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[(3aR,4S,5R,6E,10E,11aS)-6-formyl-4-[2-(hydroxymethyl)prop-2-enoyloxy]-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-5-yl] (2Z,6Z,10Z)-12-acetyloxy-6-(acetyloxymethyl)-10-methyl-2-(4-methyl-3-methylidenepentyl)dodeca-2,6,10-trienoate

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 526727bd-19d9-4ac0-9d31-52e8f2c7328d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(3aR,4S,5R,6E,10E,11aS)-6-formyl-4-[2-(hydroxymethyl)prop-2-enoyloxy]-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-5-yl] (2Z,6Z,10Z)-12-acetyloxy-6-(acetyloxymethyl)-10-methyl-2-(4-methyl-3-methylidenepentyl)dodeca-2,6,10-trienoate
SMILES (Canonical) CC1=CC2C(C(C(C(=CCC1)C=O)OC(=O)C(=CCCC(=CCCC(=CCOC(=O)C)C)COC(=O)C)CCC(=C)C(C)C)OC(=O)C(=C)CO)C(=C)C(=O)O2
SMILES (Isomeric) C/C/1=C\[C@H]2[C@H]([C@@H]([C@@H](/C(=C\CC1)/C=O)OC(=O)/C(=C\CC/C(=C/CC/C(=C\COC(=O)C)/C)/COC(=O)C)/CCC(=C)C(C)C)OC(=O)C(=C)CO)C(=C)C(=O)O2
InChI InChI=1S/C44H58O12/c1-27(2)30(5)19-20-36(17-12-16-35(26-53-34(9)48)15-10-13-28(3)21-22-52-33(8)47)44(51)55-40-37(25-46)18-11-14-29(4)23-38-39(32(7)43(50)54-38)41(40)56-42(49)31(6)24-45/h15,17-18,21,23,25,27,38-41,45H,5-7,10-14,16,19-20,22,24,26H2,1-4,8-9H3/b28-21-,29-23+,35-15-,36-17-,37-18-/t38-,39+,40+,41-/m0/s1
InChI Key QLBJSUHGWCUOJG-MARHIAQMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C44H58O12
Molecular Weight 778.90 g/mol
Exact Mass 778.39282728 g/mol
Topological Polar Surface Area (TPSA) 169.00 Ų
XlogP 6.80
Atomic LogP (AlogP) 6.80
H-Bond Acceptor 12
H-Bond Donor 1
Rotatable Bonds 20

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3aR,4S,5R,6E,10E,11aS)-6-formyl-4-[2-(hydroxymethyl)prop-2-enoyloxy]-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-5-yl] (2Z,6Z,10Z)-12-acetyloxy-6-(acetyloxymethyl)-10-methyl-2-(4-methyl-3-methylidenepentyl)dodeca-2,6,10-trienoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9655 96.55%
Caco-2 - 0.8450 84.50%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7170 71.70%
OATP2B1 inhibitior - 0.5708 57.08%
OATP1B1 inhibitior + 0.8367 83.67%
OATP1B3 inhibitior + 0.8795 87.95%
MATE1 inhibitior - 0.8412 84.12%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.9544 95.44%
P-glycoprotein inhibitior + 0.8041 80.41%
P-glycoprotein substrate + 0.7193 71.93%
CYP3A4 substrate + 0.7116 71.16%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9017 90.17%
CYP3A4 inhibition - 0.5657 56.57%
CYP2C9 inhibition - 0.6647 66.47%
CYP2C19 inhibition - 0.6873 68.73%
CYP2D6 inhibition - 0.8863 88.63%
CYP1A2 inhibition + 0.5131 51.31%
CYP2C8 inhibition + 0.6471 64.71%
CYP inhibitory promiscuity - 0.9092 90.92%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.6224 62.24%
Eye corrosion - 0.9733 97.33%
Eye irritation - 0.9068 90.68%
Skin irritation - 0.5679 56.79%
Skin corrosion - 0.9384 93.84%
Ames mutagenesis + 0.5146 51.46%
Human Ether-a-go-go-Related Gene inhibition + 0.7494 74.94%
Micronuclear - 0.8600 86.00%
Hepatotoxicity + 0.5168 51.68%
skin sensitisation - 0.8206 82.06%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity - 0.5556 55.56%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity + 0.6686 66.86%
Acute Oral Toxicity (c) III 0.6622 66.22%
Estrogen receptor binding + 0.8397 83.97%
Androgen receptor binding + 0.6831 68.31%
Thyroid receptor binding + 0.5459 54.59%
Glucocorticoid receptor binding + 0.7391 73.91%
Aromatase binding + 0.6447 64.47%
PPAR gamma + 0.7412 74.12%
Honey bee toxicity - 0.6877 68.77%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9897 98.97%

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 97.49% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.10% 97.25%
CHEMBL3401 O75469 Pregnane X receptor 94.75% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.80% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.69% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.55% 94.45%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.91% 97.36%
CHEMBL2581 P07339 Cathepsin D 89.62% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.02% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.27% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.23% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.70% 97.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.08% 93.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.72% 99.23%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.30% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.00% 100.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.37% 96.47%
CHEMBL5028 O14672 ADAM10 82.82% 97.50%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.38% 98.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.27% 95.89%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.22% 90.08%

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

Cross-Links

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PubChem 162969128
LOTUS LTS0240434
wikiData Q103818251