Clausenal

Details

• Internal ID: 9b3b9f70-0748-4c54-89e4-4f7ab753737a
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: 1,8-dimethoxy-9H-carbazole-3-carbaldehyde
• SMILES (Canonical): COC1=CC=CC2=C1NC3=C2C=C(C=C3OC)C=O
• SMILES (Isomeric): COC1=CC=CC2=C1NC3=C2C=C(C=C3OC)C=O
• InChI: InChI=1S/C15H13NO3/c1-18-12-5-3-4-10-11-6-9(8-17)7-13(19-2)15(11)16-14(10)12/h3-8,16H,1-2H3
• InChI Key: HYRVTVDOULJDSD-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₃NO₃
• Molecular Weight: 255.27 g/mol
• Exact Mass: 255.08954328 g/mol
• Topological Polar Surface Area (TPSA): 51.30 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.15
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• 1,8-dimethoxy-9H-carbazole-3-carbaldehyde
• 1,8-dimethoxy-3-formylcarbazole
• RefChem:126795
• SCHEMBL29537934

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6867	68.67%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6721	67.21%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.9039	90.39%
OATP1B3 inhibitior	+	0.9553	95.53%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7010	70.10%
P-glycoprotein inhibitior	-	0.8013	80.13%
P-glycoprotein substrate	-	0.8559	85.59%
CYP3A4 substrate	+	0.5383	53.83%
CYP2C9 substrate	-	0.7970	79.70%
CYP2D6 substrate	-	0.7028	70.28%
CYP3A4 inhibition	+	0.6470	64.70%
CYP2C9 inhibition	-	0.6446	64.46%
CYP2C19 inhibition	-	0.7678	76.78%
CYP2D6 inhibition	-	0.9171	91.71%
CYP1A2 inhibition	+	0.9577	95.77%
CYP2C8 inhibition	+	0.4590	45.90%
CYP inhibitory promiscuity	+	0.8271	82.71%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8933	89.33%
Carcinogenicity (trinary)	Non-required	0.5069	50.69%
Eye corrosion	-	0.9907	99.07%
Eye irritation	+	0.5407	54.07%
Skin irritation	-	0.8411	84.11%
Skin corrosion	-	0.9827	98.27%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.7784	77.84%
skin sensitisation	-	0.9435	94.35%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.5992	59.92%
Acute Oral Toxicity (c)	III	0.6059	60.59%
Estrogen receptor binding	+	0.9306	93.06%
Androgen receptor binding	+	0.7679	76.79%
Thyroid receptor binding	+	0.6126	61.26%
Glucocorticoid receptor binding	+	0.8983	89.83%
Aromatase binding	+	0.8482	84.82%
PPAR gamma	+	0.5212	52.12%
Honey bee toxicity	-	0.8224	82.24%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	-	0.4294	42.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.13%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.86%	96.09%
CHEMBL2535	P11166	Glucose transporter	93.17%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.39%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.40%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.03%	91.11%
CHEMBL1255126	O15151	Protein Mdm4	87.22%	90.20%
CHEMBL2581	P07339	Cathepsin D	87.14%	98.95%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.16%	91.71%
CHEMBL1907	P15144	Aminopeptidase N	84.69%	93.31%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	84.51%	98.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.84%	95.50%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	81.28%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.71%	94.45%

Plants that contains it

• Clausena heptaphylla

Cross-Links

• PubChem: 10377645
• LOTUS: LTS0217099
• wikiData: Q105035450