21-Methoxy-5,7,17-trioxahexacyclo[12.8.0.01,18.02,10.04,8.016,18]docosa-2,4(8),9,19-tetraene

Details

• Internal ID: 23cb86bc-d832-4150-9c34-28c7fe94fede
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: 21-methoxy-5,7,17-trioxahexacyclo[12.8.0.01,18.02,10.04,8.016,18]docosa-2,4(8),9,19-tetraene
• SMILES (Canonical): COC1CC23C(CCCC4=CC5=C(C=C42)OCO5)CC6C3(O6)C=C1
• SMILES (Isomeric): COC1CC23C(CCCC4=CC5=C(C=C42)OCO5)CC6C3(O6)C=C1
• InChI: InChI=1S/C20H22O4/c1-21-14-5-6-20-18(24-20)8-13-4-2-3-12-7-16-17(23-11-22-16)9-15(12)19(13,20)10-14/h5-7,9,13-14,18H,2-4,8,10-11H2,1H3
• InChI Key: FHKVPQGVMJYBPM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₄
• Molecular Weight: 326.40 g/mol
• Exact Mass: 326.15180918 g/mol
• Topological Polar Surface Area (TPSA): 40.20 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.12
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9927	99.27%
Caco-2	+	0.8388	83.88%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7322	73.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8839	88.39%
OATP1B3 inhibitior	+	0.9547	95.47%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.7447	74.47%
P-glycoprotein inhibitior	-	0.6162	61.62%
P-glycoprotein substrate	-	0.5611	56.11%
CYP3A4 substrate	+	0.6391	63.91%
CYP2C9 substrate	-	0.8063	80.63%
CYP2D6 substrate	-	0.7155	71.55%
CYP3A4 inhibition	-	0.5070	50.70%
CYP2C9 inhibition	-	0.7606	76.06%
CYP2C19 inhibition	+	0.5619	56.19%
CYP2D6 inhibition	-	0.6290	62.90%
CYP1A2 inhibition	-	0.6191	61.91%
CYP2C8 inhibition	-	0.6296	62.96%
CYP inhibitory promiscuity	+	0.5532	55.32%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4803	48.03%
Eye corrosion	-	0.9800	98.00%
Eye irritation	-	0.9388	93.88%
Skin irritation	-	0.7725	77.25%
Skin corrosion	-	0.9498	94.98%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7267	72.67%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.6039	60.39%
skin sensitisation	-	0.7198	71.98%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	+	0.5069	50.69%
Acute Oral Toxicity (c)	III	0.5694	56.94%
Estrogen receptor binding	+	0.8131	81.31%
Androgen receptor binding	+	0.6586	65.86%
Thyroid receptor binding	+	0.7710	77.10%
Glucocorticoid receptor binding	+	0.7615	76.15%
Aromatase binding	+	0.7182	71.82%
PPAR gamma	+	0.6492	64.92%
Honey bee toxicity	-	0.7291	72.91%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9466	94.66%

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	98.31%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.19%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.06%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.02%	96.77%
CHEMBL1951	P21397	Monoamine oxidase A	94.08%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.35%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.01%	92.62%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	91.55%	82.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.98%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.89%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.64%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.31%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.39%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.97%	94.80%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.71%	91.07%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	83.45%	90.95%
CHEMBL226	P30542	Adenosine A1 receptor	83.32%	95.93%
CHEMBL2581	P07339	Cathepsin D	83.24%	98.95%
CHEMBL5203	P33316	dUTP pyrophosphatase	82.82%	99.18%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.11%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.96%	97.14%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.76%	94.03%
CHEMBL3837	P07711	Cathepsin L	81.56%	96.61%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.73%	85.30%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.53%	89.00%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	80.53%	91.43%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.37%	95.50%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	80.13%	96.69%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.10%	95.78%

Plants that contains it

• Cephalotaxus fortunei

Cross-Links

• PubChem: 5316026
• NPASS: NPC119485