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Shimalactone A

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 6fbd5d1a-eaf3-4fee-8d4e-b04dfcdabfcd
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
IUPAC Name (1S,4S,6R,7S)-7-[(E)-2-[(1S,6R,7R,8R)-8-[(E,1R)-1-hydroxy-2-methylbut-2-enyl]-2,4,6,8-tetramethyl-7-bicyclo[4.2.0]octa-2,4-dienyl]prop-1-enyl]-4,6,7-trimethyl-2-oxabicyclo[2.2.1]heptane-3,5-dione
SMILES (Canonical) CC=C(C)C(C1(C2C(=CC(=CC2(C1C(=CC3(C4C(C(=O)C3(C(=O)O4)C)C)C)C)C)C)C)C)O
SMILES (Isomeric) C/C=C(\C)/[C@H]([C@@]1([C@H]2C(=CC(=C[C@]2([C@H]1/C(=C/[C@@]3([C@@H]4[C@H](C(=O)[C@]3(C(=O)O4)C)C)C)/C)C)C)C)C)O
InChI InChI=1S/C29H40O4/c1-11-16(3)22(30)28(9)20-17(4)12-15(2)13-26(20,7)21(28)18(5)14-27(8)24-19(6)23(31)29(27,10)25(32)33-24/h11-14,19-22,24,30H,1-10H3/b16-11+,18-14+/t19-,20-,21+,22+,24-,26+,27+,28+,29-/m0/s1
InChI Key BNFUGVFXZSYVMT-HEGJJMKQSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C29H40O4
Molecular Weight 452.60 g/mol
Exact Mass 452.29265975 g/mol
Topological Polar Surface Area (TPSA) 63.60 Ų
XlogP 5.70
Atomic LogP (AlogP) 5.58
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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(1S,4S,6R,7S)-7-[(E)-2-[(1S,6R,7R,8R)-8-[(E,1R)-1-hydroxy-2-methylbut-2-enyl]-2,4,6,8-tetramethyl-7-bicyclo[4.2.0]octa-2,4-dienyl]prop-1-enyl]-4,6,7-trimethyl-2-oxabicyclo[2.2.1]heptane-3,5-dione

2D Structure

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2D Structure of Shimalactone A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9843 98.43%
Caco-2 - 0.5260 52.60%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6784 67.84%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8265 82.65%
OATP1B3 inhibitior + 0.9483 94.83%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.7604 76.04%
P-glycoprotein inhibitior + 0.6578 65.78%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6374 63.74%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8762 87.62%
CYP3A4 inhibition - 0.6986 69.86%
CYP2C9 inhibition - 0.8973 89.73%
CYP2C19 inhibition - 0.9172 91.72%
CYP2D6 inhibition - 0.9645 96.45%
CYP1A2 inhibition - 0.7829 78.29%
CYP2C8 inhibition - 0.6460 64.60%
CYP inhibitory promiscuity - 0.8008 80.08%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Danger 0.5863 58.63%
Eye corrosion - 0.9649 96.49%
Eye irritation - 0.8730 87.30%
Skin irritation + 0.5559 55.59%
Skin corrosion - 0.8861 88.61%
Ames mutagenesis + 0.5436 54.36%
Human Ether-a-go-go-Related Gene inhibition - 0.4840 48.40%
Micronuclear + 0.6500 65.00%
Hepatotoxicity + 0.6513 65.13%
skin sensitisation - 0.7168 71.68%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.6444 64.44%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.5654 56.54%
Acute Oral Toxicity (c) III 0.4003 40.03%
Estrogen receptor binding + 0.8066 80.66%
Androgen receptor binding + 0.6847 68.47%
Thyroid receptor binding + 0.6959 69.59%
Glucocorticoid receptor binding + 0.6309 63.09%
Aromatase binding + 0.6345 63.45%
PPAR gamma + 0.6726 67.26%
Honey bee toxicity - 0.7516 75.16%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.9388 93.88%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.38% 94.45%
CHEMBL1951 P21397 Monoamine oxidase A 94.91% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.51% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.82% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.26% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 86.33% 94.73%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 85.45% 94.80%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 81.92% 85.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.75% 99.23%
CHEMBL2581 P07339 Cathepsin D 80.80% 98.95%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 80.16% 85.30%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 11293939
LOTUS LTS0189312
wikiData Q77519622