Neoenterocin B

Details

• Internal ID: 34f17c51-72f3-4980-b7bf-872fce38fcdf
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Heterocyclic fatty acids > Furanoid fatty acids
• IUPAC Name: 1-[(5R,6S)-5,6-dihydroxy-3-[(E)-2-methoxyprop-1-enyl]-4-oxo-6,7-dihydro-5H-2-benzofuran-1-yl]-2-phenylethane-1,2-dione
• SMILES (Canonical): CC(=CC1=C2C(=C(O1)C(=O)C(=O)C3=CC=CC=C3)CC(C(C2=O)O)O)OC
• SMILES (Isomeric): C/C(=C\C1=C2C(=C(O1)C(=O)C(=O)C3=CC=CC=C3)C[C@@H]([C@H](C2=O)O)O)/OC
• InChI: InChI=1S/C20H18O7/c1-10(26-2)8-14-15-12(9-13(21)17(23)18(15)24)20(27-14)19(25)16(22)11-6-4-3-5-7-11/h3-8,13,17,21,23H,9H2,1-2H3/b10-8+/t13-,17+/m0/s1
• InChI Key: BYCKRSGGJOJCOA-RHPXVONCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₇
• Molecular Weight: 370.40 g/mol
• Exact Mass: 370.10525291 g/mol
• Topological Polar Surface Area (TPSA): 114.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.81
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9866	98.66%
Caco-2	-	0.5165	51.65%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6903	69.03%
OATP2B1 inhibitior	-	0.7213	72.13%
OATP1B1 inhibitior	+	0.9320	93.20%
OATP1B3 inhibitior	+	0.9672	96.72%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7439	74.39%
P-glycoprotein inhibitior	-	0.4654	46.54%
P-glycoprotein substrate	-	0.7677	76.77%
CYP3A4 substrate	+	0.5341	53.41%
CYP2C9 substrate	-	0.6052	60.52%
CYP2D6 substrate	-	0.8196	81.96%
CYP3A4 inhibition	-	0.7338	73.38%
CYP2C9 inhibition	-	0.7619	76.19%
CYP2C19 inhibition	-	0.6408	64.08%
CYP2D6 inhibition	-	0.8421	84.21%
CYP1A2 inhibition	+	0.6547	65.47%
CYP2C8 inhibition	+	0.5161	51.61%
CYP inhibitory promiscuity	-	0.6756	67.56%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4752	47.52%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.8909	89.09%
Skin irritation	-	0.7771	77.71%
Skin corrosion	-	0.9448	94.48%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6697	66.97%
Micronuclear	+	0.7359	73.59%
Hepatotoxicity	+	0.5264	52.64%
skin sensitisation	-	0.7537	75.37%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.3565	35.65%
Estrogen receptor binding	+	0.7999	79.99%
Androgen receptor binding	+	0.7663	76.63%
Thyroid receptor binding	-	0.6348	63.48%
Glucocorticoid receptor binding	+	0.7437	74.37%
Aromatase binding	-	0.6625	66.25%
PPAR gamma	+	0.7156	71.56%
Honey bee toxicity	-	0.8734	87.34%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9575	95.75%

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	97.89%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.22%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.13%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.82%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.21%	99.23%
CHEMBL2535	P11166	Glucose transporter	87.33%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.31%	89.00%
CHEMBL5028	O14672	ADAM10	84.56%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.92%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	82.16%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	81.60%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.57%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683281
• LOTUS: LTS0248249
• wikiData: Q104949146