(12-Acetyloxy-6,7,16,17-tetrahydroxy-10,20-dioxapentacyclo[11.7.0.03,11.04,9.014,19]icosa-1,3(11),4,6,8,12,14,16,18-nonaen-2-yl) acetate

Details

• Internal ID: 4479de0b-9181-446f-8ce3-e14abee09fb4
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Dibenzofurans
• IUPAC Name: (12-acetyloxy-6,7,16,17-tetrahydroxy-10,20-dioxapentacyclo[11.7.0.03,11.04,9.014,19]icosa-1,3(11),4,6,8,12,14,16,18-nonaen-2-yl) acetate
• SMILES (Canonical): CC(=O)OC1=C2C(=C(C3=C1C4=CC(=C(C=C4O3)O)O)OC(=O)C)C5=CC(=C(C=C5O2)O)O
• SMILES (Isomeric): CC(=O)OC1=C2C(=C(C3=C1C4=CC(=C(C=C4O3)O)O)OC(=O)C)C5=CC(=C(C=C5O2)O)O
• InChI: InChI=1S/C22H14O10/c1-7(23)29-19-17-9-3-11(25)13(27)5-15(9)32-22(17)20(30-8(2)24)18-10-4-12(26)14(28)6-16(10)31-21(18)19/h3-6,25-28H,1-2H3
• InChI Key: CCNILPFRYYKQOP-UHFFFAOYSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₁₄O₁₀
• Molecular Weight: 438.30 g/mol
• Exact Mass: 438.05869664 g/mol
• Topological Polar Surface Area (TPSA): 160.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 4.16
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

• SCHEMBL2454411
• DTXSID30327611
• BDBM50269566
• NSC670123
• NCI60_024584
• Q7226724

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9396	93.96%
Caco-2	-	0.6907	69.07%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8061	80.61%
OATP2B1 inhibitior	+	0.5703	57.03%
OATP1B1 inhibitior	+	0.9464	94.64%
OATP1B3 inhibitior	-	0.2360	23.60%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6203	62.03%
P-glycoprotein inhibitior	-	0.4639	46.39%
P-glycoprotein substrate	-	0.9190	91.90%
CYP3A4 substrate	-	0.5679	56.79%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8293	82.93%
CYP3A4 inhibition	-	0.8317	83.17%
CYP2C9 inhibition	-	0.5235	52.35%
CYP2C19 inhibition	-	0.5060	50.60%
CYP2D6 inhibition	-	0.8954	89.54%
CYP1A2 inhibition	+	0.5255	52.55%
CYP2C8 inhibition	-	0.7735	77.35%
CYP inhibitory promiscuity	-	0.6711	67.11%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Non-required	0.4313	43.13%
Eye corrosion	-	0.9891	98.91%
Eye irritation	+	0.5506	55.06%
Skin irritation	-	0.7221	72.21%
Skin corrosion	-	0.9460	94.60%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8009	80.09%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6897	68.97%
Acute Oral Toxicity (c)	III	0.4654	46.54%
Estrogen receptor binding	+	0.8591	85.91%
Androgen receptor binding	+	0.8447	84.47%
Thyroid receptor binding	-	0.5740	57.40%
Glucocorticoid receptor binding	+	0.7501	75.01%
Aromatase binding	-	0.6050	60.50%
PPAR gamma	+	0.6922	69.22%
Honey bee toxicity	-	0.7567	75.67%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6105	61.05%
Fish aquatic toxicity	+	0.9888	98.88%

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	98.81%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.45%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.00%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.98%	94.00%
CHEMBL2581	P07339	Cathepsin D	87.96%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	86.64%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.69%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.54%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.74%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 382514
• LOTUS: LTS0019834
• wikiData: Q7226724