Xanthopupurin 3-O-beta-D-glucoside

Details

• Internal ID: 389cce53-9a80-4349-93e3-aaf40d797952
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 1-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyanthracene-9,10-dione
• InChI: InChI=1S/C20H18O9/c21-7-13-17(25)18(26)19(27)20(29-13)28-8-5-11-14(12(22)6-8)16(24)10-4-2-1-3-9(10)15(11)23/h1-6,13,17-22,25-27H,7H2/t13-,17-,18+,19-,20-/m1/s1
• InChI Key: MVYMTRGKWWWUAR-DBTZYBQZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₉
• Molecular Weight: 402.40 g/mol
• Exact Mass: 402.09508215 g/mol
• Topological Polar Surface Area (TPSA): 154.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): -0.65
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

• Xanthopupurin 3-O-beta-D-glucoside

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6302	63.02%
Caco-2	-	0.9388	93.88%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.4737	47.37%
OATP2B1 inhibitior	-	0.5455	54.55%
OATP1B1 inhibitior	+	0.9268	92.68%
OATP1B3 inhibitior	+	0.9443	94.43%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.5638	56.38%
P-glycoprotein inhibitior	-	0.8822	88.22%
P-glycoprotein substrate	-	0.9552	95.52%
CYP3A4 substrate	+	0.5358	53.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8517	85.17%
CYP3A4 inhibition	-	0.9092	90.92%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9026	90.26%
CYP2D6 inhibition	-	0.9522	95.22%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	-	0.6964	69.64%
CYP inhibitory promiscuity	-	0.8885	88.85%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7178	71.78%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.6989	69.89%
Skin irritation	-	0.8240	82.40%
Skin corrosion	-	0.9666	96.66%
Ames mutagenesis	+	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5498	54.98%
Micronuclear	+	0.6233	62.33%
Hepatotoxicity	-	0.8073	80.73%
skin sensitisation	-	0.8916	89.16%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.6269	62.69%
Acute Oral Toxicity (c)	III	0.4385	43.85%
Estrogen receptor binding	+	0.6470	64.70%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.6702	67.02%
PPAR gamma	+	0.7567	75.67%
Honey bee toxicity	-	0.7083	70.83%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8655	86.55%

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	99.27%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.16%	91.49%
CHEMBL2581	P07339	Cathepsin D	98.14%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	94.54%	95.93%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.16%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.75%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.93%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	91.21%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.84%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.55%	99.23%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.21%	96.21%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.87%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.20%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.97%	86.33%
CHEMBL4208	P20618	Proteasome component C5	82.39%	90.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.05%	95.83%

Plants that contains it

• Rubia argyi

Cross-Links

• PubChem: 44575697
• NPASS: NPC222455