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[(2S,3S,4S,6S)-4-hydroxy-6-[[(5Z,13E)-9-hydroxy-2-[(2S,3S,4R,5R,6S)-4-hydroxy-5-[[(2R,4R,5R,6S)-4-hydroxy-6-methyl-5-methylsulfanyloxan-2-yl]oxyamino]-3-[(2S,4S,5S)-4-methoxy-5-(propan-2-ylamino)oxan-2-yl]oxy-6-methyloxan-2-yl]oxy-12-(methoxycarbonylamino)-13-[2-(methyltrisulfanyl)ethylidene]-11-oxo-10-bicyclo[7.3.1]trideca-1(12),5-dien-3,7-diynyl]oxy]-2-methyloxan-3-yl] 4,5-dimethoxy-2-(2-methoxyprop-2-enoylamino)benzoate

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 d642f880-d0ff-4595-9783-8595a828eed0
Taxonomy Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Acylaminobenzoic acid and derivatives
IUPAC Name [(2S,3S,4S,6S)-4-hydroxy-6-[[(5Z,13E)-9-hydroxy-2-[(2S,3S,4R,5R,6S)-4-hydroxy-5-[[(2R,4R,5R,6S)-4-hydroxy-6-methyl-5-methylsulfanyloxan-2-yl]oxyamino]-3-[(2S,4S,5S)-4-methoxy-5-(propan-2-ylamino)oxan-2-yl]oxy-6-methyloxan-2-yl]oxy-12-(methoxycarbonylamino)-13-[2-(methyltrisulfanyl)ethylidene]-11-oxo-10-bicyclo[7.3.1]trideca-1(12),5-dien-3,7-diynyl]oxy]-2-methyloxan-3-yl] 4,5-dimethoxy-2-(2-methoxyprop-2-enoylamino)benzoate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C#CC=CC#CC3(C(C(=O)C(=C2C3=CCSSSC)NC(=O)OC)OC4CC(C(C(O4)C)OC(=O)C5=CC(=C(C=C5NC(=O)C(=C)OC)OC)OC)O)O)OC6CC(C(CO6)NC(C)C)OC)O)NOC7CC(C(C(O7)C)SC)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)OC2C#C/C=C\C#CC\3(C(C(=O)C(=C2/C3=C\CSSSC)NC(=O)OC)O[C@H]4C[C@@H]([C@@H]([C@@H](O4)C)OC(=O)C5=CC(=C(C=C5NC(=O)C(=C)OC)OC)OC)O)O)O[C@H]6C[C@@H]([C@H](CO6)NC(C)C)OC)O)NO[C@@H]7C[C@H]([C@H]([C@@H](O7)C)SC)O
InChI InChI=1S/C59H80N4O22S4/c1-28(2)60-36-27-77-43(26-40(36)73-8)82-52-49(66)47(63-85-45-25-38(65)53(86-12)31(5)79-45)29(3)80-57(52)81-39-18-16-14-15-17-20-59(71)34(19-21-88-89-87-13)46(39)48(62-58(70)76-11)50(67)54(59)83-44-24-37(64)51(30(4)78-44)84-56(69)33-22-41(74-9)42(75-10)23-35(33)61-55(68)32(6)72-7/h14-15,19,22-23,28-31,36-40,43-45,47,49,51-54,57,60,63-66,71H,6,21,24-27H2,1-5,7-13H3,(H,61,68)(H,62,70)/b15-14-,34-19+/t29-,30-,31-,36-,37-,38+,39?,40-,43-,44-,45+,47-,49+,51+,52-,53-,54?,57+,59?/m0/s1
InChI Key PEIYAHAOJOISPN-WCXFNBEESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C59H80N4O22S4
Molecular Weight 1325.50 g/mol
Exact Mass 1324.41470489 g/mol
Topological Polar Surface Area (TPSA) 428.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 3.42
H-Bond Acceptor 28
H-Bond Donor 8
Rotatable Bonds 25

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3S,4S,6S)-4-hydroxy-6-[[(5Z,13E)-9-hydroxy-2-[(2S,3S,4R,5R,6S)-4-hydroxy-5-[[(2R,4R,5R,6S)-4-hydroxy-6-methyl-5-methylsulfanyloxan-2-yl]oxyamino]-3-[(2S,4S,5S)-4-methoxy-5-(propan-2-ylamino)oxan-2-yl]oxy-6-methyloxan-2-yl]oxy-12-(methoxycarbonylamino)-13-[2-(methyltrisulfanyl)ethylidene]-11-oxo-10-bicyclo[7.3.1]trideca-1(12),5-dien-3,7-diynyl]oxy]-2-methyloxan-3-yl] 4,5-dimethoxy-2-(2-methoxyprop-2-enoylamino)benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7368 73.68%
Caco-2 - 0.8584 85.84%
Blood Brain Barrier - 0.9250 92.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.5576 55.76%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8028 80.28%
OATP1B3 inhibitior + 0.9359 93.59%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9708 97.08%
P-glycoprotein inhibitior + 0.7438 74.38%
P-glycoprotein substrate + 0.8538 85.38%
CYP3A4 substrate + 0.7594 75.94%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8503 85.03%
CYP3A4 inhibition + 0.8609 86.09%
CYP2C9 inhibition - 0.6549 65.49%
CYP2C19 inhibition - 0.6033 60.33%
CYP2D6 inhibition - 0.8559 85.59%
CYP1A2 inhibition - 0.6606 66.06%
CYP2C8 inhibition + 0.8467 84.67%
CYP inhibitory promiscuity - 0.5384 53.84%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.7800 78.00%
Carcinogenicity (trinary) Non-required 0.5306 53.06%
Eye corrosion - 0.9762 97.62%
Eye irritation - 0.8967 89.67%
Skin irritation - 0.7539 75.39%
Skin corrosion - 0.9101 91.01%
Ames mutagenesis + 0.5136 51.36%
Human Ether-a-go-go-Related Gene inhibition + 0.7566 75.66%
Micronuclear + 0.8500 85.00%
Hepatotoxicity + 0.5035 50.35%
skin sensitisation - 0.8205 82.05%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.5697 56.97%
Acute Oral Toxicity (c) III 0.5674 56.74%
Estrogen receptor binding + 0.7006 70.06%
Androgen receptor binding + 0.7593 75.93%
Thyroid receptor binding + 0.6831 68.31%
Glucocorticoid receptor binding + 0.7642 76.42%
Aromatase binding + 0.7145 71.45%
PPAR gamma + 0.8177 81.77%
Honey bee toxicity - 0.5740 57.40%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6500 65.00%
Fish aquatic toxicity + 1.0000 100.00%

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 99.24% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.87% 98.95%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 97.01% 91.07%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.23% 96.09%
CHEMBL1914 P06276 Butyrylcholinesterase 95.48% 95.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.42% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.25% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 94.94% 91.19%
CHEMBL4208 P20618 Proteasome component C5 94.63% 90.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.25% 97.36%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.87% 85.14%
CHEMBL2413 P32246 C-C chemokine receptor type 1 93.73% 89.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.78% 96.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.54% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.84% 89.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 89.69% 95.50%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.36% 90.71%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 88.07% 94.42%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.89% 94.00%
CHEMBL2535 P11166 Glucose transporter 87.85% 98.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.79% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.60% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.81% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.41% 95.89%
CHEMBL332 P03956 Matrix metalloproteinase-1 86.34% 94.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.16% 92.94%
CHEMBL5028 O14672 ADAM10 86.04% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.78% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.58% 94.33%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 85.51% 90.24%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.68% 99.23%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 84.49% 95.71%
CHEMBL2243 O00519 Anandamide amidohydrolase 84.35% 97.53%
CHEMBL2179 P04062 Beta-glucocerebrosidase 83.95% 85.31%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.77% 91.24%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.62% 96.47%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 83.54% 96.38%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.31% 97.14%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 81.96% 82.50%
CHEMBL4015 P41597 C-C chemokine receptor type 2 81.66% 98.57%
CHEMBL5255 O00206 Toll-like receptor 4 81.61% 92.50%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.33% 91.03%
CHEMBL221 P23219 Cyclooxygenase-1 80.99% 90.17%
CHEMBL4073 P09237 Matrix metalloproteinase 7 80.96% 97.56%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 80.77% 83.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 6450507
LOTUS LTS0270329
wikiData Q105207143