Leustroducsin A

Details

• Internal ID: 5bd40684-948a-432f-898e-67f730d2cf37
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: [(1S,3R)-3-[(1Z,3Z,5R,7R,9E)-8-(2-aminoethyl)-10-[(2S,3S)-3-ethyl-6-oxo-2,3-dihydropyran-2-yl]-5,8-dihydroxy-7-phosphonooxydeca-1,3,9-trienyl]cyclohexyl] 5-methylhexanoate
• SMILES (Canonical): CCC1C=CC(=O)OC1C=CC(CCN)(C(CC(C=CC=CC2CCCC(C2)OC(=O)CCCC(C)C)O)OP(=O)(O)O)O
• SMILES (Isomeric): CC[C@H]1C=CC(=O)O[C@H]1/C=C/C(CCN)([C@@H](C[C@H](/C=C\C=C/[C@@H]2CCC[C@@H](C2)OC(=O)CCCC(C)C)O)OP(=O)(O)O)O
• InChI: InChI=1S/C32H52NO10P/c1-4-25-15-16-31(36)42-28(25)17-18-32(37,19-20-33)29(43-44(38,39)40)22-26(34)12-6-5-10-24-11-8-13-27(21-24)41-30(35)14-7-9-23(2)3/h5-6,10,12,15-18,23-29,34,37H,4,7-9,11,13-14,19-22,33H2,1-3H3,(H2,38,39,40)/b10-5-,12-6-,18-17+/t24-,25+,26+,27+,28+,29-,32?/m1/s1
• InChI Key: SNWWAFHAEURECF-JDSSUHPRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₂NO₁₀P
• Molecular Weight: 641.70 g/mol
• Exact Mass: 641.33288385 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 4.40
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6195	61.95%
Caco-2	-	0.8645	86.45%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5331	53.31%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.8351	83.51%
OATP1B3 inhibitior	+	0.9268	92.68%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6858	68.58%
P-glycoprotein inhibitior	+	0.7092	70.92%
P-glycoprotein substrate	+	0.7698	76.98%
CYP3A4 substrate	+	0.7090	70.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8754	87.54%
CYP3A4 inhibition	+	0.6262	62.62%
CYP2C9 inhibition	-	0.7506	75.06%
CYP2C19 inhibition	-	0.7070	70.70%
CYP2D6 inhibition	-	0.8766	87.66%
CYP1A2 inhibition	-	0.8030	80.30%
CYP2C8 inhibition	+	0.6944	69.44%
CYP inhibitory promiscuity	-	0.9217	92.17%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6028	60.28%
Eye corrosion	-	0.9703	97.03%
Eye irritation	-	0.9321	93.21%
Skin irritation	-	0.7331	73.31%
Skin corrosion	-	0.8963	89.63%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7211	72.11%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8303	83.03%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.9136	91.36%
Acute Oral Toxicity (c)	III	0.5618	56.18%
Estrogen receptor binding	+	0.8000	80.00%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5094	50.94%
Glucocorticoid receptor binding	+	0.6364	63.64%
Aromatase binding	-	0.5176	51.76%
PPAR gamma	+	0.6448	64.48%
Honey bee toxicity	-	0.7150	71.50%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9380	93.80%

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	98.90%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.89%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.48%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	97.61%	96.38%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	97.55%	96.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.16%	97.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	95.01%	95.58%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	94.91%	97.29%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.96%	99.17%
CHEMBL2581	P07339	Cathepsin D	92.64%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.25%	93.56%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	91.97%	92.88%
CHEMBL4227	P25090	Lipoxin A4 receptor	91.93%	100.00%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	91.68%	94.01%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.53%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	91.48%	92.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	90.85%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.62%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	87.65%	94.73%
CHEMBL2413	P32246	C-C chemokine receptor type 1	87.18%	89.50%
CHEMBL2514	O95665	Neurotensin receptor 2	86.24%	100.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	85.86%	98.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.76%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	85.63%	91.19%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	85.39%	95.71%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	85.27%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.99%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.98%	96.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.60%	95.17%
CHEMBL5203	P33316	dUTP pyrophosphatase	82.96%	99.18%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.22%	89.34%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.73%	94.33%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.54%	95.71%
CHEMBL4581	P52732	Kinesin-like protein 1	81.51%	93.18%
CHEMBL2094135	Q96BI3	Gamma-secretase	81.39%	98.05%
CHEMBL1871	P10275	Androgen Receptor	80.98%	96.43%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	80.75%	83.57%
CHEMBL237	P41145	Kappa opioid receptor	80.50%	98.10%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.19%	91.07%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139583492
• LOTUS: LTS0051097
• wikiData: Q75063150