Piperenol A

Details

• Internal ID: 1a41a39d-ef2c-4d30-b622-0a81a1d65ad3
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: (5-benzoyloxy-3,4,6-trihydroxycyclohexen-1-yl)methyl benzoate
• SMILES (Canonical): C1=CC=C(C=C1)C(=O)OCC2=CC(C(C(C2O)OC(=O)C3=CC=CC=C3)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)C(=O)OCC2=CC(C(C(C2O)OC(=O)C3=CC=CC=C3)O)O
• InChI: InChI=1S/C21H20O7/c22-16-11-15(12-27-20(25)13-7-3-1-4-8-13)17(23)19(18(16)24)28-21(26)14-9-5-2-6-10-14/h1-11,16-19,22-24H,12H2
• InChI Key: ZOJARMGZFXZIBH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₇
• Molecular Weight: 384.40 g/mol
• Exact Mass: 384.12090297 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.09
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

• CHEBI:175902
• (5-benzoyloxy-3,4,6-trihydroxycyclohexen-1-yl)methyl benzoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6797	67.97%
Caco-2	-	0.8605	86.05%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8176	81.76%
OATP2B1 inhibitior	-	0.7184	71.84%
OATP1B1 inhibitior	+	0.8983	89.83%
OATP1B3 inhibitior	+	0.9354	93.54%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7588	75.88%
BSEP inhibitior	-	0.7629	76.29%
P-glycoprotein inhibitior	-	0.6152	61.52%
P-glycoprotein substrate	-	0.9165	91.65%
CYP3A4 substrate	-	0.5110	51.10%
CYP2C9 substrate	-	0.8075	80.75%
CYP2D6 substrate	-	0.8118	81.18%
CYP3A4 inhibition	-	0.9494	94.94%
CYP2C9 inhibition	-	0.6011	60.11%
CYP2C19 inhibition	-	0.8413	84.13%
CYP2D6 inhibition	-	0.8791	87.91%
CYP1A2 inhibition	-	0.6122	61.22%
CYP2C8 inhibition	+	0.5170	51.70%
CYP inhibitory promiscuity	-	0.6983	69.83%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8476	84.76%
Carcinogenicity (trinary)	Non-required	0.7387	73.87%
Eye corrosion	-	0.9956	99.56%
Eye irritation	-	0.7794	77.94%
Skin irritation	-	0.7971	79.71%
Skin corrosion	-	0.9718	97.18%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6615	66.15%
Micronuclear	+	0.5733	57.33%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.6715	67.15%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.4511	45.11%
Acute Oral Toxicity (c)	III	0.5584	55.84%
Estrogen receptor binding	-	0.5107	51.07%
Androgen receptor binding	-	0.5798	57.98%
Thyroid receptor binding	-	0.7470	74.70%
Glucocorticoid receptor binding	-	0.5997	59.97%
Aromatase binding	-	0.6868	68.68%
PPAR gamma	-	0.5279	52.79%
Honey bee toxicity	-	0.7734	77.34%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6155	61.55%
Fish aquatic toxicity	+	0.9939	99.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.59%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.29%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.53%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.53%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	86.96%	90.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.86%	94.62%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.09%	94.23%
CHEMBL3891	P07384	Calpain 1	82.36%	93.04%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.25%	83.00%
CHEMBL2535	P11166	Glucose transporter	81.55%	98.75%

Plants that contains it

• Piper pedicellatum
• Uvaria calamistrata

Cross-Links

• PubChem: 14890277
• LOTUS: LTS0097788
• wikiData: Q104397183