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methyl (2Z)-2-[(1S,3S,7R,8Z,11R,13E,15S,17R,21R,23R,25S)-25-acetyloxy-1,11,21-trihydroxy-17-[(1R)-1-hydroxyethyl]-13-(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-19-oxo-18,27,28,29-tetraoxatetracyclo[21.3.1.13,7.111,15]nonacos-8-en-5-ylidene]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 27447a0f-3c76-4d01-aec8-7a38c00edf43
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name methyl (2Z)-2-[(1S,3S,7R,8Z,11R,13E,15S,17R,21R,23R,25S)-25-acetyloxy-1,11,21-trihydroxy-17-[(1R)-1-hydroxyethyl]-13-(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-19-oxo-18,27,28,29-tetraoxatetracyclo[21.3.1.13,7.111,15]nonacos-8-en-5-ylidene]acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C39H58O15/c1-22(40)31-18-28-13-25(15-34(44)49-8)20-38(46,53-28)36(3,4)10-9-27-11-24(14-33(43)48-7)12-30(51-27)21-39(47)37(5,6)32(50-23(2)41)19-29(54-39)16-26(42)17-35(45)52-31/h9-10,14-15,22,26-32,40,42,46-47H,11-13,16-21H2,1-8H3/b10-9-,24-14+,25-15+/t22-,26-,27+,28+,29-,30+,31-,32+,38-,39+/m1/s1
InChI Key JRQFNGIJTPIORD-KIVPYFAYSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C39H58O15
Molecular Weight 766.90 g/mol
Exact Mass 766.37757114 g/mol
Topological Polar Surface Area (TPSA) 214.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 2.85
H-Bond Acceptor 15
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2Z)-2-[(1S,3S,7R,8Z,11R,13E,15S,17R,21R,23R,25S)-25-acetyloxy-1,11,21-trihydroxy-17-[(1R)-1-hydroxyethyl]-13-(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-19-oxo-18,27,28,29-tetraoxatetracyclo[21.3.1.13,7.111,15]nonacos-8-en-5-ylidene]acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9276 92.76%
Caco-2 - 0.8490 84.90%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.6927 69.27%
OATP2B1 inhibitior - 0.8607 86.07%
OATP1B1 inhibitior + 0.8259 82.59%
OATP1B3 inhibitior + 0.8694 86.94%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9067 90.67%
P-glycoprotein inhibitior + 0.7624 76.24%
P-glycoprotein substrate + 0.7271 72.71%
CYP3A4 substrate + 0.7189 71.89%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8921 89.21%
CYP3A4 inhibition - 0.9397 93.97%
CYP2C9 inhibition - 0.9092 90.92%
CYP2C19 inhibition - 0.8827 88.27%
CYP2D6 inhibition - 0.9218 92.18%
CYP1A2 inhibition - 0.9311 93.11%
CYP2C8 inhibition + 0.6290 62.90%
CYP inhibitory promiscuity - 0.9653 96.53%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5714 57.14%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.9124 91.24%
Skin irritation - 0.6505 65.05%
Skin corrosion - 0.9373 93.73%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4315 43.15%
Micronuclear - 0.5300 53.00%
Hepatotoxicity + 0.5052 50.52%
skin sensitisation - 0.7625 76.25%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.5844 58.44%
Acute Oral Toxicity (c) III 0.3712 37.12%
Estrogen receptor binding + 0.7597 75.97%
Androgen receptor binding + 0.7119 71.19%
Thyroid receptor binding + 0.5480 54.80%
Glucocorticoid receptor binding + 0.7530 75.30%
Aromatase binding + 0.6332 63.32%
PPAR gamma + 0.7229 72.29%
Honey bee toxicity - 0.6593 65.93%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5349 53.49%
Fish aquatic toxicity + 0.8893 88.93%

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 98.85% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.51% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.30% 94.45%
CHEMBL299 P17252 Protein kinase C alpha 98.08% 98.03%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.44% 85.14%
CHEMBL2996 Q05655 Protein kinase C delta 95.52% 97.79%
CHEMBL2581 P07339 Cathepsin D 92.35% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.34% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.25% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 90.22% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.25% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.98% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.75% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.78% 95.56%
CHEMBL4208 P20618 Proteasome component C5 85.58% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.29% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.87% 92.62%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.35% 91.07%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 84.06% 92.29%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.64% 99.17%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.15% 96.90%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.54% 95.83%
CHEMBL3572 P11597 Cholesteryl ester transfer protein 80.77% 92.67%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.49% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 80.15% 94.73%

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 101594379
LOTUS LTS0177362
wikiData Q104393927