5-[[4-Amino-5-[[1-[[1-carboxy-4-[(4-carboxy-3-methylbut-2-enoyl)-hydroxyamino]butyl]amino]-5-[(4-carboxy-3-methylbut-2-enoyl)-hydroxyamino]-1-oxopentan-2-yl]amino]-5-oxopentyl]-hydroxyamino]-3-methyl-5-oxopent-3-enoic acid

Details

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Internal ID f20b1ae0-9eac-493b-a9b3-0aa096ac15a3
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
IUPAC Name 5-[[4-amino-5-[[1-[[1-carboxy-4-[(4-carboxy-3-methylbut-2-enoyl)-hydroxyamino]butyl]amino]-5-[(4-carboxy-3-methylbut-2-enoyl)-hydroxyamino]-1-oxopentan-2-yl]amino]-5-oxopentyl]-hydroxyamino]-3-methyl-5-oxopent-3-enoic acid
SMILES (Canonical) CC(=CC(=O)N(CCCC(C(=O)NC(CCCN(C(=O)C=C(C)CC(=O)O)O)C(=O)NC(CCCN(C(=O)C=C(C)CC(=O)O)O)C(=O)O)N)O)CC(=O)O
SMILES (Isomeric) CC(=CC(=O)N(CCCC(C(=O)NC(CCCN(C(=O)C=C(C)CC(=O)O)O)C(=O)NC(CCCN(C(=O)C=C(C)CC(=O)O)O)C(=O)O)N)O)CC(=O)O
InChI InChI=1S/C33H50N6O16/c1-19(16-28(43)44)13-25(40)37(53)10-4-7-22(34)31(49)35-23(8-5-11-38(54)26(41)14-20(2)17-29(45)46)32(50)36-24(33(51)52)9-6-12-39(55)27(42)15-21(3)18-30(47)48/h13-15,22-24,53-55H,4-12,16-18,34H2,1-3H3,(H,35,49)(H,36,50)(H,43,44)(H,45,46)(H,47,48)(H,51,52)
InChI Key SPXOXIQBIJJPEQ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H50N6O16
Molecular Weight 786.80 g/mol
Exact Mass 786.32832953 g/mol
Topological Polar Surface Area (TPSA) 355.00 Ų
XlogP -3.80
Atomic LogP (AlogP) -0.38
H-Bond Acceptor 13
H-Bond Donor 10
Rotatable Bonds 26

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-[[4-Amino-5-[[1-[[1-carboxy-4-[(4-carboxy-3-methylbut-2-enoyl)-hydroxyamino]butyl]amino]-5-[(4-carboxy-3-methylbut-2-enoyl)-hydroxyamino]-1-oxopentan-2-yl]amino]-5-oxopentyl]-hydroxyamino]-3-methyl-5-oxopent-3-enoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7023 70.23%
Caco-2 - 0.8613 86.13%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6086 60.86%
OATP2B1 inhibitior - 0.7163 71.63%
OATP1B1 inhibitior + 0.9148 91.48%
OATP1B3 inhibitior + 0.9389 93.89%
MATE1 inhibitior - 0.9418 94.18%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior - 0.6200 62.00%
P-glycoprotein inhibitior + 0.7412 74.12%
P-glycoprotein substrate - 0.6317 63.17%
CYP3A4 substrate + 0.5796 57.96%
CYP2C9 substrate - 0.7932 79.32%
CYP2D6 substrate - 0.8537 85.37%
CYP3A4 inhibition - 0.6417 64.17%
CYP2C9 inhibition - 0.8022 80.22%
CYP2C19 inhibition - 0.7380 73.80%
CYP2D6 inhibition - 0.8893 88.93%
CYP1A2 inhibition - 0.8383 83.83%
CYP2C8 inhibition - 0.9127 91.27%
CYP inhibitory promiscuity - 0.9796 97.96%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.5400 54.00%
Carcinogenicity (trinary) Non-required 0.4750 47.50%
Eye corrosion - 0.9731 97.31%
Eye irritation - 0.9005 90.05%
Skin irritation - 0.7656 76.56%
Skin corrosion - 0.9213 92.13%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6491 64.91%
Micronuclear + 0.7900 79.00%
Hepatotoxicity - 0.7073 70.73%
skin sensitisation - 0.8350 83.50%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity - 0.5111 51.11%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.6245 62.45%
Acute Oral Toxicity (c) III 0.6039 60.39%
Estrogen receptor binding + 0.7906 79.06%
Androgen receptor binding + 0.6212 62.12%
Thyroid receptor binding + 0.5223 52.23%
Glucocorticoid receptor binding + 0.5526 55.26%
Aromatase binding + 0.6146 61.46%
PPAR gamma + 0.7052 70.52%
Honey bee toxicity - 0.9065 90.65%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.7800 78.00%
Fish aquatic toxicity - 0.4882 48.82%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL4040 P28482 MAP kinase ERK2 97.37% 83.82%
CHEMBL2581 P07339 Cathepsin D 97.23% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.05% 96.09%
CHEMBL236 P41143 Delta opioid receptor 96.61% 99.35%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.98% 99.17%
CHEMBL3359 P21462 Formyl peptide receptor 1 92.71% 93.56%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 92.67% 93.10%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 92.47% 92.29%
CHEMBL2514 O95665 Neurotensin receptor 2 91.98% 100.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 91.65% 96.95%
CHEMBL1255126 O15151 Protein Mdm4 91.53% 90.20%
CHEMBL221 P23219 Cyclooxygenase-1 90.87% 90.17%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 90.69% 97.21%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 89.97% 98.33%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 88.17% 93.00%
CHEMBL340 P08684 Cytochrome P450 3A4 87.89% 91.19%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 86.47% 97.86%
CHEMBL3776 Q14790 Caspase-8 85.94% 97.06%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.43% 94.45%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 85.06% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.77% 96.00%
CHEMBL3629 P68400 Casein kinase II alpha 84.35% 98.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.02% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.92% 94.33%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 81.91% 95.64%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.66% 89.50%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.64% 95.50%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.35% 96.47%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.01% 95.56%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 80.27% 96.03%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Inula royleana
Peltodon longipes
Salvia absconditiflora
Salvia amplexicaulis
Salvia blepharochlaena
Salvia deserta
Salvia eriophora
Salvia fruticulosa
Salvia lavanduloides
Salvia nemorosa
Salvia nutans
Salvia pratensis
Salvia pubescens

Cross-Links

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PubChem 163059045
LOTUS LTS0180521
wikiData Q105325615