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N-[(E,3R,4R,5R,9S,10S,11S)-11-[(1S,3S,4S,5S,7R,8S,9R,12E,14E,16S,17R,19R)-3,16-dihydroxy-5,7,17-trimethoxy-8,14-dimethyl-11-oxospiro[10,23-dioxabicyclo[17.3.1]tricosa-12,14,20-triene-4,2'-oxirane]-9-yl]-10-hydroxy-4-methoxy-3,5,9-trimethyl-6-oxododec-1-enyl]-N-methylformamide

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 79c8e4c1-1747-49ba-8e14-c700d6726b75
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name N-[(E,3R,4R,5R,9S,10S,11S)-11-[(1S,3S,4S,5S,7R,8S,9R,12E,14E,16S,17R,19R)-3,16-dihydroxy-5,7,17-trimethoxy-8,14-dimethyl-11-oxospiro[10,23-dioxabicyclo[17.3.1]tricosa-12,14,20-triene-4,2'-oxirane]-9-yl]-10-hydroxy-4-methoxy-3,5,9-trimethyl-6-oxododec-1-enyl]-N-methylformamide
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C45H73NO13/c1-27-15-18-41(51)59-44(32(6)42(52)28(2)16-17-35(48)30(4)43(56-11)29(3)19-20-46(7)26-47)31(5)37(53-8)24-40(55-10)45(25-57-45)39(50)23-34-14-12-13-33(58-34)22-38(54-9)36(49)21-27/h12-13,15,18-21,26,28-34,36-40,42-44,49-50,52H,14,16-17,22-25H2,1-11H3/b18-15+,20-19+,27-21+/t28-,29+,30-,31-,32-,33-,34-,36-,37+,38+,39-,40-,42-,43+,44-,45-/m0/s1
InChI Key REUYTMKASWACIB-YRCXACEXSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C45H73NO13
Molecular Weight 836.10 g/mol
Exact Mass 835.50819138 g/mol
Topological Polar Surface Area (TPSA) 183.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 4.34
H-Bond Acceptor 13
H-Bond Donor 3
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of N-[(E,3R,4R,5R,9S,10S,11S)-11-[(1S,3S,4S,5S,7R,8S,9R,12E,14E,16S,17R,19R)-3,16-dihydroxy-5,7,17-trimethoxy-8,14-dimethyl-11-oxospiro[10,23-dioxabicyclo[17.3.1]tricosa-12,14,20-triene-4,2'-oxirane]-9-yl]-10-hydroxy-4-methoxy-3,5,9-trimethyl-6-oxododec-1-enyl]-N-methylformamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7033 70.33%
Caco-2 - 0.8656 86.56%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7411 74.11%
OATP2B1 inhibitior - 0.8629 86.29%
OATP1B1 inhibitior + 0.8021 80.21%
OATP1B3 inhibitior + 0.9314 93.14%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8636 86.36%
BSEP inhibitior + 0.9657 96.57%
P-glycoprotein inhibitior + 0.7732 77.32%
P-glycoprotein substrate + 0.8077 80.77%
CYP3A4 substrate + 0.7372 73.72%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8756 87.56%
CYP3A4 inhibition - 0.6600 66.00%
CYP2C9 inhibition - 0.7808 78.08%
CYP2C19 inhibition - 0.8198 81.98%
CYP2D6 inhibition - 0.9140 91.40%
CYP1A2 inhibition - 0.7798 77.98%
CYP2C8 inhibition + 0.7303 73.03%
CYP inhibitory promiscuity - 0.9525 95.25%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5208 52.08%
Eye corrosion - 0.9845 98.45%
Eye irritation - 0.9115 91.15%
Skin irritation - 0.7182 71.82%
Skin corrosion - 0.9261 92.61%
Ames mutagenesis - 0.5437 54.37%
Human Ether-a-go-go-Related Gene inhibition + 0.8072 80.72%
Micronuclear + 0.5400 54.00%
Hepatotoxicity + 0.5586 55.86%
skin sensitisation - 0.8533 85.33%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.6411 64.11%
Acute Oral Toxicity (c) III 0.5338 53.38%
Estrogen receptor binding + 0.7378 73.78%
Androgen receptor binding + 0.6972 69.72%
Thyroid receptor binding + 0.5717 57.17%
Glucocorticoid receptor binding + 0.7422 74.22%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.7827 78.27%
Honey bee toxicity - 0.6397 63.97%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.8547 85.47%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.10% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.51% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.64% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.07% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.47% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.19% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.56% 99.17%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 91.92% 91.07%
CHEMBL3401 O75469 Pregnane X receptor 91.71% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.50% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.92% 97.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.69% 97.36%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.08% 99.23%
CHEMBL2996 Q05655 Protein kinase C delta 87.72% 97.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.86% 86.33%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.15% 96.47%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 85.94% 98.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.94% 94.45%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 82.37% 89.34%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.05% 95.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.71% 96.77%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.59% 95.89%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.10% 97.21%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.52% 90.71%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.29% 96.00%

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 163188409
LOTUS LTS0025218
wikiData Q105235115