2-Formyl-1-hydroxyanthraquinone

Details

• Internal ID: fbea33fb-2494-45d9-8120-d9780d120544
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 1-hydroxy-9,10-dioxoanthracene-2-carbaldehyde
• SMILES (Canonical): C1=CC=C2C(=C1)C(=O)C3=C(C2=O)C(=C(C=C3)C=O)O
• SMILES (Isomeric): C1=CC=C2C(=C1)C(=O)C3=C(C2=O)C(=C(C=C3)C=O)O
• InChI: InChI=1S/C15H8O4/c16-7-8-5-6-11-12(13(8)17)15(19)10-4-2-1-3-9(10)14(11)18/h1-7,17H
• InChI Key: AWRYPIXTWQTPSZ-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₈O₄
• Molecular Weight: 252.22 g/mol
• Exact Mass: 252.04225873 g/mol
• Topological Polar Surface Area (TPSA): 71.40 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 1.98
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• SCHEMBL15864613
• 1-hydroxy-9,10-dioxo-anthracene-2-carbaldehyde
• 1-Hydroxy-9,10-dioxo-9,10-dihydro-anthracene-2-carbaldehyde

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	+	0.5837	58.37%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8320	83.20%
OATP2B1 inhibitior	-	0.8640	86.40%
OATP1B1 inhibitior	+	0.7661	76.61%
OATP1B3 inhibitior	+	0.9678	96.78%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7576	75.76%
P-glycoprotein inhibitior	-	0.9480	94.80%
P-glycoprotein substrate	-	0.9250	92.50%
CYP3A4 substrate	-	0.6010	60.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8128	81.28%
CYP3A4 inhibition	-	0.8865	88.65%
CYP2C9 inhibition	+	0.6665	66.65%
CYP2C19 inhibition	-	0.7466	74.66%
CYP2D6 inhibition	-	0.8471	84.71%
CYP1A2 inhibition	+	0.9093	90.93%
CYP2C8 inhibition	-	0.8744	87.44%
CYP inhibitory promiscuity	-	0.8160	81.60%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7809	78.09%
Carcinogenicity (trinary)	Warning	0.4867	48.67%
Eye corrosion	-	0.9903	99.03%
Eye irritation	+	0.9437	94.37%
Skin irritation	+	0.8089	80.89%
Skin corrosion	-	0.9896	98.96%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9506	95.06%
Micronuclear	+	0.7259	72.59%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.7302	73.02%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.6778	67.78%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.7917	79.17%
Acute Oral Toxicity (c)	III	0.4854	48.54%
Estrogen receptor binding	+	0.7140	71.40%
Androgen receptor binding	+	0.6160	61.60%
Thyroid receptor binding	-	0.5911	59.11%
Glucocorticoid receptor binding	+	0.7594	75.94%
Aromatase binding	+	0.7232	72.32%
PPAR gamma	+	0.7733	77.33%
Honey bee toxicity	-	0.8613	86.13%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9877	98.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.35%	91.49%
CHEMBL2581	P07339	Cathepsin D	98.70%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.15%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.39%	95.56%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	92.92%	98.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.70%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.62%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	83.47%	94.73%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	82.64%	83.10%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	81.95%	95.64%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.93%	96.00%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	81.89%	88.00%
CHEMBL2535	P11166	Glucose transporter	81.30%	98.75%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	81.27%	85.94%

Plants that contains it

• Morinda citrifolia

Cross-Links

• PubChem: 482557
• LOTUS: LTS0188320
• wikiData: Q104920239