Aspergillomarasmine B

Details

• Internal ID: 8fb0516f-d4cb-4b05-bf28-d43b53889ce1
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Aspartic acid and derivatives
• IUPAC Name: (2S)-2-[[(2R)-2-carboxy-2-(carboxymethylamino)ethyl]amino]butanedioic acid
• SMILES (Canonical): C(C(C(=O)O)NCC(C(=O)O)NCC(=O)O)C(=O)O
• SMILES (Isomeric): C([C@@H](C(=O)O)NC[C@H](C(=O)O)NCC(=O)O)C(=O)O
• InChI: InChI=1S/C9H14N2O8/c12-6(13)1-4(8(16)17)10-2-5(9(18)19)11-3-7(14)15/h4-5,10-11H,1-3H2,(H,12,13)(H,14,15)(H,16,17)(H,18,19)/t4-,5+/m0/s1
• InChI Key: FZCSTZYAHCUGEM-CRCLSJGQSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₄N₂O₈
• Molecular Weight: 278.22 g/mol
• Exact Mass: 278.07501541 g/mol
• Topological Polar Surface Area (TPSA): 173.00 Ų
• XlogP: -6.80
• Atomic LogP (AlogP): -2.37
• H-Bond Acceptor: 6
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

• 3262-58-6
• UNII-L5H5MK7H06
• L5H5MK7H06
• (2S)-2-[[(2R)-2-carboxy-2-(carboxymethylamino)ethyl]amino]butanedioic acid
• Aspartic acid, N-(2-carboxy-2-((carboxymethyl)amino)ethyl)-
• SCHEMBL17616069
• DTXSID10186309
• Q27282738
• (2S)-2-(((2R)-2-(CARBOXYMETHYLAMINO)-3-HYDROXY-3-KETO-PROPYL)AMINO)SUCCINIC ACID

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8240	82.40%
Caco-2	-	0.9222	92.22%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5572	55.72%
OATP2B1 inhibitior	-	0.8525	85.25%
OATP1B1 inhibitior	+	0.9459	94.59%
OATP1B3 inhibitior	+	0.9336	93.36%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9854	98.54%
P-glycoprotein inhibitior	-	0.9707	97.07%
P-glycoprotein substrate	-	0.9596	95.96%
CYP3A4 substrate	-	0.7020	70.20%
CYP2C9 substrate	+	0.6147	61.47%
CYP2D6 substrate	-	0.7370	73.70%
CYP3A4 inhibition	-	0.9842	98.42%
CYP2C9 inhibition	-	0.9587	95.87%
CYP2C19 inhibition	-	0.9606	96.06%
CYP2D6 inhibition	-	0.9606	96.06%
CYP1A2 inhibition	-	0.8307	83.07%
CYP2C8 inhibition	-	0.9766	97.66%
CYP inhibitory promiscuity	-	0.9959	99.59%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.7597	75.97%
Eye corrosion	-	0.9446	94.46%
Eye irritation	-	0.5843	58.43%
Skin irritation	-	0.7852	78.52%
Skin corrosion	-	0.9696	96.96%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8057	80.57%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.5393	53.93%
skin sensitisation	-	0.9304	93.04%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	-	0.6470	64.70%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6779	67.79%
Acute Oral Toxicity (c)	III	0.6514	65.14%
Estrogen receptor binding	-	0.6390	63.90%
Androgen receptor binding	-	0.6688	66.88%
Thyroid receptor binding	-	0.7791	77.91%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.7531	75.31%
PPAR gamma	-	0.7799	77.99%
Honey bee toxicity	-	0.9214	92.14%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	-	0.8462	84.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	97.90%	90.17%
CHEMBL2581	P07339	Cathepsin D	91.91%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	90.80%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.70%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.46%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	86.95%	90.20%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	85.03%	100.00%
CHEMBL3776	Q14790	Caspase-8	84.84%	97.06%
CHEMBL2334	P42574	Caspase-3	81.20%	98.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 3083795
• LOTUS: LTS0212850
• wikiData: Q27282738