(1R,4S,5'S,6R,6'R,8R,10E,12S,13S,14Z,16Z,20R,21R,24S)-6'-ethyl-21,24-dihydroxy-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-5',11,13,22-tetramethylspiro[3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene-6,2'-oxane]-2-one

Details

• Internal ID: da1ca979-b271-4f6a-9d3f-bb0fc1110e22
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues > Milbemycins
• IUPAC Name: (1R,4S,5'S,6R,6'R,8R,10E,12S,13S,14Z,16Z,20R,21R,24S)-6'-ethyl-21,24-dihydroxy-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-5',11,13,22-tetramethylspiro[3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene-6,2'-oxane]-2-one
• SMILES (Canonical): CCC1C(CCC2(O1)CC3CC(O2)CC=C(C(C(C=CC=C4COC5C4(C(C=C(C5O)C)C(=O)O3)O)C)OC6CC(C(C(O6)C)OC7CC(C(C(O7)C)O)OC)OC)C)C
• SMILES (Isomeric): CC[C@@H]1[C@H](CC[C@@]2(O1)C[C@@H]3C[C@H](O2)C/C=C(/[C@H]([C@H](/C=C\C=C/4\CO[C@H]5[C@@]4([C@@H](C=C([C@H]5O)C)C(=O)O3)O)C)O[C@H]6C[C@@H]([C@H]([C@@H](O6)C)O[C@H]7C[C@@H]([C@H]([C@@H](O7)C)O)OC)OC)\C)C
• InChI: InChI=1S/C46H70O14/c1-10-34-24(2)16-17-45(60-34)22-32-19-31(59-45)15-14-26(4)41(25(3)12-11-13-30-23-53-43-39(47)27(5)18-33(44(49)56-32)46(30,43)50)57-38-21-36(52-9)42(29(7)55-38)58-37-20-35(51-8)40(48)28(6)54-37/h11-14,18,24-25,28-29,31-43,47-48,50H,10,15-17,19-23H2,1-9H3/b12-11-,26-14+,30-13-/t24-,25-,28-,29-,31+,32-,33-,34+,35-,36-,37-,38-,39+,40-,41-,42-,43+,45+,46+/m0/s1
• InChI Key: JTGVTSUBURVNRJ-KRGRYGMVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₀O₁₄
• Molecular Weight: 847.00 g/mol
• Exact Mass: 846.47655690 g/mol
• Topological Polar Surface Area (TPSA): 170.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 4.97
• H-Bond Acceptor: 14
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9676	96.76%
Caco-2	-	0.8733	87.33%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8053	80.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8711	87.11%
OATP1B3 inhibitior	+	0.9333	93.33%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9716	97.16%
P-glycoprotein inhibitior	+	0.7793	77.93%
P-glycoprotein substrate	+	0.9085	90.85%
CYP3A4 substrate	+	0.7455	74.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8929	89.29%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	+	0.7392	73.92%
CYP inhibitory promiscuity	-	0.6859	68.59%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5219	52.19%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9133	91.33%
Skin irritation	+	0.5259	52.59%
Skin corrosion	-	0.9409	94.09%
Ames mutagenesis	-	0.6970	69.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7037	70.37%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.8375	83.75%
skin sensitisation	-	0.9118	91.18%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8514	85.14%
Acute Oral Toxicity (c)	III	0.4494	44.94%
Estrogen receptor binding	+	0.8799	87.99%
Androgen receptor binding	+	0.8173	81.73%
Thyroid receptor binding	-	0.4884	48.84%
Glucocorticoid receptor binding	+	0.7567	75.67%
Aromatase binding	+	0.6280	62.80%
PPAR gamma	+	0.7771	77.71%
Honey bee toxicity	+	0.9005	90.05%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9747	97.47%

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	97.73%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.67%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.30%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.86%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.02%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.11%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.36%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.29%	94.00%
CHEMBL1871	P10275	Androgen Receptor	91.18%	96.43%
CHEMBL226	P30542	Adenosine A1 receptor	90.64%	95.93%
CHEMBL4040	P28482	MAP kinase ERK2	90.48%	83.82%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.62%	96.95%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	88.31%	97.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.52%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.17%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.02%	92.62%
CHEMBL255	P29275	Adenosine A2b receptor	86.07%	98.59%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.03%	99.23%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.79%	96.61%
CHEMBL5255	O00206	Toll-like receptor 4	83.13%	92.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.01%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.46%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	82.34%	94.73%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.68%	97.28%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.18%	97.14%

Plants that contains it

• Strychnos icaja

Cross-Links

• PubChem: 132472909
• LOTUS: LTS0089287
• wikiData: Q105280227