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[(E,3R,4R,5R,9S,10S,11S)-1-[formyl(methyl)amino]-10-hydroxy-3,5,9-trimethyl-6-oxo-11-[(1S,3S,4S,5S,7R,8S,9R,12E,14E,17S,19R)-3,5,7,17-tetramethoxy-8,14-dimethyl-11-oxospiro[10,23-dioxabicyclo[17.3.1]tricosa-12,14,20-triene-4,2'-oxirane]-9-yl]dodec-1-en-4-yl] acetate

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 0352f452-4b3f-4257-9bcb-85df46a70cf2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(E,3R,4R,5R,9S,10S,11S)-1-[formyl(methyl)amino]-10-hydroxy-3,5,9-trimethyl-6-oxo-11-[(1S,3S,4S,5S,7R,8S,9R,12E,14E,17S,19R)-3,5,7,17-tetramethoxy-8,14-dimethyl-11-oxospiro[10,23-dioxabicyclo[17.3.1]tricosa-12,14,20-triene-4,2'-oxirane]-9-yl]dodec-1-en-4-yl] acetate
SMILES (Canonical) CC1C(CC(C2(CO2)C(CC3CC=CC(O3)CC(CC=C(C=CC(=O)OC1C(C)C(C(C)CCC(=O)C(C)C(C(C)C=CN(C)C=O)OC(=O)C)O)C)OC)OC)OC)OC
SMILES (Isomeric) C[C@H]1[C@@H](C[C@@H]([C@]2(CO2)[C@H](C[C@@H]3CC=C[C@H](O3)C[C@H](C/C=C(/C=C/C(=O)O[C@@H]1[C@@H](C)[C@H]([C@@H](C)CCC(=O)[C@H](C)[C@@H]([C@H](C)/C=C/N(C)C=O)OC(=O)C)O)\C)OC)OC)OC)OC
InChI InChI=1S/C47H75NO13/c1-29-16-19-36(54-9)24-37-14-13-15-38(60-37)25-41(56-11)47(27-58-47)42(57-12)26-40(55-10)33(5)46(61-43(52)21-17-29)34(6)44(53)30(2)18-20-39(51)32(4)45(59-35(7)50)31(3)22-23-48(8)28-49/h13-14,16-17,21-23,28,30-34,36-38,40-42,44-46,53H,15,18-20,24-27H2,1-12H3/b21-17+,23-22+,29-16+/t30-,31+,32-,33-,34-,36-,37-,38-,40+,41-,42-,44-,45+,46-,47-/m0/s1
InChI Key IAGFSHQIORKUKX-ZZKPJCGTSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C47H75NO13
Molecular Weight 862.10 g/mol
Exact Mass 861.52384145 g/mol
Topological Polar Surface Area (TPSA) 169.00 Ų
XlogP 5.00
Atomic LogP (AlogP) 5.94
H-Bond Acceptor 13
H-Bond Donor 1
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(E,3R,4R,5R,9S,10S,11S)-1-[formyl(methyl)amino]-10-hydroxy-3,5,9-trimethyl-6-oxo-11-[(1S,3S,4S,5S,7R,8S,9R,12E,14E,17S,19R)-3,5,7,17-tetramethoxy-8,14-dimethyl-11-oxospiro[10,23-dioxabicyclo[17.3.1]tricosa-12,14,20-triene-4,2'-oxirane]-9-yl]dodec-1-en-4-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7153 71.53%
Caco-2 - 0.8599 85.99%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7679 76.79%
OATP2B1 inhibitior - 0.7227 72.27%
OATP1B1 inhibitior + 0.8119 81.19%
OATP1B3 inhibitior + 0.9222 92.22%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7386 73.86%
BSEP inhibitior + 0.9828 98.28%
P-glycoprotein inhibitior + 0.7924 79.24%
P-glycoprotein substrate + 0.8046 80.46%
CYP3A4 substrate + 0.7404 74.04%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8812 88.12%
CYP3A4 inhibition - 0.7536 75.36%
CYP2C9 inhibition - 0.7837 78.37%
CYP2C19 inhibition - 0.8103 81.03%
CYP2D6 inhibition - 0.9168 91.68%
CYP1A2 inhibition - 0.7545 75.45%
CYP2C8 inhibition + 0.7456 74.56%
CYP inhibitory promiscuity - 0.9287 92.87%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5467 54.67%
Eye corrosion - 0.9837 98.37%
Eye irritation - 0.9108 91.08%
Skin irritation - 0.7250 72.50%
Skin corrosion - 0.9238 92.38%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8451 84.51%
Micronuclear + 0.5500 55.00%
Hepatotoxicity + 0.5657 56.57%
skin sensitisation - 0.8475 84.75%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.6527 65.27%
Acute Oral Toxicity (c) III 0.5644 56.44%
Estrogen receptor binding + 0.7683 76.83%
Androgen receptor binding + 0.7028 70.28%
Thyroid receptor binding + 0.5711 57.11%
Glucocorticoid receptor binding + 0.7844 78.44%
Aromatase binding - 0.5069 50.69%
PPAR gamma + 0.7967 79.67%
Honey bee toxicity - 0.6459 64.59%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.8881 88.81%

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 98.08% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.66% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.75% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.14% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.90% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.26% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.67% 99.17%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 92.41% 91.07%
CHEMBL3401 O75469 Pregnane X receptor 91.65% 94.73%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 90.43% 98.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.05% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.00% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.74% 99.23%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 88.80% 96.47%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.60% 94.45%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.81% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.64% 86.33%
CHEMBL255 P29275 Adenosine A2b receptor 82.42% 98.59%
CHEMBL5028 O14672 ADAM10 80.87% 97.50%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.77% 90.08%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.61% 95.89%

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 163193030
LOTUS LTS0100959
wikiData Q105110695