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[(4S,4aS,5R,6S,8aR,9aS)-9a-[(4S,4aS,5R,6S,8aR,9aS)-6-hydroxy-3,4a,5-trimethyl-4-[(Z)-2-methylbut-2-enoyl]oxy-2-oxo-5,6,7,8,8a,9-hexahydro-4H-benzo[f][1]benzofuran-9a-yl]-6-hydroxy-3,4a,5-trimethyl-2-oxo-5,6,7,8,8a,9-hexahydro-4H-benzo[f][1]benzofuran-4-yl] (Z)-2-methylbut-2-enoate

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 e2219a71-a0a6-4c70-9bd7-8441dd4ecc02
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name [(4S,4aS,5R,6S,8aR,9aS)-9a-[(4S,4aS,5R,6S,8aR,9aS)-6-hydroxy-3,4a,5-trimethyl-4-[(Z)-2-methylbut-2-enoyl]oxy-2-oxo-5,6,7,8,8a,9-hexahydro-4H-benzo[f][1]benzofuran-9a-yl]-6-hydroxy-3,4a,5-trimethyl-2-oxo-5,6,7,8,8a,9-hexahydro-4H-benzo[f][1]benzofuran-4-yl] (Z)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1C2=C(C(=O)OC2(CC3C1(C(C(CC3)O)C)C)C45CC6CCC(C(C6(C(C4=C(C(=O)O5)C)OC(=O)C(=CC)C)C)C)O)C
SMILES (Isomeric) C/C=C(\C(=O)O[C@H]1[C@]2([C@@H](C[C@]3(C1=C(C(=O)O3)C)[C@@]45OC(=O)C(=C4[C@H]([C@]6([C@@H](C5)CC[C@@H]([C@@H]6C)O)C)OC(=O)/C(=C\C)/C)C)CC[C@@H]([C@@H]2C)O)C)/C
InChI InChI=1S/C40H54O10/c1-11-19(3)33(43)47-31-29-21(5)35(45)49-39(29,17-25-13-15-27(41)23(7)37(25,31)9)40-18-26-14-16-28(42)24(8)38(26,10)32(48-34(44)20(4)12-2)30(40)22(6)36(46)50-40/h11-12,23-28,31-32,41-42H,13-18H2,1-10H3/b19-11-,20-12-/t23-,24-,25+,26+,27-,28-,31+,32+,37+,38+,39-,40-/m0/s1
InChI Key WTRGOQWZGYDGNZ-UNGYXPPBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H54O10
Molecular Weight 694.80 g/mol
Exact Mass 694.37169792 g/mol
Topological Polar Surface Area (TPSA) 146.00 Ų
XlogP 5.00
Atomic LogP (AlogP) 5.60
H-Bond Acceptor 10
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(4S,4aS,5R,6S,8aR,9aS)-9a-[(4S,4aS,5R,6S,8aR,9aS)-6-hydroxy-3,4a,5-trimethyl-4-[(Z)-2-methylbut-2-enoyl]oxy-2-oxo-5,6,7,8,8a,9-hexahydro-4H-benzo[f][1]benzofuran-9a-yl]-6-hydroxy-3,4a,5-trimethyl-2-oxo-5,6,7,8,8a,9-hexahydro-4H-benzo[f][1]benzofuran-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 + 0.9914 99.14%
Caco-2 - 0.8274 82.74%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.8322 83.22%
OATP2B1 inhibitior - 0.7132 71.32%
OATP1B1 inhibitior + 0.8581 85.81%
OATP1B3 inhibitior + 0.8801 88.01%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9911 99.11%
P-glycoprotein inhibitior + 0.8306 83.06%
P-glycoprotein substrate - 0.6139 61.39%
CYP3A4 substrate + 0.6705 67.05%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8833 88.33%
CYP3A4 inhibition - 0.6365 63.65%
CYP2C9 inhibition - 0.8312 83.12%
CYP2C19 inhibition - 0.9334 93.34%
CYP2D6 inhibition - 0.9487 94.87%
CYP1A2 inhibition - 0.8786 87.86%
CYP2C8 inhibition - 0.6704 67.04%
CYP inhibitory promiscuity - 0.8970 89.70%
UGT catelyzed - 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Danger 0.5119 51.19%
Eye corrosion - 0.9872 98.72%
Eye irritation - 0.9064 90.64%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.8754 87.54%
Ames mutagenesis - 0.6864 68.64%
Human Ether-a-go-go-Related Gene inhibition - 0.3966 39.66%
Micronuclear - 0.6300 63.00%
Hepatotoxicity + 0.6125 61.25%
skin sensitisation - 0.8525 85.25%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity + 0.5740 57.40%
Acute Oral Toxicity (c) I 0.4108 41.08%
Estrogen receptor binding + 0.8027 80.27%
Androgen receptor binding + 0.7506 75.06%
Thyroid receptor binding + 0.5348 53.48%
Glucocorticoid receptor binding + 0.8105 81.05%
Aromatase binding + 0.7203 72.03%
PPAR gamma + 0.7833 78.33%
Honey bee toxicity - 0.6916 69.16%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9718 97.18%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.73% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.45% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.28% 99.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.78% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.08% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.30% 97.09%
CHEMBL2581 P07339 Cathepsin D 85.45% 98.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.38% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.18% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 84.78% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.11% 91.07%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.88% 93.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.77% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.12% 100.00%

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.
Ligularia muliensis

Cross-Links

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PubChem 11342953
LOTUS LTS0096083
wikiData Q105312745