1,7-dihydroxy-6-methyl-2-[(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: 1b0e04af-9d9c-4ee3-96a6-0242bec4626b
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1,7-dihydroxy-6-methyl-2-[(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=C1O)C(=O)C3=C(C2=O)C=CC(=C3O)OC4C(C(C(C(O4)COC5C(C(C(CO5)O)O)O)O)O)O
• SMILES (Isomeric): CC1=CC2=C(C=C1O)C(=O)C3=C(C2=O)C=CC(=C3O)O[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/C26H28O14/c1-8-4-10-11(5-12(8)27)18(30)16-9(17(10)29)2-3-14(20(16)32)39-26-24(36)22(34)21(33)15(40-26)7-38-25-23(35)19(31)13(28)6-37-25/h2-5,13,15,19,21-28,31-36H,6-7H2,1H3/t13-,15-,19+,21-,22+,23-,24-,25+,26-/m1/s1
• InChI Key: RIOKGBBHALNDEW-DCACUUBXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₁₄
• Molecular Weight: 564.50 g/mol
• Exact Mass: 564.14790556 g/mol
• Topological Polar Surface Area (TPSA): 233.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -2.18
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• 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	-	0.9018	90.18%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6071	60.71%
OATP2B1 inhibitior	-	0.7118	71.18%
OATP1B1 inhibitior	+	0.8806	88.06%
OATP1B3 inhibitior	+	0.9548	95.48%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.4778	47.78%
P-glycoprotein inhibitior	-	0.6946	69.46%
P-glycoprotein substrate	-	0.6119	61.19%
CYP3A4 substrate	+	0.6474	64.74%
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	+	0.4892	48.92%
CYP inhibitory promiscuity	-	0.9545	95.45%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6810	68.10%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9179	91.79%
Skin irritation	-	0.8528	85.28%
Skin corrosion	-	0.9598	95.98%
Ames mutagenesis	+	0.7146	71.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.6691	66.91%
Micronuclear	+	0.5274	52.74%
Hepatotoxicity	-	0.7224	72.24%
skin sensitisation	-	0.8989	89.89%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8720	87.20%
Acute Oral Toxicity (c)	III	0.6200	62.00%
Estrogen receptor binding	+	0.8246	82.46%
Androgen receptor binding	-	0.5381	53.81%
Thyroid receptor binding	-	0.5394	53.94%
Glucocorticoid receptor binding	-	0.4769	47.69%
Aromatase binding	+	0.6684	66.84%
PPAR gamma	+	0.6797	67.97%
Honey bee toxicity	-	0.8641	86.41%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
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
CHEMBL1951	P21397	Monoamine oxidase A	99.55%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.88%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.91%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.42%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.16%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.57%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	91.00%	94.73%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.98%	89.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.96%	86.33%
CHEMBL4208	P20618	Proteasome component C5	89.36%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.09%	95.89%
CHEMBL220	P22303	Acetylcholinesterase	87.29%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.21%	97.09%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.84%	96.90%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.66%	96.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.34%	96.21%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.04%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.61%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.69%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	82.60%	95.93%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.19%	86.92%
CHEMBL4581	P52732	Kinesin-like protein 1	81.03%	93.18%
CHEMBL3194	P02766	Transthyretin	80.83%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.29%	96.95%

Plants that contains it

• Morinda citrifolia

Cross-Links

• PubChem: 163012379
• LOTUS: LTS0199145
• wikiData: Q105237016