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(1S,2R,18R,19R,22S,25R,28R,40S)-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]-48-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-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 b45a9800-0a3b-459a-a77e-c85cd8fed881
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)-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]-48-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-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(C(C(O1)OC2C(C(C(OC2OC3=C4C=C5C=C3OC6=C(C=C(C=C6)C(C7C(=O)NC(C8=C(C(=CC(=C8)O)OC9C(C(C(C(O9)CO)O)O)O)C1=C(C=CC(=C1)C(C(=O)N7)NC(=O)C5NC(=O)C(NC(=O)C(C(C1=CC=C(O4)C=C1)O)NC(=O)C(=O)C1=CC(=C(C=C1)O)Cl)CC1=CC=CC=C1)O)C(=O)O)OC1CC(C(C(O1)C)OC)N)Cl)CO)O)O)O)O)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[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]1[C@@H]([C@@H]([C@H](C(O1)C)O)O)O)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/C84H89Cl2N7O34/c1-30-61(99)66(104)69(107)82(119-30)127-74-68(106)65(103)53(29-95)124-84(74)126-73-50-23-37-24-51(73)121-48-18-13-36(22-43(48)86)72(125-54-27-44(87)71(117-3)31(2)118-54)60-79(113)91-58(81(115)116)41-25-38(96)26-49(122-83-70(108)67(105)64(102)52(28-94)123-83)55(41)40-20-34(11-16-46(40)97)56(76(110)93-60)90-77(111)57(37)89-75(109)45(19-32-7-5-4-6-8-32)88-78(112)59(62(100)33-9-14-39(120-50)15-10-33)92-80(114)63(101)35-12-17-47(98)42(85)21-35/h4-18,20-26,30-31,44-45,52-54,56-62,64-72,74,82-84,94-100,102-108H,19,27-29,87H2,1-3H3,(H,88,112)(H,89,109)(H,90,111)(H,91,113)(H,92,114)(H,93,110)(H,115,116)/t30?,31-,44-,45-,52+,53+,54-,56+,57+,58-,59+,60-,61-,62+,64+,65+,66+,67-,68-,69+,70-,71-,72+,74+,82-,83-,84-/m0/s1
InChI Key IRTHRFHLWVUXGK-ZVTCYLODSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C84H89Cl2N7O34
Molecular Weight 1811.50 g/mol
Exact Mass 1809.4827483 g/mol
Topological Polar Surface Area (TPSA) 640.00 Ų
XlogP -2.20
Atomic LogP (AlogP) -0.98
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)-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]-48-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-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 - 0.6466 64.66%
Caco-2 - 0.8577 85.77%
Blood Brain Barrier - 0.9500 95.00%
Human oral bioavailability - 0.9286 92.86%
Subcellular localzation Nucleus 0.6677 66.77%
OATP2B1 inhibitior - 0.8624 86.24%
OATP1B1 inhibitior + 0.8222 82.22%
OATP1B3 inhibitior + 0.9400 94.00%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9461 94.61%
P-glycoprotein inhibitior + 0.7419 74.19%
P-glycoprotein substrate + 0.8454 84.54%
CYP3A4 substrate + 0.7626 76.26%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8502 85.02%
CYP3A4 inhibition - 0.7264 72.64%
CYP2C9 inhibition - 0.8224 82.24%
CYP2C19 inhibition - 0.8497 84.97%
CYP2D6 inhibition - 0.9027 90.27%
CYP1A2 inhibition - 0.8612 86.12%
CYP2C8 inhibition + 0.8816 88.16%
CYP inhibitory promiscuity - 0.7116 71.16%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.7500 75.00%
Carcinogenicity (trinary) Non-required 0.4727 47.27%
Eye corrosion - 0.9870 98.70%
Eye irritation - 0.8956 89.56%
Skin irritation - 0.7948 79.48%
Skin corrosion - 0.9369 93.69%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7571 75.71%
Micronuclear + 0.8200 82.00%
Hepatotoxicity + 0.5302 53.02%
skin sensitisation - 0.8732 87.32%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.6882 68.82%
Acute Oral Toxicity (c) III 0.6489 64.89%
Estrogen receptor binding + 0.6172 61.72%
Androgen receptor binding + 0.7588 75.88%
Thyroid receptor binding + 0.7697 76.97%
Glucocorticoid receptor binding + 0.8036 80.36%
Aromatase binding + 0.7234 72.34%
PPAR gamma + 0.7996 79.96%
Honey bee toxicity - 0.6058 60.58%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5748 57.48%
Fish aquatic toxicity - 0.5756 57.56%

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 99.85% 91.11%
CHEMBL2581 P07339 Cathepsin D 99.45% 98.95%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 99.30% 97.31%
CHEMBL3137262 O60341 LSD1/CoREST complex 98.39% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.55% 86.33%
CHEMBL4208 P20618 Proteasome component C5 96.62% 90.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.11% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.04% 99.17%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 93.90% 96.21%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.83% 95.56%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 93.39% 95.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.33% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.99% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.97% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 90.71% 91.19%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 90.31% 97.33%
CHEMBL2413 P32246 C-C chemokine receptor type 1 87.78% 89.50%
CHEMBL3401 O75469 Pregnane X receptor 87.65% 94.73%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 85.48% 92.29%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.74% 85.14%
CHEMBL2535 P11166 Glucose transporter 83.95% 98.75%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.84% 99.15%
CHEMBL3230 O95977 Sphingosine 1-phosphate receptor Edg-6 83.64% 94.01%
CHEMBL1951 P21397 Monoamine oxidase A 83.21% 91.49%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.20% 97.14%
CHEMBL1287628 Q9Y5S8 NADPH oxidase 1 81.07% 95.48%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.05% 92.62%

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 146683566
LOTUS LTS0247013
wikiData Q105119120