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[8-[3,4-Dihydroxy-6-(hydroxymethyl)-5-[2-(4-hydroxyphenyl)acetyl]oxyoxan-2-yl]oxy-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] 2-hydroxy-3-methylbutanoate

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 c598ad24-1629-40e7-8c0e-6b8830f42aa5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
IUPAC Name [8-[3,4-dihydroxy-6-(hydroxymethyl)-5-[2-(4-hydroxyphenyl)acetyl]oxyoxan-2-yl]oxy-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] 2-hydroxy-3-methylbutanoate
SMILES (Canonical) CC(C)C(C(=O)OC1CC(=C)C2CC(C(=C)C2C3C1C(=C)C(=O)O3)OC4C(C(C(C(O4)CO)OC(=O)CC5=CC=C(C=C5)O)O)O)O
SMILES (Isomeric) CC(C)C(C(=O)OC1CC(=C)C2CC(C(=C)C2C3C1C(=C)C(=O)O3)OC4C(C(C(C(O4)CO)OC(=O)CC5=CC=C(C=C5)O)O)O)O
InChI InChI=1S/C34H42O13/c1-14(2)27(38)33(42)43-22-10-15(3)20-12-21(16(4)25(20)31-26(22)17(5)32(41)47-31)44-34-29(40)28(39)30(23(13-35)45-34)46-24(37)11-18-6-8-19(36)9-7-18/h6-9,14,20-23,25-31,34-36,38-40H,3-5,10-13H2,1-2H3
InChI Key TXTVQBNNJGQHLN-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H42O13
Molecular Weight 658.70 g/mol
Exact Mass 658.26254139 g/mol
Topological Polar Surface Area (TPSA) 199.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 0.85
H-Bond Acceptor 13
H-Bond Donor 5
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [8-[3,4-Dihydroxy-6-(hydroxymethyl)-5-[2-(4-hydroxyphenyl)acetyl]oxyoxan-2-yl]oxy-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] 2-hydroxy-3-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8682 86.82%
Caco-2 - 0.8700 87.00%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8178 81.78%
OATP2B1 inhibitior - 0.8640 86.40%
OATP1B1 inhibitior + 0.8062 80.62%
OATP1B3 inhibitior + 0.9278 92.78%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.5762 57.62%
P-glycoprotein inhibitior + 0.6576 65.76%
P-glycoprotein substrate + 0.6681 66.81%
CYP3A4 substrate + 0.7116 71.16%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8827 88.27%
CYP3A4 inhibition + 0.5399 53.99%
CYP2C9 inhibition - 0.6677 66.77%
CYP2C19 inhibition - 0.5488 54.88%
CYP2D6 inhibition - 0.8522 85.22%
CYP1A2 inhibition - 0.8031 80.31%
CYP2C8 inhibition + 0.6508 65.08%
CYP inhibitory promiscuity - 0.5251 52.51%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5770 57.70%
Eye corrosion - 0.9854 98.54%
Eye irritation - 0.9086 90.86%
Skin irritation - 0.7592 75.92%
Skin corrosion - 0.9365 93.65%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5343 53.43%
Micronuclear - 0.5241 52.41%
Hepatotoxicity - 0.5841 58.41%
skin sensitisation - 0.7473 74.73%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.6406 64.06%
Acute Oral Toxicity (c) III 0.5196 51.96%
Estrogen receptor binding + 0.8183 81.83%
Androgen receptor binding + 0.6909 69.09%
Thyroid receptor binding + 0.5141 51.41%
Glucocorticoid receptor binding + 0.6452 64.52%
Aromatase binding + 0.6695 66.95%
PPAR gamma + 0.6654 66.54%
Honey bee toxicity - 0.6317 63.17%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.9905 99.05%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.50% 85.14%
CHEMBL2581 P07339 Cathepsin D 97.49% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.31% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.87% 96.09%
CHEMBL2996 Q05655 Protein kinase C delta 94.39% 97.79%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.66% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.04% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.50% 95.56%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 90.29% 95.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.43% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.57% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.11% 99.17%
CHEMBL5103 Q969S8 Histone deacetylase 10 86.73% 90.08%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.47% 89.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.81% 95.83%
CHEMBL3401 O75469 Pregnane X receptor 83.81% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.32% 94.00%
CHEMBL220 P22303 Acetylcholinesterase 82.90% 94.45%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 81.50% 96.37%
CHEMBL221 P23219 Cyclooxygenase-1 80.85% 90.17%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.35% 97.33%

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 stolonifera

Cross-Links

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PubChem 162917567
LOTUS LTS0163546
wikiData Q105267000