Stereumamide A

Details

• Internal ID: 874f55e2-a23e-4bd8-8830-5841439aebfd
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: (2S,3R)-3-hydroxy-2-(5-hydroxy-5,7,7-trimethyl-9-oxo-5a,6-dihydrocyclopenta[g]isoquinolin-2-ium-2-yl)butanoic acid
• InChI: InChI=1S/C19H23NO5/c1-10(21)15(17(23)24)20-6-5-13-12(9-20)16(22)11-7-18(2,3)8-14(11)19(13,4)25/h5-7,9-10,14-15,21,25H,8H2,1-4H3/p+1/t10-,14?,15+,19?/m1/s1
• InChI Key: CXLHNFHPUCADGO-UZJZFDGLSA-O
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄NO₅+
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.16544787 g/mol
• Topological Polar Surface Area (TPSA): 98.70 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.36
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• (2S,3R)-3-hydroxy-2-(5-hydroxy-5,7,7-trimethyl-9-oxo-5a,6-dihydrocyclopenta[g]isoquinolin-2-ium-2-yl)butanoic acid
• (2S,3R)-3-hydroxy-2-(5-hydroxy-5,7,7-trimethyl-9-oxo-5a,6-dihydrocyclopenta(g)isoquinolin-2-ium-2-yl)butanoic acid
• RefChem:185653
• CHEBI:217918

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8465	84.65%
Caco-2	-	0.5425	54.25%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.4880	48.80%
OATP2B1 inhibitior	-	0.7169	71.69%
OATP1B1 inhibitior	+	0.9056	90.56%
OATP1B3 inhibitior	+	0.9230	92.30%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.4629	46.29%
P-glycoprotein inhibitior	-	0.8299	82.99%
P-glycoprotein substrate	-	0.6018	60.18%
CYP3A4 substrate	+	0.6205	62.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8883	88.83%
CYP3A4 inhibition	-	0.9547	95.47%
CYP2C9 inhibition	-	0.7186	71.86%
CYP2C19 inhibition	-	0.6813	68.13%
CYP2D6 inhibition	-	0.7880	78.80%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.8807	88.07%
CYP inhibitory promiscuity	-	0.7000	70.00%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4616	46.16%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.9353	93.53%
Skin irritation	-	0.7541	75.41%
Skin corrosion	-	0.9253	92.53%
Ames mutagenesis	-	0.6244	62.44%
Human Ether-a-go-go-Related Gene inhibition	-	0.4664	46.64%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.8283	82.83%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.7161	71.61%
Acute Oral Toxicity (c)	III	0.5861	58.61%
Estrogen receptor binding	+	0.5270	52.70%
Androgen receptor binding	+	0.5707	57.07%
Thyroid receptor binding	-	0.5051	50.51%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.5880	58.80%
PPAR gamma	+	0.7447	74.47%
Honey bee toxicity	-	0.8912	89.12%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9595	95.95%

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	96.69%	95.56%
CHEMBL2581	P07339	Cathepsin D	96.23%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.75%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.72%	93.56%
CHEMBL1951	P21397	Monoamine oxidase A	88.23%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.94%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.05%	93.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.97%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.80%	94.45%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.46%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.73%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684370
• LOTUS: LTS0103459
• wikiData: Q104971897