2-[6-[[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]-1,3,7-trihydroxyxanthen-9-one

Details

• Internal ID: 7d3d7bf8-fa96-48b3-84c5-c9179c6717ba
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 2-[6-[[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]-1,3,7-trihydroxyxanthen-9-one
• SMILES (Canonical): C1C(C(C(O1)OCC2C(C(C(C(O2)C3=C(C4=C(C=C3O)OC5=C(C4=O)C=C(C=C5)O)O)O)O)O)O)(CO)O
• SMILES (Isomeric): C1C(C(C(O1)OCC2C(C(C(C(O2)C3=C(C4=C(C=C3O)OC5=C(C4=O)C=C(C=C5)O)O)O)O)O)O)(CO)O
• InChI: InChI=1S/C24H26O14/c25-6-24(34)7-36-23(22(24)33)35-5-13-17(29)19(31)20(32)21(38-13)14-10(27)4-12-15(18(14)30)16(28)9-3-8(26)1-2-11(9)37-12/h1-4,13,17,19-23,25-27,29-34H,5-7H2
• InChI Key: RQGJKXKUUWCQNK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₆O₁₄
• Molecular Weight: 538.50 g/mol
• Exact Mass: 538.13225550 g/mol
• Topological Polar Surface Area (TPSA): 236.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -1.96
• H-Bond Acceptor: 14
• H-Bond Donor: 9
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6622	66.22%
Caco-2	-	0.9210	92.10%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6721	67.21%
OATP2B1 inhibitior	-	0.5626	56.26%
OATP1B1 inhibitior	+	0.8610	86.10%
OATP1B3 inhibitior	+	0.9368	93.68%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6176	61.76%
P-glycoprotein inhibitior	-	0.6063	60.63%
P-glycoprotein substrate	+	0.5094	50.94%
CYP3A4 substrate	+	0.6741	67.41%
CYP2C9 substrate	-	0.8232	82.32%
CYP2D6 substrate	-	0.8600	86.00%
CYP3A4 inhibition	-	0.8530	85.30%
CYP2C9 inhibition	-	0.9230	92.30%
CYP2C19 inhibition	-	0.8294	82.94%
CYP2D6 inhibition	-	0.9000	90.00%
CYP1A2 inhibition	-	0.9163	91.63%
CYP2C8 inhibition	+	0.7108	71.08%
CYP inhibitory promiscuity	-	0.8529	85.29%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5862	58.62%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9031	90.31%
Skin irritation	-	0.8146	81.46%
Skin corrosion	-	0.9568	95.68%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4268	42.68%
Micronuclear	+	0.5774	57.74%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8779	87.79%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.9089	90.89%
Acute Oral Toxicity (c)	III	0.5035	50.35%
Estrogen receptor binding	+	0.7910	79.10%
Androgen receptor binding	+	0.6872	68.72%
Thyroid receptor binding	+	0.5377	53.77%
Glucocorticoid receptor binding	+	0.5585	55.85%
Aromatase binding	+	0.7617	76.17%
PPAR gamma	+	0.8027	80.27%
Honey bee toxicity	-	0.7238	72.38%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8637	86.37%

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	99.79%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.88%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.30%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.94%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.68%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.07%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.71%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.98%	97.09%
CHEMBL220	P22303	Acetylcholinesterase	90.60%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.96%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.96%	92.94%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.29%	99.15%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	86.21%	92.67%
CHEMBL226	P30542	Adenosine A1 receptor	85.64%	95.93%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.35%	95.83%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.89%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.79%	93.99%
CHEMBL4530	P00488	Coagulation factor XIII	81.46%	96.00%
CHEMBL1937	Q92769	Histone deacetylase 2	81.34%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.82%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	80.62%	94.73%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.29%	95.53%

Plants that contains it

• Polygala sibirica

Cross-Links

• PubChem: 73804948
• LOTUS: LTS0024048
• wikiData: Q105243317