Vibralactone F

Details

• Internal ID: 5026daa4-5245-47fc-8cc6-76b6fcd9ebb0
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Medium-chain fatty acids
• IUPAC Name: (1R,5R)-5-hydroxy-3-(hydroxymethyl)-1-(3-methylbut-2-enyl)cyclopent-2-ene-1-carboxylic acid
• SMILES (Canonical): CC(=CCC1(C=C(CC1O)CO)C(=O)O)C
• SMILES (Isomeric): CC(=CC[C@]1(C=C(C[C@H]1O)CO)C(=O)O)C
• InChI: InChI=1S/C12H18O4/c1-8(2)3-4-12(11(15)16)6-9(7-13)5-10(12)14/h3,6,10,13-14H,4-5,7H2,1-2H3,(H,15,16)/t10-,12-/m1/s1
• InChI Key: UUMWBQSWKYTAJH-ZYHUDNBSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₄
• Molecular Weight: 226.27 g/mol
• Exact Mass: 226.12050905 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.10
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• (1R,5R)-5-hydroxy-3-(hydroxymethyl)-1-(3-methylbut-2-enyl)cyclopent-2-ene-1-carboxylic acid
• RefChem:194173
• (1R,5R)-5-Hydroxy-3-(hydroxymethyl)-1-(3-methylbut-2-en-1-yl)cyclopent-2-ene-1-carboxylate
• CHEBI:221416

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9530	95.30%
Caco-2	-	0.5337	53.37%
Blood Brain Barrier	-	0.5044	50.44%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8330	83.30%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.9259	92.59%
OATP1B3 inhibitior	+	0.9387	93.87%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7430	74.30%
BSEP inhibitior	-	0.9046	90.46%
P-glycoprotein inhibitior	-	0.9815	98.15%
P-glycoprotein substrate	-	0.8031	80.31%
CYP3A4 substrate	-	0.5675	56.75%
CYP2C9 substrate	-	0.6261	62.61%
CYP2D6 substrate	-	0.8751	87.51%
CYP3A4 inhibition	-	0.9834	98.34%
CYP2C9 inhibition	-	0.8432	84.32%
CYP2C19 inhibition	-	0.8475	84.75%
CYP2D6 inhibition	-	0.9179	91.79%
CYP1A2 inhibition	-	0.8991	89.91%
CYP2C8 inhibition	-	0.9144	91.44%
CYP inhibitory promiscuity	-	0.9249	92.49%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9028	90.28%
Carcinogenicity (trinary)	Non-required	0.7116	71.16%
Eye corrosion	-	0.9862	98.62%
Eye irritation	+	0.9499	94.99%
Skin irritation	-	0.7021	70.21%
Skin corrosion	-	0.9496	94.96%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7116	71.16%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.6020	60.20%
skin sensitisation	-	0.7554	75.54%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7614	76.14%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.7069	70.69%
Acute Oral Toxicity (c)	III	0.5115	51.15%
Estrogen receptor binding	-	0.7438	74.38%
Androgen receptor binding	-	0.6322	63.22%
Thyroid receptor binding	-	0.5725	57.25%
Glucocorticoid receptor binding	+	0.5521	55.21%
Aromatase binding	-	0.6122	61.22%
PPAR gamma	-	0.6042	60.42%
Honey bee toxicity	-	0.9653	96.53%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9406	94.06%

Targets

Proven Targets:

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	93.74%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.67%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.33%	94.45%
CHEMBL2581	P07339	Cathepsin D	86.48%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	84.32%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	80.10%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 45102018
• LOTUS: LTS0252425
• wikiData: Q77570136