Clausine R

Details

• Internal ID: e8e07d76-dc8a-4e88-abd3-7e53a5f9a9b9
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: methyl 1,7-dihydroxy-9H-carbazole-3-carboxylate
• InChI: InChI=1S/C14H11NO4/c1-19-14(18)7-4-10-9-3-2-8(16)6-11(9)15-13(10)12(17)5-7/h2-6,15-17H,1H3
• InChI Key: XCUPFKMNZJDKBY-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₁NO₄
• Molecular Weight: 257.24 g/mol
• Exact Mass: 257.06880783 g/mol
• Topological Polar Surface Area (TPSA): 82.60 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• methyl 1,7-dihydroxy-9H-carbazole-3-carboxylate
• RefChem:126811

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9822	98.22%
Caco-2	+	0.6931	69.31%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5578	55.78%
OATP2B1 inhibitior	-	0.8622	86.22%
OATP1B1 inhibitior	+	0.7851	78.51%
OATP1B3 inhibitior	+	0.9456	94.56%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6175	61.75%
P-glycoprotein inhibitior	-	0.9406	94.06%
P-glycoprotein substrate	-	0.6842	68.42%
CYP3A4 substrate	+	0.5077	50.77%
CYP2C9 substrate	-	0.5973	59.73%
CYP2D6 substrate	-	0.8431	84.31%
CYP3A4 inhibition	-	0.7204	72.04%
CYP2C9 inhibition	-	0.5457	54.57%
CYP2C19 inhibition	-	0.8410	84.10%
CYP2D6 inhibition	-	0.9153	91.53%
CYP1A2 inhibition	+	0.6837	68.37%
CYP2C8 inhibition	+	0.6941	69.41%
CYP inhibitory promiscuity	-	0.5627	56.27%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8933	89.33%
Carcinogenicity (trinary)	Non-required	0.5322	53.22%
Eye corrosion	-	0.9944	99.44%
Eye irritation	+	0.9299	92.99%
Skin irritation	-	0.8581	85.81%
Skin corrosion	-	0.9727	97.27%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6800	68.00%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.6072	60.72%
skin sensitisation	-	0.9286	92.86%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7422	74.22%
Acute Oral Toxicity (c)	III	0.6221	62.21%
Estrogen receptor binding	+	0.8849	88.49%
Androgen receptor binding	+	0.7000	70.00%
Thyroid receptor binding	+	0.5771	57.71%
Glucocorticoid receptor binding	+	0.9350	93.50%
Aromatase binding	+	0.8020	80.20%
PPAR gamma	+	0.5732	57.32%
Honey bee toxicity	-	0.9371	93.71%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.6429	64.29%

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	97.30%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.79%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	93.42%	91.49%
CHEMBL2535	P11166	Glucose transporter	90.79%	98.75%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	90.76%	93.24%
CHEMBL2581	P07339	Cathepsin D	90.37%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.23%	96.09%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	90.08%	91.79%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.57%	99.17%
CHEMBL1781	P11387	DNA topoisomerase I	87.29%	97.00%
CHEMBL213	P08588	Beta-1 adrenergic receptor	86.52%	95.56%
CHEMBL4208	P20618	Proteasome component C5	85.92%	90.00%
CHEMBL1937	Q92769	Histone deacetylase 2	83.89%	94.75%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	81.27%	97.03%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.29%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.24%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.06%	94.00%

Plants that contains it

• Clausena excavata

Cross-Links

• PubChem: 15550283
• NPASS: NPC107916
• LOTUS: LTS0006106
• wikiData: Q105325425