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[(3aR,4R,6aR,8S,9aR,9bR)-3,6,9-trimethylidene-2-oxo-8-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[2-(4-hydroxyphenyl)acetyl]oxymethyl]oxan-2-yl]oxy-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] (2R,3S)-2-hydroxy-3-methylpentanoate

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 266c2b57-0c89-4bff-bb9c-c4f65858dcef
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
IUPAC Name [(3aR,4R,6aR,8S,9aR,9bR)-3,6,9-trimethylidene-2-oxo-8-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[2-(4-hydroxyphenyl)acetyl]oxymethyl]oxan-2-yl]oxy-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] (2R,3S)-2-hydroxy-3-methylpentanoate
SMILES (Canonical) CCC(C)C(C(=O)OC1CC(=C)C2CC(C(=C)C2C3C1C(=C)C(=O)O3)OC4C(C(C(C(O4)COC(=O)CC5=CC=C(C=C5)O)O)O)O)O
SMILES (Isomeric) CC[C@H](C)[C@H](C(=O)O[C@@H]1CC(=C)[C@@H]2C[C@@H](C(=C)[C@@H]2[C@@H]3[C@@H]1C(=C)C(=O)O3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)COC(=O)CC5=CC=C(C=C5)O)O)O)O)O
InChI InChI=1S/C35H44O13/c1-6-15(2)28(38)34(43)45-23-11-16(3)21-13-22(17(4)26(21)32-27(23)18(5)33(42)48-32)46-35-31(41)30(40)29(39)24(47-35)14-44-25(37)12-19-7-9-20(36)10-8-19/h7-10,15,21-24,26-32,35-36,38-41H,3-6,11-14H2,1-2H3/t15-,21-,22-,23+,24+,26-,27+,28+,29+,30-,31+,32+,35+/m0/s1
InChI Key KAQPATNEOPHOGD-DEXPJMJCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H44O13
Molecular Weight 672.70 g/mol
Exact Mass 672.27819145 g/mol
Topological Polar Surface Area (TPSA) 199.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 1.24
H-Bond Acceptor 13
H-Bond Donor 5
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3aR,4R,6aR,8S,9aR,9bR)-3,6,9-trimethylidene-2-oxo-8-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[2-(4-hydroxyphenyl)acetyl]oxymethyl]oxan-2-yl]oxy-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] (2R,3S)-2-hydroxy-3-methylpentanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8703 87.03%
Caco-2 - 0.8752 87.52%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7265 72.65%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7909 79.09%
OATP1B3 inhibitior + 0.9468 94.68%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.7775 77.75%
P-glycoprotein inhibitior + 0.6585 65.85%
P-glycoprotein substrate + 0.6598 65.98%
CYP3A4 substrate + 0.7097 70.97%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8840 88.40%
CYP3A4 inhibition + 0.5437 54.37%
CYP2C9 inhibition - 0.6844 68.44%
CYP2C19 inhibition - 0.5576 55.76%
CYP2D6 inhibition - 0.8940 89.40%
CYP1A2 inhibition - 0.7818 78.18%
CYP2C8 inhibition + 0.7185 71.85%
CYP inhibitory promiscuity - 0.5467 54.67%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5924 59.24%
Eye corrosion - 0.9869 98.69%
Eye irritation - 0.9114 91.14%
Skin irritation - 0.7430 74.30%
Skin corrosion - 0.9359 93.59%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4593 45.93%
Micronuclear + 0.5100 51.00%
Hepatotoxicity - 0.6018 60.18%
skin sensitisation - 0.7878 78.78%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.8633 86.33%
Acute Oral Toxicity (c) III 0.5541 55.41%
Estrogen receptor binding + 0.8457 84.57%
Androgen receptor binding + 0.6654 66.54%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.6540 65.40%
Aromatase binding + 0.6755 67.55%
PPAR gamma + 0.6886 68.86%
Honey bee toxicity - 0.6585 65.85%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9969 99.69%

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 98.36% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.33% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.63% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.18% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 91.84% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.32% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.21% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.19% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.50% 97.09%
CHEMBL220 P22303 Acetylcholinesterase 88.37% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.29% 95.56%
CHEMBL2996 Q05655 Protein kinase C delta 87.85% 97.79%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.69% 95.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.43% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.15% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.93% 99.17%
CHEMBL2535 P11166 Glucose transporter 86.64% 98.75%
CHEMBL3401 O75469 Pregnane X receptor 85.76% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.78% 89.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.53% 90.71%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.97% 90.08%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 81.25% 95.64%
CHEMBL2514 O95665 Neurotensin receptor 2 80.87% 100.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.65% 96.95%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.49% 82.50%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 80.02% 96.37%

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 japonica
Ixeris stolonifera

Cross-Links

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PubChem 163091515
LOTUS LTS0005643
wikiData Q105137960