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

Details

• Internal ID: 09b14cbd-aa3f-4ac8-9244-42c00d607702
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 8-[4,5-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-1,5-dihydroxy-3-methoxyxanthen-9-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC3=C4C(=C(C=C3)O)OC5=CC(=CC(=C5C4=O)O)OC)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(COC2OC3=C4C(=C(C=C3)O)OC5=CC(=CC(=C5C4=O)O)OC)O)O)O)O)O
• InChI: InChI=1S/C25H28O14/c1-8-17(29)20(32)21(33)24(36-8)39-23-18(30)12(28)7-35-25(23)38-13-4-3-10(26)22-16(13)19(31)15-11(27)5-9(34-2)6-14(15)37-22/h3-6,8,12,17-18,20-21,23-30,32-33H,7H2,1-2H3
• InChI Key: UWCZJBNKNPGDFT-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	+	0.7445	74.45%
Caco-2	-	0.8992	89.92%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.5692	56.92%
OATP2B1 inhibitior	-	0.7149	71.49%
OATP1B1 inhibitior	+	0.9108	91.08%
OATP1B3 inhibitior	+	0.8809	88.09%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6182	61.82%
P-glycoprotein inhibitior	-	0.6658	66.58%
P-glycoprotein substrate	+	0.5767	57.67%
CYP3A4 substrate	+	0.6544	65.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8527	85.27%
CYP3A4 inhibition	-	0.8134	81.34%
CYP2C9 inhibition	-	0.9835	98.35%
CYP2C19 inhibition	-	0.9583	95.83%
CYP2D6 inhibition	-	0.8862	88.62%
CYP1A2 inhibition	-	0.8932	89.32%
CYP2C8 inhibition	+	0.5912	59.12%
CYP inhibitory promiscuity	-	0.9422	94.22%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6534	65.34%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9251	92.51%
Skin irritation	-	0.7936	79.36%
Skin corrosion	-	0.9591	95.91%
Ames mutagenesis	+	0.7063	70.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.6096	60.96%
Micronuclear	+	0.7133	71.33%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8965	89.65%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.9182	91.82%
Acute Oral Toxicity (c)	III	0.7681	76.81%
Estrogen receptor binding	+	0.8091	80.91%
Androgen receptor binding	+	0.6060	60.60%
Thyroid receptor binding	+	0.5538	55.38%
Glucocorticoid receptor binding	+	0.7144	71.44%
Aromatase binding	+	0.6590	65.90%
PPAR gamma	+	0.7858	78.58%
Honey bee toxicity	-	0.7594	75.94%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.6621	66.21%

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	99.40%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.50%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.01%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.95%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.67%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.72%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.58%	86.33%
CHEMBL4208	P20618	Proteasome component C5	90.74%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.67%	99.15%
CHEMBL2581	P07339	Cathepsin D	89.45%	98.95%
CHEMBL3194	P02766	Transthyretin	88.20%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.72%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.66%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.84%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.58%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.61%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.27%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.93%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.65%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	82.64%	94.73%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.78%	95.78%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.08%	85.14%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.18%	96.21%
CHEMBL2535	P11166	Glucose transporter	80.10%	98.75%

Plants that contains it

• Swertia japonica
• Swertia pseudochinensis

Cross-Links

• PubChem: 72803945
• LOTUS: LTS0238638
• wikiData: Q105280284