Cespitulactam D

Details

• Internal ID: 1dfd6e4c-cb19-4163-ab9b-532ff9aec691
• Taxonomy: Phenylpropanoids and polyketides > Macrolactams
• IUPAC Name: (1R,3E,5S,10R)-5-hydroxy-3,17,17-trimethyl-7-methylidene-15-azatricyclo[8.5.2.013,16]heptadeca-3,13(16)-dien-14-one
• InChI: InChI=1S/C20H29NO2/c1-12-5-6-14-7-8-16-18(20(14,3)4)17(21-19(16)23)11-13(2)10-15(22)9-12/h10,14-15,17,22H,1,5-9,11H2,2-4H3,(H,21,23)/b13-10+/t14-,15+,17-/m1/s1
• InChI Key: DZPGQVGXKGIMGH-CZIVKBJPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₉NO₂
• Molecular Weight: 315.40 g/mol
• Exact Mass: 315.219829168 g/mol
• Topological Polar Surface Area (TPSA): 49.30 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.66
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• CHEMBL251660

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6339	63.39%
Blood Brain Barrier	+	0.6629	66.29%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5900	59.00%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.8813	88.13%
OATP1B3 inhibitior	+	0.9333	93.33%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.6271	62.71%
P-glycoprotein inhibitior	-	0.7727	77.27%
P-glycoprotein substrate	-	0.6793	67.93%
CYP3A4 substrate	+	0.6011	60.11%
CYP2C9 substrate	-	0.7790	77.90%
CYP2D6 substrate	-	0.8850	88.50%
CYP3A4 inhibition	-	0.8474	84.74%
CYP2C9 inhibition	-	0.6446	64.46%
CYP2C19 inhibition	-	0.6245	62.45%
CYP2D6 inhibition	-	0.9025	90.25%
CYP1A2 inhibition	-	0.8042	80.42%
CYP2C8 inhibition	-	0.8385	83.85%
CYP inhibitory promiscuity	-	0.6105	61.05%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5327	53.27%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.9403	94.03%
Skin irritation	-	0.7094	70.94%
Skin corrosion	-	0.9119	91.19%
Ames mutagenesis	-	0.7637	76.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.3635	36.35%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.6410	64.10%
skin sensitisation	-	0.8002	80.02%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5779	57.79%
Acute Oral Toxicity (c)	III	0.6309	63.09%
Estrogen receptor binding	+	0.6549	65.49%
Androgen receptor binding	-	0.6130	61.30%
Thyroid receptor binding	-	0.5452	54.52%
Glucocorticoid receptor binding	+	0.7733	77.33%
Aromatase binding	+	0.6653	66.53%
PPAR gamma	+	0.6786	67.86%
Honey bee toxicity	-	0.7671	76.71%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8892	88.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.75%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.89%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.76%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.57%	95.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	89.59%	93.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.96%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.91%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.07%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.05%	90.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.86%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	85.72%	94.75%
CHEMBL1871	P10275	Androgen Receptor	84.27%	96.43%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.80%	99.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.57%	93.04%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.35%	90.71%
CHEMBL3310	Q96DB2	Histone deacetylase 11	80.17%	88.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 24762910
• LOTUS: LTS0184466
• wikiData: Q104991934