4,6,19,21-Tetraoxa-13-azahexacyclo[10.10.1.02,10.03,7.016,23.018,22]tricosa-1,3(7),8,10,12(23),16,18(22)-heptaene-13-carbaldehyde

Details

• Internal ID: e151a324-e8e9-475b-a2c6-a7e672db93fa
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: 4,6,19,21-tetraoxa-13-azahexacyclo[10.10.1.02,10.03,7.016,23.018,22]tricosa-1,3(7),8,10,12(23),16,18(22)-heptaene-13-carbaldehyde
• SMILES (Canonical): C1CN(C2=C3C1=CC4=C(C3=C5C(=C2)C=CC6=C5OCO6)OCO4)C=O
• SMILES (Isomeric): C1CN(C2=C3C1=CC4=C(C3=C5C(=C2)C=CC6=C5OCO6)OCO4)C=O
• InChI: InChI=1S/C19H13NO5/c21-7-20-4-3-11-6-14-19(25-9-23-14)17-15(11)12(20)5-10-1-2-13-18(16(10)17)24-8-22-13/h1-2,5-7H,3-4,8-9H2
• InChI Key: PUYUAWYAHPMAMP-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₃NO₅
• Molecular Weight: 335.30 g/mol
• Exact Mass: 335.07937252 g/mol
• Topological Polar Surface Area (TPSA): 57.20 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.97
• H-Bond Acceptor: 5
• 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	+	0.9617	96.17%
Caco-2	+	0.7754	77.54%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6101	61.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9245	92.45%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7914	79.14%
BSEP inhibitior	+	0.8504	85.04%
P-glycoprotein inhibitior	-	0.5348	53.48%
P-glycoprotein substrate	-	0.8398	83.98%
CYP3A4 substrate	-	0.5212	52.12%
CYP2C9 substrate	-	0.7790	77.90%
CYP2D6 substrate	-	0.7352	73.52%
CYP3A4 inhibition	+	0.7651	76.51%
CYP2C9 inhibition	-	0.6399	63.99%
CYP2C19 inhibition	-	0.5357	53.57%
CYP2D6 inhibition	+	0.6247	62.47%
CYP1A2 inhibition	+	0.8635	86.35%
CYP2C8 inhibition	-	0.8652	86.52%
CYP inhibitory promiscuity	+	0.8236	82.36%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5414	54.14%
Eye corrosion	-	0.9831	98.31%
Eye irritation	-	0.8365	83.65%
Skin irritation	-	0.7263	72.63%
Skin corrosion	-	0.9227	92.27%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5415	54.15%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	+	0.5554	55.54%
skin sensitisation	-	0.8537	85.37%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.5972	59.72%
Acute Oral Toxicity (c)	III	0.7602	76.02%
Estrogen receptor binding	+	0.7292	72.92%
Androgen receptor binding	+	0.7685	76.85%
Thyroid receptor binding	+	0.6007	60.07%
Glucocorticoid receptor binding	+	0.8151	81.51%
Aromatase binding	+	0.6282	62.82%
PPAR gamma	+	0.8267	82.67%
Honey bee toxicity	-	0.8751	87.51%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.7518	75.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.54%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.65%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.86%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.24%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.94%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.18%	86.33%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	86.52%	85.30%
CHEMBL2581	P07339	Cathepsin D	84.70%	98.95%
CHEMBL4208	P20618	Proteasome component C5	83.63%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.01%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.12%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.44%	94.00%

Plants that contains it

• Hernandia sonora

Cross-Links

• PubChem: 9997062
• LOTUS: LTS0267294
• wikiData: Q105215350