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(1S,2R,5S,7R,9R,10S,14R,15S,19R)-19-[(E)-but-1-enyl]-15-[(2R,5S,6R)-5-hydroxy-6-methyloxan-2-yl]oxy-14-methyl-7-[(2R,3R,4R,5S,6S)-3,4,5-trimethoxy-6-methyloxan-2-yl]oxy-20-oxatetracyclo[10.10.0.02,10.05,9]docosa-3,11-diene-13,21-dione

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 3d1e1fde-38cc-40f4-8327-dccebc3b36b1
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (1S,2R,5S,7R,9R,10S,14R,15S,19R)-19-[(E)-but-1-enyl]-15-[(2R,5S,6R)-5-hydroxy-6-methyloxan-2-yl]oxy-14-methyl-7-[(2R,3R,4R,5S,6S)-3,4,5-trimethoxy-6-methyloxan-2-yl]oxy-20-oxatetracyclo[10.10.0.02,10.05,9]docosa-3,11-diene-13,21-dione
SMILES (Canonical) CCC=CC1CCCC(C(C(=O)C2=CC3C4CC(CC4C=CC3C2CC(=O)O1)OC5C(C(C(C(O5)C)OC)OC)OC)C)OC6CCC(C(O6)C)O
SMILES (Isomeric) CC/C=C/[C@H]1CCC[C@@H]([C@H](C(=O)C2=C[C@H]3[C@@H]4C[C@@H](C[C@H]4C=C[C@H]3[C@@H]2CC(=O)O1)O[C@H]5[C@@H]([C@@H]([C@H]([C@@H](O5)C)OC)OC)OC)C)O[C@H]6CC[C@@H]([C@H](O6)C)O
InChI InChI=1S/C41H62O11/c1-8-9-11-26-12-10-13-34(52-36-17-16-33(42)23(3)48-36)22(2)37(44)32-20-30-28(31(32)21-35(43)50-26)15-14-25-18-27(19-29(25)30)51-41-40(47-7)39(46-6)38(45-5)24(4)49-41/h9,11,14-15,20,22-31,33-34,36,38-42H,8,10,12-13,16-19,21H2,1-7H3/b11-9+/t22-,23-,24+,25-,26+,27-,28-,29-,30-,31+,33+,34+,36+,38+,39-,40-,41+/m1/s1
InChI Key KVBBLOVIQSLZSS-AVJOLEDZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H62O11
Molecular Weight 730.90 g/mol
Exact Mass 730.42921279 g/mol
Topological Polar Surface Area (TPSA) 128.00 Ų
XlogP 4.60
Atomic LogP (AlogP) 5.47
H-Bond Acceptor 11
H-Bond Donor 1
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,5S,7R,9R,10S,14R,15S,19R)-19-[(E)-but-1-enyl]-15-[(2R,5S,6R)-5-hydroxy-6-methyloxan-2-yl]oxy-14-methyl-7-[(2R,3R,4R,5S,6S)-3,4,5-trimethoxy-6-methyloxan-2-yl]oxy-20-oxatetracyclo[10.10.0.02,10.05,9]docosa-3,11-diene-13,21-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9866 98.66%
Caco-2 - 0.8282 82.82%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7755 77.55%
OATP2B1 inhibitior - 0.8588 85.88%
OATP1B1 inhibitior + 0.7876 78.76%
OATP1B3 inhibitior + 0.9143 91.43%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9867 98.67%
P-glycoprotein inhibitior + 0.7840 78.40%
P-glycoprotein substrate + 0.7248 72.48%
CYP3A4 substrate + 0.7148 71.48%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9038 90.38%
CYP3A4 inhibition - 0.7689 76.89%
CYP2C9 inhibition - 0.9229 92.29%
CYP2C19 inhibition - 0.8810 88.10%
CYP2D6 inhibition - 0.9318 93.18%
CYP1A2 inhibition - 0.9131 91.31%
CYP2C8 inhibition + 0.7134 71.34%
CYP inhibitory promiscuity - 0.9163 91.63%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6322 63.22%
Eye corrosion - 0.9871 98.71%
Eye irritation - 0.9251 92.51%
Skin irritation - 0.5765 57.65%
Skin corrosion - 0.9391 93.91%
Ames mutagenesis - 0.5524 55.24%
Human Ether-a-go-go-Related Gene inhibition + 0.7395 73.95%
Micronuclear - 0.7300 73.00%
Hepatotoxicity + 0.5427 54.27%
skin sensitisation - 0.8695 86.95%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.7848 78.48%
Acute Oral Toxicity (c) III 0.3227 32.27%
Estrogen receptor binding + 0.8248 82.48%
Androgen receptor binding + 0.6949 69.49%
Thyroid receptor binding - 0.5617 56.17%
Glucocorticoid receptor binding + 0.7092 70.92%
Aromatase binding + 0.5663 56.63%
PPAR gamma + 0.6754 67.54%
Honey bee toxicity + 0.7394 73.94%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.7400 74.00%
Fish aquatic toxicity + 0.9453 94.53%

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 97.42% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.54% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.31% 85.14%
CHEMBL2581 P07339 Cathepsin D 94.68% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.86% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.26% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.88% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.75% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.25% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.85% 99.23%
CHEMBL1902 P62942 FK506-binding protein 1A 86.81% 97.05%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.70% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.99% 99.17%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.57% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.09% 94.45%
CHEMBL1937 Q92769 Histone deacetylase 2 82.90% 94.75%
CHEMBL340 P08684 Cytochrome P450 3A4 81.38% 91.19%
CHEMBL226 P30542 Adenosine A1 receptor 81.19% 95.93%
CHEMBL3974 P25116 Proteinase-activated receptor 1 81.13% 97.78%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.15% 92.94%

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.
There are no matching plants.

Cross-Links

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PubChem 163065742
LOTUS LTS0151472
wikiData Q105146441