Tumonic acid B

Details

• Internal ID: e230efa4-aacf-42cd-ba5b-379e932ba8ec
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides
• IUPAC Name: (2S)-2-[(2R,3S)-2-[(2S)-1-[(E,2R)-3-hydroxy-2,4-dimethyldodec-4-enoyl]pyrrolidine-2-carbonyl]oxy-3-methylpentanoyl]oxypropanoic acid
• SMILES (Canonical): CCCCCCCC=C(C)C(C(C)C(=O)N1CCCC1C(=O)OC(C(C)CC)C(=O)OC(C)C(=O)O)O
• SMILES (Isomeric): CCCCCCC/C=C(\C)/C([C@@H](C)C(=O)N1CCC[C@H]1C(=O)O[C@H]([C@@H](C)CC)C(=O)O[C@@H](C)C(=O)O)O
• InChI: InChI=1S/C28H47NO8/c1-7-9-10-11-12-13-15-19(4)23(30)20(5)25(31)29-17-14-16-22(29)27(34)37-24(18(3)8-2)28(35)36-21(6)26(32)33/h15,18,20-24,30H,7-14,16-17H2,1-6H3,(H,32,33)/b19-15+/t18-,20+,21-,22-,23?,24+/m0/s1
• InChI Key: HYPDCGGBAFGHKA-WRZMLGOZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₇NO₈
• Molecular Weight: 525.70 g/mol
• Exact Mass: 525.33016746 g/mol
• Topological Polar Surface Area (TPSA): 130.00 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 4.26
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6894	68.94%
Caco-2	-	0.7284	72.84%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6241	62.41%
OATP2B1 inhibitior	-	0.7217	72.17%
OATP1B1 inhibitior	+	0.8667	86.67%
OATP1B3 inhibitior	+	0.9306	93.06%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.5839	58.39%
P-glycoprotein inhibitior	+	0.6836	68.36%
P-glycoprotein substrate	+	0.5081	50.81%
CYP3A4 substrate	+	0.6380	63.80%
CYP2C9 substrate	-	0.8101	81.01%
CYP2D6 substrate	-	0.8677	86.77%
CYP3A4 inhibition	-	0.8884	88.84%
CYP2C9 inhibition	-	0.8118	81.18%
CYP2C19 inhibition	-	0.7176	71.76%
CYP2D6 inhibition	-	0.8627	86.27%
CYP1A2 inhibition	-	0.7448	74.48%
CYP2C8 inhibition	+	0.4873	48.73%
CYP inhibitory promiscuity	-	0.6956	69.56%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5407	54.07%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.9178	91.78%
Skin irritation	-	0.7680	76.80%
Skin corrosion	-	0.9384	93.84%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6052	60.52%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.5542	55.42%
skin sensitisation	-	0.8646	86.46%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7542	75.42%
Acute Oral Toxicity (c)	III	0.6595	65.95%
Estrogen receptor binding	+	0.7116	71.16%
Androgen receptor binding	+	0.6404	64.04%
Thyroid receptor binding	-	0.6129	61.29%
Glucocorticoid receptor binding	+	0.6470	64.70%
Aromatase binding	-	0.5322	53.22%
PPAR gamma	-	0.5970	59.70%
Honey bee toxicity	-	0.8961	89.61%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5689	56.89%
Fish aquatic toxicity	+	0.9541	95.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.11%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.56%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	95.73%	95.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.34%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	95.24%	93.56%
CHEMBL321	P14780	Matrix metalloproteinase 9	93.37%	92.12%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	93.35%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.66%	99.17%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	92.45%	92.86%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.88%	96.47%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	90.77%	98.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.14%	96.95%
CHEMBL2514	O95665	Neurotensin receptor 2	89.95%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.72%	100.00%
CHEMBL3202	P48147	Prolyl endopeptidase	89.70%	90.65%
CHEMBL5203	P33316	dUTP pyrophosphatase	88.54%	99.18%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.15%	97.21%
CHEMBL340	P08684	Cytochrome P450 3A4	87.45%	91.19%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	87.38%	97.29%
CHEMBL5255	O00206	Toll-like receptor 4	87.32%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.92%	95.89%
CHEMBL4588	P22894	Matrix metalloproteinase 8	86.71%	94.66%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.57%	94.45%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	85.93%	90.24%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	85.30%	91.81%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	84.84%	98.24%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.71%	96.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	84.61%	97.47%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	84.57%	97.50%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	84.55%	95.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.32%	95.50%
CHEMBL3238	P23786	Carnitine palmitoyltransferase 2	83.85%	94.05%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	83.57%	96.00%
CHEMBL4361	Q07820	Induced myeloid leukemia cell differentiation protein Mcl-1	83.44%	95.52%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.06%	94.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.83%	97.09%
CHEMBL4683	Q12884	Fibroblast activation protein alpha	82.74%	93.07%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.74%	96.38%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	82.56%	82.38%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.54%	93.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.45%	93.03%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.09%	98.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.92%	90.71%
CHEMBL205	P00918	Carbonic anhydrase II	80.59%	98.44%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21775355
• LOTUS: LTS0144341
• wikiData: Q77513250