50106201
• NSC524134
• AKOS000121433
• DS-9435
• NCGC00341573-01
• FT-0618687
• H0200
• EN300-18541
• D90813
• AB00443728-03
• A833505
• AE-562/40219003
• W-105070
• Q27272839
• Z104502228
• InChI=1/C7H7NO2/c8-7(10)5-1-3-6(9)4-2-5/h1-4,9H,(H2,8,10

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9524	95.24%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6564	65.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9463	94.63%
OATP1B3 inhibitior	+	0.9550	95.50%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9759	97.59%
P-glycoprotein inhibitior	-	0.9856	98.56%
P-glycoprotein substrate	-	0.9687	96.87%
CYP3A4 substrate	-	0.7900	79.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8340	83.40%
CYP3A4 inhibition	-	0.8558	85.58%
CYP2C9 inhibition	-	0.9770	97.70%
CYP2C19 inhibition	-	0.9601	96.01%
CYP2D6 inhibition	-	0.9768	97.68%
CYP1A2 inhibition	-	0.9517	95.17%
CYP2C8 inhibition	-	0.7350	73.50%
CYP inhibitory promiscuity	-	0.9644	96.44%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.5545	55.45%
Carcinogenicity (trinary)	Warning	0.4689	46.89%
Eye corrosion	-	0.9858	98.58%
Eye irritation	+	1.0000	100.00%
Skin irritation	-	0.5123	51.23%
Skin corrosion	-	0.9801	98.01%
Ames mutagenesis	-	0.9400	94.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9225	92.25%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	-	0.7527	75.27%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5062	50.62%
Acute Oral Toxicity (c)	III	0.7923	79.23%
Estrogen receptor binding	-	0.8374	83.74%
Androgen receptor binding	+	0.5292	52.92%
Thyroid receptor binding	-	0.7827	78.27%
Glucocorticoid receptor binding	-	0.7472	74.72%
Aromatase binding	-	0.7245	72.45%
PPAR gamma	-	0.7660	76.60%
Honey bee toxicity	-	0.9810	98.10%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	-	0.8159	81.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.02%	91.11%
CHEMBL4208	P20618	Proteasome component C5	84.60%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.85%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.61%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.63%	92.94%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.53%	100.00%

Plants that contains it

• Abies alba
• Abies pinsapo subsp. marocana
• Ampelocera edentula
• Angelica acutiloba
• Arnica mollis
• Brassica carinata
• Bryonia alba
• Carpha glomerata
• Croton gratissimus
• Cyanostegia angustifolia
• Dactylorhiza viridis
• Diplopterygium glaucum
• Eucalyptus resinifera
• Euphrasia nana
• Eurycoma harmandiana
• Houttuynia cordata
• Ixeris japonica
• Lysimachia fordiana
• Orthosiphon aristatus
• Oxytropis falcata
• Pterolobium hexapetalum
• Ranunculus asiaticus
• Remirea maritima
• Sinapis alba
• Solanum lanceolatum
• Viburnum erubescens
• Wikstroemia indica
• Xanthorhiza simplicissima

Cross-Links

• PubChem: 65052
• NPASS: NPC160179
• LOTUS: LTS0016886
• wikiData: Q27272839