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

Details

• Internal ID: e8ed26ed-a0d6-42b0-b2ff-e00d520b1aa1
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: [3,4-dihydroxy-6-(7-hydroxy-4-methoxy-3-methyl-9,10-dioxoanthracen-2-yl)oxy-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)OC)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)OC)C)COC(=O)C)O)O)O)O)O
• InChI: InChI=1S/C30H34O15/c1-10-17(8-16-19(27(10)40-4)22(35)14-6-5-13(32)7-15(14)21(16)34)43-30-28(25(38)23(36)18(44-30)9-41-12(3)31)45-29-26(39)24(37)20(33)11(2)42-29/h5-8,11,18,20,23-26,28-30,32-33,36-39H,9H2,1-4H3
• InChI Key: ZWTSOWMLEKYQPW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₄O₁₅
• Molecular Weight: 634.60 g/mol
• Exact Mass: 634.18977037 g/mol
• Topological Polar Surface Area (TPSA): 228.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.91
• 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	-	0.5147	51.47%
Caco-2	-	0.8781	87.81%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.5167	51.67%
OATP2B1 inhibitior	-	0.5812	58.12%
OATP1B1 inhibitior	+	0.8349	83.49%
OATP1B3 inhibitior	+	0.9164	91.64%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9005	90.05%
P-glycoprotein inhibitior	-	0.4604	46.04%
P-glycoprotein substrate	+	0.5385	53.85%
CYP3A4 substrate	+	0.6733	67.33%
CYP2C9 substrate	-	0.8088	80.88%
CYP2D6 substrate	-	0.8626	86.26%
CYP3A4 inhibition	-	0.9508	95.08%
CYP2C9 inhibition	-	0.9499	94.99%
CYP2C19 inhibition	-	0.9521	95.21%
CYP2D6 inhibition	-	0.9247	92.47%
CYP1A2 inhibition	-	0.8729	87.29%
CYP2C8 inhibition	+	0.6025	60.25%
CYP inhibitory promiscuity	-	0.9119	91.19%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7307	73.07%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9236	92.36%
Skin irritation	-	0.8368	83.68%
Skin corrosion	-	0.9581	95.81%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4858	48.58%
Micronuclear	+	0.5492	54.92%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9286	92.86%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.9123	91.23%
Acute Oral Toxicity (c)	III	0.6936	69.36%
Estrogen receptor binding	+	0.8218	82.18%
Androgen receptor binding	-	0.5373	53.73%
Thyroid receptor binding	-	0.4907	49.07%
Glucocorticoid receptor binding	+	0.7103	71.03%
Aromatase binding	+	0.5983	59.83%
PPAR gamma	+	0.6984	69.84%
Honey bee toxicity	-	0.7512	75.12%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9247	92.47%

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	99.07%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.13%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.67%	89.00%
CHEMBL2581	P07339	Cathepsin D	97.12%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.48%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.47%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.87%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.49%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.05%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.52%	95.89%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.07%	97.21%
CHEMBL3401	O75469	Pregnane X receptor	88.84%	94.73%
CHEMBL226	P30542	Adenosine A1 receptor	86.84%	95.93%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.92%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.88%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	82.39%	91.19%
CHEMBL4208	P20618	Proteasome component C5	81.98%	90.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.89%	96.90%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.69%	93.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.50%	99.15%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.13%	97.36%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.05%	96.95%

Plants that contains it

• Rubia schumanniana

Cross-Links

• PubChem: 162851260
• LOTUS: LTS0047738
• wikiData: Q105385223