4,5-Dihydroxy-1,2-dimethoxy-6-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxyxanthen-9-one

Details

• Internal ID: 2b236519-b1cd-4983-b271-0898ae3c8cb9
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 4,5-dihydroxy-1,2-dimethoxy-6-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxyxanthen-9-one
• SMILES (Canonical): COC1=C(C2=C(C(=C1)O)OC3=C(C2=O)C=CC(=C3O)OC4C(C(C(C(O4)COC5C(C(C(CO5)O)O)O)O)O)O)OC
• SMILES (Isomeric): COC1=C(C2=C(C(=C1)O)OC3=C(C2=O)C=CC(=C3O)OC4C(C(C(C(O4)COC5C(C(C(CO5)O)O)O)O)O)O)OC
• InChI: InChI=1S/C26H30O16/c1-36-12-5-9(27)23-14(24(12)37-2)15(29)8-3-4-11(18(32)22(8)42-23)40-26-21(35)19(33)17(31)13(41-26)7-39-25-20(34)16(30)10(28)6-38-25/h3-5,10,13,16-17,19-21,25-28,30-35H,6-7H2,1-2H3
• InChI Key: QWXLZWNFUWDBBD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₀O₁₆
• Molecular Weight: 598.50 g/mol
• Exact Mass: 598.15338487 g/mol
• Topological Polar Surface Area (TPSA): 244.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -1.98
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5181	51.81%
Caco-2	-	0.8869	88.69%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5700	57.00%
OATP2B1 inhibitior	-	0.7159	71.59%
OATP1B1 inhibitior	+	0.8937	89.37%
OATP1B3 inhibitior	+	0.9535	95.35%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7511	75.11%
P-glycoprotein inhibitior	-	0.5978	59.78%
P-glycoprotein substrate	+	0.5961	59.61%
CYP3A4 substrate	+	0.6491	64.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8277	82.77%
CYP3A4 inhibition	-	0.9082	90.82%
CYP2C9 inhibition	-	0.9593	95.93%
CYP2C19 inhibition	-	0.9192	91.92%
CYP2D6 inhibition	-	0.8843	88.43%
CYP1A2 inhibition	-	0.8533	85.33%
CYP2C8 inhibition	+	0.6400	64.00%
CYP inhibitory promiscuity	-	0.9119	91.19%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7055	70.55%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9247	92.47%
Skin irritation	-	0.8390	83.90%
Skin corrosion	-	0.9633	96.33%
Ames mutagenesis	+	0.5436	54.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7512	75.12%
Micronuclear	+	0.5574	55.74%
Hepatotoxicity	-	0.5424	54.24%
skin sensitisation	-	0.8974	89.74%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.9629	96.29%
Acute Oral Toxicity (c)	III	0.7230	72.30%
Estrogen receptor binding	+	0.7641	76.41%
Androgen receptor binding	+	0.5264	52.64%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5755	57.55%
Aromatase binding	+	0.6557	65.57%
PPAR gamma	+	0.6892	68.92%
Honey bee toxicity	-	0.7925	79.25%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7149	71.49%
Fish aquatic toxicity	+	0.8120	81.20%

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	99.57%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.94%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.16%	89.00%
CHEMBL220	P22303	Acetylcholinesterase	96.08%	94.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	94.36%	89.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.90%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.36%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.85%	93.99%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.82%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.35%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	90.35%	91.49%
CHEMBL1937	Q92769	Histone deacetylase 2	89.17%	94.75%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	88.54%	95.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.83%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.11%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.05%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.04%	99.17%
CHEMBL4208	P20618	Proteasome component C5	83.42%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.69%	92.62%
CHEMBL2535	P11166	Glucose transporter	81.79%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.49%	96.00%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.98%	95.53%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.91%	96.90%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.53%	92.94%

Plants that contains it

• Tripterospermum chinense

Cross-Links

• PubChem: 162856388
• LOTUS: LTS0182731
• wikiData: Q105229454