1-Hydroxy-3-methoxy-5-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxyxanthen-9-one

Details

• Internal ID: 61207efa-5b5c-415c-81af-29aa1c1c6755
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1-hydroxy-3-methoxy-5-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxyxanthen-9-one
• InChI: InChI=1S/C25H28O14/c1-34-9-5-11(26)16-14(6-9)37-23-10(17(16)28)3-2-4-13(23)38-25-22(33)20(31)19(30)15(39-25)8-36-24-21(32)18(29)12(27)7-35-24/h2-6,12,15,18-22,24-27,29-33H,7-8H2,1H3
• InChI Key: AGPBUGPNAKWRAP-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: -1.10
• Atomic LogP (AlogP): -1.70
• H-Bond Acceptor: 14
• 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	-	0.5545	55.45%
Caco-2	-	0.9164	91.64%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6126	61.26%
OATP2B1 inhibitior	-	0.7098	70.98%
OATP1B1 inhibitior	+	0.9007	90.07%
OATP1B3 inhibitior	+	0.9602	96.02%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.4566	45.66%
P-glycoprotein inhibitior	-	0.6260	62.60%
P-glycoprotein substrate	+	0.5604	56.04%
CYP3A4 substrate	+	0.6752	67.52%
CYP2C9 substrate	-	0.8664	86.64%
CYP2D6 substrate	-	0.8478	84.78%
CYP3A4 inhibition	-	0.9415	94.15%
CYP2C9 inhibition	-	0.9677	96.77%
CYP2C19 inhibition	-	0.9193	91.93%
CYP2D6 inhibition	-	0.8930	89.30%
CYP1A2 inhibition	-	0.8938	89.38%
CYP2C8 inhibition	+	0.5699	56.99%
CYP inhibitory promiscuity	-	0.9267	92.67%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6233	62.33%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9118	91.18%
Skin irritation	-	0.8295	82.95%
Skin corrosion	-	0.9649	96.49%
Ames mutagenesis	+	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6441	64.41%
Micronuclear	+	0.5374	53.74%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.9112	91.12%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.9437	94.37%
Acute Oral Toxicity (c)	III	0.7275	72.75%
Estrogen receptor binding	+	0.8026	80.26%
Androgen receptor binding	+	0.6065	60.65%
Thyroid receptor binding	+	0.5455	54.55%
Glucocorticoid receptor binding	+	0.5559	55.59%
Aromatase binding	+	0.6720	67.20%
PPAR gamma	+	0.7740	77.40%
Honey bee toxicity	-	0.8051	80.51%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.7209	72.09%

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	99.61%	91.11%
CHEMBL220	P22303	Acetylcholinesterase	98.47%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.46%	95.56%
CHEMBL2581	P07339	Cathepsin D	96.92%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.31%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.92%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.82%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.06%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.42%	96.09%
CHEMBL2535	P11166	Glucose transporter	92.34%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.49%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.96%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.64%	99.15%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.23%	93.99%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.20%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	88.81%	94.73%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.72%	92.62%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	87.11%	95.83%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.20%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.98%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.17%	95.50%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.33%	89.62%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	83.04%	94.03%
CHEMBL1951	P21397	Monoamine oxidase A	82.34%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.41%	96.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.33%	97.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.86%	97.14%

Plants that contains it

• Chironia krebsii

Cross-Links

• PubChem: 162855314
• LOTUS: LTS0033305
• wikiData: Q104911921