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(1S,5E,7E,9Z,11R,13R,14S,15Z,20S,21R,22S,26R,30S,31R,32R)-26,31-dihydroxy-24-(hydroxymethyl)-20,28,32-trimethyl-13-[(1E,3E,5E)-nona-1,3,5-trienyl]-2,18-dioxahexacyclo[18.13.0.01,21.011,14.022,31.026,30]tritriaconta-5,7,9,15,23,28-hexaene-3,17,27-trione

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 d74aa592-a81c-4590-adfc-119c27a7e61f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name (1S,5E,7E,9Z,11R,13R,14S,15Z,20S,21R,22S,26R,30S,31R,32R)-26,31-dihydroxy-24-(hydroxymethyl)-20,28,32-trimethyl-13-[(1E,3E,5E)-nona-1,3,5-trienyl]-2,18-dioxahexacyclo[18.13.0.01,21.011,14.022,31.026,30]tritriaconta-5,7,9,15,23,28-hexaene-3,17,27-trione
SMILES (Canonical) CCCC=CC=CC=CC1CC2C1C=CC(=O)OCC3(C4C3(CC(C5(C4C=C(CC6(C5C=C(C6=O)C)O)CO)O)C)OC(=O)CC=CC=CC=C2)C
SMILES (Isomeric) CCC/C=C/C=C/C=C/[C@H]1C[C@H]/2[C@H]1/C=C\C(=O)OC[C@@]3([C@@H]4[C@]3(C[C@H]([C@]5([C@H]4C=C(C[C@]6([C@H]5C=C(C6=O)C)O)CO)O)C)OC(=O)C/C=C/C=C/C=C2)C
InChI InChI=1S/C44H54O8/c1-5-6-7-8-9-11-14-17-32-24-33-18-15-12-10-13-16-19-38(47)52-43-25-30(3)44(50)35(39(43)41(43,4)28-51-37(46)21-20-34(32)33)23-31(27-45)26-42(49)36(44)22-29(2)40(42)48/h7-18,20-23,30,32-36,39,45,49-50H,5-6,19,24-28H2,1-4H3/b8-7+,11-9+,12-10+,16-13+,17-14+,18-15-,21-20-/t30-,32+,33+,34+,35+,36-,39-,41-,42-,43+,44-/m1/s1
InChI Key XKZPTQQUFFIGKZ-YJNVZYCGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C44H54O8
Molecular Weight 710.90 g/mol
Exact Mass 710.38186868 g/mol
Topological Polar Surface Area (TPSA) 130.00 Ų
XlogP 6.50
Atomic LogP (AlogP) 6.38
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,5E,7E,9Z,11R,13R,14S,15Z,20S,21R,22S,26R,30S,31R,32R)-26,31-dihydroxy-24-(hydroxymethyl)-20,28,32-trimethyl-13-[(1E,3E,5E)-nona-1,3,5-trienyl]-2,18-dioxahexacyclo[18.13.0.01,21.011,14.022,31.026,30]tritriaconta-5,7,9,15,23,28-hexaene-3,17,27-trione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9350 93.50%
Caco-2 - 0.8596 85.96%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.6394 63.94%
OATP2B1 inhibitior - 0.5741 57.41%
OATP1B1 inhibitior + 0.7977 79.77%
OATP1B3 inhibitior + 0.9445 94.45%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior + 0.5474 54.74%
BSEP inhibitior + 0.9752 97.52%
P-glycoprotein inhibitior + 0.7836 78.36%
P-glycoprotein substrate + 0.7436 74.36%
CYP3A4 substrate + 0.7339 73.39%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9093 90.93%
CYP3A4 inhibition - 0.5706 57.06%
CYP2C9 inhibition - 0.6551 65.51%
CYP2C19 inhibition - 0.8541 85.41%
CYP2D6 inhibition - 0.9354 93.54%
CYP1A2 inhibition - 0.8782 87.82%
CYP2C8 inhibition + 0.7681 76.81%
CYP inhibitory promiscuity - 0.9309 93.09%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5065 50.65%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9192 91.92%
Skin irritation - 0.5280 52.80%
Skin corrosion - 0.9365 93.65%
Ames mutagenesis - 0.5037 50.37%
Human Ether-a-go-go-Related Gene inhibition + 0.8562 85.62%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.5858 58.58%
skin sensitisation - 0.8987 89.87%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.7324 73.24%
Acute Oral Toxicity (c) III 0.5014 50.14%
Estrogen receptor binding + 0.8283 82.83%
Androgen receptor binding + 0.7637 76.37%
Thyroid receptor binding + 0.6236 62.36%
Glucocorticoid receptor binding + 0.7589 75.89%
Aromatase binding + 0.5562 55.62%
PPAR gamma + 0.7300 73.00%
Honey bee toxicity - 0.6638 66.38%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9556 95.56%

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
CHEMBL2581 P07339 Cathepsin D 94.87% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.05% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.81% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.40% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.78% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.41% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.68% 96.77%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.09% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.08% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.05% 91.11%
CHEMBL1937 Q92769 Histone deacetylase 2 85.88% 94.75%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.47% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.15% 99.23%
CHEMBL325 Q13547 Histone deacetylase 1 81.74% 95.92%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 81.58% 98.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.55% 85.14%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.51% 96.90%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.21% 82.69%

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.
Jatropha curcas

Cross-Links

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PubChem 162883139
LOTUS LTS0164429
wikiData Q105329796