14-Acetyl-5-hydroxy-9-methyl-4,10-dioxa-14-azapentacyclo[11.7.0.01,5.07,12.015,20]icosa-15,17,19-triene-8-carbaldehyde

Details

• Internal ID: 5ee237b7-8053-465c-8fbc-38c42c413589
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: 14-acetyl-5-hydroxy-9-methyl-4,10-dioxa-14-azapentacyclo[11.7.0.01,5.07,12.015,20]icosa-15,17,19-triene-8-carbaldehyde
• SMILES (Canonical): CC1C(C2CC3(C4(CCO3)C(C2CO1)N(C5=CC=CC=C45)C(=O)C)O)C=O
• SMILES (Isomeric): CC1C(C2CC3(C4(CCO3)C(C2CO1)N(C5=CC=CC=C45)C(=O)C)O)C=O
• InChI: InChI=1S/C21H25NO5/c1-12-15(10-23)14-9-21(25)20(7-8-27-21)17-5-3-4-6-18(17)22(13(2)24)19(20)16(14)11-26-12/h3-6,10,12,14-16,19,25H,7-9,11H2,1-2H3
• InChI Key: UWUHQLNYNJVAQQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₅NO₅
• Molecular Weight: 371.40 g/mol
• Exact Mass: 371.17327290 g/mol
• Topological Polar Surface Area (TPSA): 76.10 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.64
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9268	92.68%
Caco-2	+	0.7056	70.56%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5627	56.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8553	85.53%
OATP1B3 inhibitior	+	0.9328	93.28%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.4762	47.62%
P-glycoprotein inhibitior	-	0.6207	62.07%
P-glycoprotein substrate	-	0.5417	54.17%
CYP3A4 substrate	+	0.6429	64.29%
CYP2C9 substrate	+	0.6044	60.44%
CYP2D6 substrate	-	0.8365	83.65%
CYP3A4 inhibition	-	0.5275	52.75%
CYP2C9 inhibition	-	0.8053	80.53%
CYP2C19 inhibition	-	0.6435	64.35%
CYP2D6 inhibition	-	0.9393	93.93%
CYP1A2 inhibition	-	0.8662	86.62%
CYP2C8 inhibition	-	0.6196	61.96%
CYP inhibitory promiscuity	-	0.9500	95.00%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5370	53.70%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9613	96.13%
Skin irritation	-	0.8169	81.69%
Skin corrosion	-	0.9389	93.89%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6517	65.17%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	-	0.5944	59.44%
skin sensitisation	-	0.8830	88.30%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.8426	84.26%
Acute Oral Toxicity (c)	III	0.5672	56.72%
Estrogen receptor binding	+	0.8509	85.09%
Androgen receptor binding	+	0.6704	67.04%
Thyroid receptor binding	+	0.5488	54.88%
Glucocorticoid receptor binding	+	0.6035	60.35%
Aromatase binding	+	0.5217	52.17%
PPAR gamma	+	0.5485	54.85%
Honey bee toxicity	-	0.8802	88.02%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9241	92.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.18%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.13%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.31%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.70%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.92%	89.00%
CHEMBL5028	O14672	ADAM10	88.97%	97.50%
CHEMBL2581	P07339	Cathepsin D	85.19%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.90%	94.45%
CHEMBL4208	P20618	Proteasome component C5	84.23%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.79%	100.00%

Plants that contains it

• Strychnos mattogrossensis

Cross-Links

• PubChem: 14707525
• LOTUS: LTS0039536
• wikiData: Q105280552