Piperolein B

Details

• Internal ID: 4e0cea28-2b47-43b2-8481-b1d75ae8a1c9
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: (E)-9-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylnon-8-en-1-one
• SMILES (Canonical): C1CCN(CC1)C(=O)CCCCCCC=CC2=CC3=C(C=C2)OCO3
• SMILES (Isomeric): C1CCN(CC1)C(=O)CCCCCC/C=C/C2=CC3=C(C=C2)OCO3
• InChI: InChI=1S/C21H29NO3/c23-21(22-14-8-5-9-15-22)11-7-4-2-1-3-6-10-18-12-13-19-20(16-18)25-17-24-19/h6,10,12-13,16H,1-5,7-9,11,14-15,17H2/b10-6+
• InChI Key: FAXXHNWVMKTOFF-UXBLZVDNSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₉NO₃
• Molecular Weight: 343.50 g/mol
• Exact Mass: 343.21474379 g/mol
• Topological Polar Surface Area (TPSA): 38.80 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.78
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

• PIPERROLEIN B
• Piperoleine B
• 30505-89-6
• D03YAG
• CHEMBL256214
• MEGxp0_000205
• SCHEMBL15471329
• ACon1_000259
• CHEBI:177772
• FAXXHNWVMKTOFF-UXBLZVDNSA-N
• DTXSID101317592
• BDBM50479140
• NCGC00180733-01
• BRD-K04771916-001-01-8
• (8E)-9-(1,3-Benzodioxol-5-yl)-1-(1-piperidinyl)-8-nonen-1-one
• (E)-9-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylnon-8-en-1-one
• Piperidine, 1-[(8E)-9-(1,3-benzodioxol-5-yl)-1-oxo-8-nonenyl]-
• (8E)-9-(2H-1,3-benzodioxol-5-yl)-1-(piperidin-1-yl)non-8-en-1-one
• (E)-9-(benzo[d][1,3]dioxol-5-yl)-1-(piperidin-1-yl)non-8-en-1-one
• 8-Nonen-1-one, 9-(1,3-benzodioxol-5-yl)-1-(1-piperidinyl)-, (8E)-
• Piperidine, 1-[9-(1,3-benzodioxol-5-yl)-1-oxo-8-nonenyl]-, (E)-
• Piperidine, 1-[9-[3,4-(methylenedioxy)phenyl]-8-nonenoyl]-, (E)-
• NCGC00180733-02!(E)-9-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylnon-8-en-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9933	99.33%
Caco-2	+	0.5944	59.44%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7436	74.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9130	91.30%
OATP1B3 inhibitior	+	0.9486	94.86%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9623	96.23%
P-glycoprotein inhibitior	+	0.6114	61.14%
P-glycoprotein substrate	-	0.8472	84.72%
CYP3A4 substrate	-	0.5287	52.87%
CYP2C9 substrate	+	0.6133	61.33%
CYP2D6 substrate	-	0.8159	81.59%
CYP3A4 inhibition	+	0.7662	76.62%
CYP2C9 inhibition	-	0.8726	87.26%
CYP2C19 inhibition	+	0.5434	54.34%
CYP2D6 inhibition	+	0.7155	71.55%
CYP1A2 inhibition	+	0.8700	87.00%
CYP2C8 inhibition	-	0.8452	84.52%
CYP inhibitory promiscuity	+	0.8031	80.31%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5711	57.11%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.5784	57.84%
Skin irritation	-	0.7585	75.85%
Skin corrosion	-	0.8563	85.63%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8327	83.27%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.6533	65.33%
skin sensitisation	-	0.8245	82.45%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.8790	87.90%
Acute Oral Toxicity (c)	III	0.8088	80.88%
Estrogen receptor binding	+	0.7961	79.61%
Androgen receptor binding	+	0.8973	89.73%
Thyroid receptor binding	+	0.6035	60.35%
Glucocorticoid receptor binding	-	0.7242	72.42%
Aromatase binding	-	0.5541	55.41%
PPAR gamma	+	0.5635	56.35%
Honey bee toxicity	-	0.9382	93.82%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5672	56.72%
Fish aquatic toxicity	+	0.7449	74.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.10%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.57%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.15%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.30%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.06%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.02%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.73%	99.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.96%	96.77%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	91.71%	90.24%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.75%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.53%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.78%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.75%	89.00%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	87.20%	96.25%
CHEMBL4208	P20618	Proteasome component C5	86.14%	90.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	84.78%	86.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.71%	94.80%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.47%	95.89%
CHEMBL5028	O14672	ADAM10	80.38%	97.50%

Plants that contains it

• Brickellia longifolia
• Bupleurum rigidum
• Carpesium longifolium
• Cochlearia officinalis
• Coelogyne nitida
• Crocus corsicus
• Dichotomanthes tristaniicarpa
• Dracontium spruceanum
• Euphorbia micractina
• Frullania brasiliensis
• Heptapleurum venulosum
• Homalium laurifolium
• Lychnis coronata
• Matsumurella chinensis
• Palisota barteri
• Piper nigrum
• Piper retrofractum
• Retrophyllum minus
• Verbesina virginica

Cross-Links

• PubChem: 21580213
• NPASS: NPC225745
• ChEMBL: CHEMBL256214
• LOTUS: LTS0167303
• wikiData: Q76512001