Anthraquinone, 1,4-dihydroxy-6-methyl-

Details

• Internal ID: 519d80d9-5a9d-49c2-b596-c12b327f202d
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 1,4-dihydroxy-6-methylanthracene-9,10-dione
• SMILES (Canonical): CC1=CC2=C(C=C1)C(=O)C3=C(C=CC(=C3C2=O)O)O
• SMILES (Isomeric): CC1=CC2=C(C=C1)C(=O)C3=C(C=CC(=C3C2=O)O)O
• InChI: InChI=1S/C15H10O4/c1-7-2-3-8-9(6-7)15(19)13-11(17)5-4-10(16)12(13)14(8)18/h2-6,16-17H,1H3
• InChI Key: JKVKLDWULQJCIS-UHFFFAOYSA-N
• Popularity: 4 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: 3.60
• Atomic LogP (AlogP): 2.18
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• Anthraquinone, 1,4-dihydroxy-6-methyl-
• 14569-42-7
• 6-methyl-quinizarin
• 1,4-Dihydroxy-6-methylanthracene-9,10-dione
• SCHEMBL375798
• CHEMBL5201429
• SCHEMBL31265528
• DTXSID80932673
• JKVKLDWULQJCIS-UHFFFAOYSA-N
• 6-methyl-1,4-dihydroxyanthraquinone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	+	0.6446	64.46%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8757	87.57%
OATP2B1 inhibitior	-	0.7109	71.09%
OATP1B1 inhibitior	+	0.9498	94.98%
OATP1B3 inhibitior	+	0.9650	96.50%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8260	82.60%
P-glycoprotein inhibitior	-	0.9233	92.33%
P-glycoprotein substrate	-	0.9810	98.10%
CYP3A4 substrate	-	0.6724	67.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8285	82.85%
CYP3A4 inhibition	-	0.8146	81.46%
CYP2C9 inhibition	+	0.8498	84.98%
CYP2C19 inhibition	-	0.6800	68.00%
CYP2D6 inhibition	-	0.7178	71.78%
CYP1A2 inhibition	+	0.9216	92.16%
CYP2C8 inhibition	-	0.9668	96.68%
CYP inhibitory promiscuity	-	0.7417	74.17%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7609	76.09%
Carcinogenicity (trinary)	Non-required	0.5154	51.54%
Eye corrosion	-	0.9888	98.88%
Eye irritation	+	0.9033	90.33%
Skin irritation	+	0.6627	66.27%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7919	79.19%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.8430	84.30%
skin sensitisation	-	0.8776	87.76%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.6997	69.97%
Acute Oral Toxicity (c)	II	0.4970	49.70%
Estrogen receptor binding	+	0.8657	86.57%
Androgen receptor binding	+	0.7957	79.57%
Thyroid receptor binding	-	0.6181	61.81%
Glucocorticoid receptor binding	+	0.9358	93.58%
Aromatase binding	+	0.6396	63.96%
PPAR gamma	+	0.7683	76.83%
Honey bee toxicity	-	0.9512	95.12%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9802	98.02%

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	97.21%	91.49%
CHEMBL2581	P07339	Cathepsin D	96.86%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.34%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.14%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.22%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	89.07%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.41%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.02%	90.71%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.13%	96.67%
CHEMBL4208	P20618	Proteasome component C5	82.55%	90.00%
CHEMBL4581	P52732	Kinesin-like protein 1	81.70%	93.18%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.69%	93.03%

Plants that contains it

• Rubia cordifolia

Cross-Links

• PubChem: 11230545
• NPASS: NPC232337