4-Hydroxycarbazole

Details

• Internal ID: 42b2af88-4495-4209-bad8-71d2a2fb36ed
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: 9H-carbazol-4-ol
• SMILES (Canonical): C1=CC=C2C(=C1)C3=C(N2)C=CC=C3O
• SMILES (Isomeric): C1=CC=C2C(=C1)C3=C(N2)C=CC=C3O
• InChI: InChI=1S/C12H9NO/c14-11-7-3-6-10-12(11)8-4-1-2-5-9(8)13-10/h1-7,13-14H
• InChI Key: UEOHATPGKDSULR-UHFFFAOYSA-N
• Popularity: 37 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₉NO
• Molecular Weight: 183.21 g/mol
• Exact Mass: 183.068413911 g/mol
• Topological Polar Surface Area (TPSA): 36.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.03
• H-Bond Acceptor: 1
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• 9H-Carbazol-4-ol
• 52602-39-8
• 4-Hydroxy carbazole
• 4-hydroxycarbazol
• CCRIS 5300
• EINECS 258-034-9
• CHEMBL46723
• UNII-3D95E7727V
• MFCD02178385
• 3D95E7727V
• 4-HYDROXY-9H-CARBAZOLE;9H-Carbazol-4-ol
• EC 258-034-9
• 5-hydroxycarbazole
• 4-hydroxy-carbazole
• 4-CARBAZOLOL
• 4-hydroxy-9h-carbazole
• 4-Hydroxycarbazole, 95%
• SCHEMBL151982
• UEOHATPGKDSULR-UHFFFAOYSA-
• AMY8789
• DTXSID60200584
• UEOHATPGKDSULR-UHFFFAOYSA-N
• BCP08901
• AC2192
• BDBM50127697
• AKOS007930133
• AC-1995
• CS-M-34850
• CS-O-31211
• CS-W017047
• KS-1022
• SKF 106023
• SKF-106023
• BP-12456
• SY036873
• LS-188614
• FT-0618683
• FT-0681169
• H1014
• EN300-233803
• A1-00281
• W-105811
• Q27257069
• Z1255439073
• InChI=1/C12H9NO/c14-11-7-3-6-10-12(11)8-4-1-2-5-9(8)13-10/h1-7,13-14H
• N-(4-(4-amino-7-(4-hydroxycyclohexyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-fluorophenyl)-2,3-dichlorobenzenesulfonamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	+	0.6043	60.43%
Blood Brain Barrier	+	0.6879	68.79%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4365	43.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9184	91.84%
OATP1B3 inhibitior	+	0.9370	93.70%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6788	67.88%
P-glycoprotein inhibitior	-	0.9550	95.50%
P-glycoprotein substrate	-	0.9436	94.36%
CYP3A4 substrate	-	0.6032	60.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7428	74.28%
CYP3A4 inhibition	-	0.7835	78.35%
CYP2C9 inhibition	+	0.6056	60.56%
CYP2C19 inhibition	+	0.5441	54.41%
CYP2D6 inhibition	+	0.7127	71.27%
CYP1A2 inhibition	+	0.8657	86.57%
CYP2C8 inhibition	+	0.4889	48.89%
CYP inhibitory promiscuity	+	0.7261	72.61%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9042	90.42%
Carcinogenicity (trinary)	Non-required	0.4903	49.03%
Eye corrosion	-	0.9904	99.04%
Eye irritation	+	0.9940	99.40%
Skin irritation	-	0.7330	73.30%
Skin corrosion	-	0.9602	96.02%
Ames mutagenesis	+	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7274	72.74%
Micronuclear	+	0.7859	78.59%
Hepatotoxicity	+	0.7625	76.25%
skin sensitisation	-	0.7600	76.00%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.5951	59.51%
Acute Oral Toxicity (c)	III	0.5573	55.73%
Estrogen receptor binding	+	0.9321	93.21%
Androgen receptor binding	+	0.6436	64.36%
Thyroid receptor binding	+	0.7651	76.51%
Glucocorticoid receptor binding	+	0.8294	82.94%
Aromatase binding	+	0.6808	68.08%
PPAR gamma	+	0.8881	88.81%
Honey bee toxicity	-	0.9562	95.62%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	-	0.5627	56.27%

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	97.00%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.81%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.62%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.55%	94.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.29%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	90.21%	91.49%
CHEMBL1937	Q92769	Histone deacetylase 2	88.49%	94.75%
CHEMBL2535	P11166	Glucose transporter	86.49%	98.75%
CHEMBL213	P08588	Beta-1 adrenergic receptor	85.79%	95.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.55%	94.08%
CHEMBL3310	Q96DB2	Histone deacetylase 11	84.98%	88.56%
CHEMBL2581	P07339	Cathepsin D	84.74%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.64%	99.23%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	81.11%	91.79%
CHEMBL1781	P11387	DNA topoisomerase I	80.99%	97.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.83%	89.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.25%	91.71%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	80.09%	83.10%

Plants that contains it

• Murraya koenigii

Cross-Links

• PubChem: 104251
• NPASS: NPC474409
• ChEMBL: CHEMBL46723
• LOTUS: LTS0136551
• wikiData: Q27257069