[6-(4,7-Dihydroxy-3-methyl-9,10-dioxoanthracen-2-yl)oxy-3,4-dihydroxy-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]methyl acetate

Details

• Internal ID: 5aebc633-ecfd-4b8e-9f2b-26482db07d55
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: [6-(4,7-dihydroxy-3-methyl-9,10-dioxoanthracen-2-yl)oxy-3,4-dihydroxy-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(C(=C4C(=C3)C(=O)C5=C(C4=O)C=CC(=C5)O)O)C)COC(=O)C)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(C(=C4C(=C3)C(=O)C5=C(C4=O)C=CC(=C5)O)O)C)COC(=O)C)O)O)O)O)O
• InChI: InChI=1S/C29H32O15/c1-9-16(7-15-18(19(9)32)22(35)13-5-4-12(31)6-14(13)21(15)34)42-29-27(25(38)23(36)17(43-29)8-40-11(3)30)44-28-26(39)24(37)20(33)10(2)41-28/h4-7,10,17,20,23-29,31-33,36-39H,8H2,1-3H3
• InChI Key: MYMGMMVFIFXMSB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₂O₁₅
• Molecular Weight: 620.60 g/mol
• Exact Mass: 620.17412031 g/mol
• Topological Polar Surface Area (TPSA): 239.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -1.22
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

• FT-0775880

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5065	50.65%
Caco-2	-	0.8865	88.65%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.6079	60.79%
OATP2B1 inhibitior	-	0.5816	58.16%
OATP1B1 inhibitior	+	0.8313	83.13%
OATP1B3 inhibitior	+	0.8872	88.72%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8971	89.71%
P-glycoprotein inhibitior	-	0.5257	52.57%
P-glycoprotein substrate	-	0.5111	51.11%
CYP3A4 substrate	+	0.6646	66.46%
CYP2C9 substrate	-	0.8204	82.04%
CYP2D6 substrate	-	0.8812	88.12%
CYP3A4 inhibition	-	0.9530	95.30%
CYP2C9 inhibition	-	0.9470	94.70%
CYP2C19 inhibition	-	0.9468	94.68%
CYP2D6 inhibition	-	0.9455	94.55%
CYP1A2 inhibition	-	0.8275	82.75%
CYP2C8 inhibition	+	0.5787	57.87%
CYP inhibitory promiscuity	-	0.9043	90.43%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7327	73.27%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9225	92.25%
Skin irritation	-	0.8332	83.32%
Skin corrosion	-	0.9572	95.72%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4355	43.55%
Micronuclear	+	0.5292	52.92%
Hepatotoxicity	-	0.5591	55.91%
skin sensitisation	-	0.9231	92.31%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.9191	91.91%
Acute Oral Toxicity (c)	III	0.6625	66.25%
Estrogen receptor binding	+	0.8342	83.42%
Androgen receptor binding	-	0.5246	52.46%
Thyroid receptor binding	+	0.5250	52.50%
Glucocorticoid receptor binding	+	0.6671	66.71%
Aromatase binding	+	0.6010	60.10%
PPAR gamma	+	0.6945	69.45%
Honey bee toxicity	-	0.7777	77.77%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6150	61.50%
Fish aquatic toxicity	+	0.9610	96.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.43%	91.49%
CHEMBL2581	P07339	Cathepsin D	98.31%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.26%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.70%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.47%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.40%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	92.22%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.58%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.27%	94.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.11%	97.21%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.03%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.82%	99.17%
CHEMBL226	P30542	Adenosine A1 receptor	87.95%	95.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.16%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.05%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.71%	96.90%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.87%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.79%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.69%	90.71%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.47%	96.21%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.56%	99.15%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.28%	96.95%

Plants that contains it

• Rubia argyi
• Rubia cordifolia
• Rubia wallichiana
• Rubia yunnanensis

Cross-Links

• PubChem: 14539982
• LOTUS: LTS0054716
• wikiData: Q105175026