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4-[[(1R,3E,5Z,9E,11E,22Z,26E,34S)-15-[carboxy(hydroxy)methyl]-24,28,30-trihydroxy-18-[2-hydroxy-1-[[(Z)-3,7,11-trihydroxy-12-[[(Z)-7-hydroxy-4,4,6,8-tetramethyl-5-oxonon-2-enoyl]amino]-2,6,8,10,14-pentamethylpentadec-8-enoyl]amino]propyl]-19,23,25,27,29,34-hexamethyl-13,16-dioxo-17,36-dioxa-14-azabicyclo[30.3.1]hexatriaconta-3,5,9,11,22,26-hexaen-20-yl]oxy]-2-hydroxy-4-oxobutanoic 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 a350b7f2-ac3b-4940-a7d0-6bc3f57945ad
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name 4-[[(1R,3E,5Z,9E,11E,22Z,26E,34S)-15-[carboxy(hydroxy)methyl]-24,28,30-trihydroxy-18-[2-hydroxy-1-[[(Z)-3,7,11-trihydroxy-12-[[(Z)-7-hydroxy-4,4,6,8-tetramethyl-5-oxonon-2-enoyl]amino]-2,6,8,10,14-pentamethylpentadec-8-enoyl]amino]propyl]-19,23,25,27,29,34-hexamethyl-13,16-dioxo-17,36-dioxa-14-azabicyclo[30.3.1]hexatriaconta-3,5,9,11,22,26-hexaen-20-yl]oxy]-2-hydroxy-4-oxobutanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C81H131N3O23/c1-43(2)36-59(82-65(90)34-35-81(17,18)76(98)55(15)69(92)44(3)4)73(96)51(11)40-49(9)70(93)46(6)30-32-60(86)53(13)77(99)84-67(56(16)85)75-54(14)63(106-66(91)42-62(88)78(100)101)33-31-47(7)71(94)48(8)39-50(10)72(95)52(12)61(87)41-58-38-45(5)37-57(105-58)28-26-24-22-20-19-21-23-25-27-29-64(89)83-68(80(104)107-75)74(97)79(102)103/h20,22-27,29,31,34-35,39-40,43-46,48,51-63,67-75,85-88,92-97H,19,21,28,30,32-33,36-38,41-42H2,1-18H3,(H,82,90)(H,83,89)(H,84,99)(H,100,101)(H,102,103)/b22-20-,25-23+,26-24+,29-27+,35-34-,47-31-,49-40-,50-39+/t45-,46?,48?,51?,52?,53?,54?,55?,56?,57-,58?,59?,60?,61?,62?,63?,67?,68?,69?,70?,71?,72?,73?,74?,75?/m0/s1
InChI Key GEZOROLPTYSTEM-BGXGSQLHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C81H131N3O23
Molecular Weight 1514.90 g/mol
Exact Mass 1513.91733743 g/mol
Topological Polar Surface Area (TPSA) 443.00 Ų
XlogP 9.00
Atomic LogP (AlogP) 6.75
H-Bond Acceptor 21
H-Bond Donor 15
Rotatable Bonds 28

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-[[(1R,3E,5Z,9E,11E,22Z,26E,34S)-15-[carboxy(hydroxy)methyl]-24,28,30-trihydroxy-18-[2-hydroxy-1-[[(Z)-3,7,11-trihydroxy-12-[[(Z)-7-hydroxy-4,4,6,8-tetramethyl-5-oxonon-2-enoyl]amino]-2,6,8,10,14-pentamethylpentadec-8-enoyl]amino]propyl]-19,23,25,27,29,34-hexamethyl-13,16-dioxo-17,36-dioxa-14-azabicyclo[30.3.1]hexatriaconta-3,5,9,11,22,26-hexaen-20-yl]oxy]-2-hydroxy-4-oxobutanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5000 50.00%
Caco-2 - 0.8588 85.88%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6825 68.25%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7910 79.10%
OATP1B3 inhibitior + 0.9129 91.29%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8072 80.72%
BSEP inhibitior + 0.9809 98.09%
P-glycoprotein inhibitior + 0.7421 74.21%
P-glycoprotein substrate + 0.8644 86.44%
CYP3A4 substrate + 0.7618 76.18%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8923 89.23%
CYP3A4 inhibition - 0.9461 94.61%
CYP2C9 inhibition - 0.8945 89.45%
CYP2C19 inhibition - 0.8947 89.47%
CYP2D6 inhibition - 0.9538 95.38%
CYP1A2 inhibition - 0.9258 92.58%
CYP2C8 inhibition + 0.8527 85.27%
CYP inhibitory promiscuity - 0.9335 93.35%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5727 57.27%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.8959 89.59%
Skin irritation - 0.7308 73.08%
Skin corrosion - 0.9183 91.83%
Ames mutagenesis - 0.5454 54.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7748 77.48%
Micronuclear + 0.7800 78.00%
Hepatotoxicity + 0.5801 58.01%
skin sensitisation - 0.8328 83.28%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.7820 78.20%
Acute Oral Toxicity (c) III 0.5535 55.35%
Estrogen receptor binding + 0.6828 68.28%
Androgen receptor binding + 0.7646 76.46%
Thyroid receptor binding + 0.7255 72.55%
Glucocorticoid receptor binding + 0.8079 80.79%
Aromatase binding + 0.6814 68.14%
PPAR gamma + 0.8282 82.82%
Honey bee toxicity - 0.5947 59.47%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.6706 67.06%

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 99.78% 98.95%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 98.50% 97.21%
CHEMBL3401 O75469 Pregnane X receptor 98.42% 94.73%
CHEMBL2996 Q05655 Protein kinase C delta 97.91% 97.79%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.27% 97.25%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 96.38% 90.93%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.36% 85.14%
CHEMBL299 P17252 Protein kinase C alpha 96.28% 98.03%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.49% 95.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 95.17% 93.56%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 94.89% 92.29%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.79% 97.09%
CHEMBL5103 Q969S8 Histone deacetylase 10 94.72% 90.08%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.70% 99.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.02% 91.11%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 93.48% 96.47%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.10% 96.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 91.47% 96.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.31% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.30% 95.89%
CHEMBL3837 P07711 Cathepsin L 90.32% 96.61%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.06% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.02% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 88.80% 91.19%
CHEMBL1937 Q92769 Histone deacetylase 2 88.38% 94.75%
CHEMBL230 P35354 Cyclooxygenase-2 87.84% 89.63%
CHEMBL2413 P32246 C-C chemokine receptor type 1 87.63% 89.50%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 87.03% 97.53%
CHEMBL3776 Q14790 Caspase-8 86.41% 97.06%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.37% 91.07%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 86.36% 94.23%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.23% 93.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.72% 100.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.70% 96.90%
CHEMBL2514 O95665 Neurotensin receptor 2 85.45% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.22% 97.14%
CHEMBL4040 P28482 MAP kinase ERK2 84.28% 83.82%
CHEMBL221 P23219 Cyclooxygenase-1 83.71% 90.17%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 83.50% 85.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.83% 95.50%
CHEMBL5028 O14672 ADAM10 81.25% 97.50%
CHEMBL4588 P22894 Matrix metalloproteinase 8 81.21% 94.66%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 80.83% 97.64%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.81% 99.15%
CHEMBL3310 Q96DB2 Histone deacetylase 11 80.00% 88.56%

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 102250331
LOTUS LTS0192221
wikiData Q105007441