[(1R,3R,5S,7S,9R,10E,12E,14R,15S,18Z,20E,22R,23S,25R,26R,27R,30S,31S,33R,34S,35R)-15-[(E,2S)-10-[(N,N'-dimethylcarbamimidoyl)amino]dec-6-en-2-yl]-5,7,9,23,25,27,31,33,34,35-decahydroxy-10,14,18,22,26,30-hexamethyl-17-oxo-16,37-dioxabicyclo[31.3.1]heptatriaconta-10,12,18,20-tetraen-3-yl] 10-methylundecanoate

Details

• Internal ID: 0eb1c4f0-ef0f-4e89-b7d0-fcc6fe38d2b3
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: [(1R,3R,5S,7S,9R,10E,12E,14R,15S,18Z,20E,22R,23S,25R,26R,27R,30S,31S,33R,34S,35R)-15-[(E,2S)-10-[(N,N'-dimethylcarbamimidoyl)amino]dec-6-en-2-yl]-5,7,9,23,25,27,31,33,34,35-decahydroxy-10,14,18,22,26,30-hexamethyl-17-oxo-16,37-dioxabicyclo[31.3.1]heptatriaconta-10,12,18,20-tetraen-3-yl] 10-methylundecanoate
• SMILES (Canonical): CC1CCC(C(C(CC(C(C=CC=C(C(=O)OC(C(C=CC=C(C(CC(CC(CC(CC2CC(C(C(O2)(CC1O)O)O)O)OC(=O)CCCCCCCCC(C)C)O)O)O)C)C)C(C)CCCC=CCCCNC(=NC)NC)C)C)O)O)C)O
• SMILES (Isomeric): C[C@H]1CC[C@H]([C@H]([C@@H](C[C@@H]([C@@H](/C=C/C=C(\C(=O)O[C@H]([C@@H](/C=C/C=C(/[C@@H](C[C@H](C[C@@H](C[C@H](C[C@H]2C[C@H]([C@@H]([C@](O2)(C[C@@H]1O)O)O)O)OC(=O)CCCCCCCCC(C)C)O)O)O)\C)C)[C@@H](C)CCC/C=C/CCCNC(=NC)NC)/C)C)O)O)C)O
• InChI: InChI=1S/C66H117N3O15/c1-43(2)26-20-16-12-13-18-22-32-61(78)82-53-37-51(70)36-52(71)38-56(73)44(3)28-24-30-48(7)62(47(6)27-21-17-14-15-19-23-35-69-65(67-10)68-11)83-64(80)49(8)31-25-29-45(4)57(74)41-58(75)50(9)55(72)34-33-46(5)60(77)42-66(81)63(79)59(76)40-54(39-53)84-66/h14-15,24-25,28-31,43,45-48,50-60,62-63,70-77,79,81H,12-13,16-23,26-27,32-42H2,1-11H3,(H2,67,68,69)/b15-14+,29-25+,30-24+,44-28+,49-31-/t45-,46+,47+,48-,50-,51+,52+,53-,54+,55-,56-,57+,58-,59-,60+,62+,63+,66-/m1/s1
• InChI Key: SZGPRIFRKKSZEJ-UEXWNAACSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₆₆H₁₁₇N₃O₁₅
• Molecular Weight: 1192.60 g/mol
• Exact Mass: 1191.84847003 g/mol
• Topological Polar Surface Area (TPSA): 301.00 Ų
• XlogP: 9.80
• Atomic LogP (AlogP): 7.93
• H-Bond Acceptor: 16
• H-Bond Donor: 12
• Rotatable Bonds: 19

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6218	62.18%
Caco-2	-	0.8594	85.94%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6998	69.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8106	81.06%
OATP1B3 inhibitior	+	0.9272	92.72%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9861	98.61%
P-glycoprotein inhibitior	+	0.7442	74.42%
P-glycoprotein substrate	+	0.8525	85.25%
CYP3A4 substrate	+	0.7505	75.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8822	88.22%
CYP3A4 inhibition	-	0.8818	88.18%
CYP2C9 inhibition	-	0.7892	78.92%
CYP2C19 inhibition	-	0.8029	80.29%
CYP2D6 inhibition	-	0.8843	88.43%
CYP1A2 inhibition	-	0.8074	80.74%
CYP2C8 inhibition	+	0.8350	83.50%
CYP inhibitory promiscuity	-	0.9844	98.44%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5995	59.95%
Eye corrosion	-	0.9821	98.21%
Eye irritation	-	0.8982	89.82%
Skin irritation	-	0.7313	73.13%
Skin corrosion	-	0.9180	91.80%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7866	78.66%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.8060	80.60%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7707	77.07%
Acute Oral Toxicity (c)	III	0.5798	57.98%
Estrogen receptor binding	+	0.7938	79.38%
Androgen receptor binding	+	0.6899	68.99%
Thyroid receptor binding	+	0.6637	66.37%
Glucocorticoid receptor binding	+	0.7945	79.45%
Aromatase binding	+	0.5463	54.63%
PPAR gamma	+	0.8255	82.55%
Honey bee toxicity	-	0.6058	60.58%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5224	52.24%
Fish aquatic toxicity	+	0.7614	76.14%

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	99.76%	91.11%
CHEMBL230	P35354	Cyclooxygenase-2	98.84%	89.63%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	97.58%	95.17%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	96.47%	96.38%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.67%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.60%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.38%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.33%	97.09%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	94.81%	95.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.94%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.29%	95.89%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	93.00%	94.80%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.80%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	91.40%	94.73%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.93%	96.47%
CHEMBL2179	P04062	Beta-glucocerebrosidase	89.86%	85.31%
CHEMBL1937	Q92769	Histone deacetylase 2	89.84%	94.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.84%	91.07%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	89.34%	94.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.01%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.55%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.36%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	84.62%	92.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.32%	96.90%
CHEMBL325	Q13547	Histone deacetylase 1	83.90%	95.92%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.65%	95.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.38%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.30%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.16%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	82.95%	97.79%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	82.30%	94.23%
CHEMBL5028	O14672	ADAM10	82.14%	97.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.05%	82.69%
CHEMBL2535	P11166	Glucose transporter	81.94%	98.75%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	81.68%	83.57%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.50%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.29%	91.19%
CHEMBL4588	P22894	Matrix metalloproteinase 8	80.92%	94.66%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.37%	93.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163192006
• LOTUS: LTS0209351
• wikiData: Q105264105