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[(1S,3aR,5S,6R,7S,7aR)-1-[(1S)-1-acetyloxyethyl]-4-methylidene-7-[(2S)-2-methyloxiran-2-yl]-6-[(3S)-3-methylpentanoyl]oxy-2-oxo-3,3a,5,6,7,7a-hexahydro-1H-inden-5-yl] (E,4S)-4-acetyloxy-3-methylpent-2-enoate

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 5204f329-0fff-4611-9b12-448eac0076a7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name [(1S,3aR,5S,6R,7S,7aR)-1-[(1S)-1-acetyloxyethyl]-4-methylidene-7-[(2S)-2-methyloxiran-2-yl]-6-[(3S)-3-methylpentanoyl]oxy-2-oxo-3,3a,5,6,7,7a-hexahydro-1H-inden-5-yl] (E,4S)-4-acetyloxy-3-methylpent-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C31H44O10/c1-10-15(2)11-24(35)41-30-28(31(9)14-37-31)27-22(13-23(34)26(27)19(6)39-21(8)33)17(4)29(30)40-25(36)12-16(3)18(5)38-20(7)32/h12,15,18-19,22,26-30H,4,10-11,13-14H2,1-3,5-9H3/b16-12+/t15-,18-,19-,22-,26-,27-,28-,29-,30+,31+/m0/s1
InChI Key VRHVTVGJPOIIAJ-AOTASAPVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H44O10
Molecular Weight 576.70 g/mol
Exact Mass 576.29344760 g/mol
Topological Polar Surface Area (TPSA) 135.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 3.89
H-Bond Acceptor 10
H-Bond Donor 0
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,3aR,5S,6R,7S,7aR)-1-[(1S)-1-acetyloxyethyl]-4-methylidene-7-[(2S)-2-methyloxiran-2-yl]-6-[(3S)-3-methylpentanoyl]oxy-2-oxo-3,3a,5,6,7,7a-hexahydro-1H-inden-5-yl] (E,4S)-4-acetyloxy-3-methylpent-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9928 99.28%
Caco-2 - 0.7825 78.25%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.5864 58.64%
OATP2B1 inhibitior - 0.7102 71.02%
OATP1B1 inhibitior + 0.8101 81.01%
OATP1B3 inhibitior + 0.9052 90.52%
MATE1 inhibitior - 0.6400 64.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9204 92.04%
P-glycoprotein inhibitior + 0.8329 83.29%
P-glycoprotein substrate + 0.6387 63.87%
CYP3A4 substrate + 0.6891 68.91%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8961 89.61%
CYP3A4 inhibition - 0.6180 61.80%
CYP2C9 inhibition - 0.7735 77.35%
CYP2C19 inhibition - 0.7191 71.91%
CYP2D6 inhibition - 0.9497 94.97%
CYP1A2 inhibition - 0.7069 70.69%
CYP2C8 inhibition + 0.6207 62.07%
CYP inhibitory promiscuity - 0.6279 62.79%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5818 58.18%
Eye corrosion - 0.9781 97.81%
Eye irritation - 0.8958 89.58%
Skin irritation - 0.6260 62.60%
Skin corrosion - 0.9302 93.02%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6412 64.12%
Micronuclear - 0.5100 51.00%
Hepatotoxicity + 0.5365 53.65%
skin sensitisation - 0.6522 65.22%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.6444 64.44%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity + 0.7322 73.22%
Acute Oral Toxicity (c) III 0.5368 53.68%
Estrogen receptor binding + 0.7486 74.86%
Androgen receptor binding + 0.7012 70.12%
Thyroid receptor binding + 0.5208 52.08%
Glucocorticoid receptor binding + 0.8022 80.22%
Aromatase binding + 0.6988 69.88%
PPAR gamma + 0.6971 69.71%
Honey bee toxicity - 0.6894 68.94%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9900 99.00%

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
CHEMBL2581 P07339 Cathepsin D 98.05% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.81% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.19% 91.11%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 97.06% 97.21%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.10% 96.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 94.75% 96.95%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 92.96% 89.34%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.54% 96.77%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.29% 97.25%
CHEMBL2413 P32246 C-C chemokine receptor type 1 90.10% 89.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.72% 99.17%
CHEMBL340 P08684 Cytochrome P450 3A4 85.46% 91.19%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.30% 95.71%
CHEMBL3922 P50579 Methionine aminopeptidase 2 85.00% 97.28%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.41% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.31% 89.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.98% 96.47%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.85% 95.56%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 83.60% 82.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.36% 95.89%
CHEMBL3776 Q14790 Caspase-8 81.92% 97.06%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.49% 86.33%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 81.25% 97.47%
CHEMBL5255 O00206 Toll-like receptor 4 80.92% 92.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.53% 93.56%

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.
Ligularia narynensis

Cross-Links

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PubChem 163189328
LOTUS LTS0206307
wikiData Q105291794