5-Hydroxy-1,2,3,4-tetramethoxyanthraquinone

Details

• Internal ID: 040901cf-ddbd-49f6-891f-43c80b7142b3
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 5-hydroxy-1,2,3,4-tetramethoxyanthracene-9,10-dione
• SMILES (Canonical): COC1=C(C(=C(C2=C1C(=O)C3=C(C2=O)C(=CC=C3)O)OC)OC)OC
• SMILES (Isomeric): COC1=C(C(=C(C2=C1C(=O)C3=C(C2=O)C(=CC=C3)O)OC)OC)OC
• InChI: InChI=1S/C18H16O7/c1-22-15-11-12(16(23-2)18(25-4)17(15)24-3)14(21)10-8(13(11)20)6-5-7-9(10)19/h5-7,19H,1-4H3
• InChI Key: SRUJKEFCIXYWDT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₇
• Molecular Weight: 344.30 g/mol
• Exact Mass: 344.08960285 g/mol
• Topological Polar Surface Area (TPSA): 91.30 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.20
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• 5-hydroxy-1,2,3,4-tetramethoxyanthraquinone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9917	99.17%
Caco-2	+	0.8448	84.48%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8123	81.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9445	94.45%
OATP1B3 inhibitior	+	0.9073	90.73%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6272	62.72%
P-glycoprotein inhibitior	-	0.4946	49.46%
P-glycoprotein substrate	-	0.9470	94.70%
CYP3A4 substrate	-	0.5470	54.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7800	78.00%
CYP3A4 inhibition	-	0.7693	76.93%
CYP2C9 inhibition	-	0.9504	95.04%
CYP2C19 inhibition	-	0.9033	90.33%
CYP2D6 inhibition	-	0.8995	89.95%
CYP1A2 inhibition	+	0.9180	91.80%
CYP2C8 inhibition	-	0.8866	88.66%
CYP inhibitory promiscuity	-	0.7790	77.90%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8995	89.95%
Carcinogenicity (trinary)	Non-required	0.5370	53.70%
Eye corrosion	-	0.9825	98.25%
Eye irritation	+	0.8619	86.19%
Skin irritation	-	0.6825	68.25%
Skin corrosion	-	0.9777	97.77%
Ames mutagenesis	+	0.9100	91.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7999	79.99%
Micronuclear	+	0.7259	72.59%
Hepatotoxicity	+	0.7625	76.25%
skin sensitisation	-	0.9226	92.26%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.7569	75.69%
Acute Oral Toxicity (c)	II	0.6288	62.88%
Estrogen receptor binding	+	0.7320	73.20%
Androgen receptor binding	-	0.5763	57.63%
Thyroid receptor binding	+	0.5808	58.08%
Glucocorticoid receptor binding	+	0.5956	59.56%
Aromatase binding	-	0.5378	53.78%
PPAR gamma	+	0.6850	68.50%
Honey bee toxicity	-	0.9390	93.90%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9767	97.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.49%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.33%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.68%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.18%	91.11%
CHEMBL2535	P11166	Glucose transporter	89.78%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.33%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	88.29%	94.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.01%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.44%	86.33%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.38%	90.24%
CHEMBL1951	P21397	Monoamine oxidase A	83.81%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.66%	94.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.50%	96.67%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.00%	93.03%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.05%	82.69%

Plants that contains it

• Cinchona calisaya

Cross-Links

• PubChem: 25201000
• LOTUS: LTS0153389
• wikiData: Q105259430