Robustaquinone G

Details

• Internal ID: b012678f-efdc-4f58-abf7-c3df5d9b8acd
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 7,10-dihydroxy-4,5-dimethoxy-8-methylnaphtho[3,2-g][1,3]benzodioxole-6,11-dione
• InChI: InChI=1S/C18H14O8/c1-6-4-7(19)8-9(12(6)20)14(22)10-11(13(8)21)16-18(26-5-25-16)17(24-3)15(10)23-2/h4,19-20H,5H2,1-3H3
• InChI Key: JKXHMVHBYLVNJU-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₄O₈
• Molecular Weight: 358.30 g/mol
• Exact Mass: 358.06886740 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 1.93
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 1,4-dihydroxy-7,8-dimethoxy-2-methyl-5,6-methylenedioxyanthraquinone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9660	96.60%
Caco-2	+	0.6742	67.42%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7606	76.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9390	93.90%
OATP1B3 inhibitior	-	0.2136	21.36%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7984	79.84%
P-glycoprotein inhibitior	-	0.7099	70.99%
P-glycoprotein substrate	-	0.9462	94.62%
CYP3A4 substrate	-	0.5204	52.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8325	83.25%
CYP3A4 inhibition	+	0.5533	55.33%
CYP2C9 inhibition	+	0.8623	86.23%
CYP2C19 inhibition	+	0.6056	60.56%
CYP2D6 inhibition	-	0.7006	70.06%
CYP1A2 inhibition	-	0.7562	75.62%
CYP2C8 inhibition	-	0.8579	85.79%
CYP inhibitory promiscuity	+	0.6107	61.07%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Non-required	0.4459	44.59%
Eye corrosion	-	0.9883	98.83%
Eye irritation	+	0.6466	64.66%
Skin irritation	-	0.8103	81.03%
Skin corrosion	-	0.9665	96.65%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6684	66.84%
Micronuclear	+	0.8074	80.74%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.7639	76.39%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6102	61.02%
Acute Oral Toxicity (c)	III	0.5660	56.60%
Estrogen receptor binding	+	0.8039	80.39%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.6395	63.95%
Glucocorticoid receptor binding	+	0.6859	68.59%
Aromatase binding	-	0.5716	57.16%
PPAR gamma	+	0.7859	78.59%
Honey bee toxicity	-	0.9282	92.82%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9677	96.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.09%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.26%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.60%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.63%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.57%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.28%	93.40%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.85%	96.77%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.84%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.30%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.30%	99.15%
CHEMBL4208	P20618	Proteasome component C5	86.42%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	83.91%	94.73%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	82.75%	92.68%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.89%	82.38%

Plants that contains it

• Cinchona calisaya

Cross-Links

• PubChem: 25200478
• LOTUS: LTS0259125
• wikiData: Q105130566