Pentahydroxy-2-methyl anthraquinone

Details

• Internal ID: f2c0ef3d-b35d-49d8-84df-a59ba46bd4af
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1,3,4,5,6-pentahydroxy-2-methylanthracene-9,10-dione
• SMILES (Canonical): CC1=C(C2=C(C(=C1O)O)C(=O)C3=C(C2=O)C=CC(=C3O)O)O
• SMILES (Isomeric): CC1=C(C2=C(C(=C1O)O)C(=O)C3=C(C2=O)C=CC(=C3O)O)O
• InChI: InChI=1S/C15H10O7/c1-4-10(17)8-9(15(22)11(4)18)14(21)7-5(12(8)19)2-3-6(16)13(7)20/h2-3,16-18,20,22H,1H3
• InChI Key: OVQCZXSFJXZFJF-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₇
• Molecular Weight: 302.23 g/mol
• Exact Mass: 302.04265265 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 1.30
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 0

Synonyms

• pentahydroxy-2-methyl anthraquinone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9566	95.66%
Caco-2	-	0.5841	58.41%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7001	70.01%
OATP2B1 inhibitior	-	0.6825	68.25%
OATP1B1 inhibitior	+	0.8970	89.70%
OATP1B3 inhibitior	+	0.9563	95.63%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8679	86.79%
P-glycoprotein inhibitior	-	0.9617	96.17%
P-glycoprotein substrate	-	0.9257	92.57%
CYP3A4 substrate	-	0.6045	60.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8352	83.52%
CYP3A4 inhibition	-	0.7915	79.15%
CYP2C9 inhibition	+	0.5205	52.05%
CYP2C19 inhibition	-	0.9391	93.91%
CYP2D6 inhibition	-	0.8513	85.13%
CYP1A2 inhibition	+	0.8546	85.46%
CYP2C8 inhibition	-	0.9359	93.59%
CYP inhibitory promiscuity	-	0.7651	76.51%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8775	87.75%
Carcinogenicity (trinary)	Non-required	0.5492	54.92%
Eye corrosion	-	0.9910	99.10%
Eye irritation	+	0.7468	74.68%
Skin irritation	+	0.6662	66.62%
Skin corrosion	-	0.6358	63.58%
Ames mutagenesis	+	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7690	76.90%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.6805	68.05%
skin sensitisation	-	0.5647	56.47%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5681	56.81%
Acute Oral Toxicity (c)	III	0.6791	67.91%
Estrogen receptor binding	+	0.7072	70.72%
Androgen receptor binding	+	0.5909	59.09%
Thyroid receptor binding	-	0.7259	72.59%
Glucocorticoid receptor binding	+	0.8371	83.71%
Aromatase binding	-	0.5415	54.15%
PPAR gamma	+	0.6129	61.29%
Honey bee toxicity	-	0.9614	96.14%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9828	98.28%

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	98.30%	91.49%
CHEMBL2581	P07339	Cathepsin D	96.25%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.17%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.69%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.66%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.12%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.75%	99.23%
CHEMBL4208	P20618	Proteasome component C5	84.35%	90.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.75%	96.67%
CHEMBL3401	O75469	Pregnane X receptor	81.97%	94.73%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.37%	90.24%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.68%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.59%	90.71%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	80.04%	95.64%

Plants that contains it

• Ventilago viminalis

Cross-Links

• PubChem: 20240722
• LOTUS: LTS0181373
• wikiData: Q105200906