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(1S,2R,18R,19R,22S,25R,28R,40S)-48-[(2S,3R,4S,5S,6R)-3-[(2R,4S,5R,6R)-4-amino-5,6-dihydroxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-[(2R,4S,5R,6S)-4-amino-5-methoxy-6-methyloxan-2-yl]oxy-22-benzyl-5-chloro-19-[[2-(3-chloro-4-hydroxyphenyl)-2-oxoacetyl]amino]-18,32,37-trihydroxy-20,23,26,42,44-pentaoxo-35-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-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

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

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Internal ID e5d9e984-fb83-49ef-b247-0d9413aacdcb
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
IUPAC Name (1S,2R,18R,19R,22S,25R,28R,40S)-48-[(2S,3R,4S,5S,6R)-3-[(2R,4S,5R,6R)-4-amino-5,6-dihydroxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-[(2R,4S,5R,6S)-4-amino-5-methoxy-6-methyloxan-2-yl]oxy-22-benzyl-5-chloro-19-[[2-(3-chloro-4-hydroxyphenyl)-2-oxoacetyl]amino]-18,32,37-trihydroxy-20,23,26,42,44-pentaoxo-35-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-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)OC2C3C(=O)NC(C4=C(C(=CC(=C4)O)OC5C(C(C(C(O5)CO)O)O)O)C6=C(C=CC(=C6)C(C(=O)N3)NC(=O)C7C8=CC(=C(C(=C8)OC9=C(C=C2C=C9)Cl)OC1C(C(C(C(O1)CO)O)O)OC1CC(C(C(O1)O)O)N)OC1=CC=C(C=C1)C(C(C(=O)NC(C(=O)N7)CC1=CC=CC=C1)NC(=O)C(=O)C1=CC(=C(C=C1)O)Cl)O)O)C(=O)O)N)OC
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[C@@H]5[C@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C6=C(C=CC(=C6)[C@H](C(=O)N3)NC(=O)[C@H]7C8=CC(=C(C(=C8)OC9=C(C=C2C=C9)Cl)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O[C@H]1C[C@@H]([C@H]([C@@H](O1)O)O)N)OC1=CC=C(C=C1)[C@H]([C@H](C(=O)N[C@H](C(=O)N7)CC1=CC=CC=C1)NC(=O)C(=O)C1=CC(=C(C=C1)O)Cl)O)O)C(=O)O)N)OC
InChI InChI=1S/C83H88Cl2N8O33/c1-30-70(116-2)44(87)27-54(117-30)123-71-35-12-17-48(42(85)21-35)119-51-23-36-22-50(72(51)126-83-73(68(105)66(103)53(29-95)122-83)124-55-26-43(86)64(101)81(115)125-55)118-38-13-8-32(9-14-38)62(99)60(92-79(112)63(100)34-11-16-47(98)41(84)20-34)77(110)88-45(18-31-6-4-3-5-7-31)74(107)89-58(36)76(109)90-57-33-10-15-46(97)39(19-33)56-40(59(80(113)114)91-78(111)61(71)93-75(57)108)24-37(96)25-49(56)120-82-69(106)67(104)65(102)52(28-94)121-82/h3-17,19-25,30,43-45,52-55,57-62,64-71,73,81-83,94-99,101-106,115H,18,26-29,86-87H2,1-2H3,(H,88,110)(H,89,107)(H,90,109)(H,91,111)(H,92,112)(H,93,108)(H,113,114)/t30-,43-,44-,45-,52+,53+,54-,55+,57+,58+,59-,60+,61-,62+,64+,65+,66+,67-,68-,69-,70-,71+,73+,81+,82-,83-/m0/s1
InChI Key OZXFCKQRYCACGZ-BVGHDLCHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C83H88Cl2N8O33
Molecular Weight 1796.50 g/mol
Exact Mass 1794.4830827 g/mol
Topological Polar Surface Area (TPSA) 646.00 Ų
XlogP -2.40
Atomic LogP (AlogP) -1.06
H-Bond Acceptor 34
H-Bond Donor 22
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,18R,19R,22S,25R,28R,40S)-48-[(2S,3R,4S,5S,6R)-3-[(2R,4S,5R,6R)-4-amino-5,6-dihydroxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-[(2R,4S,5R,6S)-4-amino-5-methoxy-6-methyloxan-2-yl]oxy-22-benzyl-5-chloro-19-[[2-(3-chloro-4-hydroxyphenyl)-2-oxoacetyl]amino]-18,32,37-trihydroxy-20,23,26,42,44-pentaoxo-35-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6228 62.28%
Caco-2 - 0.8580 85.80%
Blood Brain Barrier - 0.9500 95.00%
Human oral bioavailability - 0.9143 91.43%
Subcellular localzation Nucleus 0.6800 68.00%
OATP2B1 inhibitior - 0.8619 86.19%
OATP1B1 inhibitior + 0.8193 81.93%
OATP1B3 inhibitior + 0.9422 94.22%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9422 94.22%
P-glycoprotein inhibitior + 0.7418 74.18%
P-glycoprotein substrate + 0.8463 84.63%
CYP3A4 substrate + 0.7629 76.29%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8483 84.83%
CYP3A4 inhibition - 0.7916 79.16%
CYP2C9 inhibition - 0.8197 81.97%
CYP2C19 inhibition - 0.8065 80.65%
CYP2D6 inhibition - 0.8939 89.39%
CYP1A2 inhibition - 0.8456 84.56%
CYP2C8 inhibition + 0.8825 88.25%
CYP inhibitory promiscuity - 0.6645 66.45%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.7600 76.00%
Carcinogenicity (trinary) Non-required 0.4738 47.38%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.8956 89.56%
Skin irritation - 0.7954 79.54%
Skin corrosion - 0.9374 93.74%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7556 75.56%
Micronuclear + 0.8400 84.00%
Hepatotoxicity + 0.5052 50.52%
skin sensitisation - 0.8714 87.14%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.7135 71.35%
Acute Oral Toxicity (c) III 0.6599 65.99%
Estrogen receptor binding + 0.5779 57.79%
Androgen receptor binding + 0.7596 75.96%
Thyroid receptor binding + 0.7686 76.86%
Glucocorticoid receptor binding + 0.8081 80.81%
Aromatase binding + 0.7394 73.94%
PPAR gamma + 0.7965 79.65%
Honey bee toxicity - 0.6093 60.93%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5448 54.48%
Fish aquatic toxicity - 0.5897 58.97%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.84% 91.11%
CHEMBL2581 P07339 Cathepsin D 99.43% 98.95%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 99.16% 97.31%
CHEMBL3137262 O60341 LSD1/CoREST complex 98.83% 97.09%
CHEMBL4208 P20618 Proteasome component C5 96.79% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.48% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.25% 96.09%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 95.28% 96.21%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 94.59% 95.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.22% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.70% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.78% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.34% 85.14%
CHEMBL340 P08684 Cytochrome P450 3A4 89.85% 91.19%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 89.56% 97.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.61% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.41% 94.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.71% 99.15%
CHEMBL2413 P32246 C-C chemokine receptor type 1 86.00% 89.50%
CHEMBL3401 O75469 Pregnane X receptor 85.65% 94.73%
CHEMBL2535 P11166 Glucose transporter 84.59% 98.75%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.42% 92.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.92% 97.14%
CHEMBL221 P23219 Cyclooxygenase-1 83.81% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.71% 94.45%
CHEMBL3230 O95977 Sphingosine 1-phosphate receptor Edg-6 82.09% 94.01%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 80.83% 92.29%
CHEMBL4296 Q15858 Sodium channel protein type IX alpha subunit 80.29% 96.11%

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.
There are no matching plants.

Cross-Links

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PubChem 146683561
LOTUS LTS0147652
wikiData Q105204204