1-hydroxy-2-methyl-6-[(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: 9e694b68-0323-4f03-a5f9-12f986becebf
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 1-hydroxy-2-methyl-6-[(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=C(C2=C(C=C1)C(=O)C3=C(C2=O)C=CC(=C3)OC4C(C(C(C(O4)COC5C(C(C(CO5)O)O)O)O)O)O)O
• SMILES (Isomeric): CC1=C(C2=C(C=C1)C(=O)C3=C(C2=O)C=CC(=C3)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)O
• InChI: InChI=1S/C26H28O13/c1-9-2-4-12-16(17(9)28)19(30)11-5-3-10(6-13(11)18(12)29)38-26-24(35)22(33)21(32)15(39-26)8-37-25-23(34)20(31)14(27)7-36-25/h2-6,14-15,20-28,31-35H,7-8H2,1H3/t14-,15-,20+,21-,22+,23-,24-,25+,26-/m1/s1
• InChI Key: HCBCARFHQLWQET-XZCSSYBOSA-N
• Popularity: 0 references 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

• ACon1_001492
• BRD-K87761401-001-01-1

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6161	61.61%
Caco-2	-	0.8977	89.77%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6071	60.71%
OATP2B1 inhibitior	-	0.7114	71.14%
OATP1B1 inhibitior	+	0.8881	88.81%
OATP1B3 inhibitior	+	0.9548	95.48%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7167	71.67%
P-glycoprotein inhibitior	-	0.6950	69.50%
P-glycoprotein substrate	-	0.6989	69.89%
CYP3A4 substrate	+	0.6490	64.90%
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	-	0.6537	65.37%
CYP inhibitory promiscuity	-	0.9545	95.45%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6810	68.10%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9225	92.25%
Skin irritation	-	0.8528	85.28%
Skin corrosion	-	0.9598	95.98%
Ames mutagenesis	+	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3700	37.00%
Micronuclear	+	0.5274	52.74%
Hepatotoxicity	-	0.6849	68.49%
skin sensitisation	-	0.8989	89.89%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.9002	90.02%
Acute Oral Toxicity (c)	III	0.6200	62.00%
Estrogen receptor binding	+	0.7979	79.79%
Androgen receptor binding	-	0.4946	49.46%
Thyroid receptor binding	-	0.5712	57.12%
Glucocorticoid receptor binding	-	0.5202	52.02%
Aromatase binding	+	0.6602	66.02%
PPAR gamma	+	0.7340	73.40%
Honey bee toxicity	-	0.8350	83.50%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.42%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.82%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	98.66%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.93%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	93.91%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.67%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	93.62%	95.93%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.16%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.02%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.04%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.03%	94.00%
CHEMBL4581	P52732	Kinesin-like protein 1	89.28%	93.18%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.65%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.62%	96.09%
CHEMBL4208	P20618	Proteasome component C5	88.45%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.40%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.54%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	86.51%	95.64%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.90%	96.21%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.45%	96.67%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.84%	97.21%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.41%	80.33%

Plants that contains it

• Morinda lucida

Cross-Links

• PubChem: 23786435
• LOTUS: LTS0184689
• wikiData: Q105025582