Stereumamide B

Details

• Internal ID: 76adbbd8-55fa-4897-8cd2-8f70a477fc05
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: (2S,3S)-2-(5-hydroxy-5,7,7-trimethyl-9-oxo-5a,6-dihydrocyclopenta[g]isoquinolin-2-ium-2-yl)-3-methylpentanoic acid
• SMILES (Canonical): CCC(C)C(C(=O)O)[N+]1=CC2=C(C=C1)C(C3CC(C=C3C2=O)(C)C)(C)O
• SMILES (Isomeric): CC[C@H](C)[C@@H](C(=O)O)[N+]1=CC2=C(C=C1)C(C3CC(C=C3C2=O)(C)C)(C)O
• InChI: InChI=1S/C21H27NO4/c1-6-12(2)17(19(24)25)22-8-7-15-14(11-22)18(23)13-9-20(3,4)10-16(13)21(15,5)26/h7-9,11-12,16-17,26H,6,10H2,1-5H3/p+1/t12-,16?,17-,21?/m0/s1
• InChI Key: BJUREWYOAYRXIA-WBLCWRSKSA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈NO₄+
• Molecular Weight: 358.50 g/mol
• Exact Mass: 358.20183337 g/mol
• Topological Polar Surface Area (TPSA): 78.50 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.02
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8406	84.06%
Caco-2	+	0.5928	59.28%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6091	60.91%
OATP2B1 inhibitior	-	0.7158	71.58%
OATP1B1 inhibitior	+	0.8752	87.52%
OATP1B3 inhibitior	+	0.9264	92.64%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6519	65.19%
P-glycoprotein inhibitior	-	0.8112	81.12%
P-glycoprotein substrate	-	0.5197	51.97%
CYP3A4 substrate	+	0.6092	60.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8962	89.62%
CYP3A4 inhibition	-	0.8567	85.67%
CYP2C9 inhibition	-	0.6579	65.79%
CYP2C19 inhibition	-	0.6651	66.51%
CYP2D6 inhibition	-	0.7586	75.86%
CYP1A2 inhibition	-	0.5519	55.19%
CYP2C8 inhibition	-	0.8263	82.63%
CYP inhibitory promiscuity	+	0.6302	63.02%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.4952	49.52%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.9669	96.69%
Skin irritation	-	0.7603	76.03%
Skin corrosion	-	0.9217	92.17%
Ames mutagenesis	-	0.6244	62.44%
Human Ether-a-go-go-Related Gene inhibition	-	0.3768	37.68%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.8272	82.72%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7683	76.83%
Acute Oral Toxicity (c)	III	0.6072	60.72%
Estrogen receptor binding	+	0.5754	57.54%
Androgen receptor binding	+	0.5977	59.77%
Thyroid receptor binding	+	0.5290	52.90%
Glucocorticoid receptor binding	+	0.6234	62.34%
Aromatase binding	+	0.6665	66.65%
PPAR gamma	+	0.7882	78.82%
Honey bee toxicity	-	0.9200	92.00%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9807	98.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.35%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.99%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.61%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.42%	93.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.45%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.09%	82.69%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.95%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.69%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.38%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.05%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684371
• LOTUS: LTS0098302
• wikiData: Q104937363