3,4,5-Trihydroxyanthraquinone-2-carboxaldehyde

Details

• Internal ID: facd9972-c4af-4682-9aaa-6e1233ff2609
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 3,4,5-trihydroxy-9,10-dioxoanthracene-2-carbaldehyde
• InChI: InChI=1S/C15H8O6/c16-5-6-4-8-11(15(21)12(6)18)14(20)10-7(13(8)19)2-1-3-9(10)17/h1-5,17-18,21H
• InChI Key: OOOAAVLKBUPQEA-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₈O₆
• Molecular Weight: 284.22 g/mol
• Exact Mass: 284.03208797 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.39
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9746	97.46%
Caco-2	-	0.6566	65.66%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7846	78.46%
OATP2B1 inhibitior	-	0.6910	69.10%
OATP1B1 inhibitior	+	0.8220	82.20%
OATP1B3 inhibitior	+	0.9659	96.59%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8905	89.05%
P-glycoprotein inhibitior	-	0.9647	96.47%
P-glycoprotein substrate	-	0.9145	91.45%
CYP3A4 substrate	-	0.5527	55.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8220	82.20%
CYP3A4 inhibition	-	0.9015	90.15%
CYP2C9 inhibition	+	0.6130	61.30%
CYP2C19 inhibition	-	0.8994	89.94%
CYP2D6 inhibition	-	0.8724	87.24%
CYP1A2 inhibition	+	0.8636	86.36%
CYP2C8 inhibition	-	0.7525	75.25%
CYP inhibitory promiscuity	-	0.8609	86.09%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8675	86.75%
Carcinogenicity (trinary)	Warning	0.5731	57.31%
Eye corrosion	-	0.9895	98.95%
Eye irritation	+	0.9398	93.98%
Skin irritation	+	0.7820	78.20%
Skin corrosion	-	0.9068	90.68%
Ames mutagenesis	+	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9122	91.22%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.6928	69.28%
skin sensitisation	+	0.4909	49.09%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.6844	68.44%
Acute Oral Toxicity (c)	III	0.5724	57.24%
Estrogen receptor binding	+	0.6798	67.98%
Androgen receptor binding	+	0.5495	54.95%
Thyroid receptor binding	-	0.6792	67.92%
Glucocorticoid receptor binding	+	0.8348	83.48%
Aromatase binding	+	0.5506	55.06%
PPAR gamma	+	0.7517	75.17%
Honey bee toxicity	-	0.9316	93.16%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9862	98.62%

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	99.68%	91.49%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	98.14%	98.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.88%	95.56%
CHEMBL2581	P07339	Cathepsin D	97.72%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.74%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.32%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	89.19%	94.73%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.62%	93.40%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.89%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.78%	99.23%
CHEMBL3194	P02766	Transthyretin	87.67%	90.71%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	87.47%	83.10%
CHEMBL2535	P11166	Glucose transporter	86.44%	98.75%
CHEMBL4208	P20618	Proteasome component C5	84.33%	90.00%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	83.27%	88.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.83%	86.33%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.98%	90.24%

Plants that contains it

• Senna alata

Cross-Links

• PubChem: 91664797
• LOTUS: LTS0267921
• wikiData: Q105195518