22-O-methylmycotrieninII

Details

• Internal ID: 2aaf888a-65d2-4675-ad2d-a921d0f5ae56
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > N-acyl-alpha amino acids and derivatives
• IUPAC Name: [(8Z,10Z,16Z)-15,24-dihydroxy-5,22-dimethoxy-14,16-dimethyl-3-oxo-2-azabicyclo[18.3.1]tetracosa-1(23),6,8,10,16,20(24),21-heptaen-13-yl] 2-(cyclohexanecarbonylamino)propanoate
• SMILES (Canonical): CC1C(CC=CC=CC=CC(CC(=O)NC2=CC(=CC(=C2O)CCC=C(C1O)C)OC)OC)OC(=O)C(C)NC(=O)C3CCCCC3
• SMILES (Isomeric): CC1C(C/C=C\C=C/C=CC(CC(=O)NC2=CC(=CC(=C2O)CC/C=C(\C1O)/C)OC)OC)OC(=O)C(C)NC(=O)C3CCCCC3
• InChI: InChI=1S/C37H52N2O8/c1-24-15-14-18-28-21-30(46-5)22-31(35(28)42)39-33(40)23-29(45-4)19-12-7-6-8-13-20-32(25(2)34(24)41)47-37(44)26(3)38-36(43)27-16-10-9-11-17-27/h6-8,12-13,15,19,21-22,25-27,29,32,34,41-42H,9-11,14,16-18,20,23H2,1-5H3,(H,38,43)(H,39,40)/b7-6-,13-8-,19-12?,24-15-
• InChI Key: PEANSLAKPSVOFU-YDJRDYOUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₂N₂O₈
• Molecular Weight: 652.80 g/mol
• Exact Mass: 652.37236662 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.69
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

• [(8Z,10Z,16Z)-15,24-dihydroxy-5,22-dimethoxy-14,16-dimethyl-3-oxo-2-azabicyclo[18.3.1]tetracosa-1(23),6,8,10,16,20(24),21-heptaen-13-yl] 2-(cyclohexanecarbonylamino)propanoate
• ((8Z,10Z,16Z)-15,24-dihydroxy-5,22-dimethoxy-14,16-dimethyl-3-oxo-2-azabicyclo(18.3.1)tetracosa-1(23),6,8,10,16,20(24),21-heptaen-13-yl) 2-(cyclohexanecarbonylamino)propanoate
• N-(1-oxo-1-(((6Z,8Z,10Z,16Z)-3,15,24-trihydroxy-5,22-dimethoxy-14,16-dimethyl-2-azabicyclo(18.3.1)tetracosa-1(24),2,6,8,10,16,20,22-octaen-13-yl)oxy)propan-2-yl)cyclohexanecarboximidate
• N-(1-oxo-1-{[(6Z,8Z,10Z,16Z)-3,15,24-trihydroxy-5,22-dimethoxy-14,16-dimethyl-2-azabicyclo[18.3.1]tetracosa-1(24),2,6,8,10,16,20,22-octaen-13-yl]oxy}propan-2-yl)cyclohexanecarboximidate
• RefChem:89735
• CHEBI:224004

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9187	91.87%
Caco-2	-	0.8038	80.38%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7955	79.55%
OATP2B1 inhibitior	+	0.5782	57.82%
OATP1B1 inhibitior	+	0.8402	84.02%
OATP1B3 inhibitior	+	0.9165	91.65%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8072	80.72%
BSEP inhibitior	+	0.8778	87.78%
P-glycoprotein inhibitior	+	0.8056	80.56%
P-glycoprotein substrate	+	0.7388	73.88%
CYP3A4 substrate	+	0.7308	73.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8360	83.60%
CYP3A4 inhibition	-	0.7503	75.03%
CYP2C9 inhibition	-	0.8095	80.95%
CYP2C19 inhibition	-	0.7851	78.51%
CYP2D6 inhibition	-	0.9137	91.37%
CYP1A2 inhibition	-	0.7511	75.11%
CYP2C8 inhibition	+	0.6581	65.81%
CYP inhibitory promiscuity	-	0.9411	94.11%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9311	93.11%
Carcinogenicity (trinary)	Non-required	0.6146	61.46%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9366	93.66%
Skin irritation	-	0.7886	78.86%
Skin corrosion	-	0.9436	94.36%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8413	84.13%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8857	88.57%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.8880	88.80%
Acute Oral Toxicity (c)	III	0.5879	58.79%
Estrogen receptor binding	+	0.8143	81.43%
Androgen receptor binding	+	0.7726	77.26%
Thyroid receptor binding	+	0.5774	57.74%
Glucocorticoid receptor binding	+	0.7932	79.32%
Aromatase binding	-	0.4842	48.42%
PPAR gamma	+	0.7474	74.74%
Honey bee toxicity	-	0.7209	72.09%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9637	96.37%

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	99.31%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.48%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.30%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.96%	95.56%
CHEMBL230	P35354	Cyclooxygenase-2	94.60%	89.63%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	94.29%	93.03%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	93.68%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.44%	96.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	93.43%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.13%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	92.84%	91.19%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.62%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.21%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.30%	97.25%
CHEMBL2535	P11166	Glucose transporter	90.70%	98.75%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	90.59%	91.03%
CHEMBL3238	P23786	Carnitine palmitoyltransferase 2	87.37%	94.05%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.18%	93.56%
CHEMBL3437	Q16853	Amine oxidase, copper containing	86.53%	94.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.83%	82.69%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.81%	96.47%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.73%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	84.14%	92.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.77%	92.94%
CHEMBL4581	P52732	Kinesin-like protein 1	81.50%	93.18%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.48%	99.23%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.84%	94.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139586532
• LOTUS: LTS0257011
• wikiData: Q77508325