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[(E)-5-hydroxy-2-methylidenepent-3-enyl] (2R)-3-[(2S,6R,8S,11R)-2-[(E,2R)-4-[(2S,2'R,4R,4aS,6R,8aR)-4-hydroxy-2-[(1S,3S)-1-hydroxy-3-[(2S,3R,6S)-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]butyl]-3-methylidenespiro[4a,7,8,8a-tetrahydro-4H-pyrano[3,2-b]pyran-6,5'-oxolane]-2'-yl]but-3-en-2-yl]-11-hydroxy-4-methyl-1,7-dioxaspiro[5.5]undec-4-en-8-yl]-2-hydroxy-2-methylpropanoate

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 349f588d-6c83-447f-9e4d-5eb39aa4bf5d
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
IUPAC Name [(E)-5-hydroxy-2-methylidenepent-3-enyl] (2R)-3-[(2S,6R,8S,11R)-2-[(E,2R)-4-[(2S,2'R,4R,4aS,6R,8aR)-4-hydroxy-2-[(1S,3S)-1-hydroxy-3-[(2S,3R,6S)-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]butyl]-3-methylidenespiro[4a,7,8,8a-tetrahydro-4H-pyrano[3,2-b]pyran-6,5'-oxolane]-2'-yl]but-3-en-2-yl]-11-hydroxy-4-methyl-1,7-dioxaspiro[5.5]undec-4-en-8-yl]-2-hydroxy-2-methylpropanoate
SMILES (Canonical) CC1CCC2(CCCCO2)OC1C(C)CC(C3C(=C)C(C4C(O3)CCC5(O4)CCC(O5)C=CC(C)C6CC(=CC7(O6)C(CCC(O7)CC(C)(C(=O)OCC(=C)C=CCO)O)O)C)O)O
SMILES (Isomeric) C[C@@H]1CC[C@]2(CCCCO2)O[C@@H]1[C@@H](C)C[C@@H]([C@@H]3C(=C)[C@H]([C@H]4[C@H](O3)CC[C@]5(O4)CC[C@@H](O5)/C=C/[C@@H](C)[C@@H]6CC(=C[C@@]7(O6)[C@@H](CC[C@H](O7)C[C@](C)(C(=O)OCC(=C)/C=C/CO)O)O)C)O)O
InChI InChI=1S/C50H76O14/c1-30(11-10-23-51)29-57-46(55)47(7,56)28-37-14-15-41(53)50(61-37)27-31(2)25-40(62-50)32(3)12-13-36-17-21-49(60-36)22-18-39-45(64-49)42(54)35(6)44(59-39)38(52)26-34(5)43-33(4)16-20-48(63-43)19-8-9-24-58-48/h10-13,27,32-34,36-45,51-54,56H,1,6,8-9,14-26,28-29H2,2-5,7H3/b11-10+,13-12+/t32-,33-,34+,36+,37+,38+,39-,40+,41-,42-,43+,44+,45-,47-,48+,49-,50-/m1/s1
InChI Key ZYTGAFMIXFXZSG-PMLIKCHISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C50H76O14
Molecular Weight 901.10 g/mol
Exact Mass 900.52350709 g/mol
Topological Polar Surface Area (TPSA) 192.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 5.78
H-Bond Acceptor 14
H-Bond Donor 5
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(E)-5-hydroxy-2-methylidenepent-3-enyl] (2R)-3-[(2S,6R,8S,11R)-2-[(E,2R)-4-[(2S,2'R,4R,4aS,6R,8aR)-4-hydroxy-2-[(1S,3S)-1-hydroxy-3-[(2S,3R,6S)-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]butyl]-3-methylidenespiro[4a,7,8,8a-tetrahydro-4H-pyrano[3,2-b]pyran-6,5'-oxolane]-2'-yl]but-3-en-2-yl]-11-hydroxy-4-methyl-1,7-dioxaspiro[5.5]undec-4-en-8-yl]-2-hydroxy-2-methylpropanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9303 93.03%
Caco-2 - 0.8656 86.56%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7774 77.74%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8132 81.32%
OATP1B3 inhibitior + 0.9108 91.08%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9748 97.48%
P-glycoprotein inhibitior + 0.7478 74.78%
P-glycoprotein substrate + 0.7878 78.78%
CYP3A4 substrate + 0.7500 75.00%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8596 85.96%
CYP3A4 inhibition - 0.7451 74.51%
CYP2C9 inhibition - 0.9021 90.21%
CYP2C19 inhibition - 0.9005 90.05%
CYP2D6 inhibition - 0.9475 94.75%
CYP1A2 inhibition - 0.8801 88.01%
CYP2C8 inhibition + 0.8288 82.88%
CYP inhibitory promiscuity - 0.9146 91.46%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5360 53.60%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9049 90.49%
Skin irritation + 0.6020 60.20%
Skin corrosion - 0.9425 94.25%
Ames mutagenesis - 0.7924 79.24%
Human Ether-a-go-go-Related Gene inhibition + 0.7539 75.39%
Micronuclear - 0.9000 90.00%
Hepatotoxicity + 0.6375 63.75%
skin sensitisation - 0.9145 91.45%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity + 0.6195 61.95%
Acute Oral Toxicity (c) I 0.6496 64.96%
Estrogen receptor binding + 0.8385 83.85%
Androgen receptor binding + 0.7524 75.24%
Thyroid receptor binding + 0.5617 56.17%
Glucocorticoid receptor binding + 0.7319 73.19%
Aromatase binding + 0.6288 62.88%
PPAR gamma + 0.8028 80.28%
Honey bee toxicity - 0.6341 63.41%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9690 96.90%

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 98.13% 91.11%
CHEMBL230 P35354 Cyclooxygenase-2 97.00% 89.63%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.95% 97.25%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 96.82% 91.24%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.74% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.32% 98.95%
CHEMBL218 P21554 Cannabinoid CB1 receptor 96.09% 96.61%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 95.77% 96.47%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 94.34% 96.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.10% 94.45%
CHEMBL3359 P21462 Formyl peptide receptor 1 93.50% 93.56%
CHEMBL3401 O75469 Pregnane X receptor 92.16% 94.73%
CHEMBL4040 P28482 MAP kinase ERK2 89.29% 83.82%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.90% 99.17%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 88.64% 92.88%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 87.95% 89.05%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 87.59% 93.03%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 87.44% 98.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.19% 97.09%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.53% 100.00%
CHEMBL4506 Q96EB6 NAD-dependent deacetylase sirtuin 1 86.48% 88.33%
CHEMBL2996 Q05655 Protein kinase C delta 86.18% 97.79%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.11% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.02% 95.89%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 85.75% 97.31%
CHEMBL5028 O14672 ADAM10 85.51% 97.50%
CHEMBL1977 P11473 Vitamin D receptor 85.08% 99.43%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.96% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.82% 100.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 84.01% 97.21%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.86% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.82% 96.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.70% 91.07%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 83.04% 90.24%
CHEMBL299 P17252 Protein kinase C alpha 81.76% 98.03%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 81.71% 89.34%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.11% 86.33%
CHEMBL1871 P10275 Androgen Receptor 80.86% 96.43%
CHEMBL221 P23219 Cyclooxygenase-1 80.70% 90.17%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.09% 96.90%

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 162932230
LOTUS LTS0051185
wikiData Q105386398