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[(3aR,4S,5R,6R,8Z,10R,11aR)-4-acetyloxy-6-hydroxy-6,10-dimethyl-3-methylidene-2,7-dioxo-3a,4,5,10,11,11a-hexahydrocyclodeca[b]furan-5-yl] (Z)-2-methylbut-2-enoate

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 79864364-c6a0-4abf-8420-414dac7be05f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
IUPAC Name [(3aR,4S,5R,6R,8Z,10R,11aR)-4-acetyloxy-6-hydroxy-6,10-dimethyl-3-methylidene-2,7-dioxo-3a,4,5,10,11,11a-hexahydrocyclodeca[b]furan-5-yl] (Z)-2-methylbut-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C22H28O8/c1-7-12(3)20(25)30-19-18(28-14(5)23)17-13(4)21(26)29-15(17)10-11(2)8-9-16(24)22(19,6)27/h7-9,11,15,17-19,27H,4,10H2,1-3,5-6H3/b9-8-,12-7-/t11-,15+,17+,18-,19+,22-/m0/s1
InChI Key SQSXFUQNHWCTLO-CWOPDIFVSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C22H28O8
Molecular Weight 420.50 g/mol
Exact Mass 420.17841785 g/mol
Topological Polar Surface Area (TPSA) 116.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 1.81
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3aR,4S,5R,6R,8Z,10R,11aR)-4-acetyloxy-6-hydroxy-6,10-dimethyl-3-methylidene-2,7-dioxo-3a,4,5,10,11,11a-hexahydrocyclodeca[b]furan-5-yl] (Z)-2-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9773 97.73%
Caco-2 + 0.5868 58.68%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.5813 58.13%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8378 83.78%
OATP1B3 inhibitior + 0.8770 87.70%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.7309 73.09%
P-glycoprotein inhibitior + 0.7467 74.67%
P-glycoprotein substrate - 0.6930 69.30%
CYP3A4 substrate + 0.6507 65.07%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9150 91.50%
CYP3A4 inhibition - 0.7157 71.57%
CYP2C9 inhibition - 0.9348 93.48%
CYP2C19 inhibition - 0.9130 91.30%
CYP2D6 inhibition - 0.9589 95.89%
CYP1A2 inhibition - 0.8045 80.45%
CYP2C8 inhibition - 0.6156 61.56%
CYP inhibitory promiscuity - 0.9352 93.52%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9043 90.43%
Carcinogenicity (trinary) Non-required 0.4138 41.38%
Eye corrosion - 0.9516 95.16%
Eye irritation - 0.9032 90.32%
Skin irritation - 0.6237 62.37%
Skin corrosion - 0.9112 91.12%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5081 50.81%
Micronuclear - 0.5400 54.00%
Hepatotoxicity + 0.8428 84.28%
skin sensitisation - 0.5977 59.77%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.5556 55.56%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity + 0.7002 70.02%
Acute Oral Toxicity (c) III 0.3571 35.71%
Estrogen receptor binding + 0.7478 74.78%
Androgen receptor binding + 0.5257 52.57%
Thyroid receptor binding + 0.5681 56.81%
Glucocorticoid receptor binding + 0.7303 73.03%
Aromatase binding - 0.5344 53.44%
PPAR gamma + 0.7230 72.30%
Honey bee toxicity - 0.6348 63.48%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9373 93.73%

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 98.60% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.51% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.03% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.49% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.94% 94.45%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 90.43% 91.07%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.07% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.94% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.13% 89.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 85.92% 89.34%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.75% 95.50%
CHEMBL2996 Q05655 Protein kinase C delta 84.45% 97.79%
CHEMBL340 P08684 Cytochrome P450 3A4 84.19% 91.19%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.14% 97.14%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.16% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.89% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.67% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.02% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 81.88% 90.17%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.14% 93.00%
CHEMBL2581 P07339 Cathepsin D 80.58% 98.95%

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.
There are no matching plants.

Cross-Links

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PubChem 163065282
LOTUS LTS0137838
wikiData Q105258533