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[(2R,3S,4S,5R,6R)-6-[[(3aS,6E,10Z,11aR)-6-formyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-10-yl]methoxy]-3,4,5-trihydroxyoxan-2-yl]methyl 2-(4-hydroxyphenyl)acetate

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 72fa46fb-e680-4df6-8872-e44b01c7e277
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
IUPAC Name [(2R,3S,4S,5R,6R)-6-[[(3aS,6E,10Z,11aR)-6-formyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-10-yl]methoxy]-3,4,5-trihydroxyoxan-2-yl]methyl 2-(4-hydroxyphenyl)acetate
SMILES (Canonical) C=C1C2CCC(=CCCC(=CC2OC1=O)COC3C(C(C(C(O3)COC(=O)CC4=CC=C(C=C4)O)O)O)O)C=O
SMILES (Isomeric) C=C1[C@@H]2CC/C(=C\CC/C(=C/[C@H]2OC1=O)/CO[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)COC(=O)CC4=CC=C(C=C4)O)O)O)O)/C=O
InChI InChI=1S/C29H34O11/c1-16-21-10-7-18(13-30)3-2-4-19(11-22(21)39-28(16)36)14-38-29-27(35)26(34)25(33)23(40-29)15-37-24(32)12-17-5-8-20(31)9-6-17/h3,5-6,8-9,11,13,21-23,25-27,29,31,33-35H,1-2,4,7,10,12,14-15H2/b18-3+,19-11-/t21-,22+,23+,25+,26-,27+,29+/m0/s1
InChI Key XYJGDDXPSUNBGS-YUZIGHDSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H34O11
Molecular Weight 558.60 g/mol
Exact Mass 558.21011190 g/mol
Topological Polar Surface Area (TPSA) 169.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 1.03
H-Bond Acceptor 11
H-Bond Donor 4
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,6R)-6-[[(3aS,6E,10Z,11aR)-6-formyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-10-yl]methoxy]-3,4,5-trihydroxyoxan-2-yl]methyl 2-(4-hydroxyphenyl)acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6461 64.61%
Caco-2 - 0.8801 88.01%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8411 84.11%
OATP2B1 inhibitior - 0.8534 85.34%
OATP1B1 inhibitior + 0.8107 81.07%
OATP1B3 inhibitior + 0.9460 94.60%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.7556 75.56%
P-glycoprotein inhibitior + 0.6447 64.47%
P-glycoprotein substrate - 0.5812 58.12%
CYP3A4 substrate + 0.6865 68.65%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8770 87.70%
CYP3A4 inhibition - 0.7961 79.61%
CYP2C9 inhibition - 0.8214 82.14%
CYP2C19 inhibition - 0.6246 62.46%
CYP2D6 inhibition - 0.8445 84.45%
CYP1A2 inhibition - 0.6892 68.92%
CYP2C8 inhibition + 0.7921 79.21%
CYP inhibitory promiscuity - 0.7931 79.31%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6022 60.22%
Eye corrosion - 0.9842 98.42%
Eye irritation - 0.9188 91.88%
Skin irritation - 0.7900 79.00%
Skin corrosion - 0.9455 94.55%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5327 53.27%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.8000 80.00%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.7815 78.15%
Acute Oral Toxicity (c) III 0.4619 46.19%
Estrogen receptor binding + 0.8286 82.86%
Androgen receptor binding + 0.6302 63.02%
Thyroid receptor binding - 0.5708 57.08%
Glucocorticoid receptor binding - 0.4814 48.14%
Aromatase binding + 0.5651 56.51%
PPAR gamma + 0.6854 68.54%
Honey bee toxicity - 0.7383 73.83%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9873 98.73%

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 98.05% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.17% 94.45%
CHEMBL2581 P07339 Cathepsin D 93.46% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.18% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.17% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.86% 95.89%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.10% 96.09%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 89.30% 97.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.98% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.50% 99.17%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.40% 95.50%
CHEMBL5957 P21589 5'-nucleotidase 84.64% 97.78%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.42% 89.00%
CHEMBL3437 Q16853 Amine oxidase, copper containing 84.19% 94.00%
CHEMBL5255 O00206 Toll-like receptor 4 82.79% 92.50%
CHEMBL1951 P21397 Monoamine oxidase A 82.72% 91.49%
CHEMBL3891 P07384 Calpain 1 82.53% 93.04%
CHEMBL2954 P25774 Cathepsin S 82.48% 95.60%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.25% 95.83%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.41% 86.33%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.24% 93.00%

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 tamagawaensis

Cross-Links

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PubChem 163190657
LOTUS LTS0063237
wikiData Q105344517