1,8-Dihydroxy-3-methoxy-6-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyxanthen-9-one

Details

• Internal ID: 88339ef7-8db3-42d3-bfef-c42e424d3cf0
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1,8-dihydroxy-3-methoxy-6-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyxanthen-9-one
• InChI: InChI=1S/C21H22O11/c1-7-3-8(23)13-10(4-7)30-20-14(16(13)26)9(24)5-11(29-2)19(20)32-21-18(28)17(27)15(25)12(6-22)31-21/h3-5,12,15,17-18,21-25,27-28H,6H2,1-2H3
• InChI Key: GGLFTHKHDNPJRA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₁₁
• Molecular Weight: 450.40 g/mol
• Exact Mass: 450.11621151 g/mol
• Topological Polar Surface Area (TPSA): 175.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): -0.15
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5891	58.91%
Caco-2	-	0.7863	78.63%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5382	53.82%
OATP2B1 inhibitior	-	0.5560	55.60%
OATP1B1 inhibitior	+	0.8900	89.00%
OATP1B3 inhibitior	+	0.9702	97.02%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.4690	46.90%
P-glycoprotein inhibitior	-	0.6499	64.99%
P-glycoprotein substrate	-	0.7694	76.94%
CYP3A4 substrate	+	0.6034	60.34%
CYP2C9 substrate	-	0.8740	87.40%
CYP2D6 substrate	-	0.8547	85.47%
CYP3A4 inhibition	-	0.8887	88.87%
CYP2C9 inhibition	-	0.9431	94.31%
CYP2C19 inhibition	-	0.9262	92.62%
CYP2D6 inhibition	-	0.9179	91.79%
CYP1A2 inhibition	-	0.8804	88.04%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.8059	80.59%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7283	72.83%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9119	91.19%
Skin irritation	-	0.8272	82.72%
Skin corrosion	-	0.9636	96.36%
Ames mutagenesis	+	0.7136	71.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.5923	59.23%
Micronuclear	+	0.6133	61.33%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.9214	92.14%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.7723	77.23%
Acute Oral Toxicity (c)	III	0.7037	70.37%
Estrogen receptor binding	+	0.7781	77.81%
Androgen receptor binding	+	0.5727	57.27%
Thyroid receptor binding	-	0.4902	49.02%
Glucocorticoid receptor binding	+	0.7759	77.59%
Aromatase binding	+	0.6549	65.49%
PPAR gamma	+	0.7320	73.20%
Honey bee toxicity	-	0.7933	79.33%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.6994	69.94%

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	97.72%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.27%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.30%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.11%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.60%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.87%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.79%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	90.11%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.29%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.63%	96.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.34%	96.21%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.52%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.57%	96.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.29%	94.80%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162993383
• LOTUS: LTS0144319
• wikiData: Q104167145