Cucumegastigmane I

Details

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Internal ID ea24df66-209f-4c2a-861b-32178853e789
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name (4S)-4-[(E,3S)-3,4-dihydroxybut-1-enyl]-4-hydroxy-3,5,5-trimethylcyclohex-2-en-1-one
SMILES (Canonical) CC1=CC(=O)CC(C1(C=CC(CO)O)O)(C)C
SMILES (Isomeric) CC1=CC(=O)CC([C@]1(/C=C/[C@@H](CO)O)O)(C)C
InChI InChI=1S/C13H20O4/c1-9-6-11(16)7-12(2,3)13(9,17)5-4-10(15)8-14/h4-6,10,14-15,17H,7-8H2,1-3H3/b5-4+/t10-,13+/m0/s1
InChI Key CNLCQYMRNGWEJB-OERKHBLVSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C13H20O4
Molecular Weight 240.29 g/mol
Exact Mass 240.13615911 g/mol
Topological Polar Surface Area (TPSA) 77.80 Ų
XlogP -0.50
Atomic LogP (AlogP) 0.57
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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929881-46-9
(4S)-4-[(E,3S)-3,4-dihydroxybut-1-enyl]-4-hydroxy-3,5,5-trimethylcyclohex-2-en-1-one
Cucumegastigmane
Cucumegastigmae I
AKOS032948645
(S)-4-((S,E)-3,4-Dihydroxybut-1-en-1-yl)-4-hydroxy-3,5,5-trimethylcyclohex-2-en-1-one

2D Structure

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2D Structure of Cucumegastigmane I

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9784 97.84%
Caco-2 + 0.6473 64.73%
Blood Brain Barrier + 0.5385 53.85%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.8238 82.38%
OATP2B1 inhibitior - 0.8585 85.85%
OATP1B1 inhibitior + 0.8904 89.04%
OATP1B3 inhibitior + 0.9482 94.82%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.7628 76.28%
P-glycoprotein inhibitior - 0.9763 97.63%
P-glycoprotein substrate - 0.9147 91.47%
CYP3A4 substrate + 0.5436 54.36%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8855 88.55%
CYP3A4 inhibition - 0.7375 73.75%
CYP2C9 inhibition - 0.8886 88.86%
CYP2C19 inhibition - 0.9097 90.97%
CYP2D6 inhibition - 0.9304 93.04%
CYP1A2 inhibition - 0.8585 85.85%
CYP2C8 inhibition - 0.9531 95.31%
CYP inhibitory promiscuity - 0.9342 93.42%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.6382 63.82%
Eye corrosion - 0.9855 98.55%
Eye irritation - 0.8869 88.69%
Skin irritation - 0.7971 79.71%
Skin corrosion - 0.9519 95.19%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition - 0.8083 80.83%
Micronuclear - 0.8541 85.41%
Hepatotoxicity - 0.5446 54.46%
skin sensitisation + 0.6029 60.29%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.7757 77.57%
Acute Oral Toxicity (c) III 0.6672 66.72%
Estrogen receptor binding - 0.8596 85.96%
Androgen receptor binding - 0.6037 60.37%
Thyroid receptor binding - 0.6603 66.03%
Glucocorticoid receptor binding + 0.5489 54.89%
Aromatase binding - 0.7157 71.57%
PPAR gamma - 0.7329 73.29%
Honey bee toxicity - 0.9204 92.04%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.7400 74.00%
Fish aquatic toxicity + 0.7839 78.39%

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 97.19% 97.25%
CHEMBL2581 P07339 Cathepsin D 95.19% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.70% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.25% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.16% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.25% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.27% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 83.25% 94.75%
CHEMBL4208 P20618 Proteasome component C5 82.95% 90.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.07% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.46% 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.
Asplenium normale
Brucea javanica
Carpobrotus edulis
Castanea crenata
Centrolobium tomentosum
Ceratophyllum submersum
Cucumis sativus
Dracocephalum kotschyi
Lippia carviodora
Myrica nana
Psilostrophe cooperi
Sideritis tragoriganum
Solanum jamaicense
Trifolium alexandrinum

Cross-Links

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PubChem 16105430
NPASS NPC258260
LOTUS LTS0068167
wikiData Q104965944