(-)-trichodermadione A

Details

• Internal ID: 98e7a675-4959-4f1c-bd95-4cafed4e46e7
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty amides > N-acyl amines
• IUPAC Name: (E)-N-[(2R)-2-ethyl-5-methyl-3-oxofuran-2-yl]-5-hydroxy-3-methylpent-2-enamide
• SMILES (Canonical): CCC1(C(=O)C=C(O1)C)NC(=O)C=C(C)CCO
• SMILES (Isomeric): CC[C@@]1(C(=O)C=C(O1)C)NC(=O)/C=C(\C)/CCO
• InChI: InChI=1S/C13H19NO4/c1-4-13(11(16)8-10(3)18-13)14-12(17)7-9(2)5-6-15/h7-8,15H,4-6H2,1-3H3,(H,14,17)/b9-7+/t13-/m1/s1
• InChI Key: QDAPKWVTWSEXCT-BUUCAEBMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₉NO₄
• Molecular Weight: 253.29 g/mol
• Exact Mass: 253.13140809 g/mol
• Topological Polar Surface Area (TPSA): 75.60 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.04
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9056	90.56%
Caco-2	+	0.6771	67.71%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5235	52.35%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.8623	86.23%
OATP1B3 inhibitior	+	0.9409	94.09%
MATE1 inhibitior	-	0.6818	68.18%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.7426	74.26%
P-glycoprotein inhibitior	-	0.9333	93.33%
P-glycoprotein substrate	-	0.7773	77.73%
CYP3A4 substrate	+	0.5120	51.20%
CYP2C9 substrate	+	0.6017	60.17%
CYP2D6 substrate	-	0.8791	87.91%
CYP3A4 inhibition	-	0.7327	73.27%
CYP2C9 inhibition	-	0.8058	80.58%
CYP2C19 inhibition	-	0.8209	82.09%
CYP2D6 inhibition	-	0.8966	89.66%
CYP1A2 inhibition	-	0.8429	84.29%
CYP2C8 inhibition	-	0.8615	86.15%
CYP inhibitory promiscuity	-	0.8559	85.59%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5702	57.02%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.9244	92.44%
Skin irritation	-	0.7023	70.23%
Skin corrosion	-	0.9165	91.65%
Ames mutagenesis	-	0.5770	57.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4187	41.87%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.5110	51.10%
skin sensitisation	-	0.8568	85.68%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.6861	68.61%
Acute Oral Toxicity (c)	III	0.6319	63.19%
Estrogen receptor binding	-	0.5319	53.19%
Androgen receptor binding	+	0.7207	72.07%
Thyroid receptor binding	-	0.5486	54.86%
Glucocorticoid receptor binding	-	0.6270	62.70%
Aromatase binding	+	0.5190	51.90%
PPAR gamma	+	0.5711	57.11%
Honey bee toxicity	-	0.9073	90.73%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	-	0.5772	57.72%

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	95.83%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.62%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	89.31%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.31%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.21%	95.56%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	84.98%	80.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.85%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.36%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.56%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.08%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684327
• LOTUS: LTS0217209
• wikiData: Q105218701