Sylvatine

Details

• Internal ID: d55960db-8f1d-4b1b-8f9c-80d48263690d
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: (2E,4E)-5-(1,3-benzodioxol-5-yl)-N-[(E)-10-methylundec-5-enyl]penta-2,4-dienamide
• SMILES (Canonical): CC(C)CCCC=CCCCCNC(=O)C=CC=CC1=CC2=C(C=C1)OCO2
• SMILES (Isomeric): CC(C)CCC/C=C/CCCCNC(=O)/C=C/C=C/C1=CC2=C(C=C1)OCO2
• InChI: InChI=1S/C24H33NO3/c1-20(2)12-8-6-4-3-5-7-11-17-25-24(26)14-10-9-13-21-15-16-22-23(18-21)28-19-27-22/h3-4,9-10,13-16,18,20H,5-8,11-12,17,19H2,1-2H3,(H,25,26)/b4-3+,13-9+,14-10+
• InChI Key: URFYPQQKBYOWIX-UDNGMWKQSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₃NO₃
• Molecular Weight: 383.50 g/mol
• Exact Mass: 383.24604391 g/mol
• Topological Polar Surface Area (TPSA): 47.60 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 5.65
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 12

Synonyms

• Sylvatine
• DTXSID101127971
• (2E,4E)-5-(1,3-Benzodioxol-5-yl)-N-[(5E)-10-methyl-5-undecen-1-yl]-2,4-pentadienamide
• (2E,4E)-5-(1,3-Benzodioxol-5-yl)-N-[(E)-10-methyl-5-undecenyl]-2,4-pentadienamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	-	0.6282	62.82%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6149	61.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8958	89.58%
OATP1B3 inhibitior	+	0.9367	93.67%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9589	95.89%
P-glycoprotein inhibitior	+	0.8000	80.00%
P-glycoprotein substrate	+	0.5296	52.96%
CYP3A4 substrate	+	0.5502	55.02%
CYP2C9 substrate	-	0.6355	63.55%
CYP2D6 substrate	-	0.8841	88.41%
CYP3A4 inhibition	+	0.5725	57.25%
CYP2C9 inhibition	-	0.6317	63.17%
CYP2C19 inhibition	+	0.6390	63.90%
CYP2D6 inhibition	+	0.6069	60.69%
CYP1A2 inhibition	-	0.5187	51.87%
CYP2C8 inhibition	-	0.7873	78.73%
CYP inhibitory promiscuity	+	0.7053	70.53%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.6584	65.84%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.9587	95.87%
Skin irritation	-	0.7249	72.49%
Skin corrosion	-	0.9110	91.10%
Ames mutagenesis	-	0.7037	70.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8336	83.36%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.8011	80.11%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7825	78.25%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.9176	91.76%
Acute Oral Toxicity (c)	III	0.6778	67.78%
Estrogen receptor binding	+	0.6132	61.32%
Androgen receptor binding	+	0.8756	87.56%
Thyroid receptor binding	+	0.5292	52.92%
Glucocorticoid receptor binding	-	0.4666	46.66%
Aromatase binding	+	0.5969	59.69%
PPAR gamma	+	0.6835	68.35%
Honey bee toxicity	-	0.9357	93.57%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9674	96.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2039	P27338	Monoamine oxidase B	99.63%	92.51%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.15%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.70%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	97.81%	94.80%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.03%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.84%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.79%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	93.72%	94.73%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.86%	96.77%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.75%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.74%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.82%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.22%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.07%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.72%	96.47%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.58%	98.75%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	85.74%	85.30%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	84.71%	80.96%
CHEMBL2179	P04062	Beta-glucocerebrosidase	83.82%	85.31%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.91%	90.24%
CHEMBL4208	P20618	Proteasome component C5	82.63%	90.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.34%	95.89%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.29%	89.50%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.64%	89.62%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	81.52%	89.33%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.05%	100.00%

Plants that contains it

• Bellardia viscosa
• Brickellia longifolia
• Bupleurum rigidum
• Carpesium longifolium
• Cochlearia officinalis
• Coelogyne nitida
• Crocus corsicus
• Dichotomanthes tristaniicarpa
• Dracontium spruceanum
• Dryopteris arguta
• Euphorbia micractina
• Frullania brasiliensis
• Heptapleurum venulosum
• Hippocrepis emerus
• Homalium laurifolium
• Kopsia lapidilecta
• Lychnis coronata
• Matsumurella chinensis
• Palisota barteri
• Pinus aristata
• Piper guineense
• Piper longum
• Piper retrofractum
• Piper sylvaticum
• Plenckia populnea
• Retrophyllum minus
• Verbesina virginica

Cross-Links

• PubChem: 90472536
• NPASS: NPC99298
• LOTUS: LTS0042729
• wikiData: Q105277762