Rubrocristin

Details

• Internal ID: 5bcc03c7-f834-49cc-adad-306a583a8cf7
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1,4,7-trihydroxy-5-methoxy-2-methylanthracene-9,10-dione
• SMILES (Canonical): CC1=CC(=C2C(=C1O)C(=O)C3=C(C2=O)C(=CC(=C3)O)OC)O
• SMILES (Isomeric): CC1=CC(=C2C(=C1O)C(=O)C3=C(C2=O)C(=CC(=C3)O)OC)O
• InChI: InChI=1S/C16H12O6/c1-6-3-9(18)12-13(14(6)19)15(20)8-4-7(17)5-10(22-2)11(8)16(12)21/h3-5,17-19H,1-2H3
• InChI Key: XZDDKPVQCXULQZ-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₆
• Molecular Weight: 300.26 g/mol
• Exact Mass: 300.06338810 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 1.90
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• 74815-59-1
• 1,4,7-trihydroxy-5-methoxy-2-methylanthracene-9,10-dione
• SCHEMBL16226946
• DTXSID90225785
• 2-methyl-1,4,7-trihydroxy-5-methoxy-anthraquinone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9911	99.11%
Caco-2	+	0.5606	56.06%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8853	88.53%
OATP2B1 inhibitior	-	0.7088	70.88%
OATP1B1 inhibitior	+	0.9324	93.24%
OATP1B3 inhibitior	+	0.9603	96.03%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8072	80.72%
P-glycoprotein inhibitior	-	0.8849	88.49%
P-glycoprotein substrate	-	0.9079	90.79%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7976	79.76%
CYP3A4 inhibition	-	0.8400	84.00%
CYP2C9 inhibition	+	0.5439	54.39%
CYP2C19 inhibition	-	0.6249	62.49%
CYP2D6 inhibition	-	0.7517	75.17%
CYP1A2 inhibition	+	0.9340	93.40%
CYP2C8 inhibition	-	0.6194	61.94%
CYP inhibitory promiscuity	-	0.5909	59.09%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7829	78.29%
Carcinogenicity (trinary)	Non-required	0.5706	57.06%
Eye corrosion	-	0.9859	98.59%
Eye irritation	+	0.8511	85.11%
Skin irritation	-	0.6149	61.49%
Skin corrosion	-	0.9569	95.69%
Ames mutagenesis	+	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7377	73.77%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.6430	64.30%
skin sensitisation	-	0.9491	94.91%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.7159	71.59%
Acute Oral Toxicity (c)	II	0.6613	66.13%
Estrogen receptor binding	+	0.8415	84.15%
Androgen receptor binding	+	0.5966	59.66%
Thyroid receptor binding	-	0.6247	62.47%
Glucocorticoid receptor binding	+	0.8625	86.25%
Aromatase binding	+	0.5744	57.44%
PPAR gamma	+	0.5685	56.85%
Honey bee toxicity	-	0.9044	90.44%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9835	98.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.23%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.20%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.29%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.71%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.60%	94.00%
CHEMBL4208	P20618	Proteasome component C5	90.50%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.97%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.71%	99.15%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.01%	96.21%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.28%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	83.69%	91.49%
CHEMBL3194	P02766	Transthyretin	82.66%	90.71%
CHEMBL2535	P11166	Glucose transporter	80.54%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.34%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 189825
• LOTUS: LTS0169929
• wikiData: Q83104926