8,11-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: e7b362fd-0e89-469c-b26d-86eec87081e5
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
• IUPAC Name: 8,11-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=CC3=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=CC3=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)10-9-13-19(49-35)8-6-14-25(40)23-18(39)12-21(28(43)32(23)47-29(13)14)45-33-24-20(46-34(33)36(3,4)44)11-17(38)22-26(41)15-5-7-16(37)27(42)30(15)48-31(22)24/h5-12,33-34,37-39,42-44H,1-4H3
• InChI Key: GGDORDIKYIGLIO-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	-	0.8476	84.76%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8107	81.07%
OATP2B1 inhibitior	-	0.5623	56.23%
OATP1B1 inhibitior	+	0.8891	88.91%
OATP1B3 inhibitior	+	0.9460	94.60%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9424	94.24%
P-glycoprotein inhibitior	+	0.7727	77.27%
P-glycoprotein substrate	+	0.6455	64.55%
CYP3A4 substrate	+	0.6889	68.89%
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	+	0.7207	72.07%
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	-	0.8788	87.88%
Skin irritation	-	0.7560	75.60%
Skin corrosion	-	0.9187	91.87%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7039	70.39%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.5574	55.74%
skin sensitisation	-	0.7539	75.39%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6247	62.47%
Acute Oral Toxicity (c)	III	0.6133	61.33%
Estrogen receptor binding	+	0.8399	83.99%
Androgen receptor binding	+	0.7791	77.91%
Thyroid receptor binding	+	0.6238	62.38%
Glucocorticoid receptor binding	+	0.8085	80.85%
Aromatase binding	+	0.6948	69.48%
PPAR gamma	+	0.7531	75.31%
Honey bee toxicity	-	0.7437	74.37%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5451	54.51%
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	99.57%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.74%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	97.24%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.95%	89.00%
CHEMBL2581	P07339	Cathepsin D	93.71%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.66%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.79%	95.56%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	90.76%	93.65%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	90.36%	95.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.59%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.80%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.66%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.04%	89.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.32%	95.89%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	84.91%	80.78%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.55%	85.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.53%	92.94%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.08%	94.42%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	82.76%	90.93%
CHEMBL3401	O75469	Pregnane X receptor	81.28%	94.73%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.98%	96.77%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.45%	99.17%
CHEMBL3194	P02766	Transthyretin	80.32%	90.71%

Plants that contains it

• Hypericum henryi
• Hypericum japonicum

Cross-Links

• PubChem: 5315432
• NPASS: NPC166846
• LOTUS: LTS0262620
• wikiData: Q105007976