Clauszoline B

Details

• Internal ID: ddc2158e-ab1b-446d-9db3-2efaae63ed11
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: 9-hydroxy-2,2-dimethyl-11H-pyrano[2,3-a]carbazole-8-carbaldehyde
• SMILES (Canonical): CC1(C=CC2=C(O1)C3=C(C=C2)C4=C(N3)C=C(C(=C4)C=O)O)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C3=C(C=C2)C4=C(N3)C=C(C(=C4)C=O)O)C
• InChI: InChI=1S/C18H15NO3/c1-18(2)6-5-10-3-4-12-13-7-11(9-20)15(21)8-14(13)19-16(12)17(10)22-18/h3-9,19,21H,1-2H3
• InChI Key: GARDKJDDEDZERK-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₅NO₃
• Molecular Weight: 293.30 g/mol
• Exact Mass: 293.10519334 g/mol
• Topological Polar Surface Area (TPSA): 62.30 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.02
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• AKOS040735498

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9937	99.37%
Caco-2	+	0.7353	73.53%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7318	73.18%
OATP2B1 inhibitior	-	0.8546	85.46%
OATP1B1 inhibitior	+	0.7890	78.90%
OATP1B3 inhibitior	+	0.9567	95.67%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8420	84.20%
P-glycoprotein inhibitior	-	0.6468	64.68%
P-glycoprotein substrate	-	0.6286	62.86%
CYP3A4 substrate	+	0.5758	57.58%
CYP2C9 substrate	-	0.6180	61.80%
CYP2D6 substrate	-	0.8227	82.27%
CYP3A4 inhibition	-	0.6900	69.00%
CYP2C9 inhibition	+	0.6602	66.02%
CYP2C19 inhibition	+	0.8079	80.79%
CYP2D6 inhibition	-	0.7914	79.14%
CYP1A2 inhibition	+	0.8200	82.00%
CYP2C8 inhibition	+	0.6332	63.32%
CYP inhibitory promiscuity	+	0.8382	83.82%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4691	46.91%
Eye corrosion	-	0.9933	99.33%
Eye irritation	+	0.5824	58.24%
Skin irritation	-	0.8295	82.95%
Skin corrosion	-	0.9349	93.49%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4332	43.32%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.5439	54.39%
skin sensitisation	-	0.7480	74.80%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.4773	47.73%
Acute Oral Toxicity (c)	III	0.6071	60.71%
Estrogen receptor binding	+	0.9385	93.85%
Androgen receptor binding	+	0.7744	77.44%
Thyroid receptor binding	+	0.8128	81.28%
Glucocorticoid receptor binding	+	0.8716	87.16%
Aromatase binding	+	0.7491	74.91%
PPAR gamma	+	0.8821	88.21%
Honey bee toxicity	-	0.9113	91.13%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8040	80.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.73%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.16%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.94%	94.45%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	98.06%	98.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.18%	95.56%
CHEMBL4208	P20618	Proteasome component C5	92.25%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.58%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.57%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	88.12%	94.75%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.08%	93.40%
CHEMBL2581	P07339	Cathepsin D	87.09%	98.95%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.58%	91.71%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	85.78%	93.24%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	84.77%	85.30%

Plants that contains it

• Clausena excavata

Cross-Links

• PubChem: 10732471
• LOTUS: LTS0048819
• wikiData: Q105005593