5-Demethoxy-5-oxoavermectin A1a

Details

• Internal ID: accafbac-60aa-4d6c-aac4-6cdfd23c3b3f
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (1'R,2R,3S,4'S,6S,8'R,10'E,12'S,13'S,14'E,16'E,20'S,24'S)-2-[(2S)-butan-2-yl]-24'-hydroxy-12'-[(2R,4S,5S,6S)-5-[(2S,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-3,11',13',22'-tetramethylspiro[2,3-dihydropyran-6,6'-3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene]-2',21'-dione
• InChI: InChI=1S/C48H70O14/c1-11-25(2)43-28(5)17-18-47(62-43)23-34-20-33(61-47)16-15-27(4)42(26(3)13-12-14-32-24-55-45-40(49)29(6)19-35(46(51)58-34)48(32,45)52)59-39-22-37(54-10)44(31(8)57-39)60-38-21-36(53-9)41(50)30(7)56-38/h12-15,17-19,25-26,28,30-31,33-39,41-45,50,52H,11,16,20-24H2,1-10H3/b13-12+,27-15+,32-14+/t25-,26-,28-,30-,31-,33+,34-,35-,36-,37-,38-,39-,41-,42-,43+,44-,45+,47+,48+/m0/s1
• InChI Key: OREMDKVSTHGUST-WNNKMZGNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₀O₁₄
• Molecular Weight: 871.10 g/mol
• Exact Mass: 870.47655690 g/mol
• Topological Polar Surface Area (TPSA): 167.00 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 5.59
• H-Bond Acceptor: 14
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9843	98.43%
Caco-2	-	0.8673	86.73%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7991	79.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8579	85.79%
OATP1B3 inhibitior	+	0.8059	80.59%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8364	83.64%
BSEP inhibitior	+	0.9856	98.56%
P-glycoprotein inhibitior	+	0.7833	78.33%
P-glycoprotein substrate	+	0.9008	90.08%
CYP3A4 substrate	+	0.7410	74.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8985	89.85%
CYP3A4 inhibition	-	0.7329	73.29%
CYP2C9 inhibition	-	0.8682	86.82%
CYP2C19 inhibition	-	0.9097	90.97%
CYP2D6 inhibition	-	0.9454	94.54%
CYP1A2 inhibition	-	0.8873	88.73%
CYP2C8 inhibition	+	0.7237	72.37%
CYP inhibitory promiscuity	-	0.7359	73.59%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4752	47.52%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9109	91.09%
Skin irritation	-	0.5357	53.57%
Skin corrosion	-	0.9387	93.87%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7419	74.19%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.8802	88.02%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7694	76.94%
Acute Oral Toxicity (c)	I	0.4045	40.45%
Estrogen receptor binding	+	0.8706	87.06%
Androgen receptor binding	+	0.8201	82.01%
Thyroid receptor binding	+	0.5519	55.19%
Glucocorticoid receptor binding	+	0.7755	77.55%
Aromatase binding	+	0.6128	61.28%
PPAR gamma	+	0.7798	77.98%
Honey bee toxicity	+	0.8715	87.15%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9740	97.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.59%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.65%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.31%	96.77%
CHEMBL4040	P28482	MAP kinase ERK2	95.29%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.68%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.35%	91.11%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.24%	97.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.16%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.92%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.92%	89.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.66%	96.47%
CHEMBL2581	P07339	Cathepsin D	89.20%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.13%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.78%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.92%	96.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.89%	97.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.81%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.27%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	87.11%	94.73%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	86.83%	92.78%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.77%	94.45%
CHEMBL4208	P20618	Proteasome component C5	85.64%	90.00%
CHEMBL1871	P10275	Androgen Receptor	84.11%	96.43%
CHEMBL255	P29275	Adenosine A2b receptor	83.77%	98.59%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.26%	95.89%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.90%	97.28%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.67%	96.38%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.51%	97.36%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.15%	93.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.55%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.42%	95.89%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.34%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163024384
• LOTUS: LTS0007703
• wikiData: Q105197486