Piperogalone

Details

• Internal ID: 69090c3c-3365-4692-bc35-1051024a4fc3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Monocyclic monoterpenoids
• IUPAC Name: 3-[(2E)-3,7-dimethylocta-2,6-dienyl]-4-hydroxy-6-methyl-5-(3-methylbut-2-enyl)cyclohexa-3,5-diene-1,2-dione
• SMILES (Canonical): CC1=C(C(=C(C(=O)C1=O)CC=C(C)CCC=C(C)C)O)CC=C(C)C
• SMILES (Isomeric): CC1=C(C(=C(C(=O)C1=O)C/C=C(\C)/CCC=C(C)C)O)CC=C(C)C
• InChI: InChI=1S/C22H30O3/c1-14(2)8-7-9-16(5)11-13-19-21(24)18(12-10-15(3)4)17(6)20(23)22(19)25/h8,10-11,24H,7,9,12-13H2,1-6H3/b16-11+
• InChI Key: ZFMRRJZQXCKLEQ-LFIBNONCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₃
• Molecular Weight: 342.50 g/mol
• Exact Mass: 342.21949481 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.71
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

• 3-[(2E)-3,7-dimethylocta-2,6-dienyl]-4-hydroxy-6-methyl-5-(3-methylbut-2-enyl)cyclohexa-3,5-diene-1,2-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9943	99.43%
Caco-2	+	0.7347	73.47%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8710	87.10%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.9037	90.37%
OATP1B3 inhibitior	+	0.9345	93.45%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.7463	74.63%
P-glycoprotein inhibitior	-	0.6056	60.56%
P-glycoprotein substrate	-	0.9186	91.86%
CYP3A4 substrate	-	0.5345	53.45%
CYP2C9 substrate	-	0.7931	79.31%
CYP2D6 substrate	-	0.8700	87.00%
CYP3A4 inhibition	-	0.7866	78.66%
CYP2C9 inhibition	-	0.7240	72.40%
CYP2C19 inhibition	-	0.7913	79.13%
CYP2D6 inhibition	-	0.8159	81.59%
CYP1A2 inhibition	-	0.7615	76.15%
CYP2C8 inhibition	-	0.9549	95.49%
CYP inhibitory promiscuity	-	0.9068	90.68%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8250	82.50%
Carcinogenicity (trinary)	Non-required	0.6269	62.69%
Eye corrosion	-	0.9602	96.02%
Eye irritation	-	0.6593	65.93%
Skin irritation	-	0.5333	53.33%
Skin corrosion	-	0.9473	94.73%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6774	67.74%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	+	0.5915	59.15%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	+	0.7042	70.42%
Acute Oral Toxicity (c)	III	0.7009	70.09%
Estrogen receptor binding	+	0.7987	79.87%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5366	53.66%
Glucocorticoid receptor binding	+	0.8107	81.07%
Aromatase binding	+	0.6137	61.37%
PPAR gamma	+	0.9099	90.99%
Honey bee toxicity	-	0.8768	87.68%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9935	99.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.35%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.79%	94.73%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	89.64%	92.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.71%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.62%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.19%	99.23%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.02%	93.10%

Plants that contains it

• Peperomia galioides

Cross-Links

• PubChem: 10831180
• LOTUS: LTS0059811
• wikiData: Q105374365