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[(3aR,4R,5R,6R,8R,10R,11R,11aS)-5,8,10-trihydroxy-6,10-dimethyl-4-[(Z)-2-methylbut-2-enoyl]oxy-3-methylidene-2,9-dioxo-3a,4,5,6,7,8,11,11a-octahydrocyclodeca[b]furan-11-yl] (2R)-2-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 51e33cee-ae52-4c6c-8b26-6aea6642062f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
IUPAC Name [(3aR,4R,5R,6R,8R,10R,11R,11aS)-5,8,10-trihydroxy-6,10-dimethyl-4-[(Z)-2-methylbut-2-enoyl]oxy-3-methylidene-2,9-dioxo-3a,4,5,6,7,8,11,11a-octahydrocyclodeca[b]furan-11-yl] (2R)-2-methylbutanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C25H36O10/c1-8-11(3)22(29)33-18-16-14(6)24(31)34-19(16)21(35-23(30)12(4)9-2)25(7,32)20(28)15(26)10-13(5)17(18)27/h8,12-13,15-19,21,26-27,32H,6,9-10H2,1-5,7H3/b11-8-/t12-,13-,15-,16-,17-,18-,19+,21-,25+/m1/s1
InChI Key ULXQAMXKOZPNAA-ZJCOAAJJSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C25H36O10
Molecular Weight 496.50 g/mol
Exact Mass 496.23084734 g/mol
Topological Polar Surface Area (TPSA) 157.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 1.00
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3aR,4R,5R,6R,8R,10R,11R,11aS)-5,8,10-trihydroxy-6,10-dimethyl-4-[(Z)-2-methylbut-2-enoyl]oxy-3-methylidene-2,9-dioxo-3a,4,5,6,7,8,11,11a-octahydrocyclodeca[b]furan-11-yl] (2R)-2-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9469 94.69%
Caco-2 - 0.7465 74.65%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.4437 44.37%
OATP2B1 inhibitior - 0.8596 85.96%
OATP1B1 inhibitior + 0.8322 83.22%
OATP1B3 inhibitior + 0.9091 90.91%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.4833 48.33%
P-glycoprotein inhibitior + 0.6911 69.11%
P-glycoprotein substrate + 0.5142 51.42%
CYP3A4 substrate + 0.6521 65.21%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9068 90.68%
CYP3A4 inhibition + 0.5363 53.63%
CYP2C9 inhibition - 0.7649 76.49%
CYP2C19 inhibition - 0.7567 75.67%
CYP2D6 inhibition - 0.9393 93.93%
CYP1A2 inhibition - 0.8140 81.40%
CYP2C8 inhibition - 0.6562 65.62%
CYP inhibitory promiscuity - 0.7793 77.93%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4920 49.20%
Eye corrosion - 0.9823 98.23%
Eye irritation - 0.9160 91.60%
Skin irritation - 0.5796 57.96%
Skin corrosion - 0.9024 90.24%
Ames mutagenesis - 0.5818 58.18%
Human Ether-a-go-go-Related Gene inhibition - 0.6900 69.00%
Micronuclear - 0.6000 60.00%
Hepatotoxicity + 0.6908 69.08%
skin sensitisation - 0.7478 74.78%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.6461 64.61%
Acute Oral Toxicity (c) III 0.4063 40.63%
Estrogen receptor binding + 0.7417 74.17%
Androgen receptor binding + 0.6248 62.48%
Thyroid receptor binding + 0.5206 52.06%
Glucocorticoid receptor binding + 0.6921 69.21%
Aromatase binding + 0.5988 59.88%
PPAR gamma + 0.6473 64.73%
Honey bee toxicity - 0.5906 59.06%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9422 94.22%

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
CHEMBL221 P23219 Cyclooxygenase-1 99.12% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.49% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.25% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.61% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.20% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.13% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.05% 89.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 89.84% 89.34%
CHEMBL2996 Q05655 Protein kinase C delta 89.66% 97.79%
CHEMBL340 P08684 Cytochrome P450 3A4 88.48% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.78% 97.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.20% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.23% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.07% 99.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.76% 91.07%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.51% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.19% 86.33%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 83.94% 98.75%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.90% 96.47%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.59% 93.56%
CHEMBL2413 P32246 C-C chemokine receptor type 1 83.04% 89.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.91% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.44% 94.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.07% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.01% 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.
Inula cappa

Cross-Links

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PubChem 163023993
LOTUS LTS0128113
wikiData Q105275412