(6R)-8-((2,6-Dideoxy-4-O-(2,6-dideoxy-3-O-((2S,5S,6S)-5-((2,6-dideoxy-4-O-(2,6-dideoxy-3-O-((2S,5S,6S)-tetrahydro-5-hydroxy-6-methyl-2H-pyran-2-yl)-beta-D-arabino-hexopyranosyl)-beta-D-arabino-hexopyranosyl)oxy)tetrahydro-6-methyl-2H-pyran-2-yl)-beta-D-arabino-hexopyranosyl)-beta-D-arabino-hexopyranosyl)oxy)-5,6-dihydro-1,6,11-trihydroxy-3-methylbenz(a)anthracene-7,12-dione

Details

• Internal ID: 98d9f0a8-d9e0-4798-b8de-785d3c94751a
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: (6R)-1,6,11-trihydroxy-8-[(2S,4R,5S,6R)-4-hydroxy-5-[(2S,4R,5R,6R)-5-hydroxy-4-[(2S,5S,6S)-5-[(2S,4R,5S,6R)-4-hydroxy-5-[(2S,4R,5R,6R)-5-hydroxy-4-[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-3-methyl-5,6-dihydrobenzo[a]anthracene-7,12-dione
• InChI: InChI=1S/C55H74O22/c1-21-14-28-16-32(59)47-49(45(28)31(58)15-21)53(65)46-30(57)8-10-36(48(46)52(47)64)73-42-18-34(61)55(27(7)71-42)77-44-20-38(51(63)25(5)69-44)75-40-13-11-35(23(3)67-40)72-41-17-33(60)54(26(6)70-41)76-43-19-37(50(62)24(4)68-43)74-39-12-9-29(56)22(2)66-39/h8,10,14-15,22-27,29,32-35,37-44,50-51,54-63H,9,11-13,16-20H2,1-7H3/t22-,23-,24+,25+,26+,27+,29-,32+,33+,34+,35-,37+,38+,39-,40-,41-,42-,43-,44-,50+,51+,54+,55+/m0/s1
• InChI Key: YMSZNAXJMXNNPT-OPAYXXSESA-N
• Popularity: 45 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₇₄O₂₂
• Molecular Weight: 1087.20 g/mol
• Exact Mass: 1086.46717398 g/mol
• Topological Polar Surface Area (TPSA): 307.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 22
• H-Bond Donor: 8
• Rotatable Bonds: 12

Synonyms

• CHEBI:70064
• CHEMBL1668770
• AKOS040746990
• C18822
• Q27138403
• (6R)-1,6,11-trihydroxy-8-[(2S,4R,5S,6R)-4-hydroxy-5-[(2S,4R,5R,6R)-5-hydroxy-4-[(2S,5S,6S)-5-[(2S,4R,5S,6R)-4-hydroxy-5-[(2S,4R,5R,6R)-5-hydroxy-4-[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-3-methyl-5,6-dihydrobenzo[a]anthracene-7,12-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9505	95.05%
Caco-2	-	0.8635	86.35%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7705	77.05%
OATP2B1 inhibitior	-	0.7340	73.40%
OATP1B1 inhibitior	+	0.8799	87.99%
OATP1B3 inhibitior	+	0.8094	80.94%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8571	85.71%
BSEP inhibitior	+	0.8914	89.14%
P-glycoprotein inhibitior	+	0.7431	74.31%
P-glycoprotein substrate	+	0.6271	62.71%
CYP3A4 substrate	+	0.6943	69.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8518	85.18%
CYP3A4 inhibition	-	0.9068	90.68%
CYP2C9 inhibition	-	0.7918	79.18%
CYP2C19 inhibition	-	0.7916	79.16%
CYP2D6 inhibition	-	0.8558	85.58%
CYP1A2 inhibition	+	0.5616	56.16%
CYP2C8 inhibition	+	0.6457	64.57%
CYP inhibitory promiscuity	-	0.8930	89.30%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5748	57.48%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9000	90.00%
Skin irritation	-	0.6955	69.55%
Skin corrosion	-	0.9361	93.61%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7212	72.12%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8277	82.77%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.5948	59.48%
Acute Oral Toxicity (c)	I	0.3282	32.82%
Estrogen receptor binding	+	0.8371	83.71%
Androgen receptor binding	+	0.7398	73.98%
Thyroid receptor binding	+	0.5657	56.57%
Glucocorticoid receptor binding	+	0.7885	78.85%
Aromatase binding	+	0.6660	66.60%
PPAR gamma	+	0.8093	80.93%
Honey bee toxicity	-	0.7196	71.96%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9893	98.93%

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	99.33%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.74%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.71%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.58%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.98%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.72%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	92.67%	94.73%
CHEMBL2581	P07339	Cathepsin D	91.98%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.75%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.46%	90.71%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.44%	96.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.08%	99.23%
CHEMBL4208	P20618	Proteasome component C5	90.29%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.92%	96.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.41%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.20%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.49%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.88%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.14%	96.21%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.59%	91.03%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.29%	96.09%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.20%	83.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.09%	93.40%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.90%	99.15%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.45%	97.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 9988748
• LOTUS: LTS0050378
• wikiData: Q27138403