[3-[(1E,3E,9E)-8-(2-aminoethyl)-10-(3-ethyl-6-oxo-2,3-dihydropyran-2-yl)-5,8-dihydroxy-7-phosphonooxydeca-1,3,9-trienyl]cyclohexyl] 2-methylbutanoate

Details

• Internal ID: 92ecaa03-437b-48b6-88c1-3b46fb4188f7
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: [3-[(1E,3E,9E)-8-(2-aminoethyl)-10-(3-ethyl-6-oxo-2,3-dihydropyran-2-yl)-5,8-dihydroxy-7-phosphonooxydeca-1,3,9-trienyl]cyclohexyl] 2-methylbutanoate
• SMILES (Canonical): CCC1C=CC(=O)OC1C=CC(CCN)(C(CC(C=CC=CC2CCCC(C2)OC(=O)C(C)CC)O)OP(=O)(O)O)O
• SMILES (Isomeric): CCC1C=CC(=O)OC1/C=C/C(CCN)(C(CC(/C=C/C=C/C2CCCC(C2)OC(=O)C(C)CC)O)OP(=O)(O)O)O
• InChI: InChI=1S/C30H48NO10P/c1-4-21(3)29(34)39-25-12-8-10-22(19-25)9-6-7-11-24(32)20-27(41-42(36,37)38)30(35,17-18-31)16-15-26-23(5-2)13-14-28(33)40-26/h6-7,9,11,13-16,21-27,32,35H,4-5,8,10,12,17-20,31H2,1-3H3,(H2,36,37,38)/b9-6+,11-7+,16-15+
• InChI Key: IEXHVRAIBNTGPA-ZWDVXTLWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈NO₁₀P
• Molecular Weight: 613.70 g/mol
• Exact Mass: 613.30158373 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 3.62
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 16

Synonyms

• Phosphazomycin C
• 126605-70-7
• 126688-54-8
• [3-[(1E,3E,9E)-8-(2-aminoethyl)-10-(3-ethyl-6-oxo-2,3-dihydropyran-2-yl)-5,8-dihydroxy-7-phosphonooxydeca-1,3,9-trienyl]cyclohexyl] 2-methylbutanoate
• Butanoic acid, 2(or 3)-methyl-, 3-(8-(2-aminoethyl)-10-(3-ethyl-3,6-dihydro-6-oxo-2H-pyran-2-yl)-5,8-dihydroxy-7-(phosphonooxy)-1,3,9-decatrienyl)cyclohexyl ester
• Butanoic acid, 2-methyl-, 3-(8-(2-aminoethyl)-10-(3-ethyl-3,6-dihydro-6-oxo-2H-pyran-2-yl)-5,8-dihydroxy-7-(phosphonooxy)-1,3,9-decatrienyl)cyclohexyl ester

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5589	55.89%
Caco-2	-	0.8674	86.74%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5436	54.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8168	81.68%
OATP1B3 inhibitior	+	0.9328	93.28%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	+	0.6896	68.96%
P-glycoprotein substrate	+	0.6959	69.59%
CYP3A4 substrate	+	0.6956	69.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8754	87.54%
CYP3A4 inhibition	-	0.5076	50.76%
CYP2C9 inhibition	-	0.7866	78.66%
CYP2C19 inhibition	-	0.7529	75.29%
CYP2D6 inhibition	-	0.8768	87.68%
CYP1A2 inhibition	-	0.8080	80.80%
CYP2C8 inhibition	+	0.7007	70.07%
CYP inhibitory promiscuity	-	0.9212	92.12%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5793	57.93%
Eye corrosion	-	0.9671	96.71%
Eye irritation	-	0.9385	93.85%
Skin irritation	-	0.7423	74.23%
Skin corrosion	-	0.8925	89.25%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7659	76.59%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.8439	84.39%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.9364	93.64%
Acute Oral Toxicity (c)	III	0.5562	55.62%
Estrogen receptor binding	+	0.8089	80.89%
Androgen receptor binding	+	0.5893	58.93%
Thyroid receptor binding	-	0.4907	49.07%
Glucocorticoid receptor binding	+	0.6473	64.73%
Aromatase binding	-	0.5125	51.25%
PPAR gamma	+	0.6048	60.48%
Honey bee toxicity	-	0.7004	70.04%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8218	82.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.48%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.57%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.51%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.89%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	96.21%	96.38%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	95.59%	96.47%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	92.19%	94.01%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	91.94%	95.58%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.36%	95.56%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	91.25%	97.29%
CHEMBL2413	P32246	C-C chemokine receptor type 1	90.64%	89.50%
CHEMBL2581	P07339	Cathepsin D	90.33%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	89.17%	92.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.45%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.88%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.70%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.91%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.82%	93.56%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	86.40%	95.71%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.80%	89.34%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.53%	92.88%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	85.27%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.91%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	84.80%	94.73%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	83.06%	80.33%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.11%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.01%	95.89%
CHEMBL2514	O95665	Neurotensin receptor 2	81.54%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.51%	96.00%
CHEMBL2996	Q05655	Protein kinase C delta	81.11%	97.79%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.89%	95.17%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	80.69%	87.67%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.00%	94.33%

Plants that contains it

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Cross-Links

• PubChem: 6443978
• LOTUS: LTS0049216
• wikiData: Q105112022