2-Aminophenol

Details

• Internal ID: 0cfcfb99-896c-4b3e-9286-96b01aa984a3
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Aniline and substituted anilines
• IUPAC Name: 2-aminophenol
• InChI: InChI=1S/C6H7NO/c7-5-3-1-2-4-6(5)8/h1-4,8H,7H2
• InChI Key: CDAWCLOXVUBKRW-UHFFFAOYSA-N
• Popularity: 4,883 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₇NO
• Molecular Weight: 109.13 g/mol
• Exact Mass: 109.052763847 g/mol
• Topological Polar Surface Area (TPSA): 46.30 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.97
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• 95-55-6
• O-AMINOPHENOL
• o-Hydroxyaniline
• 2-Hydroxyaniline
• Phenol, 2-amino-
• 2-Amino-1-hydroxybenzene
• Fouramine OP
• Benzofur GG
• Pelagol Grey GG
• Pelagol 3GA
• Nako Yellow 3GA
• Phenol, o-amino-
• Questiomycin B
• o-Hydroxyphenylamine
• ortho-aminophenol
• 2-Hydroxyanaline
• Nako Yellow ga
• BASF ursol 3GA
• Zoba 3GA
• 2-Aminobenzenol
• Paradone Olive Green B
• 1-Amino-2-hydroxybenzene
• 1-Hydroxy-2-aminobenzene
• C.I. Oxidation Base 17
• CI Oxidation Base 17
• C.I. 76520
• CI 76520
• DTXSID8024498
• CHEBI:18112
• 23RH73DZ65
• NSC-1534
• DTXCID104498
• CI-76520
• RefChem:85402
• 202-431-1
• Phenol, amino-
• 2-amino phenol
• MFCD00007690
• 2-amino-phenol
• NSC 1534
• UN2512
• AI3-09065
• 2-AMINO-PHENOLE
• c0316
• STK286021
• o-Aminophenol [UN2512] [Poison]
• aniline, 2-hydroxy-
• NCGC00091188-01
• 2AF
• CCRIS 4144
• HSDB 4246
• EINECS 202-431-1
• Mesalazine EP Impurity C
• 2-Aminophenol; Mesalazine Imp. C (EP); Mesalazine Impurity C
• amino-phenol
• UNII-23RH73DZ65
• O-Amino phenol
• 2-hydroxybenzenamine
• ZINC00157526
• 2-aminohydroxybenzene
• 2-Aminophenyl alcohol
• 2-amino-hydroxybenzene
• 2-Aminophenol, 99%
• AMINOPHENOL, O-
• WLN: ZR BQ
• bmse000310
• Epitope ID:128160
• EC 202-431-1
• O-AMINOPHENOL [MI]
• SCHEMBL24436
• MLS002454422
• 2-AMINOPHENOL [HSDB]
• BIDD:GT0801
• CHEMBL28319
• SCHEMBL295485
• SCHEMBL714349
• Benzene, 1-hydroxy-2-amine-
• 36683_RIEDEL
• SCHEMBL1028751
• SCHEMBL1029583
• SCHEMBL1031265
• SCHEMBL1155856
• SCHEMBL9492973
• SCHEMBL11229700
• SCHEMBL11584320
• SCHEMBL29430322
• EXPT00102
• MSK2903
• NSC1534
• HMS3039N03
• 2-Aminophenol, puriss., 99.5%
• CS-D1201
• STR00335
• Tox21_200932
• SBB040832
• 2-AMINOPHENOL [USP IMPURITY]
• AKOS000119785
• DB01726
• FA71182
• CAS-95-55-6
• NCGC00091188-02
• NCGC00091188-03
• NCGC00258486-01
• Phen-2,3,4,5-D4-OL, 6-amino-
• BP-13471
• SMR001372016
• DB-024292
• MESALAZINE IMPURITY C [EP IMPURITY]
• 2-Aminophenol, purum, >=98.0% (HPLC)
• A0335
• A1106
• NS00001117
• ST50214414
• 2-Aminophenol 100 microg/mL in Acetonitrile
• EN300-17960
• 2-Aminophenol(Discontinued,See C4X-132433)
• C01987
• D88377
• 2-Aminophenol, PESTANAL(R), analytical standard
• F094977
• Q1089204
• 8CFFFA6B-6ACF-4377-B782-47586CF00CCB
• Z57127952
• F2190-0437
• InChI=1/C6H7NO/c7-5-3-1-2-4-6(5)8/h1-4,8H,7H
• Mesalazine impurity C, European Pharmacopoeia (EP) Reference Standard
• 2-Aminophenol (Mesalazine Impurity C - PhEur), Pharmaceutical Secondary Standard; Certified Reference Material

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9900	99.00%
Caco-2	+	0.9398	93.98%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Nucleus	0.4286	42.86%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9680	96.80%
OATP1B3 inhibitior	+	0.9627	96.27%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9682	96.82%
P-glycoprotein inhibitior	-	0.9879	98.79%
P-glycoprotein substrate	-	0.9831	98.31%
CYP3A4 substrate	-	0.8234	82.34%
CYP2C9 substrate	-	0.8388	83.88%
CYP2D6 substrate	+	0.4227	42.27%
CYP3A4 inhibition	-	0.9354	93.54%
CYP2C9 inhibition	-	0.7238	72.38%
CYP2C19 inhibition	-	0.7316	73.16%
CYP2D6 inhibition	-	0.9637	96.37%
CYP1A2 inhibition	-	0.6688	66.88%
CYP2C8 inhibition	-	0.9204	92.04%
CYP inhibitory promiscuity	-	0.6903	69.03%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.5929	59.29%
Carcinogenicity (trinary)	Non-required	0.7036	70.36%
Eye corrosion	-	0.8568	85.68%
Eye irritation	+	0.9970	99.70%
Skin irritation	-	0.7974	79.74%
Skin corrosion	-	0.9268	92.68%
Ames mutagenesis	+	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9000	90.00%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.8250	82.50%
skin sensitisation	+	0.9334	93.34%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5947	59.47%
Acute Oral Toxicity (c)	III	0.8546	85.46%
Estrogen receptor binding	-	0.8460	84.60%
Androgen receptor binding	-	0.5729	57.29%
Thyroid receptor binding	-	0.8065	80.65%
Glucocorticoid receptor binding	-	0.8794	87.94%
Aromatase binding	-	0.8820	88.20%
PPAR gamma	-	0.7550	75.50%
Honey bee toxicity	-	0.9463	94.63%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	-	0.4035	40.35%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2903	P16050	Arachidonate 15-lipoxygenase	39810.7 nM	Potency	via CMAUP
CHEMBL1963	P16473	Thyroid stimulating hormone receptor	10000 nM; 10000 nM	Potency; Potency	via CMAUP; via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.80%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.66%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.21%	94.62%

Plants that contains it

• Aconitum carmichaelii

Cross-Links

• PubChem: 5801
• NPASS: NPC311660
• ChEMBL: CHEMBL28319
• LOTUS: LTS0118167
• wikiData: Q1089204