Cucumegastigmane I

Details

• 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

• 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

• 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

ADMET Properties (via admetSAR 2)

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

Proven Targets:

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

• 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

• PubChem: 16105430
• NPASS: NPC258260
• LOTUS: LTS0068167
• wikiData: Q104965944