6,11-Dihydroxy-3,3-dimethyl-10-[[5,9,10-trihydroxy-2-(2-hydroxypropan-2-yl)-6-oxo-1,2-dihydrofuro[2,3-c]xanthen-1-yl]oxy]pyrano[2,3-c]xanthen-7-one

Details

• Internal ID: f3ce1175-f88c-4930-9e56-97a0decad7fa
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
• IUPAC Name: 6,11-dihydroxy-3,3-dimethyl-10-[[5,9,10-trihydroxy-2-(2-hydroxypropan-2-yl)-6-oxo-1,2-dihydrofuro[2,3-c]xanthen-1-yl]oxy]pyrano[2,3-c]xanthen-7-one
• SMILES (Canonical): CC1(C=CC2=C(O1)C=C(C3=C2OC4=C(C3=O)C=CC(=C4O)OC5C(OC6=C5C7=C(C(=C6)O)C(=O)C8=C(O7)C(=C(C=C8)O)O)C(C)(C)O)O)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C=C(C3=C2OC4=C(C3=O)C=CC(=C4O)OC5C(OC6=C5C7=C(C(=C6)O)C(=O)C8=C(O7)C(=C(C=C8)O)O)C(C)(C)O)O)C
• InChI: InChI=1S/C36H28O13/c1-35(2)10-9-13-20(49-35)11-17(38)22-25(40)15-6-8-19(28(43)31(15)47-29(13)22)45-33-24-21(46-34(33)36(3,4)44)12-18(39)23-26(41)14-5-7-16(37)27(42)30(14)48-32(23)24/h5-12,33-34,37-39,42-44H,1-4H3
• InChI Key: TVTKQGIMDPXDNX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₂₈O₁₃
• Molecular Weight: 668.60 g/mol
• Exact Mass: 668.15299094 g/mol
• Topological Polar Surface Area (TPSA): 202.00 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.57
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9655	96.55%
Caco-2	-	0.8495	84.95%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8107	81.07%
OATP2B1 inhibitior	-	0.5584	55.84%
OATP1B1 inhibitior	+	0.9042	90.42%
OATP1B3 inhibitior	+	0.9460	94.60%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9718	97.18%
P-glycoprotein inhibitior	+	0.7789	77.89%
P-glycoprotein substrate	+	0.6547	65.47%
CYP3A4 substrate	+	0.6853	68.53%
CYP2C9 substrate	-	0.6238	62.38%
CYP2D6 substrate	-	0.8455	84.55%
CYP3A4 inhibition	-	0.6592	65.92%
CYP2C9 inhibition	-	0.5826	58.26%
CYP2C19 inhibition	-	0.5328	53.28%
CYP2D6 inhibition	-	0.8251	82.51%
CYP1A2 inhibition	+	0.5195	51.95%
CYP2C8 inhibition	+	0.7735	77.35%
CYP inhibitory promiscuity	+	0.5287	52.87%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4740	47.40%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.8862	88.62%
Skin irritation	-	0.7560	75.60%
Skin corrosion	-	0.9187	91.87%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7083	70.83%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.7539	75.39%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7255	72.55%
Acute Oral Toxicity (c)	III	0.6133	61.33%
Estrogen receptor binding	+	0.8370	83.70%
Androgen receptor binding	+	0.7791	77.91%
Thyroid receptor binding	+	0.6208	62.08%
Glucocorticoid receptor binding	+	0.8010	80.10%
Aromatase binding	+	0.6926	69.26%
PPAR gamma	+	0.7453	74.53%
Honey bee toxicity	-	0.7650	76.50%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5049	50.49%
Fish aquatic toxicity	+	0.9891	98.91%

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	99.30%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.98%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.54%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.88%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.22%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.70%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.92%	98.95%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	90.56%	80.78%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	89.85%	93.65%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.69%	86.33%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	87.27%	95.71%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	86.71%	94.42%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.20%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.18%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.74%	89.62%
CHEMBL3194	P02766	Transthyretin	85.32%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.79%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	81.63%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.64%	99.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.54%	97.14%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.45%	97.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.08%	92.94%

Plants that contains it

• Hypericum japonicum

Cross-Links

• PubChem: 85155899
• LOTUS: LTS0246700
• wikiData: Q105265541