[(9R)-9-[(2R,3R,4S,5S,6R)-6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]-4,5,9-trihydroxy-10-oxoanthracen-2-yl]methyl (2R,3S)-3-hydroxy-2-methylbutanoate

Details

• Internal ID: d25d2aa7-9438-45e3-a240-9bc790da6959
• Taxonomy: Benzenoids > Anthracenes
• IUPAC Name: [(9R)-9-[(2R,3R,4S,5S,6R)-6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]-4,5,9-trihydroxy-10-oxoanthracen-2-yl]methyl (2R,3S)-3-hydroxy-2-methylbutanoate
• SMILES (Canonical): CC(C(C)O)C(=O)OCC1=CC2=C(C(=C1)O)C(=O)C3=C(C2(C4C(C(C(C(O4)COC(=O)C)O)O)O)O)C=CC=C3O
• SMILES (Isomeric): C[C@H]([C@H](C)O)C(=O)OCC1=CC2=C(C(=C1)O)C(=O)C3=C([C@@]2([C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)COC(=O)C)O)O)O)O)C=CC=C3O
• InChI: InChI=1S/C28H32O13/c1-11(12(2)29)27(37)40-9-14-7-16-21(18(32)8-14)23(34)20-15(5-4-6-17(20)31)28(16,38)26-25(36)24(35)22(33)19(41-26)10-39-13(3)30/h4-8,11-12,19,22,24-26,29,31-33,35-36,38H,9-10H2,1-3H3/t11-,12+,19-,22-,24+,25-,26-,28-/m1/s1
• InChI Key: DNJXORJQFHNALC-NXZNEPAMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₁₃
• Molecular Weight: 576.50 g/mol
• Exact Mass: 576.18429107 g/mol
• Topological Polar Surface Area (TPSA): 221.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.65
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6418	64.18%
Caco-2	-	0.8701	87.01%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6736	67.36%
OATP2B1 inhibitior	-	0.5758	57.58%
OATP1B1 inhibitior	+	0.8181	81.81%
OATP1B3 inhibitior	+	0.9088	90.88%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7687	76.87%
P-glycoprotein inhibitior	+	0.5824	58.24%
P-glycoprotein substrate	-	0.5136	51.36%
CYP3A4 substrate	+	0.6607	66.07%
CYP2C9 substrate	+	0.5955	59.55%
CYP2D6 substrate	-	0.8748	87.48%
CYP3A4 inhibition	-	0.9540	95.40%
CYP2C9 inhibition	-	0.8609	86.09%
CYP2C19 inhibition	-	0.8701	87.01%
CYP2D6 inhibition	-	0.9652	96.52%
CYP1A2 inhibition	-	0.6634	66.34%
CYP2C8 inhibition	+	0.5252	52.52%
CYP inhibitory promiscuity	-	0.8293	82.93%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6575	65.75%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9191	91.91%
Skin irritation	-	0.8342	83.42%
Skin corrosion	-	0.9506	95.06%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4620	46.20%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.5444	54.44%
skin sensitisation	-	0.9187	91.87%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.6560	65.60%
Acute Oral Toxicity (c)	III	0.5420	54.20%
Estrogen receptor binding	+	0.7874	78.74%
Androgen receptor binding	+	0.6058	60.58%
Thyroid receptor binding	-	0.5163	51.63%
Glucocorticoid receptor binding	+	0.7001	70.01%
Aromatase binding	+	0.5434	54.34%
PPAR gamma	+	0.6124	61.24%
Honey bee toxicity	-	0.8026	80.26%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6850	68.50%
Fish aquatic toxicity	+	0.9711	97.11%

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	98.83%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.85%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.50%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.40%	96.09%
CHEMBL2179	P04062	Beta-glucocerebrosidase	95.19%	85.31%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.36%	96.38%
CHEMBL3401	O75469	Pregnane X receptor	94.32%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.37%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.43%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.11%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.59%	99.15%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.55%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	87.28%	95.93%
CHEMBL4208	P20618	Proteasome component C5	87.17%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.88%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.94%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.91%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.47%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.38%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	83.35%	91.19%
CHEMBL1937	Q92769	Histone deacetylase 2	83.28%	94.75%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.14%	97.21%
CHEMBL2535	P11166	Glucose transporter	82.62%	98.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.33%	97.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.11%	96.00%

Plants that contains it

• Aloe littoralis

Cross-Links

• PubChem: 162912488
• LOTUS: LTS0056180
• wikiData: Q104985593