1,2-Dihydroxy-6-methylanthraquinone

Details

• Internal ID: 88c63a07-b4b5-4db7-9d96-e2b49eaa5bdd
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1,2-dihydroxy-6-methylanthracene-9,10-dione
• SMILES (Canonical): CC1=CC2=C(C=C1)C(=O)C3=C(C2=O)C=CC(=C3O)O
• SMILES (Isomeric): CC1=CC2=C(C=C1)C(=O)C3=C(C2=O)C=CC(=C3O)O
• InChI: InChI=1S/C15H10O4/c1-7-2-3-8-10(6-7)13(17)9-4-5-11(16)15(19)12(9)14(8)18/h2-6,16,19H,1H3
• InChI Key: QBYMXIKOVUNSHE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₄
• Molecular Weight: 254.24 g/mol
• Exact Mass: 254.05790880 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.18
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• Anthraquinone, 1,2-dihydroxy-6-methyl-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9806	98.06%
Caco-2	+	0.5787	57.87%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8312	83.12%
OATP2B1 inhibitior	-	0.7106	71.06%
OATP1B1 inhibitior	+	0.9314	93.14%
OATP1B3 inhibitior	+	0.9654	96.54%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8331	83.31%
P-glycoprotein inhibitior	-	0.9403	94.03%
P-glycoprotein substrate	-	0.9553	95.53%
CYP3A4 substrate	-	0.6126	61.26%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8352	83.52%
CYP3A4 inhibition	-	0.9114	91.14%
CYP2C9 inhibition	+	0.6307	63.07%
CYP2C19 inhibition	-	0.9144	91.44%
CYP2D6 inhibition	-	0.8781	87.81%
CYP1A2 inhibition	+	0.9087	90.87%
CYP2C8 inhibition	-	0.9389	93.89%
CYP inhibitory promiscuity	-	0.8441	84.41%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8575	85.75%
Carcinogenicity (trinary)	Warning	0.4989	49.89%
Eye corrosion	-	0.9887	98.87%
Eye irritation	+	0.8859	88.59%
Skin irritation	+	0.7028	70.28%
Skin corrosion	-	0.7698	76.98%
Ames mutagenesis	+	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8152	81.52%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.7680	76.80%
skin sensitisation	-	0.6595	65.95%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5648	56.48%
Acute Oral Toxicity (c)	III	0.6158	61.58%
Estrogen receptor binding	+	0.8848	88.48%
Androgen receptor binding	+	0.8537	85.37%
Thyroid receptor binding	-	0.6435	64.35%
Glucocorticoid receptor binding	+	0.9190	91.90%
Aromatase binding	+	0.7071	70.71%
PPAR gamma	+	0.6334	63.34%
Honey bee toxicity	-	0.9458	94.58%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9868	98.68%

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	99.06%	91.49%
CHEMBL2581	P07339	Cathepsin D	97.78%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.86%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.11%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.87%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.64%	99.15%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.82%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	88.08%	94.73%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.60%	96.67%
CHEMBL4581	P52732	Kinesin-like protein 1	83.73%	93.18%
CHEMBL4208	P20618	Proteasome component C5	82.31%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.33%	99.23%

Plants that contains it

• Croton steenkampianus
• Daphne aurantiaca
• Galium spurium
• Garcinia cantleyana
• Hymenodictyon orixense
• Lonicera korolkowii
• Philotheca brucei
• Portulaca pilosa
• Pteridium aquilinum

Cross-Links

• PubChem: 5319503
• NPASS: NPC73110
• LOTUS: LTS0085672
• wikiData: Q105218095