[(3E,5E,8R,9S,10R,11S,14S,15E,18R,20S,21E,24S)-24-[(E,2R,3R,4R,7S,8S,9R,10S)-9-acetyloxy-7-[(2S)-2-(dimethylamino)propanoyl]oxy-12-[formyl(methyl)amino]-3-hydroxy-4,8,10-trimethyldodec-11-en-2-yl]-8-hydroxy-14,20-dimethoxy-9,11,15,18-tetramethyl-2-oxo-1-oxacyclotetracosa-3,5,15,21-tetraen-10-yl] (2S)-2-(dimethylamino)-3-methoxypropanoate

Details

• Internal ID: d6cc1c58-8f4c-4b08-8b1b-0ac3d475991e
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: [(3E,5E,8R,9S,10R,11S,14S,15E,18R,20S,21E,24S)-24-[(E,2R,3R,4R,7S,8S,9R,10S)-9-acetyloxy-7-[(2S)-2-(dimethylamino)propanoyl]oxy-12-[formyl(methyl)amino]-3-hydroxy-4,8,10-trimethyldodec-11-en-2-yl]-8-hydroxy-14,20-dimethoxy-9,11,15,18-tetramethyl-2-oxo-1-oxacyclotetracosa-3,5,15,21-tetraen-10-yl] (2S)-2-(dimethylamino)-3-methoxypropanoate
• InChI: InChI=1S/C59H101N3O14/c1-38-27-28-39(2)51(72-18)31-30-41(4)56(76-59(69)49(36-70-16)61(13)14)43(6)50(65)24-20-19-21-26-54(66)74-52(25-22-23-48(35-38)71-17)44(7)55(67)40(3)29-32-53(75-58(68)46(9)60(11)12)45(8)57(73-47(10)64)42(5)33-34-62(15)37-63/h19-23,26,28,33-34,37-38,40-46,48-53,55-57,65,67H,24-25,27,29-32,35-36H2,1-18H3/b20-19+,23-22+,26-21+,34-33+,39-28+/t38-,40-,41+,42+,43+,44+,45+,46+,48-,49+,50-,51+,52+,53+,55-,56-,57-/m1/s1
• InChI Key: LBWIGLNHANBXDK-UGKXBNGJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₉H₁₀₁N₃O₁₄
• Molecular Weight: 1076.40 g/mol
• Exact Mass: 1075.72835490 g/mol
• Topological Polar Surface Area (TPSA): 200.00 Ų
• XlogP: 9.10
• Atomic LogP (AlogP): 7.74
• H-Bond Acceptor: 16
• H-Bond Donor: 2
• Rotatable Bonds: 23

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7728	77.28%
Caco-2	-	0.8608	86.08%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7722	77.22%
OATP2B1 inhibitior	-	0.7273	72.73%
OATP1B1 inhibitior	+	0.7947	79.47%
OATP1B3 inhibitior	+	0.9158	91.58%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9923	99.23%
P-glycoprotein inhibitior	+	0.7520	75.20%
P-glycoprotein substrate	+	0.8269	82.69%
CYP3A4 substrate	+	0.7558	75.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8518	85.18%
CYP3A4 inhibition	-	0.5889	58.89%
CYP2C9 inhibition	-	0.8639	86.39%
CYP2C19 inhibition	-	0.8505	85.05%
CYP2D6 inhibition	-	0.8947	89.47%
CYP1A2 inhibition	-	0.8369	83.69%
CYP2C8 inhibition	+	0.8140	81.40%
CYP inhibitory promiscuity	-	0.9741	97.41%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.8628	86.28%
Carcinogenicity (trinary)	Non-required	0.5402	54.02%
Eye corrosion	-	0.9800	98.00%
Eye irritation	-	0.9009	90.09%
Skin irritation	-	0.7754	77.54%
Skin corrosion	-	0.9174	91.74%
Ames mutagenesis	-	0.6120	61.20%
Human Ether-a-go-go-Related Gene inhibition	+	0.7681	76.81%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.5262	52.62%
skin sensitisation	-	0.8616	86.16%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.8068	80.68%
Acute Oral Toxicity (c)	III	0.5995	59.95%
Estrogen receptor binding	+	0.8008	80.08%
Androgen receptor binding	+	0.7372	73.72%
Thyroid receptor binding	+	0.6489	64.89%
Glucocorticoid receptor binding	+	0.8006	80.06%
Aromatase binding	+	0.5736	57.36%
PPAR gamma	+	0.8202	82.02%
Honey bee toxicity	-	0.6069	60.69%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.6926	69.26%

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	97.91%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.44%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.03%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.72%	99.17%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	94.36%	89.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.88%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.17%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	92.34%	94.73%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	92.25%	98.75%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.25%	90.08%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.13%	97.25%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.49%	96.47%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.22%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.93%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.74%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.50%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.82%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.30%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.26%	91.07%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.38%	93.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.14%	95.50%
CHEMBL3837	P07711	Cathepsin L	84.92%	96.61%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.56%	93.03%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.65%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.21%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.85%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	82.51%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.80%	100.00%
CHEMBL5028	O14672	ADAM10	81.73%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.50%	100.00%
CHEMBL4015	P41597	C-C chemokine receptor type 2	81.46%	98.57%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162996374
• LOTUS: LTS0142686
• wikiData: Q105149676