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[(1R,2S,8R,9S,10S,12R,13S,14S,17S,19R,20S,21R,23Z)-9,21-dihydroxy-5-(hydroxymethyl)-23-(1-methoxy-1-oxopropan-2-ylidene)-13,20-dimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.02,6.02,14.08,13.010,12.017,19.020,24]tetracosa-5,16(24)-dien-9-yl]methyl (E)-4-hydroxy-3-methylbut-2-enoate

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 0bd9939c-23d3-4b9d-87da-acf5caed2c48
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(1R,2S,8R,9S,10S,12R,13S,14S,17S,19R,20S,21R,23Z)-9,21-dihydroxy-5-(hydroxymethyl)-23-(1-methoxy-1-oxopropan-2-ylidene)-13,20-dimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.02,6.02,14.08,13.010,12.017,19.020,24]tetracosa-5,16(24)-dien-9-yl]methyl (E)-4-hydroxy-3-methylbut-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H42O11/c1-14(11-37)6-25(39)46-13-35(44)22-9-21(22)33(3)23(35)10-20-18(12-38)32(43)47-36(20)24(33)8-17-16-7-19(16)34(4)27(17)28(36)26(29(40)30(34)41)15(2)31(42)45-5/h6,16,19,21-24,28,30,37-38,41,44H,7-13H2,1-5H3/b14-6+,26-15-/t16-,19-,21-,22+,23-,24+,28+,30+,33+,34+,35+,36+/m1/s1
InChI Key OWFZOKHQOUUVKD-PCPMNMFASA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C36H42O11
Molecular Weight 650.70 g/mol
Exact Mass 650.27271215 g/mol
Topological Polar Surface Area (TPSA) 177.00 Ų
XlogP 0.70
Atomic LogP (AlogP) 1.48
H-Bond Acceptor 11
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,8R,9S,10S,12R,13S,14S,17S,19R,20S,21R,23Z)-9,21-dihydroxy-5-(hydroxymethyl)-23-(1-methoxy-1-oxopropan-2-ylidene)-13,20-dimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.02,6.02,14.08,13.010,12.017,19.020,24]tetracosa-5,16(24)-dien-9-yl]methyl (E)-4-hydroxy-3-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9772 97.72%
Caco-2 - 0.8205 82.05%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7648 76.48%
OATP2B1 inhibitior - 0.7195 71.95%
OATP1B1 inhibitior + 0.8332 83.32%
OATP1B3 inhibitior + 0.9519 95.19%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8585 85.85%
P-glycoprotein inhibitior + 0.7638 76.38%
P-glycoprotein substrate + 0.7275 72.75%
CYP3A4 substrate + 0.7454 74.54%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9040 90.40%
CYP3A4 inhibition + 0.5000 50.00%
CYP2C9 inhibition - 0.8332 83.32%
CYP2C19 inhibition - 0.8776 87.76%
CYP2D6 inhibition - 0.9470 94.70%
CYP1A2 inhibition - 0.8469 84.69%
CYP2C8 inhibition + 0.6719 67.19%
CYP inhibitory promiscuity - 0.8579 85.79%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4656 46.56%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.9244 92.44%
Skin irritation - 0.5648 56.48%
Skin corrosion - 0.9455 94.55%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4479 44.79%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.5823 58.23%
skin sensitisation - 0.8967 89.67%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.7573 75.73%
Acute Oral Toxicity (c) I 0.3933 39.33%
Estrogen receptor binding + 0.7876 78.76%
Androgen receptor binding + 0.7651 76.51%
Thyroid receptor binding - 0.5316 53.16%
Glucocorticoid receptor binding + 0.7595 75.95%
Aromatase binding + 0.7619 76.19%
PPAR gamma + 0.7285 72.85%
Honey bee toxicity - 0.6022 60.22%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6600 66.00%
Fish aquatic toxicity + 0.9753 97.53%

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 99.23% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.72% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.70% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 94.59% 97.79%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.43% 97.25%
CHEMBL299 P17252 Protein kinase C alpha 94.42% 98.03%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.39% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.37% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.04% 82.69%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.67% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.26% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.02% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.30% 91.07%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.19% 85.14%
CHEMBL226 P30542 Adenosine A1 receptor 88.10% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.65% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.91% 99.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.74% 99.23%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.97% 95.83%
CHEMBL340 P08684 Cytochrome P450 3A4 80.64% 91.19%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.56% 91.24%

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 137644709
LOTUS LTS0271124
wikiData Q105201990