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[5a-methyl-3-methylidene-2-oxo-9-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-4,5,6,7,8,9,9a,9b-octahydro-3aH-benzo[g][1]benzofuran-6-yl] 2-hydroxy-3-(4-hydroxyphenyl)propanoate

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 8c661d51-4bfd-4d07-bb7a-bad63f6f096f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
IUPAC Name [5a-methyl-3-methylidene-2-oxo-9-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-4,5,6,7,8,9,9a,9b-octahydro-3aH-benzo[g][1]benzofuran-6-yl] 2-hydroxy-3-(4-hydroxyphenyl)propanoate
SMILES (Canonical) CC12CCC3C(C1C(CCC2OC(=O)C(CC4=CC=C(C=C4)O)O)COC5C(C(C(C(O5)CO)O)O)O)OC(=O)C3=C
SMILES (Isomeric) CC12CCC3C(C1C(CCC2OC(=O)C(CC4=CC=C(C=C4)O)O)COC5C(C(C(C(O5)CO)O)O)O)OC(=O)C3=C
InChI InChI=1S/C30H40O12/c1-14-18-9-10-30(2)21(41-28(38)19(33)11-15-3-6-17(32)7-4-15)8-5-16(22(30)26(18)42-27(14)37)13-39-29-25(36)24(35)23(34)20(12-31)40-29/h3-4,6-7,16,18-26,29,31-36H,1,5,8-13H2,2H3
InChI Key YQSLXBBQBWWTOW-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H40O12
Molecular Weight 592.60 g/mol
Exact Mass 592.25197671 g/mol
Topological Polar Surface Area (TPSA) 192.00 Ų
XlogP 1.40
Atomic LogP (AlogP) -0.05
H-Bond Acceptor 12
H-Bond Donor 6
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [5a-methyl-3-methylidene-2-oxo-9-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-4,5,6,7,8,9,9a,9b-octahydro-3aH-benzo[g][1]benzofuran-6-yl] 2-hydroxy-3-(4-hydroxyphenyl)propanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8292 82.92%
Caco-2 - 0.8713 87.13%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8000 80.00%
OATP2B1 inhibitior - 0.8631 86.31%
OATP1B1 inhibitior + 0.8014 80.14%
OATP1B3 inhibitior + 0.9288 92.88%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7521 75.21%
BSEP inhibitior + 0.7979 79.79%
P-glycoprotein inhibitior - 0.4605 46.05%
P-glycoprotein substrate - 0.5648 56.48%
CYP3A4 substrate + 0.7302 73.02%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8769 87.69%
CYP3A4 inhibition - 0.7490 74.90%
CYP2C9 inhibition - 0.8612 86.12%
CYP2C19 inhibition - 0.8064 80.64%
CYP2D6 inhibition - 0.9080 90.80%
CYP1A2 inhibition - 0.8069 80.69%
CYP2C8 inhibition + 0.7632 76.32%
CYP inhibitory promiscuity - 0.9087 90.87%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5390 53.90%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9311 93.11%
Skin irritation - 0.6071 60.71%
Skin corrosion - 0.9360 93.60%
Ames mutagenesis - 0.7654 76.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8056 80.56%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.7726 77.26%
skin sensitisation - 0.8766 87.66%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.7965 79.65%
Acute Oral Toxicity (c) I 0.5207 52.07%
Estrogen receptor binding + 0.8242 82.42%
Androgen receptor binding + 0.7328 73.28%
Thyroid receptor binding - 0.5731 57.31%
Glucocorticoid receptor binding - 0.4801 48.01%
Aromatase binding + 0.6191 61.91%
PPAR gamma + 0.6671 66.71%
Honey bee toxicity - 0.6841 68.41%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6650 66.50%
Fish aquatic toxicity + 0.9919 99.19%

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 98.89% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.05% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.00% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.35% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.21% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.39% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.24% 85.14%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.78% 96.61%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.09% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.79% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.71% 94.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.30% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.21% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.80% 89.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 86.13% 94.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.56% 99.17%
CHEMBL268 P43235 Cathepsin K 84.26% 96.85%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 84.15% 95.83%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 81.78% 96.37%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.54% 95.50%
CHEMBL5255 O00206 Toll-like receptor 4 81.04% 92.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.64% 97.14%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 80.62% 94.97%

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.
Ixeris repens

Cross-Links

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PubChem 14733684
LOTUS LTS0106654
wikiData Q105352560