Claulansine I

Details

• Internal ID: bf78ef38-834f-4d9c-b3b0-a74b71ce0414
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: 1-hydroxy-2-(3-methylbut-2-enyl)-9H-carbazole-3-carbaldehyde
• SMILES (Canonical): CC(=CCC1=C(C2=C(C=C1C=O)C3=CC=CC=C3N2)O)C
• SMILES (Isomeric): CC(=CCC1=C(C2=C(C=C1C=O)C3=CC=CC=C3N2)O)C
• InChI: InChI=1S/C18H17NO2/c1-11(2)7-8-13-12(10-20)9-15-14-5-3-4-6-16(14)19-17(15)18(13)21/h3-7,9-10,19,21H,8H2,1-2H3
• InChI Key: QVEMARUSFKFNJG-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₇NO₂
• Molecular Weight: 279.30 g/mol
• Exact Mass: 279.125928785 g/mol
• Topological Polar Surface Area (TPSA): 53.10 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.35
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• CHEMBL2036040
• SCHEMBL19346342

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7876	78.76%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6736	67.36%
OATP2B1 inhibitior	-	0.8533	85.33%
OATP1B1 inhibitior	-	0.3608	36.08%
OATP1B3 inhibitior	+	0.9486	94.86%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7675	76.75%
P-glycoprotein inhibitior	-	0.6397	63.97%
P-glycoprotein substrate	-	0.7760	77.60%
CYP3A4 substrate	+	0.5353	53.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7846	78.46%
CYP3A4 inhibition	-	0.5844	58.44%
CYP2C9 inhibition	+	0.7403	74.03%
CYP2C19 inhibition	+	0.7322	73.22%
CYP2D6 inhibition	-	0.6016	60.16%
CYP1A2 inhibition	+	0.9080	90.80%
CYP2C8 inhibition	-	0.5692	56.92%
CYP inhibitory promiscuity	+	0.9484	94.84%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6282	62.82%
Eye corrosion	-	0.9941	99.41%
Eye irritation	-	0.7370	73.70%
Skin irritation	-	0.8144	81.44%
Skin corrosion	-	0.9216	92.16%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5861	58.61%
Micronuclear	+	0.6959	69.59%
Hepatotoxicity	+	0.6036	60.36%
skin sensitisation	-	0.7308	73.08%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8335	83.35%
Acute Oral Toxicity (c)	III	0.5807	58.07%
Estrogen receptor binding	+	0.9437	94.37%
Androgen receptor binding	+	0.6248	62.48%
Thyroid receptor binding	+	0.7194	71.94%
Glucocorticoid receptor binding	+	0.9297	92.97%
Aromatase binding	+	0.8354	83.54%
PPAR gamma	+	0.9350	93.50%
Honey bee toxicity	-	0.9107	91.07%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9785	97.85%

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	98.94%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.25%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	96.76%	91.49%
CHEMBL2581	P07339	Cathepsin D	96.73%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.51%	95.56%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	94.89%	98.11%
CHEMBL3401	O75469	Pregnane X receptor	92.35%	94.73%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	91.20%	91.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.73%	96.09%
CHEMBL255	P29275	Adenosine A2b receptor	86.94%	98.59%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.92%	89.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	82.48%	89.44%
CHEMBL1781	P11387	DNA topoisomerase I	82.39%	97.00%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	82.33%	85.49%
CHEMBL4208	P20618	Proteasome component C5	82.12%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.05%	86.33%

Plants that contains it

• Clausena lansium

Cross-Links

• PubChem: 57409553
• NPASS: NPC286858