4,18-Dihydroxy-2-oxatricyclo[13.3.1.13,7]icosa-1(18),3,5,7(20),15(19),16-hexaen-10-one

Details

• Internal ID: 080e6b80-26fe-42f9-8c1c-b44f0cd6d569
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Ethers > Diarylethers
• IUPAC Name: 4,18-dihydroxy-2-oxatricyclo[13.3.1.13,7]icosa-1(18),3,5,7(20),15(19),16-hexaen-10-one
• SMILES (Canonical): C1CCC2=CC(=C(C=C2)O)OC3=C(C=CC(=C3)CCC(=O)C1)O
• SMILES (Isomeric): C1CCC2=CC(=C(C=C2)O)OC3=C(C=CC(=C3)CCC(=O)C1)O
• InChI: InChI=1S/C19H20O4/c20-15-4-2-1-3-13-6-9-16(21)18(11-13)23-19-12-14(5-8-15)7-10-17(19)22/h6-7,9-12,21-22H,1-5,8H2
• InChI Key: ADRKSMCXQSKHFP-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₄
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 4.12
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9858	98.58%
Caco-2	-	0.6587	65.87%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7202	72.02%
OATP2B1 inhibitior	-	0.5743	57.43%
OATP1B1 inhibitior	+	0.9687	96.87%
OATP1B3 inhibitior	+	0.9356	93.56%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6654	66.54%
P-glycoprotein inhibitior	-	0.7674	76.74%
P-glycoprotein substrate	-	0.9819	98.19%
CYP3A4 substrate	-	0.6214	62.14%
CYP2C9 substrate	-	0.7947	79.47%
CYP2D6 substrate	-	0.7135	71.35%
CYP3A4 inhibition	-	0.6968	69.68%
CYP2C9 inhibition	+	0.5352	53.52%
CYP2C19 inhibition	+	0.5424	54.24%
CYP2D6 inhibition	-	0.9281	92.81%
CYP1A2 inhibition	+	0.8779	87.79%
CYP2C8 inhibition	-	0.9127	91.27%
CYP inhibitory promiscuity	-	0.7273	72.73%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9118	91.18%
Carcinogenicity (trinary)	Non-required	0.5404	54.04%
Eye corrosion	-	0.9729	97.29%
Eye irritation	+	0.9173	91.73%
Skin irritation	-	0.6233	62.33%
Skin corrosion	-	0.9639	96.39%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5665	56.65%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.5908	59.08%
skin sensitisation	-	0.7345	73.45%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5947	59.47%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.5669	56.69%
Acute Oral Toxicity (c)	III	0.8136	81.36%
Estrogen receptor binding	+	0.8405	84.05%
Androgen receptor binding	+	0.6801	68.01%
Thyroid receptor binding	-	0.4937	49.37%
Glucocorticoid receptor binding	-	0.4777	47.77%
Aromatase binding	+	0.7390	73.90%
PPAR gamma	+	0.7536	75.36%
Honey bee toxicity	-	0.9438	94.38%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9296	92.96%

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	98.78%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.85%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.55%	93.40%
CHEMBL2581	P07339	Cathepsin D	91.52%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	89.31%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.21%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.76%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.94%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.39%	92.94%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.52%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.11%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.87%	86.33%
CHEMBL4208	P20618	Proteasome component C5	81.65%	90.00%
CHEMBL2535	P11166	Glucose transporter	80.47%	98.75%

Plants that contains it

• Engelhardia roxburghiana

Cross-Links

• PubChem: 11404174
• LOTUS: LTS0089442
• wikiData: Q104909754