methyl 3,8-dihydroxy-1-methyl-9,10-dioxo-7-[(9R)-2,5,9-trihydroxy-3-methoxycarbonyl-4-methyl-10-oxoanthracen-9-yl]anthracene-2-carboxylate

Details

• Internal ID: b3830f1b-9afe-4f0d-9d05-1c52586e523a
• Taxonomy: Benzenoids > Anthracenes > Anthracenecarboxylic acids and derivatives > Anthracenecarboxylic acids
• IUPAC Name: methyl 3,8-dihydroxy-1-methyl-9,10-dioxo-7-[(9R)-2,5,9-trihydroxy-3-methoxycarbonyl-4-methyl-10-oxoanthracen-9-yl]anthracene-2-carboxylate
• SMILES (Canonical): CC1=C2C(=CC(=C1C(=O)OC)O)C(=O)C3=C(C2=O)C(=C(C=C3)C4(C5=C(C(=CC=C5)O)C(=O)C6=C(C(=C(C=C64)O)C(=O)OC)C)O)O
• SMILES (Isomeric): CC1=C2C(=CC(=C1C(=O)OC)O)C(=O)C3=C(C2=O)C(=C(C=C3)[C@@]4(C5=C(C(=CC=C5)O)C(=O)C6=C(C(=C(C=C64)O)C(=O)OC)C)O)O
• InChI: InChI=1S/C34H24O12/c1-12-22-15(10-20(36)24(12)32(42)45-3)28(38)14-8-9-17(29(39)26(14)30(22)40)34(44)16-6-5-7-19(35)27(16)31(41)23-13(2)25(33(43)46-4)21(37)11-18(23)34/h5-11,35-37,39,44H,1-4H3/t34-/m1/s1
• InChI Key: JFUFATWECSQGDK-UUWRZZSWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₂₄O₁₂
• Molecular Weight: 624.50 g/mol
• Exact Mass: 624.12677620 g/mol
• Topological Polar Surface Area (TPSA): 205.00 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 3.30
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9763	97.63%
Caco-2	-	0.8262	82.62%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8380	83.80%
OATP2B1 inhibitior	-	0.5787	57.87%
OATP1B1 inhibitior	+	0.7982	79.82%
OATP1B3 inhibitior	-	0.3195	31.95%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9623	96.23%
P-glycoprotein inhibitior	+	0.7565	75.65%
P-glycoprotein substrate	+	0.5095	50.95%
CYP3A4 substrate	+	0.6681	66.81%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	-	0.8686	86.86%
CYP3A4 inhibition	-	0.8406	84.06%
CYP2C9 inhibition	-	0.7909	79.09%
CYP2C19 inhibition	-	0.9437	94.37%
CYP2D6 inhibition	-	0.9125	91.25%
CYP1A2 inhibition	-	0.7352	73.52%
CYP2C8 inhibition	+	0.6731	67.31%
CYP inhibitory promiscuity	-	0.7705	77.05%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8712	87.12%
Carcinogenicity (trinary)	Non-required	0.5350	53.50%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.7747	77.47%
Skin irritation	-	0.7632	76.32%
Skin corrosion	-	0.9519	95.19%
Ames mutagenesis	+	0.7477	74.77%
Human Ether-a-go-go-Related Gene inhibition	+	0.7332	73.32%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.6802	68.02%
skin sensitisation	-	0.9559	95.59%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5934	59.34%
Acute Oral Toxicity (c)	II	0.5043	50.43%
Estrogen receptor binding	+	0.7987	79.87%
Androgen receptor binding	+	0.5881	58.81%
Thyroid receptor binding	+	0.5687	56.87%
Glucocorticoid receptor binding	+	0.7438	74.38%
Aromatase binding	+	0.5409	54.09%
PPAR gamma	+	0.6806	68.06%
Honey bee toxicity	-	0.9290	92.90%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9910	99.10%

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	99.08%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.38%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	96.07%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.01%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.36%	99.23%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	89.92%	96.67%
CHEMBL2535	P11166	Glucose transporter	89.56%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.89%	89.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.89%	96.38%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.91%	93.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.63%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.99%	91.07%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	85.74%	92.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.18%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.81%	99.15%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.53%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	83.23%	94.73%
CHEMBL2056	P21728	Dopamine D1 receptor	83.20%	91.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.63%	95.89%
CHEMBL4208	P20618	Proteasome component C5	82.45%	90.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.01%	90.93%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.79%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.51%	90.71%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.18%	93.65%

Plants that contains it

• Scutia myrtina

Cross-Links

• PubChem: 162937221
• LOTUS: LTS0174683
• wikiData: Q105127026