[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(9S)-4,5,9-trihydroxy-2-(hydroxymethyl)-10-oxoanthracen-9-yl]oxan-2-yl]methyl acetate

Details

• Internal ID: 1ce18cbc-140f-4612-a9f6-2155685de769
• Taxonomy: Benzenoids > Anthracenes
• IUPAC Name: [(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(9S)-4,5,9-trihydroxy-2-(hydroxymethyl)-10-oxoanthracen-9-yl]oxan-2-yl]methyl acetate
• InChI: InChI=1S/C23H24O11/c1-9(25)33-8-15-18(28)20(30)21(31)22(34-15)23(32)11-3-2-4-13(26)16(11)19(29)17-12(23)5-10(7-24)6-14(17)27/h2-6,15,18,20-22,24,26-28,30-32H,7-8H2,1H3/t15-,18-,20+,21-,22-,23+/m1/s1
• InChI Key: NMZNYMHJMSGXQQ-GXAGFCNZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₁₁
• Molecular Weight: 476.40 g/mol
• Exact Mass: 476.13186158 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -1.22
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6127	61.27%
Caco-2	-	0.8785	87.85%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6432	64.32%
OATP2B1 inhibitior	+	0.5762	57.62%
OATP1B1 inhibitior	+	0.7713	77.13%
OATP1B3 inhibitior	+	0.9593	95.93%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.6075	60.75%
P-glycoprotein inhibitior	-	0.5393	53.93%
P-glycoprotein substrate	-	0.6977	69.77%
CYP3A4 substrate	+	0.6365	63.65%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8719	87.19%
CYP3A4 inhibition	-	0.9449	94.49%
CYP2C9 inhibition	-	0.8947	89.47%
CYP2C19 inhibition	-	0.8517	85.17%
CYP2D6 inhibition	-	0.9592	95.92%
CYP1A2 inhibition	-	0.8188	81.88%
CYP2C8 inhibition	-	0.6226	62.26%
CYP inhibitory promiscuity	-	0.8402	84.02%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6598	65.98%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.8810	88.10%
Skin irritation	-	0.8277	82.77%
Skin corrosion	-	0.9484	94.84%
Ames mutagenesis	+	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5370	53.70%
Micronuclear	+	0.5333	53.33%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9229	92.29%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.6436	64.36%
Acute Oral Toxicity (c)	III	0.5411	54.11%
Estrogen receptor binding	+	0.7843	78.43%
Androgen receptor binding	+	0.5264	52.64%
Thyroid receptor binding	-	0.6185	61.85%
Glucocorticoid receptor binding	+	0.6425	64.25%
Aromatase binding	+	0.5828	58.28%
PPAR gamma	+	0.6551	65.51%
Honey bee toxicity	-	0.8738	87.38%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6450	64.50%
Fish aquatic toxicity	+	0.9315	93.15%

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	97.42%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.13%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.21%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	92.83%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	92.00%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.84%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.82%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.75%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.01%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.08%	96.95%
CHEMBL4040	P28482	MAP kinase ERK2	86.16%	83.82%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.90%	95.89%
CHEMBL4208	P20618	Proteasome component C5	80.36%	90.00%

Plants that contains it

• Aloe claviflora

Cross-Links

• PubChem: 10648253
• LOTUS: LTS0139369
• wikiData: Q105182028