(3S)-8,10-dihydroxy-5-methoxy-3-methyl-3-[(E)-2-(1,3,5-trihydroxy-9-oxoxanthen-2-yl)ethenyl]-2H-[1,4]dioxino[2,3-c]xanthen-7-one

Details

• Internal ID: cefdc8ea-4c76-4cc4-a86e-1f7d03ba57c1
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: (3S)-8,10-dihydroxy-5-methoxy-3-methyl-3-[(E)-2-(1,3,5-trihydroxy-9-oxoxanthen-2-yl)ethenyl]-2H-[1,4]dioxino[2,3-c]xanthen-7-one
• InChI: InChI=1S/C32H22O12/c1-32(7-6-14-18(35)11-21-24(25(14)37)26(38)15-4-3-5-17(34)28(15)42-21)12-41-31-29-16(10-22(40-2)30(31)44-32)27(39)23-19(36)8-13(33)9-20(23)43-29/h3-11,33-37H,12H2,1-2H3/b7-6+/t32-/m0/s1
• InChI Key: NATGZAYPFRQGOR-SZOVNWDQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₂₂O₁₂
• Molecular Weight: 598.50 g/mol
• Exact Mass: 598.11112613 g/mol
• Topological Polar Surface Area (TPSA): 181.00 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 4.99
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9196	91.96%
Caco-2	-	0.8286	82.86%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5928	59.28%
OATP2B1 inhibitior	+	0.5719	57.19%
OATP1B1 inhibitior	+	0.8858	88.58%
OATP1B3 inhibitior	+	0.9560	95.60%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9483	94.83%
P-glycoprotein inhibitior	+	0.8222	82.22%
P-glycoprotein substrate	+	0.5941	59.41%
CYP3A4 substrate	+	0.7159	71.59%
CYP2C9 substrate	-	0.6192	61.92%
CYP2D6 substrate	-	0.8382	83.82%
CYP3A4 inhibition	+	0.6376	63.76%
CYP2C9 inhibition	-	0.7288	72.88%
CYP2C19 inhibition	-	0.6285	62.85%
CYP2D6 inhibition	-	0.6983	69.83%
CYP1A2 inhibition	-	0.5460	54.60%
CYP2C8 inhibition	+	0.8648	86.48%
CYP inhibitory promiscuity	-	0.6573	65.73%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6130	61.30%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.8805	88.05%
Skin irritation	-	0.8022	80.22%
Skin corrosion	-	0.9355	93.55%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6740	67.40%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.7614	76.14%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.5998	59.98%
Acute Oral Toxicity (c)	III	0.6424	64.24%
Estrogen receptor binding	+	0.8727	87.27%
Androgen receptor binding	+	0.8300	83.00%
Thyroid receptor binding	+	0.6229	62.29%
Glucocorticoid receptor binding	+	0.8818	88.18%
Aromatase binding	+	0.6961	69.61%
PPAR gamma	+	0.7231	72.31%
Honey bee toxicity	-	0.6987	69.87%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9227	92.27%

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	99.35%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	99.04%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.10%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	97.92%	94.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	97.82%	93.99%
CHEMBL2581	P07339	Cathepsin D	96.14%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.51%	86.33%
CHEMBL220	P22303	Acetylcholinesterase	93.93%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.74%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.66%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.69%	99.23%
CHEMBL2535	P11166	Glucose transporter	89.05%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	88.54%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.97%	96.00%
CHEMBL3194	P02766	Transthyretin	87.24%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.71%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.36%	97.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.51%	92.94%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.49%	92.62%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.28%	97.33%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	82.30%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.47%	96.09%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	80.77%	98.11%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.64%	90.24%

Plants that contains it

• Mesua ferrea

Cross-Links

• PubChem: 163189304
• LOTUS: LTS0153970
• wikiData: Q105176528