Enanthotoxin, (S)-

Details

• Internal ID: 49c72634-458f-4322-89be-16a172ea2ddb
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Long-chain fatty alcohols
• IUPAC Name: (2E,8E,10E,14S)-heptadeca-2,8,10-trien-4,6-diyne-1,14-diol
• SMILES (Canonical): CCCC(CCC=CC=CC#CC#CC=CCO)O
• SMILES (Isomeric): CCC[C@@H](CC/C=C/C=C/C#CC#C/C=C/CO)O
• InChI: InChI=1S/C17H22O2/c1-2-14-17(19)15-12-10-8-6-4-3-5-7-9-11-13-16-18/h4,6,8,10-11,13,17-19H,2,12,14-16H2,1H3/b6-4+,10-8+,13-11+/t17-/m0/s1
• InChI Key: UPXPHJXYZGEBCW-RHMXUBIXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₂
• Molecular Weight: 258.35 g/mol
• Exact Mass: 258.161979940 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.60
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

• Enanthotoxin, (-)-
• UNII-K70J2QCD1S
• K70J2QCD1S
• 2,8,10-Heptadecatriene-4,6-diyne-1,14-diol, (2E,8E,10E,14S)-
• 1429222-05-8
• (S)-enanthotoxin
• Q27282021

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9905	99.05%
Caco-2	+	0.6222	62.22%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4801	48.01%
OATP2B1 inhibitior	-	0.8540	85.40%
OATP1B1 inhibitior	+	0.8716	87.16%
OATP1B3 inhibitior	+	0.9152	91.52%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.7965	79.65%
P-glycoprotein inhibitior	-	0.9123	91.23%
P-glycoprotein substrate	-	0.7742	77.42%
CYP3A4 substrate	-	0.5364	53.64%
CYP2C9 substrate	-	0.8056	80.56%
CYP2D6 substrate	-	0.7828	78.28%
CYP3A4 inhibition	-	0.6996	69.96%
CYP2C9 inhibition	-	0.8740	87.40%
CYP2C19 inhibition	-	0.8589	85.89%
CYP2D6 inhibition	-	0.8982	89.82%
CYP1A2 inhibition	+	0.5757	57.57%
CYP2C8 inhibition	-	0.9124	91.24%
CYP inhibitory promiscuity	-	0.6868	68.68%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6700	67.00%
Carcinogenicity (trinary)	Non-required	0.6776	67.76%
Eye corrosion	-	0.6844	68.44%
Eye irritation	-	0.9449	94.49%
Skin irritation	-	0.7308	73.08%
Skin corrosion	-	0.9616	96.16%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6431	64.31%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5324	53.24%
skin sensitisation	+	0.6653	66.53%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.9667	96.67%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	+	0.6578	65.78%
Acute Oral Toxicity (c)	III	0.6070	60.70%
Estrogen receptor binding	+	0.6541	65.41%
Androgen receptor binding	-	0.5794	57.94%
Thyroid receptor binding	+	0.5766	57.66%
Glucocorticoid receptor binding	+	0.6335	63.35%
Aromatase binding	+	0.6081	60.81%
PPAR gamma	+	0.6923	69.23%
Honey bee toxicity	-	0.8784	87.84%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	-	0.4542	45.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.63%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.57%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.76%	98.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	87.70%	97.29%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	87.67%	92.86%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.25%	99.17%
CHEMBL4105838	Q96GG9	DCN1-like protein 1	83.00%	95.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.12%	89.34%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.96%	93.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.16%	96.00%

Plants that contains it

• Oenanthe crocata

Cross-Links

• PubChem: 76965857
• LOTUS: LTS0141822
• wikiData: Q76545443