[(1S)-1-[(3aR,6S,7R,8aR)-5,7-dimethyl-3-methylidene-2-oxo-6,7,8,8a-tetrahydro-3aH-cyclohepta[b]furan-6-yl]-3-acetyloxypropyl] (Z)-2-methylbut-2-enoate

Details

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Internal ID 93df93d5-60f9-4efd-8110-a6f18ce7447d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name [(1S)-1-[(3aR,6S,7R,8aR)-5,7-dimethyl-3-methylidene-2-oxo-6,7,8,8a-tetrahydro-3aH-cyclohepta[b]furan-6-yl]-3-acetyloxypropyl] (Z)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC(CCOC(=O)C)C1C(CC2C(C=C1C)C(=C)C(=O)O2)C
SMILES (Isomeric) C/C=C(/C)\C(=O)O[C@@H](CCOC(=O)C)[C@H]1[C@@H](C[C@@H]2[C@H](C=C1C)C(=C)C(=O)O2)C
InChI InChI=1S/C22H30O6/c1-7-12(2)21(24)27-18(8-9-26-16(6)23)20-13(3)10-17-15(5)22(25)28-19(17)11-14(20)4/h7,10,14,17-20H,5,8-9,11H2,1-4,6H3/b12-7-/t14-,17-,18+,19-,20-/m1/s1
InChI Key HNNMQCGRQZZARY-KUYNEZBTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H30O6
Molecular Weight 390.50 g/mol
Exact Mass 390.20423867 g/mol
Topological Polar Surface Area (TPSA) 78.90 Ų
XlogP 3.70
Atomic LogP (AlogP) 3.52
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S)-1-[(3aR,6S,7R,8aR)-5,7-dimethyl-3-methylidene-2-oxo-6,7,8,8a-tetrahydro-3aH-cyclohepta[b]furan-6-yl]-3-acetyloxypropyl] (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 + 0.9895 98.95%
Caco-2 + 0.5914 59.14%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.6020 60.20%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8629 86.29%
OATP1B3 inhibitior + 0.8792 87.92%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.7233 72.33%
P-glycoprotein inhibitior + 0.7636 76.36%
P-glycoprotein substrate - 0.6082 60.82%
CYP3A4 substrate + 0.6482 64.82%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9086 90.86%
CYP3A4 inhibition - 0.7139 71.39%
CYP2C9 inhibition - 0.7919 79.19%
CYP2C19 inhibition - 0.7605 76.05%
CYP2D6 inhibition - 0.9270 92.70%
CYP1A2 inhibition + 0.6696 66.96%
CYP2C8 inhibition - 0.6055 60.55%
CYP inhibitory promiscuity - 0.8580 85.80%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.6687 66.87%
Eye corrosion - 0.9640 96.40%
Eye irritation - 0.8530 85.30%
Skin irritation - 0.5627 56.27%
Skin corrosion - 0.9307 93.07%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6551 65.51%
Micronuclear - 0.8500 85.00%
Hepatotoxicity + 0.7927 79.27%
skin sensitisation - 0.7935 79.35%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.5333 53.33%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity + 0.5977 59.77%
Acute Oral Toxicity (c) III 0.5525 55.25%
Estrogen receptor binding + 0.7723 77.23%
Androgen receptor binding + 0.5754 57.54%
Thyroid receptor binding + 0.5547 55.47%
Glucocorticoid receptor binding + 0.8402 84.02%
Aromatase binding + 0.5902 59.02%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.7314 73.14%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9868 98.68%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.28% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.95% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.29% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.11% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.98% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.42% 95.56%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 87.12% 89.34%
CHEMBL221 P23219 Cyclooxygenase-1 86.90% 90.17%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 86.48% 94.80%
CHEMBL2581 P07339 Cathepsin D 86.27% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 86.09% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.16% 89.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.47% 93.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.71% 99.23%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.49% 93.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.65% 98.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.09% 86.33%

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.
Gaillardia pulchella

Cross-Links

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PubChem 162896458
LOTUS LTS0118111
wikiData Q105030972