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[2-[[(3aR,4S,6E,10Z,11aR)-6-formyl-4-hydroxy-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-10-yl]methoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 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 0fd7687d-e41e-4c8d-a335-dd05569e32d3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
IUPAC Name [2-[[(3aR,4S,6E,10Z,11aR)-6-formyl-4-hydroxy-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-10-yl]methoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 2-(4-hydroxyphenyl)acetate
SMILES (Canonical) C=C1C2C(CC(=CCCC(=CC2OC1=O)COC3C(C(C(C(O3)CO)O)O)OC(=O)CC4=CC=C(C=C4)O)C=O)O
SMILES (Isomeric) C=C1[C@@H]2[C@H](C/C(=C\CC/C(=C/[C@H]2OC1=O)/COC3C(C(C(C(O3)CO)O)O)OC(=O)CC4=CC=C(C=C4)O)/C=O)O
InChI InChI=1S/C29H34O12/c1-15-24-20(33)9-17(12-30)3-2-4-18(10-21(24)39-28(15)37)14-38-29-27(26(36)25(35)22(13-31)40-29)41-23(34)11-16-5-7-19(32)8-6-16/h3,5-8,10,12,20-22,24-27,29,31-33,35-36H,1-2,4,9,11,13-14H2/b17-3+,18-10-/t20-,21+,22?,24+,25?,26?,27?,29?/m0/s1
InChI Key HTXHLEQRUIDRPP-NENSKQIUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H34O12
Molecular Weight 574.60 g/mol
Exact Mass 574.20502652 g/mol
Topological Polar Surface Area (TPSA) 189.00 Ų
XlogP 0.10
Atomic LogP (AlogP) -0.00
H-Bond Acceptor 12
H-Bond Donor 5
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [2-[[(3aR,4S,6E,10Z,11aR)-6-formyl-4-hydroxy-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-10-yl]methoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 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 + 0.6557 65.57%
Caco-2 - 0.8868 88.68%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7570 75.70%
OATP2B1 inhibitior - 0.8524 85.24%
OATP1B1 inhibitior + 0.7792 77.92%
OATP1B3 inhibitior + 0.9532 95.32%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.8202 82.02%
P-glycoprotein inhibitior + 0.6553 65.53%
P-glycoprotein substrate + 0.5126 51.26%
CYP3A4 substrate + 0.6781 67.81%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8762 87.62%
CYP3A4 inhibition - 0.7494 74.94%
CYP2C9 inhibition - 0.8921 89.21%
CYP2C19 inhibition - 0.7465 74.65%
CYP2D6 inhibition - 0.8435 84.35%
CYP1A2 inhibition - 0.7683 76.83%
CYP2C8 inhibition + 0.7140 71.40%
CYP inhibitory promiscuity - 0.8834 88.34%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6283 62.83%
Eye corrosion - 0.9866 98.66%
Eye irritation - 0.9221 92.21%
Skin irritation - 0.7755 77.55%
Skin corrosion - 0.9475 94.75%
Ames mutagenesis - 0.5691 56.91%
Human Ether-a-go-go-Related Gene inhibition - 0.4224 42.24%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.5500 55.00%
skin sensitisation - 0.8205 82.05%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.5555 55.55%
Acute Oral Toxicity (c) III 0.4907 49.07%
Estrogen receptor binding + 0.8065 80.65%
Androgen receptor binding + 0.6550 65.50%
Thyroid receptor binding - 0.5634 56.34%
Glucocorticoid receptor binding - 0.4846 48.46%
Aromatase binding + 0.5589 55.89%
PPAR gamma + 0.7331 73.31%
Honey bee toxicity - 0.6930 69.30%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9645 96.45%

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 98.66% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.48% 94.45%
CHEMBL1951 P21397 Monoamine oxidase A 96.57% 91.49%
CHEMBL4040 P28482 MAP kinase ERK2 95.65% 83.82%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.46% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.43% 96.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 91.56% 95.50%
CHEMBL2581 P07339 Cathepsin D 90.85% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.77% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.53% 97.09%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 88.37% 97.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.66% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.95% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 85.21% 94.73%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.85% 97.36%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.06% 95.83%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.86% 86.33%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 81.66% 85.00%
CHEMBL5255 O00206 Toll-like receptor 4 81.44% 92.50%
CHEMBL3891 P07384 Calpain 1 81.41% 93.04%
CHEMBL4208 P20618 Proteasome component C5 81.15% 90.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.67% 95.89%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 80.61% 95.64%

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.
Urospermum picroides

Cross-Links

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PubChem 162816839
LOTUS LTS0259771
wikiData Q105033671