Sansoakamine

Details

• Internal ID: f3ae748d-ba34-4b7e-8983-107c2ca62b0f
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: methyl 2,6-dihydroxy-9H-carbazole-3-carboxylate
• SMILES (Canonical): COC(=O)C1=C(C=C2C(=C1)C3=C(N2)C=CC(=C3)O)O
• SMILES (Isomeric): COC(=O)C1=C(C=C2C(=C1)C3=C(N2)C=CC(=C3)O)O
• InChI: InChI=1S/C14H11NO4/c1-19-14(18)10-5-9-8-4-7(16)2-3-11(8)15-12(9)6-13(10)17/h2-6,15-17H,1H3
• InChI Key: SQQUHYRPDNFOMS-UHFFFAOYSA-N
• Popularity: 2 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: 3.10
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• CHEMBL4065384
• methyl 2,6-dihydroxy-9H-carbazole-3-carboxylate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9923	99.23%
Caco-2	+	0.6266	62.66%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6282	62.82%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.8447	84.47%
OATP1B3 inhibitior	+	0.9388	93.88%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6221	62.21%
P-glycoprotein inhibitior	-	0.9181	91.81%
P-glycoprotein substrate	-	0.7661	76.61%
CYP3A4 substrate	-	0.5226	52.26%
CYP2C9 substrate	-	0.5918	59.18%
CYP2D6 substrate	-	0.8600	86.00%
CYP3A4 inhibition	-	0.5777	57.77%
CYP2C9 inhibition	-	0.5051	50.51%
CYP2C19 inhibition	-	0.5889	58.89%
CYP2D6 inhibition	-	0.7652	76.52%
CYP1A2 inhibition	+	0.7846	78.46%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.7205	72.05%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4653	46.53%
Eye corrosion	-	0.9936	99.36%
Eye irritation	+	0.9210	92.10%
Skin irritation	-	0.8517	85.17%
Skin corrosion	-	0.9672	96.72%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7001	70.01%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	-	0.5053	50.53%
skin sensitisation	-	0.9303	93.03%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.5608	56.08%
Acute Oral Toxicity (c)	III	0.4914	49.14%
Estrogen receptor binding	+	0.8273	82.73%
Androgen receptor binding	+	0.7035	70.35%
Thyroid receptor binding	+	0.6981	69.81%
Glucocorticoid receptor binding	+	0.8563	85.63%
Aromatase binding	+	0.7033	70.33%
PPAR gamma	+	0.7010	70.10%
Honey bee toxicity	-	0.9496	94.96%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.8019	80.19%

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	98.54%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.17%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.62%	96.09%
CHEMBL2535	P11166	Glucose transporter	94.28%	98.75%
CHEMBL2581	P07339	Cathepsin D	90.34%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.01%	99.17%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	84.90%	93.24%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	84.89%	91.79%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.77%	94.00%
CHEMBL213	P08588	Beta-1 adrenergic receptor	81.76%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.55%	90.71%
CHEMBL4208	P20618	Proteasome component C5	80.10%	90.00%

Plants that contains it

• Clausena excavata

Cross-Links

• PubChem: 46854085
• LOTUS: LTS0160561
• wikiData: Q105258402