PlantaeDB Logo
Login Sign-up

Avoparcin

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

Top
Internal ID af5b4d86-665e-4535-8619-2423ad521203
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
IUPAC Name (1S,2R,18R,19R,22S,25R,28R,40S)-2-[(2R,4R,5R,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-48-[(2S,4S,5S,6R)-3-[(2R,4R,5R,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-chloro-18,32,35,37-tetrahydroxy-22-(4-hydroxyphenyl)-19-[[(2R)-2-(methylamino)-2-[4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphenyl]acetyl]amino]-20,23,26,42,44-pentaoxo-7,13-dioxa-21,24,27,41,43-pentazaoctacyclo[26.14.2.23,6.214,17.18,12.129,33.010,25.034,39]pentaconta-3,5,8,10,12(48),14(47),15,17(46),29(45),30,32,34(39),35,37,49-pentadecaene-40-carboxylic acid
SMILES (Canonical) CC1C(C(CC(O1)OC2C(C(C(OC2OC3=C4C=C5C=C3OC6=C(C=C(C=C6)C(C7C(=O)NC(C8=C(C(=CC(=C8)O)O)C9=C(C=CC(=C9)C(C(=O)N7)NC(=O)C5NC(=O)C(NC(=O)C(C(C1=CC=C(O4)C=C1)O)NC(=O)C(C1=CC=C(C=C1)OC1C(C(C(C(O1)C)O)O)O)NC)C1=CC=C(C=C1)O)O)C(=O)O)OC1CC(C(C(O1)C)O)N)Cl)CO)O)O)N)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@@H](C[C@@H](O1)O[C@H]2[C@H]3C(=O)N[C@@H](C4=C(C(=CC(=C4)O)O)C5=C(C=CC(=C5)[C@H](C(=O)N3)NC(=O)[C@H]6C7=CC(=C(C(=C7)OC8=C(C=C2C=C8)Cl)O[C@H]9C([C@H]([C@@H]([C@H](O9)CO)O)O)O[C@H]1C[C@H]([C@H]([C@@H](O1)C)O)N)OC1=CC=C(C=C1)[C@H]([C@H](C(=O)N[C@H](C(=O)N6)C1=CC=C(C=C1)O)NC(=O)[C@@H](C1=CC=C(C=C1)O[C@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)C)O)O)O)NC)O)O)C(=O)O)N)O
InChI InChI=1S/C83H92ClN9O31/c1-30-64(99)46(85)27-54(115-30)122-72-37-12-20-50(45(84)22-37)120-52-24-38-23-51(73(52)124-83-74(70(105)68(103)53(29-94)121-83)123-55-28-47(86)65(100)31(2)116-55)118-41-17-9-35(10-18-41)67(102)62(92-75(107)57(87-4)33-7-15-42(16-8-33)119-82-71(106)69(104)66(101)32(3)117-82)79(111)88-58(34-5-13-39(95)14-6-34)76(108)90-60(38)78(110)89-59-36-11-19-48(97)43(21-36)56-44(25-40(96)26-49(56)98)61(81(113)114)91-80(112)63(72)93-77(59)109/h5-26,30-32,46-47,53-55,57-72,74,82-83,87,94-106H,27-29,85-86H2,1-4H3,(H,88,111)(H,89,110)(H,90,108)(H,91,112)(H,92,107)(H,93,109)(H,113,114)/t30-,31-,32-,46+,47+,53+,54-,55-,57+,58-,59+,60+,61-,62+,63-,64-,65-,66-,67+,68+,69+,70-,71+,72+,74?,82-,83-/m0/s1
InChI Key OTKPPUXRIADSGD-PPRNARJGSA-N
Popularity 142 references in papers

Physical and Chemical Properties

Top
Molecular Formula C83H92ClN9O31
Molecular Weight 1747.10 g/mol
Exact Mass 1745.5587749 g/mol
Topological Polar Surface Area (TPSA) 631.00 Ų
XlogP -3.00
Atomic LogP (AlogP) -0.35
H-Bond Acceptor 33
H-Bond Donor 23
Rotatable Bonds 15

Synonyms

Top
Avoparcinum
Avoparcina
Avoparcine
Avotan
Compound 254
Avotan 50
UNII-WJ13O9MNTI
Avoparcine [INN-French]
Avoparcinum [INN-Latin]
Avoparcina [INN-Spanish]
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top
2D Structure of Avoparcin

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5262 52.62%
Caco-2 - 0.8576 85.76%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.9000 90.00%
Subcellular localzation Nucleus 0.6643 66.43%
OATP2B1 inhibitior - 0.8618 86.18%
OATP1B1 inhibitior + 0.8368 83.68%
OATP1B3 inhibitior + 0.9387 93.87%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9408 94.08%
P-glycoprotein inhibitior + 0.7418 74.18%
P-glycoprotein substrate + 0.8337 83.37%
CYP3A4 substrate + 0.7573 75.73%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8368 83.68%
CYP3A4 inhibition - 0.6015 60.15%
CYP2C9 inhibition - 0.8049 80.49%
CYP2C19 inhibition - 0.8584 85.84%
CYP2D6 inhibition - 0.9084 90.84%
CYP1A2 inhibition - 0.8863 88.63%
CYP2C8 inhibition + 0.8656 86.56%
CYP inhibitory promiscuity - 0.7333 73.33%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.7400 74.00%
Carcinogenicity (trinary) Non-required 0.4800 48.00%
Eye corrosion - 0.9868 98.68%
Eye irritation - 0.8956 89.56%
Skin irritation - 0.7957 79.57%
Skin corrosion - 0.9362 93.62%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7403 74.03%
Micronuclear + 0.8100 81.00%
Hepatotoxicity + 0.6323 63.23%
skin sensitisation - 0.8742 87.42%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.8184 81.84%
Acute Oral Toxicity (c) III 0.6446 64.46%
Estrogen receptor binding + 0.6127 61.27%
Androgen receptor binding + 0.7548 75.48%
Thyroid receptor binding + 0.7650 76.50%
Glucocorticoid receptor binding + 0.8113 81.13%
Aromatase binding + 0.7225 72.25%
PPAR gamma + 0.8066 80.66%
Honey bee toxicity - 0.6009 60.09%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5705 57.05%
Fish aquatic toxicity - 0.4757 47.57%

Targets

Top

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.93% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 99.45% 97.09%
CHEMBL2581 P07339 Cathepsin D 99.29% 98.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 98.92% 99.15%
CHEMBL4208 P20618 Proteasome component C5 98.34% 90.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.27% 96.09%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 97.74% 97.31%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.01% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.80% 94.45%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 94.77% 96.21%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.09% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.29% 86.33%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 91.65% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.30% 95.89%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 90.92% 85.00%
CHEMBL226 P30542 Adenosine A1 receptor 90.53% 95.93%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.65% 95.56%
CHEMBL4296 Q15858 Sodium channel protein type IX alpha subunit 88.43% 96.11%
CHEMBL340 P08684 Cytochrome P450 3A4 88.09% 91.19%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.21% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 86.66% 94.73%
CHEMBL1951 P21397 Monoamine oxidase A 86.39% 91.49%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.30% 86.92%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 86.26% 92.29%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 85.88% 95.78%
CHEMBL2413 P32246 C-C chemokine receptor type 1 85.44% 89.50%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 84.72% 91.79%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.41% 95.50%
CHEMBL204 P00734 Thrombin 84.36% 96.01%
CHEMBL242 Q92731 Estrogen receptor beta 84.11% 98.35%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 82.49% 94.97%
CHEMBL3194 P02766 Transthyretin 80.73% 90.71%
CHEMBL4530 P00488 Coagulation factor XIII 80.69% 96.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.54% 93.56%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 80.31% 92.32%

Plants that contains it

Top
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.
There are no matching plants.

Cross-Links

Top
PubChem 16132294
LOTUS LTS0251274
wikiData Q104246762