(5'S,10Z,12S,14Z,16Z,21R,24S)-21,24-dihydroxy-12-[(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: dafff0a6-6cac-4630-bb6d-00e3eae20b1a
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues > Milbemycins
• IUPAC Name: (5'S,10Z,12S,14Z,16Z,21R,24S)-21,24-dihydroxy-12-[(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): CC1CCC2(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)OC1
• SMILES (Isomeric): C[C@H]1CCC2(CC3CC(O2)C/C=C(\[C@H](C(/C=C\C=C/4\COC5[C@@]4(C(C=C([C@H]5O)C)C(=O)O3)O)C)OC6C[C@@H]([C@H]([C@@H](O6)C)O[C@H]7C[C@@H]([C@H]([C@@H](O7)C)O)OC)OC)/C)OC1
• InChI: InChI=1S/C44H66O14/c1-23-14-15-43(52-21-23)20-31-17-30(58-43)13-12-25(3)39(24(2)10-9-11-29-22-51-41-37(45)26(4)16-32(42(47)55-31)44(29,41)48)56-36-19-34(50-8)40(28(6)54-36)57-35-18-33(49-7)38(46)27(5)53-35/h9-12,16,23-24,27-28,30-41,45-46,48H,13-15,17-22H2,1-8H3/b10-9-,25-12-,29-11-/t23-,24?,27-,28-,30?,31?,32?,33-,34-,35-,36?,37+,38-,39-,40-,41?,43?,44+/m0/s1
• InChI Key: UWHFYBDCEDSMAI-ZYARWCFOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₆₆O₁₄
• Molecular Weight: 819.00 g/mol
• Exact Mass: 818.44525677 g/mol
• Topological Polar Surface Area (TPSA): 170.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 4.19
• H-Bond Acceptor: 14
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9251	92.51%
Caco-2	-	0.8722	87.22%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8197	81.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8667	86.67%
OATP1B3 inhibitior	+	0.9453	94.53%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9506	95.06%
P-glycoprotein inhibitior	+	0.7822	78.22%
P-glycoprotein substrate	+	0.9027	90.27%
CYP3A4 substrate	+	0.7500	75.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8929	89.29%
CYP3A4 inhibition	-	0.9529	95.29%
CYP2C9 inhibition	-	0.9346	93.46%
CYP2C19 inhibition	-	0.9279	92.79%
CYP2D6 inhibition	-	0.9353	93.53%
CYP1A2 inhibition	-	0.8871	88.71%
CYP2C8 inhibition	+	0.7287	72.87%
CYP inhibitory promiscuity	-	0.9016	90.16%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4906	49.06%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9151	91.51%
Skin irritation	-	0.5838	58.38%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	-	0.6870	68.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6885	68.85%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.7698	76.98%
skin sensitisation	-	0.9042	90.42%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.5742	57.42%
Acute Oral Toxicity (c)	III	0.4133	41.33%
Estrogen receptor binding	+	0.8627	86.27%
Androgen receptor binding	+	0.8028	80.28%
Thyroid receptor binding	-	0.4909	49.09%
Glucocorticoid receptor binding	+	0.7509	75.09%
Aromatase binding	+	0.6000	60.00%
PPAR gamma	+	0.7627	76.27%
Honey bee toxicity	+	0.8508	85.08%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9510	95.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.57%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.38%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.19%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	94.38%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.81%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.54%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.41%	97.25%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	92.14%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.68%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.23%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.78%	99.23%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.60%	93.40%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.95%	94.00%
CHEMBL1871	P10275	Androgen Receptor	88.93%	96.43%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.21%	97.21%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	87.70%	97.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.21%	95.56%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.70%	97.28%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.59%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	83.98%	92.50%
CHEMBL226	P30542	Adenosine A1 receptor	83.40%	95.93%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.93%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.88%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.87%	97.14%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.03%	83.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.93%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	80.51%	91.19%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	80.43%	98.99%
CHEMBL1902	P62942	FK506-binding protein 1A	80.28%	97.05%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 6450460
• LOTUS: LTS0100203
• wikiData: Q105280358