Hydropiperone

Details

• Internal ID: ec206c32-2e5a-4206-b4d6-537d8a3da9f0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Quinone and hydroquinone lipids > Prenylquinones
• IUPAC Name: 2-[(2E)-3,7-dimethylocta-2,6-dienyl]-3-hydroxy-5-methyl-5-(3-methylbut-2-enyl)cyclohex-2-ene-1,4-dione
• SMILES (Canonical): CC(=CCCC(=CCC1=C(C(=O)C(CC1=O)(C)CC=C(C)C)O)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/CC1=C(C(=O)C(CC1=O)(C)CC=C(C)C)O)/C)C
• InChI: InChI=1S/C22H32O3/c1-15(2)8-7-9-17(5)10-11-18-19(23)14-22(6,13-12-16(3)4)21(25)20(18)24/h8,10,12,24H,7,9,11,13-14H2,1-6H3/b17-10+
• InChI Key: BRUKGGCDKYPAFU-LICLKQGHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₃
• Molecular Weight: 344.50 g/mol
• Exact Mass: 344.23514488 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.79
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

• CHEMBL457822
• 2-[(2E)-3,7-dimethylocta-2,6-dienyl]-3-hydroxy-5-methyl-5-(3-methylbut-2-enyl)cyclohex-2-ene-1,4-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9910	99.10%
Caco-2	+	0.7958	79.58%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8936	89.36%
OATP2B1 inhibitior	-	0.7188	71.88%
OATP1B1 inhibitior	+	0.9030	90.30%
OATP1B3 inhibitior	+	0.9249	92.49%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9192	91.92%
P-glycoprotein inhibitior	-	0.5860	58.60%
P-glycoprotein substrate	-	0.8271	82.71%
CYP3A4 substrate	+	0.5391	53.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8705	87.05%
CYP3A4 inhibition	-	0.7314	73.14%
CYP2C9 inhibition	-	0.7976	79.76%
CYP2C19 inhibition	-	0.7419	74.19%
CYP2D6 inhibition	-	0.8996	89.96%
CYP1A2 inhibition	-	0.8741	87.41%
CYP2C8 inhibition	-	0.9382	93.82%
CYP inhibitory promiscuity	-	0.9246	92.46%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8950	89.50%
Carcinogenicity (trinary)	Non-required	0.5770	57.70%
Eye corrosion	-	0.9811	98.11%
Eye irritation	-	0.8194	81.94%
Skin irritation	+	0.5436	54.36%
Skin corrosion	-	0.9655	96.55%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3661	36.61%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.5302	53.02%
skin sensitisation	+	0.5625	56.25%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.8083	80.83%
Acute Oral Toxicity (c)	III	0.5879	58.79%
Estrogen receptor binding	+	0.5685	56.85%
Androgen receptor binding	+	0.5347	53.47%
Thyroid receptor binding	+	0.6114	61.14%
Glucocorticoid receptor binding	+	0.7273	72.73%
Aromatase binding	-	0.5711	57.11%
PPAR gamma	+	0.7724	77.24%
Honey bee toxicity	-	0.8169	81.69%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9864	98.64%

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	97.83%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.15%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.84%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.45%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	86.06%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	85.09%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.94%	89.34%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.60%	85.30%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.41%	95.56%

Plants that contains it

• Peperomia galioides

Cross-Links

• PubChem: 9997632
• LOTUS: LTS0049461
• wikiData: Q104945020