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[(1S,2R,13S,14R,24S)-9,19-dihydroxy-13-methoxy-11,17-dimethyl-3,7,15,21-tetraoxo-6,22-dioxaheptacyclo[12.9.1.11,16.14,8.02,13.012,26.020,25]hexacosa-4,8,10,12(26),16(25),17,19-heptaen-24-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 f519438e-1d29-432f-8035-8ae2ef4d3028
Taxonomy Phenylpropanoids and polyketides > Isocoumarins and derivatives
IUPAC Name [(1S,2R,13S,14R,24S)-9,19-dihydroxy-13-methoxy-11,17-dimethyl-3,7,15,21-tetraoxo-6,22-dioxaheptacyclo[12.9.1.11,16.14,8.02,13.012,26.020,25]hexacosa-4,8,10,12(26),16(25),17,19-heptaen-24-yl] acetate
SMILES (Canonical) CC1=CC(=C2C3=C1C(=O)C4C(C3(COC2=O)C5C4(C6=C7C(=COC(=O)C7=C(C=C6C)O)C5=O)OC)OC(=O)C)O
SMILES (Isomeric) CC1=CC(=C2C3=C1C(=O)[C@@H]4[C@@H]([C@@]3(COC2=O)[C@@H]5[C@]4(C6=C7C(=COC(=O)C7=C(C=C6C)O)C5=O)OC)OC(=O)C)O
InChI InChI=1S/C29H22O11/c1-9-5-14(32)18-20-15(9)23(34)21-25(40-11(3)30)28(20,8-39-27(18)36)24-22(33)12-7-38-26(35)17-13(31)6-10(2)19(16(12)17)29(21,24)37-4/h5-7,21,24-25,31-32H,8H2,1-4H3/t21-,24-,25+,28-,29-/m1/s1
InChI Key WBQDAYWQELBEPU-UWFIUXRYSA-N
Popularity 7 references in papers

Physical and Chemical Properties

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Molecular Formula C29H22O11
Molecular Weight 546.50 g/mol
Exact Mass 546.11621151 g/mol
Topological Polar Surface Area (TPSA) 163.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 2.34
H-Bond Acceptor 11
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,13S,14R,24S)-9,19-dihydroxy-13-methoxy-11,17-dimethyl-3,7,15,21-tetraoxo-6,22-dioxaheptacyclo[12.9.1.11,16.14,8.02,13.012,26.020,25]hexacosa-4,8,10,12(26),16(25),17,19-heptaen-24-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 + 0.9454 94.54%
Caco-2 - 0.7413 74.13%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7586 75.86%
OATP2B1 inhibitior - 0.8571 85.71%
OATP1B1 inhibitior + 0.8832 88.32%
OATP1B3 inhibitior + 0.8617 86.17%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.6869 68.69%
P-glycoprotein inhibitior + 0.7302 73.02%
P-glycoprotein substrate + 0.5230 52.30%
CYP3A4 substrate + 0.6899 68.99%
CYP2C9 substrate + 0.8262 82.62%
CYP2D6 substrate - 0.8758 87.58%
CYP3A4 inhibition - 0.8278 82.78%
CYP2C9 inhibition - 0.6989 69.89%
CYP2C19 inhibition - 0.6822 68.22%
CYP2D6 inhibition - 0.8684 86.84%
CYP1A2 inhibition - 0.7858 78.58%
CYP2C8 inhibition + 0.7110 71.10%
CYP inhibitory promiscuity - 0.7928 79.28%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9413 94.13%
Carcinogenicity (trinary) Non-required 0.6009 60.09%
Eye corrosion - 0.9833 98.33%
Eye irritation - 0.8293 82.93%
Skin irritation - 0.8157 81.57%
Skin corrosion - 0.9641 96.41%
Ames mutagenesis + 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4508 45.08%
Micronuclear + 0.7074 70.74%
Hepatotoxicity + 0.6500 65.00%
skin sensitisation - 0.8945 89.45%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity + 0.4733 47.33%
Acute Oral Toxicity (c) III 0.4018 40.18%
Estrogen receptor binding + 0.7293 72.93%
Androgen receptor binding + 0.7503 75.03%
Thyroid receptor binding - 0.5292 52.92%
Glucocorticoid receptor binding + 0.7750 77.50%
Aromatase binding + 0.5965 59.65%
PPAR gamma + 0.7058 70.58%
Honey bee toxicity - 0.7132 71.32%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9253 92.53%

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 99.53% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.32% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.97% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 93.91% 99.15%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.63% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.46% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.38% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.02% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 89.98% 94.73%
CHEMBL340 P08684 Cytochrome P450 3A4 89.09% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.43% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.01% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.60% 94.45%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 85.25% 94.42%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 84.61% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.91% 85.14%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 83.72% 93.65%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 83.68% 94.80%
CHEMBL2535 P11166 Glucose transporter 82.70% 98.75%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.14% 96.09%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.65% 96.21%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.65% 97.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.86% 95.50%
CHEMBL4530 P00488 Coagulation factor XIII 80.10% 96.00%

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 101981631
LOTUS LTS0111226
wikiData Q105300929