3-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-1-hydroxyxanthen-9-one

Details

• Internal ID: 6af7949a-1fa6-412f-8c07-6c0a7386206e
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 3-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-1-hydroxyxanthen-9-one
• InChI: InChI=1S/C24H26O13/c25-8-24(32)9-34-23(21(24)31)33-7-15-18(28)19(29)20(30)22(37-15)35-10-5-12(26)16-14(6-10)36-13-4-2-1-3-11(13)17(16)27/h1-6,15,18-23,25-26,28-32H,7-9H2/t15-,18-,19+,20-,21+,22-,23-,24-/m1/s1
• InChI Key: QFKWKPLJQKOOCS-MPOLXGTDSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₆O₁₃
• Molecular Weight: 522.50 g/mol
• Exact Mass: 522.13734088 g/mol
• Topological Polar Surface Area (TPSA): 205.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -1.70
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4730	47.30%
Caco-2	-	0.9154	91.54%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6307	63.07%
OATP2B1 inhibitior	-	0.5622	56.22%
OATP1B1 inhibitior	+	0.9130	91.30%
OATP1B3 inhibitior	+	0.9499	94.99%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6882	68.82%
P-glycoprotein inhibitior	-	0.6482	64.82%
P-glycoprotein substrate	-	0.5807	58.07%
CYP3A4 substrate	+	0.6792	67.92%
CYP2C9 substrate	-	0.8271	82.71%
CYP2D6 substrate	-	0.8606	86.06%
CYP3A4 inhibition	-	0.8857	88.57%
CYP2C9 inhibition	-	0.9478	94.78%
CYP2C19 inhibition	-	0.8458	84.58%
CYP2D6 inhibition	-	0.8914	89.14%
CYP1A2 inhibition	-	0.9169	91.69%
CYP2C8 inhibition	+	0.6573	65.73%
CYP inhibitory promiscuity	-	0.8988	89.88%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5534	55.34%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9284	92.84%
Skin irritation	-	0.8143	81.43%
Skin corrosion	-	0.9610	96.10%
Ames mutagenesis	+	0.6236	62.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.3726	37.26%
Micronuclear	-	0.5126	51.26%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8709	87.09%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7194	71.94%
Acute Oral Toxicity (c)	III	0.5135	51.35%
Estrogen receptor binding	+	0.7415	74.15%
Androgen receptor binding	+	0.6326	63.26%
Thyroid receptor binding	+	0.5202	52.02%
Glucocorticoid receptor binding	+	0.5567	55.67%
Aromatase binding	+	0.7662	76.62%
PPAR gamma	+	0.8218	82.18%
Honey bee toxicity	-	0.7454	74.54%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.7889	78.89%

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	99.86%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.52%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.30%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.16%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.44%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.88%	99.23%
CHEMBL220	P22303	Acetylcholinesterase	93.55%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.40%	98.95%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	88.95%	95.83%
CHEMBL1951	P21397	Monoamine oxidase A	88.69%	91.49%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	88.04%	94.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.23%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.88%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	86.81%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.16%	95.89%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	85.50%	92.67%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.45%	94.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.29%	94.45%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.64%	95.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.99%	92.62%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.62%	96.67%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.08%	97.36%

Plants that contains it

• Polygala karensium

Cross-Links

• PubChem: 11540926
• LOTUS: LTS0042259
• wikiData: Q105219628