1,5,6-Trihydroxy-2-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxyanthracene-9,10-dione

Details

• Internal ID: 4554bc8f-8bf5-4278-b5e6-f17d318f07c7
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1,5,6-trihydroxy-2-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxyanthracene-9,10-dione
• SMILES (Canonical): C1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(C(=C4C(=C3)C(=O)C5=C(C4=O)C=CC(=C5O)O)O)CO)O)O)O)O)O)O
• SMILES (Isomeric): C1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(C(=C4C(=C3)C(=O)C5=C(C4=O)C=CC(=C5O)O)O)CO)O)O)O)O)O)O
• InChI: InChI=1S/C26H28O16/c27-4-9-12(3-8-15(18(9)32)16(30)7-1-2-10(28)19(33)14(7)17(8)31)41-26-24(38)22(36)21(35)13(42-26)6-40-25-23(37)20(34)11(29)5-39-25/h1-3,11,13,20-29,32-38H,4-6H2
• InChI Key: BJBMHSVASRPSMX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₁₆
• Molecular Weight: 596.50 g/mol
• Exact Mass: 596.13773480 g/mol
• Topological Polar Surface Area (TPSA): 273.00 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -3.29
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6870	68.70%
Caco-2	-	0.9244	92.44%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.4346	43.46%
OATP2B1 inhibitior	-	0.5720	57.20%
OATP1B1 inhibitior	+	0.8512	85.12%
OATP1B3 inhibitior	+	0.9554	95.54%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6890	68.90%
P-glycoprotein inhibitior	-	0.6420	64.20%
P-glycoprotein substrate	-	0.6301	63.01%
CYP3A4 substrate	+	0.6234	62.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8529	85.29%
CYP3A4 inhibition	-	0.9009	90.09%
CYP2C9 inhibition	-	0.9600	96.00%
CYP2C19 inhibition	-	0.9119	91.19%
CYP2D6 inhibition	-	0.9309	93.09%
CYP1A2 inhibition	-	0.9158	91.58%
CYP2C8 inhibition	-	0.5880	58.80%
CYP inhibitory promiscuity	-	0.9650	96.50%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7216	72.16%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.9009	90.09%
Skin irritation	-	0.8502	85.02%
Skin corrosion	-	0.9681	96.81%
Ames mutagenesis	+	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7460	74.60%
Micronuclear	-	0.5026	50.26%
Hepatotoxicity	-	0.7382	73.82%
skin sensitisation	-	0.8917	89.17%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.9145	91.45%
Acute Oral Toxicity (c)	III	0.4452	44.52%
Estrogen receptor binding	+	0.8119	81.19%
Androgen receptor binding	-	0.4899	48.99%
Thyroid receptor binding	-	0.5228	52.28%
Glucocorticoid receptor binding	-	0.5958	59.58%
Aromatase binding	+	0.6544	65.44%
PPAR gamma	+	0.7164	71.64%
Honey bee toxicity	-	0.7998	79.98%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7399	73.99%
Fish aquatic toxicity	+	0.8386	83.86%

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	99.77%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.32%	91.49%
CHEMBL2581	P07339	Cathepsin D	96.74%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.65%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	96.57%	95.93%
CHEMBL220	P22303	Acetylcholinesterase	93.44%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.31%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.69%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.49%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.20%	97.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.45%	89.62%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.84%	86.92%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.41%	95.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.45%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	83.42%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.01%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.09%	100.00%
CHEMBL3194	P02766	Transthyretin	80.84%	90.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.77%	90.71%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.52%	96.90%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.50%	96.09%
CHEMBL4208	P20618	Proteasome component C5	80.37%	90.00%

Plants that contains it

• Morinda citrifolia

Cross-Links

• PubChem: 163081576
• LOTUS: LTS0240770
• wikiData: Q104936952