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(1S,3S,4R,5R,6R,7S)-1-[(E,4R,5S)-4-acetyloxy-5-methyl-8-phenyloct-7-enyl]-4,7-dihydroxy-6-(9-phenylnonanoyloxy)-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylic acid

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 e14d8b57-ea7f-40c1-914d-87eca57cd434
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
IUPAC Name (1S,3S,4R,5R,6R,7S)-1-[(E,4R,5S)-4-acetyloxy-5-methyl-8-phenyloct-7-enyl]-4,7-dihydroxy-6-(9-phenylnonanoyloxy)-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylic acid
SMILES (Canonical) CC(CC=CC1=CC=CC=C1)C(CCCC23C(C(C(O2)(C(C(O3)C(=O)O)(C(=O)O)O)C(=O)O)OC(=O)CCCCCCCCC4=CC=CC=C4)O)OC(=O)C
SMILES (Isomeric) C[C@@H](C/C=C/C1=CC=CC=C1)[C@@H](CCC[C@@]23[C@H]([C@H]([C@@](O2)([C@]([C@H](O3)C(=O)O)(C(=O)O)O)C(=O)O)OC(=O)CCCCCCCCC4=CC=CC=C4)O)OC(=O)C
InChI InChI=1S/C41H52O14/c1-27(17-15-23-30-21-12-8-13-22-30)31(52-28(2)42)24-16-26-39-33(44)34(41(55-39,38(49)50)40(51,37(47)48)35(54-39)36(45)46)53-32(43)25-14-6-4-3-5-9-18-29-19-10-7-11-20-29/h7-8,10-13,15,19-23,27,31,33-35,44,51H,3-6,9,14,16-18,24-26H2,1-2H3,(H,45,46)(H,47,48)(H,49,50)/b23-15+/t27-,31+,33-,34+,35+,39-,40-,41-/m0/s1
InChI Key OIONUHQXBWQMKU-AQDBSNEUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H52O14
Molecular Weight 768.80 g/mol
Exact Mass 768.33570633 g/mol
Topological Polar Surface Area (TPSA) 223.00 Ų
XlogP 6.60
Atomic LogP (AlogP) 4.92
H-Bond Acceptor 11
H-Bond Donor 5
Rotatable Bonds 22

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,3S,4R,5R,6R,7S)-1-[(E,4R,5S)-4-acetyloxy-5-methyl-8-phenyloct-7-enyl]-4,7-dihydroxy-6-(9-phenylnonanoyloxy)-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6112 61.12%
Caco-2 - 0.8616 86.16%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.7937 79.37%
OATP2B1 inhibitior - 0.8591 85.91%
OATP1B1 inhibitior + 0.8205 82.05%
OATP1B3 inhibitior - 0.2265 22.65%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9493 94.93%
P-glycoprotein inhibitior + 0.7519 75.19%
P-glycoprotein substrate + 0.7279 72.79%
CYP3A4 substrate + 0.6982 69.82%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8832 88.32%
CYP3A4 inhibition - 0.8293 82.93%
CYP2C9 inhibition - 0.8483 84.83%
CYP2C19 inhibition - 0.8216 82.16%
CYP2D6 inhibition - 0.9344 93.44%
CYP1A2 inhibition - 0.8612 86.12%
CYP2C8 inhibition + 0.7377 73.77%
CYP inhibitory promiscuity - 0.9292 92.92%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6280 62.80%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9109 91.09%
Skin irritation - 0.6585 65.85%
Skin corrosion - 0.9130 91.30%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3766 37.66%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.8876 88.76%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.7560 75.60%
Acute Oral Toxicity (c) I 0.4937 49.37%
Estrogen receptor binding + 0.8470 84.70%
Androgen receptor binding + 0.7508 75.08%
Thyroid receptor binding + 0.5275 52.75%
Glucocorticoid receptor binding + 0.7134 71.34%
Aromatase binding + 0.5654 56.54%
PPAR gamma + 0.7042 70.42%
Honey bee toxicity - 0.7085 70.85%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5045 50.45%
Fish aquatic toxicity + 0.9965 99.65%

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 98.75% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.72% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.92% 98.95%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 97.85% 94.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.71% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.02% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 93.57% 96.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 93.30% 94.08%
CHEMBL221 P23219 Cyclooxygenase-1 90.87% 90.17%
CHEMBL3401 O75469 Pregnane X receptor 90.11% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.85% 95.56%
CHEMBL5939 Q9NZ08 Endoplasmic reticulum aminopeptidase 1 87.99% 100.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.14% 95.50%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 86.11% 91.71%
CHEMBL5028 O14672 ADAM10 84.92% 97.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.05% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.75% 93.56%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 83.36% 95.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.25% 100.00%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 82.04% 97.29%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.32% 89.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.78% 100.00%

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 163053432
LOTUS LTS0182193
wikiData Q105192645