(7E,9R,12R,13R,17S,21R,22S)-12-(hydroxymethyl)-22-[(Z)-[(2R,4Z)-4-[(E)-5-methoxypent-3-en-2-ylidene]-2-(2-methylpropyl)oxolan-3-ylidene]methyl]-8,12-dimethyl-17-(2-methylpropyl)-10,14,19,24-tetraoxa-23,25-diazatetracyclo[19.2.1.12,5.09,13]pentacosa-1(23),2,4,7-tetraene-11,15,18-trione

Details

• Internal ID: 455318fd-14c8-4b10-888b-09a0d0d8dc74
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (7E,9R,12R,13R,17S,21R,22S)-12-(hydroxymethyl)-22-[(Z)-[(2R,4Z)-4-[(E)-5-methoxypent-3-en-2-ylidene]-2-(2-methylpropyl)oxolan-3-ylidene]methyl]-8,12-dimethyl-17-(2-methylpropyl)-10,14,19,24-tetraoxa-23,25-diazatetracyclo[19.2.1.12,5.09,13]pentacosa-1(23),2,4,7-tetraene-11,15,18-trione
• SMILES (Canonical): CC1=CCC2=CC=C(N2)C3=NC(C(O3)COC(=O)C(CC(=O)OC4C1OC(=O)C4(C)CO)CC(C)C)C=C5C(OCC5=C(C)C=CCOC)CC(C)C
• SMILES (Isomeric): C/C/1=C\CC2=CC=C(N2)C3=N[C@H]([C@@H](O3)COC(=O)[C@H](CC(=O)O[C@H]4[C@@H]1OC(=O)[C@]4(C)CO)CC(C)C)/C=C/5\[C@H](OC\C5=C(\C)/C=C/COC)CC(C)C
• InChI: InChI=1S/C41H56N2O10/c1-23(2)16-27-18-35(45)52-37-36(53-40(47)41(37,7)22-44)26(6)11-12-28-13-14-31(42-28)38-43-32(34(51-38)21-50-39(27)46)19-29-30(25(5)10-9-15-48-8)20-49-33(29)17-24(3)4/h9-11,13-14,19,23-24,27,32-34,36-37,42,44H,12,15-18,20-22H2,1-8H3/b10-9+,26-11+,29-19-,30-25+/t27-,32-,33+,34-,36+,37-,41+/m0/s1
• InChI Key: KQPSDFXMOKFSTQ-ZDRZSSIJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₅₆N₂O₁₀
• Molecular Weight: 736.90 g/mol
• Exact Mass: 736.39349599 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 5.35
• H-Bond Acceptor: 11
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9280	92.80%
Caco-2	-	0.8356	83.56%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.4093	40.93%
OATP2B1 inhibitior	+	0.5691	56.91%
OATP1B1 inhibitior	+	0.8265	82.65%
OATP1B3 inhibitior	+	0.9296	92.96%
MATE1 inhibitior	-	0.9012	90.12%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9911	99.11%
P-glycoprotein inhibitior	+	0.8325	83.25%
P-glycoprotein substrate	+	0.8090	80.90%
CYP3A4 substrate	+	0.7351	73.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8602	86.02%
CYP3A4 inhibition	-	0.8588	85.88%
CYP2C9 inhibition	-	0.8570	85.70%
CYP2C19 inhibition	-	0.8414	84.14%
CYP2D6 inhibition	-	0.9098	90.98%
CYP1A2 inhibition	-	0.8059	80.59%
CYP2C8 inhibition	+	0.8012	80.12%
CYP inhibitory promiscuity	-	0.9651	96.51%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.4870	48.70%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.9220	92.20%
Skin irritation	-	0.7549	75.49%
Skin corrosion	-	0.9203	92.03%
Ames mutagenesis	-	0.5237	52.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6699	66.99%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.7646	76.46%
skin sensitisation	-	0.8028	80.28%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5179	51.79%
Acute Oral Toxicity (c)	III	0.5938	59.38%
Estrogen receptor binding	+	0.8319	83.19%
Androgen receptor binding	+	0.7518	75.18%
Thyroid receptor binding	+	0.5989	59.89%
Glucocorticoid receptor binding	+	0.7896	78.96%
Aromatase binding	+	0.6688	66.88%
PPAR gamma	+	0.7686	76.86%
Honey bee toxicity	-	0.6824	68.24%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.7081	70.81%

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	99.55%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.50%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.91%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.11%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.05%	91.11%
CHEMBL204	P00734	Thrombin	95.10%	96.01%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.84%	86.33%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	93.15%	89.44%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.89%	95.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	92.63%	91.71%
CHEMBL1937	Q92769	Histone deacetylase 2	92.60%	94.75%
CHEMBL2535	P11166	Glucose transporter	92.04%	98.75%
CHEMBL5103	Q969S8	Histone deacetylase 10	91.74%	90.08%
CHEMBL255	P29275	Adenosine A2b receptor	91.42%	98.59%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	91.24%	89.67%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	90.52%	85.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.45%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.42%	99.23%
CHEMBL3310	Q96DB2	Histone deacetylase 11	88.97%	88.56%
CHEMBL1907	P15144	Aminopeptidase N	87.15%	93.31%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.94%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.32%	92.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.11%	96.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.83%	94.80%
CHEMBL2996	Q05655	Protein kinase C delta	84.23%	97.79%
CHEMBL3401	O75469	Pregnane X receptor	83.29%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.05%	95.89%
CHEMBL5028	O14672	ADAM10	83.00%	97.50%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	81.63%	85.94%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.82%	100.00%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	80.42%	80.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.15%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.13%	93.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.01%	93.40%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163189255
• LOTUS: LTS0041934
• wikiData: Q105144689