Tumonic acid C

Details

• Internal ID: ffdae94a-feb9-4ed4-9ef1-c70748ca3d4c
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides
• IUPAC Name: (2S)-2-[(2R)-2-[(2S)-1-[(E,2R)-3-hydroxy-2,4-dimethyldodec-4-enoyl]pyrrolidine-2-carbonyl]oxy-3-methylbutanoyl]oxypropanoic acid
• InChI: InChI=1S/C27H45NO8/c1-7-8-9-10-11-12-14-18(4)22(29)19(5)24(30)28-16-13-15-21(28)26(33)36-23(17(2)3)27(34)35-20(6)25(31)32/h14,17,19-23,29H,7-13,15-16H2,1-6H3,(H,31,32)/b18-14+/t19-,20+,21+,22?,23-/m1/s1
• InChI Key: JMMSUMNUHPWPOM-OTXNQVFESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₅NO₈
• Molecular Weight: 511.60 g/mol
• Exact Mass: 511.31451739 g/mol
• Topological Polar Surface Area (TPSA): 130.00 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 3.87
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 15

Synonyms

• CHEBI:189321
• (2S)-2-[(2R)-2-[(2S)-1-[(E,2R)-3-hydroxy-2,4-dimethyldodec-4-enoyl]pyrrolidine-2-carbonyl]oxy-3-methylbutanoyl]oxypropanoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7213	72.13%
Caco-2	-	0.7289	72.89%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6836	68.36%
OATP2B1 inhibitior	-	0.7229	72.29%
OATP1B1 inhibitior	+	0.8780	87.80%
OATP1B3 inhibitior	+	0.9265	92.65%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.5625	56.25%
P-glycoprotein inhibitior	+	0.6650	66.50%
P-glycoprotein substrate	-	0.5139	51.39%
CYP3A4 substrate	+	0.6265	62.65%
CYP2C9 substrate	-	0.8101	81.01%
CYP2D6 substrate	-	0.8677	86.77%
CYP3A4 inhibition	-	0.8773	87.73%
CYP2C9 inhibition	-	0.8074	80.74%
CYP2C19 inhibition	-	0.7174	71.74%
CYP2D6 inhibition	-	0.8723	87.23%
CYP1A2 inhibition	-	0.7818	78.18%
CYP2C8 inhibition	-	0.5752	57.52%
CYP inhibitory promiscuity	-	0.6948	69.48%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.5530	55.30%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.9222	92.22%
Skin irritation	-	0.7675	76.75%
Skin corrosion	-	0.9252	92.52%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6032	60.32%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.6042	60.42%
skin sensitisation	-	0.8548	85.48%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6956	69.56%
Acute Oral Toxicity (c)	III	0.6687	66.87%
Estrogen receptor binding	+	0.7273	72.73%
Androgen receptor binding	+	0.5952	59.52%
Thyroid receptor binding	-	0.6123	61.23%
Glucocorticoid receptor binding	+	0.6633	66.33%
Aromatase binding	-	0.5542	55.42%
PPAR gamma	-	0.5450	54.50%
Honey bee toxicity	-	0.9045	90.45%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5714	57.14%
Fish aquatic toxicity	+	0.9672	96.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.05%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.55%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.55%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.39%	93.56%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	93.28%	95.17%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	93.28%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.59%	99.17%
CHEMBL321	P14780	Matrix metalloproteinase 9	92.33%	92.12%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	92.08%	96.47%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.80%	94.45%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	91.67%	98.33%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	91.66%	92.86%
CHEMBL221	P23219	Cyclooxygenase-1	90.50%	90.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.70%	100.00%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	87.85%	98.24%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	87.82%	90.24%
CHEMBL4588	P22894	Matrix metalloproteinase 8	87.71%	94.66%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	86.92%	97.29%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.85%	95.89%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	86.82%	97.47%
CHEMBL5255	O00206	Toll-like receptor 4	86.71%	92.50%
CHEMBL2514	O95665	Neurotensin receptor 2	85.89%	100.00%
CHEMBL284	P27487	Dipeptidyl peptidase IV	84.96%	95.69%
CHEMBL340	P08684	Cytochrome P450 3A4	84.93%	91.19%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.76%	96.00%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	84.69%	97.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.47%	95.50%
CHEMBL299	P17252	Protein kinase C alpha	84.39%	98.03%
CHEMBL3238	P23786	Carnitine palmitoyltransferase 2	84.17%	94.05%
CHEMBL5203	P33316	dUTP pyrophosphatase	84.17%	99.18%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	83.79%	91.81%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	83.75%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.32%	97.09%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	83.26%	95.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.06%	94.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.88%	93.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.76%	93.03%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.91%	90.71%
CHEMBL3202	P48147	Prolyl endopeptidase	81.63%	90.65%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.11%	97.50%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.92%	90.08%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.72%	98.75%
CHEMBL1873	P00750	Tissue-type plasminogen activator	80.36%	93.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.17%	96.95%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.08%	82.38%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21775359
• LOTUS: LTS0188215
• wikiData: Q75065388