(5-Acetyloxy-6-formyl-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl) 2-methylbut-2-enoate

Details

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Internal ID 6fc4d7ca-2e06-4b5c-a428-046dbf7b9040
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
IUPAC Name (5-acetyloxy-6-formyl-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl) 2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1C2C(C=C(CCC=C(C1OC(=O)C)C=O)C)OC(=O)C2=C
SMILES (Isomeric) CC=C(C)C(=O)OC1C2C(C=C(CCC=C(C1OC(=O)C)C=O)C)OC(=O)C2=C
InChI InChI=1S/C22H26O7/c1-6-13(3)21(25)29-20-18-14(4)22(26)28-17(18)10-12(2)8-7-9-16(11-23)19(20)27-15(5)24/h6,9-11,17-20H,4,7-8H2,1-3,5H3
InChI Key YFYAHIOUWILWAT-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H26O7
Molecular Weight 402.40 g/mol
Exact Mass 402.16785316 g/mol
Topological Polar Surface Area (TPSA) 96.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 2.76
H-Bond Acceptor 7
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5-Acetyloxy-6-formyl-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl) 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 + 0.9880 98.80%
Caco-2 + 0.6761 67.61%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.5184 51.84%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8649 86.49%
OATP1B3 inhibitior + 0.8905 89.05%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8517 85.17%
P-glycoprotein inhibitior + 0.7974 79.74%
P-glycoprotein substrate - 0.6662 66.62%
CYP3A4 substrate + 0.6145 61.45%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9031 90.31%
CYP3A4 inhibition - 0.7585 75.85%
CYP2C9 inhibition - 0.8931 89.31%
CYP2C19 inhibition - 0.7722 77.22%
CYP2D6 inhibition - 0.9248 92.48%
CYP1A2 inhibition + 0.7229 72.29%
CYP2C8 inhibition - 0.6838 68.38%
CYP inhibitory promiscuity - 0.8322 83.22%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5535 55.35%
Eye corrosion - 0.9140 91.40%
Eye irritation - 0.8475 84.75%
Skin irritation - 0.5969 59.69%
Skin corrosion - 0.9138 91.38%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6771 67.71%
Micronuclear - 0.7900 79.00%
Hepatotoxicity + 0.5972 59.72%
skin sensitisation - 0.6947 69.47%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity - 0.5444 54.44%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.6711 67.11%
Acute Oral Toxicity (c) IV 0.4286 42.86%
Estrogen receptor binding + 0.6303 63.03%
Androgen receptor binding - 0.5000 50.00%
Thyroid receptor binding - 0.5463 54.63%
Glucocorticoid receptor binding + 0.7058 70.58%
Aromatase binding - 0.6851 68.51%
PPAR gamma + 0.6504 65.04%
Honey bee toxicity - 0.6982 69.82%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9818 98.18%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.97% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.30% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.44% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.11% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 88.06% 94.73%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.68% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.23% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.22% 96.09%
CHEMBL2581 P07339 Cathepsin D 82.60% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.09% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.02% 100.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.96% 95.50%
CHEMBL4208 P20618 Proteasome component C5 80.07% 90.00%

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.
Clibadium eggersii
Smallanthus fruticosus

Cross-Links

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PubChem 162866274
LOTUS LTS0274104
wikiData Q105347902