Asperamide A

Details

• Internal ID: 9bbbcb86-317a-4311-b804-26a7aa50b259
• Taxonomy: Lipids and lipid-like molecules > Sphingolipids > Ceramides
• IUPAC Name: (E,2R)-N-[(2S,3R,4E,8E)-1,3-dihydroxy-9-methylicosa-4,8-dien-2-yl]-2-hydroxyhexadec-3-enamide
• InChI: InChI=1S/C37H69NO4/c1-4-6-8-10-12-14-15-16-18-20-22-26-31-36(41)37(42)38-34(32-39)35(40)30-27-23-25-29-33(3)28-24-21-19-17-13-11-9-7-5-2/h26-27,29-31,34-36,39-41H,4-25,28,32H2,1-3H3,(H,38,42)/b30-27+,31-26+,33-29+/t34-,35+,36+/m0/s1
• InChI Key: VRIIXNNVXVVXAW-SQQMQPSLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₆₉NO₄
• Molecular Weight: 591.90 g/mol
• Exact Mass: 591.52265968 g/mol
• Topological Polar Surface Area (TPSA): 89.80 Ų
• XlogP: 12.60
• Atomic LogP (AlogP): 9.26
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 30

Synonyms

• (E,2R)-N-[(2S,3R,4E,8E)-1,3-dihydroxy-9-methylicosa-4,8-dien-2-yl]-2-hydroxyhexadec-3-enamide
• (2R,3E)-N-((2S,3R,8E)-1,3-Dihydroxy-9-methylicosa-4,8-dien-2-yl)-2-hydroxyhexadec-3-enimidate
• (2R,3E)-N-[(2S,3R,8E)-1,3-Dihydroxy-9-methylicosa-4,8-dien-2-yl]-2-hydroxyhexadec-3-enimidate
• (E,2R)-N-((2S,3R,4E,8E)-1,3-dihydroxy-9-methylicosa-4,8-dien-2-yl)-2-hydroxyhexadec-3-enamide
• RefChem:114704
• CHEBI:200077

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9180	91.80%
Caco-2	-	0.8604	86.04%
Blood Brain Barrier	+	0.5649	56.49%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7041	70.41%
OATP2B1 inhibitior	-	0.5683	56.83%
OATP1B1 inhibitior	+	0.8571	85.71%
OATP1B3 inhibitior	+	0.9259	92.59%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7608	76.08%
BSEP inhibitior	+	0.8907	89.07%
P-glycoprotein inhibitior	+	0.6323	63.23%
P-glycoprotein substrate	-	0.6529	65.29%
CYP3A4 substrate	+	0.5547	55.47%
CYP2C9 substrate	-	0.6095	60.95%
CYP2D6 substrate	-	0.8417	84.17%
CYP3A4 inhibition	-	0.7185	71.85%
CYP2C9 inhibition	-	0.5806	58.06%
CYP2C19 inhibition	-	0.8113	81.13%
CYP2D6 inhibition	+	0.5195	51.95%
CYP1A2 inhibition	+	0.5882	58.82%
CYP2C8 inhibition	-	0.7490	74.90%
CYP inhibitory promiscuity	-	0.7031	70.31%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6722	67.22%
Eye corrosion	-	0.9809	98.09%
Eye irritation	-	0.8932	89.32%
Skin irritation	-	0.8002	80.02%
Skin corrosion	-	0.9650	96.50%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6469	64.69%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.5956	59.56%
skin sensitisation	-	0.8740	87.40%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.4858	48.58%
Acute Oral Toxicity (c)	III	0.6340	63.40%
Estrogen receptor binding	+	0.6453	64.53%
Androgen receptor binding	-	0.7067	70.67%
Thyroid receptor binding	-	0.6286	62.86%
Glucocorticoid receptor binding	-	0.4770	47.70%
Aromatase binding	-	0.6117	61.17%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9228	92.28%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.6234	62.34%
Fish aquatic toxicity	+	0.7528	75.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.82%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	98.47%	92.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	98.24%	99.17%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	97.00%	92.86%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	96.34%	97.29%
CHEMBL3359	P21462	Formyl peptide receptor 1	95.39%	93.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.25%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.18%	96.95%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	89.39%	85.94%
CHEMBL340	P08684	Cytochrome P450 3A4	88.13%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.64%	100.00%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	87.47%	92.29%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.35%	94.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.11%	91.11%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.90%	91.24%
CHEMBL230	P35354	Cyclooxygenase-2	86.54%	89.63%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	86.05%	91.81%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.46%	100.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.44%	97.21%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	85.36%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	85.10%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.78%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.16%	89.34%
CHEMBL299	P17252	Protein kinase C alpha	84.01%	98.03%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	82.88%	96.67%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.61%	96.90%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.41%	95.71%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.19%	92.88%
CHEMBL2664	P23526	Adenosylhomocysteinase	81.75%	86.67%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	81.33%	87.16%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.14%	95.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.96%	82.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.81%	96.00%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	80.73%	89.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.68%	90.71%
CHEMBL1781	P11387	DNA topoisomerase I	80.66%	97.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.11%	96.47%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139583912
• LOTUS: LTS0068556
• wikiData: Q75069119