1,6-Dihydroxy-3,5,7-trimethoxy-2-methylanthracene-9,10-dione

Details

• Internal ID: fde8d08d-5640-410e-a9fc-857abdc8a5bb
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1,6-dihydroxy-3,5,7-trimethoxy-2-methylanthracene-9,10-dione
• SMILES (Canonical): CC1=C(C=C2C(=C1O)C(=O)C3=CC(=C(C(=C3C2=O)OC)O)OC)OC
• SMILES (Isomeric): CC1=C(C=C2C(=C1O)C(=O)C3=CC(=C(C(=C3C2=O)OC)O)OC)OC
• InChI: InChI=1S/C18H16O7/c1-7-10(23-2)5-8-12(14(7)19)15(20)9-6-11(24-3)17(22)18(25-4)13(9)16(8)21/h5-6,19,22H,1-4H3
• InChI Key: FVUSIGFBEZPOSJ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₇
• Molecular Weight: 344.30 g/mol
• Exact Mass: 344.08960285 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.21
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9863	98.63%
Caco-2	+	0.6310	63.10%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8104	81.04%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.9071	90.71%
OATP1B3 inhibitior	+	0.7963	79.63%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7225	72.25%
P-glycoprotein inhibitior	-	0.7144	71.44%
P-glycoprotein substrate	-	0.9290	92.90%
CYP3A4 substrate	-	0.5272	52.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7976	79.76%
CYP3A4 inhibition	-	0.8430	84.30%
CYP2C9 inhibition	-	0.8526	85.26%
CYP2C19 inhibition	-	0.8521	85.21%
CYP2D6 inhibition	-	0.8259	82.59%
CYP1A2 inhibition	+	0.8940	89.40%
CYP2C8 inhibition	-	0.7075	70.75%
CYP inhibitory promiscuity	-	0.7081	70.81%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8895	88.95%
Carcinogenicity (trinary)	Non-required	0.5451	54.51%
Eye corrosion	-	0.9852	98.52%
Eye irritation	+	0.8711	87.11%
Skin irritation	-	0.6817	68.17%
Skin corrosion	-	0.9632	96.32%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8240	82.40%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.9215	92.15%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.8025	80.25%
Acute Oral Toxicity (c)	II	0.5649	56.49%
Estrogen receptor binding	+	0.7994	79.94%
Androgen receptor binding	-	0.6102	61.02%
Thyroid receptor binding	+	0.5189	51.89%
Glucocorticoid receptor binding	+	0.6673	66.73%
Aromatase binding	+	0.5640	56.40%
PPAR gamma	+	0.5490	54.90%
Honey bee toxicity	-	0.9204	92.04%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9782	97.82%

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	95.53%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.23%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.27%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.64%	94.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.90%	96.21%
CHEMBL2535	P11166	Glucose transporter	88.62%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.57%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.16%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.57%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.36%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.23%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.78%	99.15%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	80.12%	92.68%

Plants that contains it

• Plocama pendula

Cross-Links

• PubChem: 162989511
• LOTUS: LTS0199144
• wikiData: Q105002763