Methyl 1-methoxy-9,10-dioxo-3-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxyanthracene-2-carboxylate

Details

• Internal ID: 1b789ea2-4fc1-450d-bbe8-0d9d994932f4
• Taxonomy: Benzenoids > Anthracenes > Anthracenecarboxylic acids and derivatives > Anthracenecarboxylic acids
• IUPAC Name: methyl 1-methoxy-9,10-dioxo-3-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxyanthracene-2-carboxylate
• SMILES (Canonical): COC1=C2C(=CC(=C1C(=O)OC)OC3C(C(C(C(O3)COC4C(C(C(CO4)O)O)O)O)O)O)C(=O)C5=CC=CC=C5C2=O
• SMILES (Isomeric): COC1=C2C(=CC(=C1C(=O)OC)OC3C(C(C(C(O3)COC4C(C(C(CO4)O)O)O)O)O)O)C(=O)C5=CC=CC=C5C2=O
• InChI: InChI=1S/C28H30O15/c1-38-25-16-12(18(30)10-5-3-4-6-11(10)19(16)31)7-14(17(25)26(37)39-2)42-28-24(36)22(34)21(33)15(43-28)9-41-27-23(35)20(32)13(29)8-40-27/h3-7,13,15,20-24,27-29,32-36H,8-9H2,1-2H3
• InChI Key: WGNUXEMGVHKOSU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₀O₁₅
• Molecular Weight: 606.50 g/mol
• Exact Mass: 606.15847025 g/mol
• Topological Polar Surface Area (TPSA): 228.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -2.10
• H-Bond Acceptor: 15
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6230	62.30%
Caco-2	-	0.8702	87.02%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5173	51.73%
OATP2B1 inhibitior	-	0.8546	85.46%
OATP1B1 inhibitior	+	0.8615	86.15%
OATP1B3 inhibitior	+	0.9610	96.10%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6910	69.10%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.5429	54.29%
CYP3A4 substrate	+	0.6585	65.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8378	83.78%
CYP3A4 inhibition	-	0.9141	91.41%
CYP2C9 inhibition	-	0.9389	93.89%
CYP2C19 inhibition	-	0.9255	92.55%
CYP2D6 inhibition	-	0.9223	92.23%
CYP1A2 inhibition	-	0.8624	86.24%
CYP2C8 inhibition	+	0.4877	48.77%
CYP inhibitory promiscuity	-	0.9512	95.12%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7126	71.26%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9286	92.86%
Skin irritation	-	0.8566	85.66%
Skin corrosion	-	0.9596	95.96%
Ames mutagenesis	+	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7097	70.97%
Micronuclear	+	0.5474	54.74%
Hepatotoxicity	-	0.7023	70.23%
skin sensitisation	-	0.8966	89.66%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8555	85.55%
Acute Oral Toxicity (c)	III	0.7034	70.34%
Estrogen receptor binding	+	0.8303	83.03%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5425	54.25%
Glucocorticoid receptor binding	+	0.5767	57.67%
Aromatase binding	-	0.5087	50.87%
PPAR gamma	+	0.7309	73.09%
Honey bee toxicity	-	0.8064	80.64%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.8630	86.30%

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	99.17%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.90%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.64%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	96.91%	83.82%
CHEMBL226	P30542	Adenosine A1 receptor	96.59%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.13%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.83%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.63%	85.14%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	89.79%	95.83%
CHEMBL2535	P11166	Glucose transporter	89.64%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.20%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.16%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	89.15%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.88%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.80%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	85.49%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.19%	99.17%
CHEMBL5028	O14672	ADAM10	83.85%	97.50%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.60%	89.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.55%	91.07%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.46%	97.14%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.28%	96.67%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.40%	97.09%

Plants that contains it

• Saprosma scortechinii

Cross-Links

• PubChem: 85302859
• LOTUS: LTS0055471
• wikiData: Q105304652