Chejuenolide B

Details

• Internal ID: 3bf77221-8ef0-4e93-a40b-6e289ac46ef9
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Carboxylic acid derivatives > Carboxylic acid amides > Acetamides
• IUPAC Name: N-[(1S,2E,4E,6R,8E,10E,12S,14E,17S)-6,12-dihydroxy-3,9,15,17-tetramethyl-16-oxocycloheptadeca-2,4,8,10,14-pentaen-1-yl]acetamide
• InChI: InChI=1S/C23H33NO4/c1-15-6-10-20(26)12-8-16(2)14-22(24-19(5)25)18(4)23(28)17(3)9-13-21(27)11-7-15/h6-9,11-12,14,18,20-22,26-27H,10,13H2,1-5H3,(H,24,25)/b11-7+,12-8+,15-6+,16-14+,17-9+/t18-,20+,21+,22-/m0/s1
• InChI Key: UTURGGMCWRWPTG-PFBVZISFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₃NO₄
• Molecular Weight: 387.50 g/mol
• Exact Mass: 387.24095853 g/mol
• Topological Polar Surface Area (TPSA): 86.60 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.16
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9595	95.95%
Caco-2	+	0.5129	51.29%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7143	71.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8819	88.19%
OATP1B3 inhibitior	+	0.9482	94.82%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8618	86.18%
P-glycoprotein inhibitior	+	0.5830	58.30%
P-glycoprotein substrate	-	0.6014	60.14%
CYP3A4 substrate	+	0.5963	59.63%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.8878	88.78%
CYP3A4 inhibition	-	0.9322	93.22%
CYP2C9 inhibition	-	0.8911	89.11%
CYP2C19 inhibition	-	0.8736	87.36%
CYP2D6 inhibition	-	0.9152	91.52%
CYP1A2 inhibition	-	0.9145	91.45%
CYP2C8 inhibition	-	0.8889	88.89%
CYP inhibitory promiscuity	-	0.9763	97.63%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6553	65.53%
Carcinogenicity (trinary)	Non-required	0.5605	56.05%
Eye corrosion	-	0.9756	97.56%
Eye irritation	-	0.9849	98.49%
Skin irritation	-	0.7540	75.40%
Skin corrosion	-	0.9583	95.83%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8023	80.23%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.7533	75.33%
skin sensitisation	-	0.8783	87.83%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.7011	70.11%
Acute Oral Toxicity (c)	III	0.5955	59.55%
Estrogen receptor binding	+	0.5267	52.67%
Androgen receptor binding	-	0.6055	60.55%
Thyroid receptor binding	+	0.6319	63.19%
Glucocorticoid receptor binding	+	0.6592	65.92%
Aromatase binding	+	0.6559	65.59%
PPAR gamma	+	0.5581	55.81%
Honey bee toxicity	-	0.9224	92.24%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.3799	37.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.31%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.72%	91.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.01%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.69%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.00%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.78%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.55%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.51%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	81.09%	94.73%
CHEMBL4208	P20618	Proteasome component C5	80.95%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.45%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 25150199
• LOTUS: LTS0094649
• wikiData: Q105279109