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

Details

• Internal ID: 025dddf3-a6fd-4fc8-9a30-66f883bd6c11
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 3,5-dimethoxy-1-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxyxanthen-9-one
• InChI: InChI=1S/C26H30O14/c1-34-10-6-14-17(18(28)11-4-3-5-13(35-2)24(11)38-14)15(7-10)39-26-23(33)21(31)20(30)16(40-26)9-37-25-22(32)19(29)12(27)8-36-25/h3-7,12,16,19-23,25-27,29-33H,8-9H2,1-2H3
• InChI Key: BDRRLCBWJFOSEC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₀O₁₄
• Molecular Weight: 566.50 g/mol
• Exact Mass: 566.16355563 g/mol
• Topological Polar Surface Area (TPSA): 203.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.39
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5699	56.99%
Caco-2	-	0.8879	88.79%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6085	60.85%
OATP2B1 inhibitior	-	0.8497	84.97%
OATP1B1 inhibitior	+	0.9111	91.11%
OATP1B3 inhibitior	+	0.9497	94.97%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6396	63.96%
P-glycoprotein inhibitior	-	0.5510	55.10%
P-glycoprotein substrate	+	0.5107	51.07%
CYP3A4 substrate	+	0.6706	67.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8241	82.41%
CYP3A4 inhibition	-	0.9194	91.94%
CYP2C9 inhibition	-	0.9680	96.80%
CYP2C19 inhibition	-	0.9339	93.39%
CYP2D6 inhibition	-	0.8877	88.77%
CYP1A2 inhibition	-	0.9067	90.67%
CYP2C8 inhibition	+	0.4817	48.17%
CYP inhibitory promiscuity	-	0.9222	92.22%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6717	67.17%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9318	93.18%
Skin irritation	-	0.8389	83.89%
Skin corrosion	-	0.9664	96.64%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6841	68.41%
Micronuclear	+	0.5474	54.74%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.9097	90.97%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.9406	94.06%
Acute Oral Toxicity (c)	III	0.7441	74.41%
Estrogen receptor binding	+	0.8389	83.89%
Androgen receptor binding	+	0.5898	58.98%
Thyroid receptor binding	+	0.5300	53.00%
Glucocorticoid receptor binding	+	0.6433	64.33%
Aromatase binding	+	0.6188	61.88%
PPAR gamma	+	0.7328	73.28%
Honey bee toxicity	-	0.8050	80.50%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.7631	76.31%

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	99.31%	91.11%
CHEMBL220	P22303	Acetylcholinesterase	97.76%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.16%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.70%	94.00%
CHEMBL2581	P07339	Cathepsin D	95.66%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.28%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.71%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.11%	96.09%
CHEMBL2535	P11166	Glucose transporter	91.75%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.74%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.33%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.57%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.80%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.88%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.60%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	87.17%	94.73%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.66%	95.83%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.94%	93.99%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.72%	95.50%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	85.40%	94.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.98%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.96%	97.14%
CHEMBL1907	P15144	Aminopeptidase N	83.43%	93.31%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.88%	89.62%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.56%	97.36%

Plants that contains it

• Chironia krebsii

Cross-Links

• PubChem: 14189393
• LOTUS: LTS0249341
• wikiData: Q104924629