2-[4,5-Dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-1,8-dihydroxy-6-methoxyxanthen-9-one

Details

• Internal ID: 112beffd-9a1f-4dbf-8061-75e9cc639042
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 2-[4,5-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-1,8-dihydroxy-6-methoxyxanthen-9-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC3=C(C4=C(C=C3)OC5=CC(=CC(=C5C4=O)O)OC)O)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(COC2OC3=C(C4=C(C=C3)OC5=CC(=CC(=C5C4=O)O)OC)O)O)O)O)O)O
• InChI: InChI=1S/C25H28O14/c1-8-17(28)21(32)22(33)24(36-8)39-23-18(29)11(27)7-35-25(23)38-13-4-3-12-16(19(13)30)20(31)15-10(26)5-9(34-2)6-14(15)37-12/h3-6,8,11,17-18,21-30,32-33H,7H2,1-2H3
• InChI Key: FQLVPZRKLHQVFP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₈O₁₄
• Molecular Weight: 552.50 g/mol
• Exact Mass: 552.14790556 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.96
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7794	77.94%
Caco-2	-	0.8834	88.34%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.5309	53.09%
OATP2B1 inhibitior	-	0.7128	71.28%
OATP1B1 inhibitior	+	0.9005	90.05%
OATP1B3 inhibitior	+	0.8862	88.62%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5904	59.04%
P-glycoprotein inhibitior	-	0.6425	64.25%
P-glycoprotein substrate	+	0.5878	58.78%
CYP3A4 substrate	+	0.6569	65.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8527	85.27%
CYP3A4 inhibition	-	0.8117	81.17%
CYP2C9 inhibition	-	0.9784	97.84%
CYP2C19 inhibition	-	0.9450	94.50%
CYP2D6 inhibition	-	0.8823	88.23%
CYP1A2 inhibition	-	0.8238	82.38%
CYP2C8 inhibition	+	0.6483	64.83%
CYP inhibitory promiscuity	-	0.9357	93.57%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6990	69.90%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9337	93.37%
Skin irritation	-	0.7881	78.81%
Skin corrosion	-	0.9545	95.45%
Ames mutagenesis	+	0.7063	70.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.3946	39.46%
Micronuclear	+	0.7533	75.33%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.8791	87.91%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.9664	96.64%
Acute Oral Toxicity (c)	III	0.7267	72.67%
Estrogen receptor binding	+	0.8041	80.41%
Androgen receptor binding	+	0.5812	58.12%
Thyroid receptor binding	+	0.5468	54.68%
Glucocorticoid receptor binding	+	0.6658	66.58%
Aromatase binding	+	0.6494	64.94%
PPAR gamma	+	0.7392	73.92%
Honey bee toxicity	-	0.7645	76.45%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.7281	72.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.45%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.09%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.40%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.17%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.45%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.33%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.15%	86.33%
CHEMBL4208	P20618	Proteasome component C5	92.81%	90.00%
CHEMBL2581	P07339	Cathepsin D	92.49%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.63%	93.99%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.88%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.19%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.15%	90.71%
CHEMBL3194	P02766	Transthyretin	88.14%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.10%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.00%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.85%	99.17%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.26%	94.42%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.79%	95.78%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.86%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	82.32%	94.73%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.71%	95.83%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.00%	85.14%

Plants that contains it

• Swertia japonica

Cross-Links

• PubChem: 154791035
• LOTUS: LTS0178795
• wikiData: Q104999703