1-hydroxy-3-methyl-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyanthracene-9,10-dione

Details

• Internal ID: 14a59af4-8516-4567-9e65-5380a300ac45
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 1-hydroxy-3-methyl-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyanthracene-9,10-dione
• SMILES (Canonical): CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=CC=C3OC4C(C(C(C(O4)COC5C(C(C(CO5)O)O)O)O)O)O
• SMILES (Isomeric): CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=CC=C3O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO[C@H]5[C@@H]([C@H]([C@@H](CO5)O)O)O)O)O)O
• InChI: InChI=1S/C26H28O13/c1-9-5-11-16(12(27)6-9)21(32)17-10(18(11)29)3-2-4-14(17)38-26-24(35)22(33)20(31)15(39-26)8-37-25-23(34)19(30)13(28)7-36-25/h2-6,13,15,19-20,22-28,30-31,33-35H,7-8H2,1H3/t13-,15-,19+,20-,22+,23-,24-,25+,26-/m1/s1
• InChI Key: ULHBIZHSUVTFKB-LDHJIBFYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₁₃
• Molecular Weight: 548.50 g/mol
• Exact Mass: 548.15299094 g/mol
• Topological Polar Surface Area (TPSA): 213.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -1.88
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6161	61.61%
Caco-2	-	0.9099	90.99%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6071	60.71%
OATP2B1 inhibitior	-	0.8447	84.47%
OATP1B1 inhibitior	+	0.9050	90.50%
OATP1B3 inhibitior	+	0.9548	95.48%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6331	63.31%
P-glycoprotein inhibitior	-	0.6394	63.94%
P-glycoprotein substrate	-	0.6440	64.40%
CYP3A4 substrate	+	0.6605	66.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8559	85.59%
CYP3A4 inhibition	-	0.9401	94.01%
CYP2C9 inhibition	-	0.9501	95.01%
CYP2C19 inhibition	-	0.9203	92.03%
CYP2D6 inhibition	-	0.9407	94.07%
CYP1A2 inhibition	-	0.8602	86.02%
CYP2C8 inhibition	-	0.5942	59.42%
CYP inhibitory promiscuity	-	0.9545	95.45%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6810	68.10%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9196	91.96%
Skin irritation	-	0.8528	85.28%
Skin corrosion	-	0.9598	95.98%
Ames mutagenesis	+	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6856	68.56%
Micronuclear	+	0.5274	52.74%
Hepatotoxicity	-	0.6448	64.48%
skin sensitisation	-	0.8989	89.89%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6077	60.77%
Acute Oral Toxicity (c)	III	0.6200	62.00%
Estrogen receptor binding	+	0.8357	83.57%
Androgen receptor binding	-	0.5396	53.96%
Thyroid receptor binding	-	0.5201	52.01%
Glucocorticoid receptor binding	-	0.5083	50.83%
Aromatase binding	+	0.6633	66.33%
PPAR gamma	+	0.7497	74.97%
Honey bee toxicity	-	0.8322	83.22%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6950	69.50%
Fish aquatic toxicity	+	0.9104	91.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.91%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.24%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.97%	91.49%
CHEMBL226	P30542	Adenosine A1 receptor	96.94%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.82%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.18%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.38%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.53%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	92.17%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.71%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.51%	86.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.63%	96.21%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.83%	99.15%
CHEMBL220	P22303	Acetylcholinesterase	85.13%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.01%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.71%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.28%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.59%	97.09%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.45%	96.67%
CHEMBL4208	P20618	Proteasome component C5	82.00%	90.00%
CHEMBL1937	Q92769	Histone deacetylase 2	81.30%	94.75%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.13%	95.83%
CHEMBL2535	P11166	Glucose transporter	81.09%	98.75%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.53%	96.90%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.33%	96.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162980707
• LOTUS: LTS0112709
• wikiData: Q105275129