[10-(Acetyloxymethyl)-6-formyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] 2-methylpropanoate

Details

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Internal ID f2f1ec8a-122b-4917-9496-7628909d655d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
IUPAC Name [10-(acetyloxymethyl)-6-formyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] 2-methylpropanoate
SMILES (Canonical) CC(C)C(=O)OC1CC(=CCCC(=CC2C1C(=C)C(=O)O2)COC(=O)C)C=O
SMILES (Isomeric) CC(C)C(=O)OC1CC(=CCCC(=CC2C1C(=C)C(=O)O2)COC(=O)C)C=O
InChI InChI=1S/C21H26O7/c1-12(2)20(24)27-17-8-15(10-22)6-5-7-16(11-26-14(4)23)9-18-19(17)13(3)21(25)28-18/h6,9-10,12,17-19H,3,5,7-8,11H2,1-2,4H3
InChI Key DGDXEWDWVPRYPG-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H26O7
Molecular Weight 390.40 g/mol
Exact Mass 390.16785316 g/mol
Topological Polar Surface Area (TPSA) 96.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 2.45
H-Bond Acceptor 7
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [10-(Acetyloxymethyl)-6-formyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-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 + 0.9911 99.11%
Caco-2 + 0.4901 49.01%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7875 78.75%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8502 85.02%
OATP1B3 inhibitior + 0.8784 87.84%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.5528 55.28%
P-glycoprotein inhibitior + 0.6656 66.56%
P-glycoprotein substrate - 0.6361 63.61%
CYP3A4 substrate + 0.6194 61.94%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9031 90.31%
CYP3A4 inhibition - 0.8296 82.96%
CYP2C9 inhibition - 0.7449 74.49%
CYP2C19 inhibition - 0.6985 69.85%
CYP2D6 inhibition - 0.8928 89.28%
CYP1A2 inhibition + 0.5861 58.61%
CYP2C8 inhibition - 0.5610 56.10%
CYP inhibitory promiscuity - 0.7937 79.37%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.7042 70.42%
Eye corrosion - 0.9389 93.89%
Eye irritation - 0.8560 85.60%
Skin irritation - 0.6500 65.00%
Skin corrosion - 0.9416 94.16%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4254 42.54%
Micronuclear - 0.8200 82.00%
Hepatotoxicity + 0.5500 55.00%
skin sensitisation - 0.7338 73.38%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.5111 51.11%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity + 0.7317 73.17%
Acute Oral Toxicity (c) III 0.6268 62.68%
Estrogen receptor binding + 0.7351 73.51%
Androgen receptor binding + 0.5731 57.31%
Thyroid receptor binding - 0.5087 50.87%
Glucocorticoid receptor binding + 0.7689 76.89%
Aromatase binding - 0.5857 58.57%
PPAR gamma - 0.5267 52.67%
Honey bee toxicity - 0.6964 69.64%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9906 99.06%

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 98.34% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.17% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.68% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.92% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.73% 96.09%
CHEMBL2581 P07339 Cathepsin D 92.50% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 84.57% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.16% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.74% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 83.32% 91.49%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.58% 97.09%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.24% 96.47%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.48% 97.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.98% 95.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.87% 85.14%
CHEMBL5028 O14672 ADAM10 80.30% 97.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.30% 95.71%

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.
Acanthospermum hispidum

Cross-Links

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PubChem 73800266
LOTUS LTS0253237
wikiData Q104978630