1,4-Dihydroxy-2,3-dimethoxyanthracene-9,10-dione

Details

• Internal ID: 303a0b3a-7492-42c5-a4df-e78fb4b2ff7e
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 1,4-dihydroxy-2,3-dimethoxyanthracene-9,10-dione
• SMILES (Canonical): COC1=C(C2=C(C(=C1OC)O)C(=O)C3=CC=CC=C3C2=O)O
• SMILES (Isomeric): COC1=C(C2=C(C(=C1OC)O)C(=O)C3=CC=CC=C3C2=O)O
• InChI: InChI=1S/C16H12O6/c1-21-15-13(19)9-10(14(20)16(15)22-2)12(18)8-6-4-3-5-7(8)11(9)17/h3-6,19-20H,1-2H3
• InChI Key: BZICAOKAWKQGRZ-UHFFFAOYSA-N
• Popularity: 1 reference 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): 93.10 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 1.89
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9867	98.67%
Caco-2	+	0.6928	69.28%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8309	83.09%
OATP2B1 inhibitior	-	0.7194	71.94%
OATP1B1 inhibitior	+	0.9095	90.95%
OATP1B3 inhibitior	+	0.9329	93.29%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8015	80.15%
P-glycoprotein inhibitior	-	0.6211	62.11%
P-glycoprotein substrate	-	0.9815	98.15%
CYP3A4 substrate	-	0.6010	60.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7800	78.00%
CYP3A4 inhibition	-	0.8346	83.46%
CYP2C9 inhibition	+	0.5067	50.67%
CYP2C19 inhibition	-	0.6468	64.68%
CYP2D6 inhibition	-	0.7472	74.72%
CYP1A2 inhibition	+	0.9109	91.09%
CYP2C8 inhibition	-	0.9076	90.76%
CYP inhibitory promiscuity	-	0.6522	65.22%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8795	87.95%
Carcinogenicity (trinary)	Non-required	0.5355	53.55%
Eye corrosion	-	0.9806	98.06%
Eye irritation	+	0.9608	96.08%
Skin irritation	-	0.5600	56.00%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7660	76.60%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8987	89.87%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.6017	60.17%
Acute Oral Toxicity (c)	II	0.5323	53.23%
Estrogen receptor binding	+	0.6426	64.26%
Androgen receptor binding	-	0.5723	57.23%
Thyroid receptor binding	-	0.5119	51.19%
Glucocorticoid receptor binding	+	0.8432	84.32%
Aromatase binding	+	0.5759	57.59%
PPAR gamma	+	0.6894	68.94%
Honey bee toxicity	-	0.9093	90.93%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9767	97.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.12%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.67%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.46%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.94%	99.23%
CHEMBL2535	P11166	Glucose transporter	85.72%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.19%	96.09%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.93%	96.67%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.86%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.48%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	82.99%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.05%	99.15%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.68%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.54%	89.00%

Plants that contains it

• Leptopetalum biflorum

Cross-Links

• PubChem: 10851746
• LOTUS: LTS0213558
• wikiData: Q104950473