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3-[[(1R,3S,5R,9S,10S,12S,13R,14R,17E,20S,22R,24S,27R,28R,30S,31R,32S)-14-[(2S,3S,4R,5R,6R,7S)-3,5-dihydroxy-7-[(2R,4S,5R,6S)-5-hydroxy-6-methyl-4-pentanoyloxyoxan-2-yl]oxy-4,6-dimethyloctan-2-yl]-3,5,20,22,24,28,30,31,32-nonahydroxy-13,27-dimethyl-16-oxo-11,15,34-trioxatricyclo[28.3.1.010,12]tetratriacont-17-en-9-yl]oxy]-3-oxopropanoic 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 542479bf-0bd2-4b60-b67a-263f86911b7d
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name 3-[[(1R,3S,5R,9S,10S,12S,13R,14R,17E,20S,22R,24S,27R,28R,30S,31R,32S)-14-[(2S,3S,4R,5R,6R,7S)-3,5-dihydroxy-7-[(2R,4S,5R,6S)-5-hydroxy-6-methyl-4-pentanoyloxyoxan-2-yl]oxy-4,6-dimethyloctan-2-yl]-3,5,20,22,24,28,30,31,32-nonahydroxy-13,27-dimethyl-16-oxo-11,15,34-trioxatricyclo[28.3.1.010,12]tetratriacont-17-en-9-yl]oxy]-3-oxopropanoic acid
SMILES (Canonical) CCCCC(=O)OC1CC(OC(C1O)C)OC(C)C(C)C(C(C)C(C(C)C2C(C3C(O3)C(CCCC(CC(CC4CC(C(C(O4)(CC(C(CCC(CC(CC(CC=CC(=O)O2)O)O)O)C)O)O)O)O)O)O)OC(=O)CC(=O)O)C)O)O
SMILES (Isomeric) CCCCC(=O)O[C@H]1C[C@@H](O[C@H]([C@H]1O)C)O[C@@H](C)[C@H](C)[C@@H]([C@@H](C)[C@@H]([C@H](C)[C@@H]2[C@H]([C@H]3[C@@H](O3)[C@H](CCC[C@H](C[C@@H](C[C@@H]4C[C@@H]([C@H]([C@@](O4)(C[C@H]([C@@H](CC[C@@H](C[C@H](C[C@H](C/C=C/C(=O)O2)O)O)O)C)O)O)O)O)O)O)OC(=O)CC(=O)O)C)O)O
InChI InChI=1S/C57H98O24/c1-9-10-16-46(67)78-44-25-49(76-34(8)52(44)72)75-33(7)29(3)50(70)30(4)51(71)31(5)53-32(6)54-55(80-54)43(77-48(69)26-45(65)66)15-11-13-35(58)21-39(62)23-40-24-41(63)56(73)57(74,81-40)27-42(64)28(2)18-19-37(60)22-38(61)20-36(59)14-12-17-47(68)79-53/h12,17,28-44,49-56,58-64,70-74H,9-11,13-16,18-27H2,1-8H3,(H,65,66)/b17-12+/t28-,29+,30-,31+,32-,33+,34+,35-,36+,37+,38+,39+,40-,41+,42-,43+,44+,49-,50+,51+,52-,53-,54+,55+,56-,57+/m1/s1
InChI Key HEMXEJGHKOZMKW-AJUCSXNUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C57H98O24
Molecular Weight 1167.40 g/mol
Exact Mass 1166.64480399 g/mol
Topological Polar Surface Area (TPSA) 399.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 1.18
H-Bond Acceptor 23
H-Bond Donor 13
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[[(1R,3S,5R,9S,10S,12S,13R,14R,17E,20S,22R,24S,27R,28R,30S,31R,32S)-14-[(2S,3S,4R,5R,6R,7S)-3,5-dihydroxy-7-[(2R,4S,5R,6S)-5-hydroxy-6-methyl-4-pentanoyloxyoxan-2-yl]oxy-4,6-dimethyloctan-2-yl]-3,5,20,22,24,28,30,31,32-nonahydroxy-13,27-dimethyl-16-oxo-11,15,34-trioxatricyclo[28.3.1.010,12]tetratriacont-17-en-9-yl]oxy]-3-oxopropanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5199 51.99%
Caco-2 - 0.8661 86.61%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7106 71.06%
OATP2B1 inhibitior - 0.8707 87.07%
OATP1B1 inhibitior + 0.8091 80.91%
OATP1B3 inhibitior - 0.2504 25.04%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9314 93.14%
P-glycoprotein inhibitior + 0.7416 74.16%
P-glycoprotein substrate + 0.8473 84.73%
CYP3A4 substrate + 0.7419 74.19%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8871 88.71%
CYP3A4 inhibition + 0.6657 66.57%
CYP2C9 inhibition - 0.8868 88.68%
CYP2C19 inhibition - 0.8230 82.30%
CYP2D6 inhibition - 0.9377 93.77%
CYP1A2 inhibition - 0.9163 91.63%
CYP2C8 inhibition + 0.7875 78.75%
CYP inhibitory promiscuity - 0.9748 97.48%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7068 70.68%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.8994 89.94%
Skin irritation - 0.6101 61.01%
Skin corrosion - 0.9204 92.04%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6900 69.00%
Micronuclear - 0.6900 69.00%
Hepatotoxicity + 0.5502 55.02%
skin sensitisation - 0.8824 88.24%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.6881 68.81%
Acute Oral Toxicity (c) III 0.4813 48.13%
Estrogen receptor binding + 0.8276 82.76%
Androgen receptor binding + 0.6367 63.67%
Thyroid receptor binding + 0.6425 64.25%
Glucocorticoid receptor binding + 0.7898 78.98%
Aromatase binding + 0.5944 59.44%
PPAR gamma + 0.8295 82.95%
Honey bee toxicity - 0.6867 68.67%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9768 97.68%

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
CHEMBL2581 P07339 Cathepsin D 98.30% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.69% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.04% 96.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 96.48% 96.38%
CHEMBL3359 P21462 Formyl peptide receptor 1 94.45% 93.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.13% 99.17%
CHEMBL340 P08684 Cytochrome P450 3A4 92.91% 91.19%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.68% 96.77%
CHEMBL5255 O00206 Toll-like receptor 4 92.21% 92.50%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 91.42% 96.47%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 91.20% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.08% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.73% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.50% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.03% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.21% 99.23%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 88.98% 92.88%
CHEMBL4227 P25090 Lipoxin A4 receptor 88.64% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.54% 97.14%
CHEMBL2996 Q05655 Protein kinase C delta 88.02% 97.79%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.61% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.25% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 87.00% 90.17%
CHEMBL226 P30542 Adenosine A1 receptor 86.82% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.72% 89.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.62% 100.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.94% 96.90%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 83.67% 96.00%
CHEMBL5028 O14672 ADAM10 83.44% 97.50%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 83.37% 82.50%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.21% 90.71%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.49% 96.00%
CHEMBL4105838 Q96GG9 DCN1-like protein 1 81.56% 95.00%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 80.96% 92.78%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.70% 95.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.21% 92.62%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 80.18% 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 162933238
LOTUS LTS0235087
wikiData Q105026921