3-oxo-3-[[5,7,9,19,23,25,27,31,33,34,35-undecahydroxy-8,14,18,22,26,30-hexamethyl-15-[4-methyl-12-[(N'-methylcarbamimidoyl)amino]dodec-8-en-2-yl]-17-oxo-16,37-dioxabicyclo[31.3.1]heptatriaconta-10,12-dien-3-yl]oxy]propanoic acid

Details

• Internal ID: b7b44787-a74b-4940-b5ae-0934bc07cbd3
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: 3-oxo-3-[[5,7,9,19,23,25,27,31,33,34,35-undecahydroxy-8,14,18,22,26,30-hexamethyl-15-[4-methyl-12-[(N'-methylcarbamimidoyl)amino]dodec-8-en-2-yl]-17-oxo-16,37-dioxabicyclo[31.3.1]heptatriaconta-10,12-dien-3-yl]oxy]propanoic acid
• SMILES (Canonical): CC1CCC(C(C(=O)OC(C(C=CC=CC(C(C(CC(CC(CC2CC(C(C(O2)(CC(C(CCC(C(C(CC1O)O)C)O)C)O)O)O)O)OC(=O)CC(=O)O)O)O)C)O)C)C(C)CC(C)CCCC=CCCCNC(=NC)N)C)O
• SMILES (Isomeric): CC1CCC(C(C(=O)OC(C(C=CC=CC(C(C(CC(CC(CC2CC(C(C(O2)(CC(C(CCC(C(C(CC1O)O)C)O)C)O)O)O)O)OC(=O)CC(=O)O)O)O)C)O)C)C(C)CC(C)CCCC=CCCCNC(=NC)N)C)O
• InChI: InChI=1S/C59H105N3O18/c1-34(18-14-12-10-11-13-17-25-62-58(60)61-9)26-38(5)55-37(4)19-15-16-20-45(64)39(6)49(68)28-42(63)27-43(78-54(74)32-53(72)73)29-44-30-51(70)56(75)59(77,80-44)33-52(71)36(3)22-23-46(65)40(7)50(69)31-48(67)35(2)21-24-47(66)41(8)57(76)79-55/h10-11,15-16,19-20,34-52,55-56,63-71,75,77H,12-14,17-18,21-33H2,1-9H3,(H,72,73)(H3,60,61,62)
• InChI Key: HATCCILQDUAOKX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₉H₁₀₅N₃O₁₈
• Molecular Weight: 1144.50 g/mol
• Exact Mass: 1143.73931351 g/mol
• Topological Polar Surface Area (TPSA): 372.00 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 3.53
• H-Bond Acceptor: 18
• H-Bond Donor: 14
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8140	81.40%
Caco-2	-	0.8623	86.23%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5243	52.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8154	81.54%
OATP1B3 inhibitior	+	0.9330	93.30%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9840	98.40%
P-glycoprotein inhibitior	+	0.7431	74.31%
P-glycoprotein substrate	+	0.8633	86.33%
CYP3A4 substrate	+	0.7390	73.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8804	88.04%
CYP3A4 inhibition	-	0.9076	90.76%
CYP2C9 inhibition	-	0.8503	85.03%
CYP2C19 inhibition	-	0.8345	83.45%
CYP2D6 inhibition	-	0.8854	88.54%
CYP1A2 inhibition	-	0.8413	84.13%
CYP2C8 inhibition	+	0.7509	75.09%
CYP inhibitory promiscuity	-	0.9948	99.48%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6083	60.83%
Eye corrosion	-	0.9823	98.23%
Eye irritation	-	0.8992	89.92%
Skin irritation	-	0.7384	73.84%
Skin corrosion	-	0.9170	91.70%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7916	79.16%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.5926	59.26%
skin sensitisation	-	0.8122	81.22%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.7311	73.11%
Acute Oral Toxicity (c)	III	0.5685	56.85%
Estrogen receptor binding	+	0.7896	78.96%
Androgen receptor binding	+	0.6938	69.38%
Thyroid receptor binding	+	0.6282	62.82%
Glucocorticoid receptor binding	+	0.7888	78.88%
Aromatase binding	+	0.5393	53.93%
PPAR gamma	+	0.8229	82.29%
Honey bee toxicity	-	0.6492	64.92%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	-	0.4761	47.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.78%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.41%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	97.30%	96.38%
CHEMBL2581	P07339	Cathepsin D	97.11%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.26%	97.09%
CHEMBL230	P35354	Cyclooxygenase-2	95.47%	89.63%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.61%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	92.99%	96.47%
CHEMBL4227	P25090	Lipoxin A4 receptor	91.90%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.09%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.91%	96.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	90.23%	94.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.93%	99.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	89.31%	94.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	89.01%	96.90%
CHEMBL261	P00915	Carbonic anhydrase I	88.71%	96.76%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	87.05%	95.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.48%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.76%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.31%	96.77%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.26%	99.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.10%	95.89%
CHEMBL2514	O95665	Neurotensin receptor 2	85.09%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.88%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	84.53%	91.19%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.78%	93.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.38%	95.89%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	82.11%	97.31%
CHEMBL5028	O14672	ADAM10	81.86%	97.50%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	81.82%	96.00%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	81.48%	96.25%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	81.09%	94.97%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 85287341
• LOTUS: LTS0144337
• wikiData: Q105025052