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[1,8-dimethylidene-2-oxo-8a-[(2,2,2-trichloroacetyl)carbamoyloxy]spiro[4,5a,6,7,9,9a-hexahydro-3aH-azuleno[6,5-b]furan-5,2'-oxirane]-7-yl] 2-methylpropanoate

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 23f170ed-85da-4aa6-b10f-e1f14ee42a4a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
IUPAC Name [1,8-dimethylidene-2-oxo-8a-[(2,2,2-trichloroacetyl)carbamoyloxy]spiro[4,5a,6,7,9,9a-hexahydro-3aH-azuleno[6,5-b]furan-5,2'-oxirane]-7-yl] 2-methylpropanoate
SMILES (Canonical) CC(C)C(=O)OC1CC2C3(CC4C(CC2(C1=C)OC(=O)NC(=O)C(Cl)(Cl)Cl)C(=C)C(=O)O4)CO3
SMILES (Isomeric) CC(C)C(=O)OC1CC2C3(CC4C(CC2(C1=C)OC(=O)NC(=O)C(Cl)(Cl)Cl)C(=C)C(=O)O4)CO3
InChI InChI=1S/C22H24Cl3NO8/c1-9(2)16(27)32-13-5-15-20(8-31-20)7-14-12(10(3)17(28)33-14)6-21(15,11(13)4)34-19(30)26-18(29)22(23,24)25/h9,12-15H,3-8H2,1-2H3,(H,26,29,30)
InChI Key SQVZPRNZOHXNSI-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H24Cl3NO8
Molecular Weight 536.80 g/mol
Exact Mass 535.056750 g/mol
Topological Polar Surface Area (TPSA) 121.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 3.15
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 [1,8-dimethylidene-2-oxo-8a-[(2,2,2-trichloroacetyl)carbamoyloxy]spiro[4,5a,6,7,9,9a-hexahydro-3aH-azuleno[6,5-b]furan-5,2'-oxirane]-7-yl] 2-methylpropanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9884 98.84%
Caco-2 - 0.7915 79.15%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.5785 57.85%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8601 86.01%
OATP1B3 inhibitior + 0.9341 93.41%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior - 0.5071 50.71%
P-glycoprotein inhibitior + 0.6491 64.91%
P-glycoprotein substrate + 0.5387 53.87%
CYP3A4 substrate + 0.6886 68.86%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8701 87.01%
CYP3A4 inhibition - 0.9019 90.19%
CYP2C9 inhibition - 0.7104 71.04%
CYP2C19 inhibition - 0.6327 63.27%
CYP2D6 inhibition - 0.8964 89.64%
CYP1A2 inhibition - 0.6720 67.20%
CYP2C8 inhibition + 0.5246 52.46%
CYP inhibitory promiscuity - 0.6537 65.37%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.7525 75.25%
Carcinogenicity (trinary) Non-required 0.4826 48.26%
Eye corrosion - 0.9726 97.26%
Eye irritation - 0.9138 91.38%
Skin irritation - 0.7582 75.82%
Skin corrosion - 0.9071 90.71%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7110 71.10%
Micronuclear + 0.7300 73.00%
Hepatotoxicity + 0.7500 75.00%
skin sensitisation - 0.7950 79.50%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.5667 56.67%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity + 0.9096 90.96%
Acute Oral Toxicity (c) III 0.4701 47.01%
Estrogen receptor binding + 0.7622 76.22%
Androgen receptor binding + 0.7029 70.29%
Thyroid receptor binding + 0.6448 64.48%
Glucocorticoid receptor binding + 0.7458 74.58%
Aromatase binding + 0.6649 66.49%
PPAR gamma + 0.6975 69.75%
Honey bee toxicity - 0.5668 56.68%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9939 99.39%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.52% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.47% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.40% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.76% 85.14%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 93.11% 91.24%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 91.75% 89.34%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.69% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.65% 97.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 89.39% 95.50%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 89.23% 95.71%
CHEMBL299 P17252 Protein kinase C alpha 88.54% 98.03%
CHEMBL340 P08684 Cytochrome P450 3A4 88.52% 91.19%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 87.92% 98.75%
CHEMBL2996 Q05655 Protein kinase C delta 87.29% 97.79%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.52% 92.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.01% 99.23%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 84.90% 93.03%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.23% 95.56%
CHEMBL5028 O14672 ADAM10 83.68% 97.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.66% 95.71%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.66% 96.77%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.10% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.05% 97.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.37% 91.07%
CHEMBL2581 P07339 Cathepsin D 80.21% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.06% 82.69%

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.
Arctotis hirsuta

Cross-Links

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PubChem 163042541
LOTUS LTS0164538
wikiData Q105258681