[(3R,3aS,4R,5Z,9Z,11aR)-3,6,10-trimethyl-3-[(Z)-2-methylbut-2-enoyl]oxy-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-4-yl] (Z)-2-methylbut-2-enoate

Details

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Internal ID cf38da2a-c992-4195-9450-2401e8e800a1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
IUPAC Name [(3R,3aS,4R,5Z,9Z,11aR)-3,6,10-trimethyl-3-[(Z)-2-methylbut-2-enoyl]oxy-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-4-yl] (Z)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1C=C(CCC=C(CC2C1C(C(=O)O2)(C)OC(=O)C(=CC)C)C)C
SMILES (Isomeric) C/C=C(/C)\C(=O)O[C@@H]1/C=C(\CC/C=C(\C[C@@H]2[C@@H]1[C@@](C(=O)O2)(C)OC(=O)/C(=C\C)/C)/C)/C
InChI InChI=1S/C25H34O6/c1-8-17(5)22(26)29-19-13-15(3)11-10-12-16(4)14-20-21(19)25(7,24(28)30-20)31-23(27)18(6)9-2/h8-9,12-13,19-21H,10-11,14H2,1-7H3/b15-13-,16-12-,17-8-,18-9-/t19-,20-,21-,25-/m1/s1
InChI Key MPNMAUIFXAJHFI-FTYBWLDSSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C25H34O6
Molecular Weight 430.50 g/mol
Exact Mass 430.23553880 g/mol
Topological Polar Surface Area (TPSA) 78.90 Ų
XlogP 4.60
Atomic LogP (AlogP) 4.75
H-Bond Acceptor 6
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 [(3R,3aS,4R,5Z,9Z,11aR)-3,6,10-trimethyl-3-[(Z)-2-methylbut-2-enoyl]oxy-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-4-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 + 0.9881 98.81%
Caco-2 + 0.6961 69.61%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.6720 67.20%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9035 90.35%
OATP1B3 inhibitior + 0.8870 88.70%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9492 94.92%
P-glycoprotein inhibitior + 0.8942 89.42%
P-glycoprotein substrate - 0.7597 75.97%
CYP3A4 substrate + 0.6532 65.32%
CYP2C9 substrate - 0.6140 61.40%
CYP2D6 substrate - 0.8857 88.57%
CYP3A4 inhibition - 0.8068 80.68%
CYP2C9 inhibition - 0.8835 88.35%
CYP2C19 inhibition - 0.8242 82.42%
CYP2D6 inhibition - 0.9589 95.89%
CYP1A2 inhibition + 0.6632 66.32%
CYP2C8 inhibition - 0.5970 59.70%
CYP inhibitory promiscuity - 0.9336 93.36%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5592 55.92%
Eye corrosion - 0.9746 97.46%
Eye irritation - 0.8949 89.49%
Skin irritation + 0.5508 55.08%
Skin corrosion - 0.8912 89.12%
Ames mutagenesis + 0.6446 64.46%
Human Ether-a-go-go-Related Gene inhibition + 0.8120 81.20%
Micronuclear - 0.7300 73.00%
Hepatotoxicity + 0.7750 77.50%
skin sensitisation - 0.8038 80.38%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.8668 86.68%
Acute Oral Toxicity (c) III 0.4085 40.85%
Estrogen receptor binding + 0.5412 54.12%
Androgen receptor binding - 0.5000 50.00%
Thyroid receptor binding + 0.5481 54.81%
Glucocorticoid receptor binding + 0.6810 68.10%
Aromatase binding - 0.6353 63.53%
PPAR gamma + 0.7227 72.27%
Honey bee toxicity - 0.6700 67.00%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9844 98.44%

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 95.66% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.95% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.82% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.25% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.20% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.07% 86.33%
CHEMBL4208 P20618 Proteasome component C5 87.44% 90.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.73% 92.94%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.57% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.19% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.29% 91.19%
CHEMBL3401 O75469 Pregnane X receptor 81.05% 94.73%

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.
Daucus rouyi

Cross-Links

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PubChem 101260394
LOTUS LTS0000051
wikiData Q105169629