Vibralactone I

Details

• Internal ID: e9e5d635-cac3-4fbd-a92e-9fe60ff2147a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones
• IUPAC Name: (2S,3S,5S)-2,3-bis(hydroxymethyl)-5-(3-methylbut-2-enyl)cyclopentan-1-one
• SMILES (Canonical): CC(=CCC1CC(C(C1=O)CO)CO)C
• SMILES (Isomeric): CC(=CC[C@H]1C[C@@H]([C@H](C1=O)CO)CO)C
• InChI: InChI=1S/C12H20O3/c1-8(2)3-4-9-5-10(6-13)11(7-14)12(9)15/h3,9-11,13-14H,4-7H2,1-2H3/t9-,10+,11+/m0/s1
• InChI Key: RIQBPOOLFXBSPM-HBNTYKKESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₀O₃
• Molecular Weight: 212.28 g/mol
• Exact Mass: 212.14124450 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.15
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• (2S,3S,5S)-2,3-bis(hydroxymethyl)-5-(3-methylbut-2-enyl)cyclopentan-1-one
• RefChem:194176
• CHEBI:214102

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9886	98.86%
Caco-2	-	0.5225	52.25%
Blood Brain Barrier	+	0.5678	56.78%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8592	85.92%
OATP2B1 inhibitior	-	0.8515	85.15%
OATP1B1 inhibitior	+	0.9405	94.05%
OATP1B3 inhibitior	+	0.9598	95.98%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7843	78.43%
BSEP inhibitior	-	0.9389	93.89%
P-glycoprotein inhibitior	-	0.9766	97.66%
P-glycoprotein substrate	-	0.8886	88.86%
CYP3A4 substrate	-	0.5586	55.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8106	81.06%
CYP3A4 inhibition	-	0.9307	93.07%
CYP2C9 inhibition	-	0.7569	75.69%
CYP2C19 inhibition	-	0.7162	71.62%
CYP2D6 inhibition	-	0.8299	82.99%
CYP1A2 inhibition	-	0.7315	73.15%
CYP2C8 inhibition	-	0.9845	98.45%
CYP inhibitory promiscuity	-	0.7900	79.00%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8450	84.50%
Carcinogenicity (trinary)	Non-required	0.6927	69.27%
Eye corrosion	-	0.9457	94.57%
Eye irritation	+	0.6751	67.51%
Skin irritation	-	0.7283	72.83%
Skin corrosion	-	0.9049	90.49%
Ames mutagenesis	-	0.5428	54.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.6160	61.60%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.6893	68.93%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.7839	78.39%
Acute Oral Toxicity (c)	III	0.6269	62.69%
Estrogen receptor binding	-	0.7412	74.12%
Androgen receptor binding	+	0.5926	59.26%
Thyroid receptor binding	-	0.7184	71.84%
Glucocorticoid receptor binding	-	0.5515	55.15%
Aromatase binding	-	0.7748	77.48%
PPAR gamma	-	0.6437	64.37%
Honey bee toxicity	-	0.8807	88.07%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9600	96.00%

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	90.55%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.30%	85.14%
CHEMBL2581	P07339	Cathepsin D	87.24%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.68%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.61%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.76%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.83%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.90%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139588468
• LOTUS: LTS0023551
• wikiData: Q105237063