[(2R,3S,4R,5R,6S)-3-acetyloxy-4,5-dihydroxy-6-[(9R)-1,4,5-trihydroxy-7-(hydroxymethyl)-10-oxo-9H-anthracen-9-yl]oxan-2-yl]methyl acetate

Details

• Internal ID: db36039d-8f76-4749-98c1-082c3dae710f
• Taxonomy: Benzenoids > Anthracenes
• IUPAC Name: [(2R,3S,4R,5R,6S)-3-acetyloxy-4,5-dihydroxy-6-[(9R)-1,4,5-trihydroxy-7-(hydroxymethyl)-10-oxo-9H-anthracen-9-yl]oxan-2-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)C2C3=C(C(=CC(=C3)CO)O)C(=O)C4=C(C=CC(=C24)O)O)O)O)OC(=O)C
• SMILES (Isomeric): CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)[C@@H]2C3=C(C(=CC(=C3)CO)O)C(=O)C4=C(C=CC(=C24)O)O)O)O)OC(=O)C
• InChI: InChI=1S/C25H26O12/c1-9(27)35-8-16-24(36-10(2)28)22(33)23(34)25(37-16)18-12-5-11(7-26)6-15(31)17(12)21(32)20-14(30)4-3-13(29)19(18)20/h3-6,16,18,22-26,29-31,33-34H,7-8H2,1-2H3/t16-,18-,22-,23-,24-,25+/m1/s1
• InChI Key: IHLDWEAHECWKKQ-XPMXCLRZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₆O₁₂
• Molecular Weight: 518.50 g/mol
• Exact Mass: 518.14242626 g/mol
• Topological Polar Surface Area (TPSA): 200.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -0.04
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7355	73.55%
Caco-2	-	0.8855	88.55%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7608	76.08%
OATP2B1 inhibitior	-	0.5650	56.50%
OATP1B1 inhibitior	+	0.7349	73.49%
OATP1B3 inhibitior	+	0.9360	93.60%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7931	79.31%
P-glycoprotein inhibitior	+	0.6101	61.01%
P-glycoprotein substrate	-	0.7546	75.46%
CYP3A4 substrate	+	0.6451	64.51%
CYP2C9 substrate	+	0.6048	60.48%
CYP2D6 substrate	-	0.8708	87.08%
CYP3A4 inhibition	-	0.9462	94.62%
CYP2C9 inhibition	-	0.6690	66.90%
CYP2C19 inhibition	-	0.7892	78.92%
CYP2D6 inhibition	-	0.9452	94.52%
CYP1A2 inhibition	-	0.7273	72.73%
CYP2C8 inhibition	-	0.5890	58.90%
CYP inhibitory promiscuity	-	0.7136	71.36%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7101	71.01%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.8769	87.69%
Skin irritation	-	0.8539	85.39%
Skin corrosion	-	0.9608	96.08%
Ames mutagenesis	+	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4707	47.07%
Micronuclear	+	0.5433	54.33%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.9274	92.74%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.6587	65.87%
Acute Oral Toxicity (c)	III	0.5818	58.18%
Estrogen receptor binding	+	0.7433	74.33%
Androgen receptor binding	+	0.6693	66.93%
Thyroid receptor binding	-	0.5913	59.13%
Glucocorticoid receptor binding	+	0.6457	64.57%
Aromatase binding	-	0.5459	54.59%
PPAR gamma	+	0.6657	66.57%
Honey bee toxicity	-	0.8158	81.58%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9521	95.21%

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	98.66%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.42%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.81%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.03%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.12%	96.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.75%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	93.42%	94.73%
CHEMBL226	P30542	Adenosine A1 receptor	91.93%	95.93%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	86.07%	89.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.14%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.93%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.11%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.50%	99.15%
CHEMBL4208	P20618	Proteasome component C5	83.30%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.23%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.00%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.95%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.83%	86.92%
CHEMBL340	P08684	Cytochrome P450 3A4	82.09%	91.19%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.58%	96.90%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.24%	97.28%

Plants that contains it

• Aloe perfoliata

Cross-Links

• PubChem: 46844575
• LOTUS: LTS0238895
• wikiData: Q105113106