1,3-Dihydroxy-7-methoxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]xanthen-9-one

Details

• Internal ID: 9b56169b-e1de-40dc-8407-9b3615ce055f
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1,3-dihydroxy-7-methoxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]xanthen-9-one
• SMILES (Canonical): COC1=CC2=C(C=C1)OC3=C(C2=O)C(=CC(=C3C4C(C(C(C(O4)CO)O)O)O)O)O
• SMILES (Isomeric): COC1=CC2=C(C=C1)OC3=C(C2=O)C(=CC(=C3C4C(C(C(C(O4)CO)O)O)O)O)O
• InChI: InChI=1S/C20H20O10/c1-28-7-2-3-11-8(4-7)15(24)13-9(22)5-10(23)14(19(13)29-11)20-18(27)17(26)16(25)12(6-21)30-20/h2-5,12,16-18,20-23,25-27H,6H2,1H3
• InChI Key: FTAGCSGVWJQDNN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₁₀
• Molecular Weight: 420.40 g/mol
• Exact Mass: 420.10564683 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -0.12
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6545	65.45%
Caco-2	-	0.8840	88.40%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6233	62.33%
OATP2B1 inhibitior	+	0.5840	58.40%
OATP1B1 inhibitior	+	0.8531	85.31%
OATP1B3 inhibitior	+	0.9830	98.30%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7807	78.07%
P-glycoprotein inhibitior	-	0.7397	73.97%
P-glycoprotein substrate	-	0.7266	72.66%
CYP3A4 substrate	+	0.5900	59.00%
CYP2C9 substrate	-	0.8087	80.87%
CYP2D6 substrate	-	0.8299	82.99%
CYP3A4 inhibition	-	0.7983	79.83%
CYP2C9 inhibition	-	0.8483	84.83%
CYP2C19 inhibition	-	0.8386	83.86%
CYP2D6 inhibition	-	0.9339	93.39%
CYP1A2 inhibition	-	0.8015	80.15%
CYP2C8 inhibition	-	0.6332	63.32%
CYP inhibitory promiscuity	-	0.6314	63.14%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6988	69.88%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.7665	76.65%
Skin irritation	-	0.8040	80.40%
Skin corrosion	-	0.9556	95.56%
Ames mutagenesis	+	0.7299	72.99%
Human Ether-a-go-go-Related Gene inhibition	-	0.4450	44.50%
Micronuclear	+	0.6359	63.59%
Hepatotoxicity	-	0.5772	57.72%
skin sensitisation	-	0.9200	92.00%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8251	82.51%
Acute Oral Toxicity (c)	III	0.6599	65.99%
Estrogen receptor binding	+	0.7777	77.77%
Androgen receptor binding	+	0.7031	70.31%
Thyroid receptor binding	+	0.5527	55.27%
Glucocorticoid receptor binding	+	0.8036	80.36%
Aromatase binding	+	0.6645	66.45%
PPAR gamma	+	0.5963	59.63%
Honey bee toxicity	-	0.8211	82.11%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	-	0.4258	42.58%

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	99.72%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.48%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.90%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.52%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.34%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.16%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	88.01%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.94%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.67%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.29%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.29%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.06%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.17%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.80%	92.62%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.70%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.45%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.07%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.77%	95.89%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	82.21%	88.00%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	81.79%	92.67%
CHEMBL1951	P21397	Monoamine oxidase A	80.82%	91.49%

Plants that contains it

• Polygala tenuifolia

Cross-Links

• PubChem: 163043277
• LOTUS: LTS0242280
• wikiData: Q105000941