[(2R,4R,5S,6R)-2-hydroxy-2-[(2S,3R,4R)-3-hydroxy-4-[(2R,3S,4Z,6E,9S,10S,11R,12Z,14E)-10-hydroxy-3,15-dimethoxy-7,9,11,13-tetramethyl-16-oxo-1-oxacyclohexadeca-4,6,12,14-tetraen-2-yl]pentan-2-yl]-5-methyl-6-[(1E,3Z)-penta-1,3-dienyl]oxan-4-yl] (E)-4-[(2-hydroxy-5-oxocyclopenten-1-yl)amino]-4-oxobut-2-enoate

Details

• Internal ID: d1d2be12-8f45-44b2-a227-f849a89524e2
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: [(2R,4R,5S,6R)-2-hydroxy-2-[(2S,3R,4R)-3-hydroxy-4-[(2R,3S,4Z,6E,9S,10S,11R,12Z,14E)-10-hydroxy-3,15-dimethoxy-7,9,11,13-tetramethyl-16-oxo-1-oxacyclohexadeca-4,6,12,14-tetraen-2-yl]pentan-2-yl]-5-methyl-6-[(1E,3Z)-penta-1,3-dienyl]oxan-4-yl] (E)-4-[(2-hydroxy-5-oxocyclopenten-1-yl)amino]-4-oxobut-2-enoate
• SMILES (Canonical): CC=CC=CC1C(C(CC(O1)(C(C)C(C(C)C2C(C=CC=C(CC(C(C(C=C(C=C(C(=O)O2)OC)C)C)O)C)C)OC)O)O)OC(=O)C=CC(=O)NC3=C(CCC3=O)O)C
• SMILES (Isomeric): C/C=C\C=C\[C@@H]1[C@H]([C@@H](C[C@@](O1)([C@@H](C)[C@@H]([C@@H](C)[C@@H]2[C@H](/C=C\C=C(\C[C@@H]([C@@H]([C@@H](/C=C(\C=C(/C(=O)O2)\OC)/C)C)O)C)/C)OC)O)O)OC(=O)/C=C/C(=O)NC3=C(CCC3=O)O)C
• InChI: InChI=1S/C46H65NO13/c1-11-12-13-16-35-30(6)38(58-40(51)21-20-39(50)47-41-33(48)18-19-34(41)49)25-46(55,60-35)32(8)43(53)31(7)44-36(56-9)17-14-15-26(2)22-28(4)42(52)29(5)23-27(3)24-37(57-10)45(54)59-44/h11-17,20-21,23-24,28-32,35-36,38,42-44,48,52-53,55H,18-19,22,25H2,1-10H3,(H,47,50)/b12-11-,16-13+,17-14-,21-20+,26-15+,27-23-,37-24+/t28-,29+,30+,31+,32-,35+,36-,38+,42-,43+,44+,46+/m0/s1
• InChI Key: UFLUTFJOFJQQFG-FKVPFVBSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₆₅NO₁₃
• Molecular Weight: 840.00 g/mol
• Exact Mass: 839.44559113 g/mol
• Topological Polar Surface Area (TPSA): 207.00 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 5.52
• H-Bond Acceptor: 13
• H-Bond Donor: 5
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8247	82.47%
Caco-2	-	0.8602	86.02%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5406	54.06%
OATP2B1 inhibitior	-	0.5747	57.47%
OATP1B1 inhibitior	+	0.8179	81.79%
OATP1B3 inhibitior	+	0.9370	93.70%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9072	90.72%
BSEP inhibitior	+	0.9616	96.16%
P-glycoprotein inhibitior	+	0.7627	76.27%
P-glycoprotein substrate	+	0.8101	81.01%
CYP3A4 substrate	+	0.7441	74.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8799	87.99%
CYP3A4 inhibition	-	0.8594	85.94%
CYP2C9 inhibition	-	0.8010	80.10%
CYP2C19 inhibition	-	0.8156	81.56%
CYP2D6 inhibition	-	0.9311	93.11%
CYP1A2 inhibition	-	0.8900	89.00%
CYP2C8 inhibition	+	0.8341	83.41%
CYP inhibitory promiscuity	-	0.8841	88.41%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5967	59.67%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9088	90.88%
Skin irritation	-	0.7404	74.04%
Skin corrosion	-	0.9230	92.30%
Ames mutagenesis	+	0.5230	52.30%
Human Ether-a-go-go-Related Gene inhibition	+	0.7319	73.19%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	-	0.5708	57.08%
skin sensitisation	-	0.8554	85.54%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.6904	69.04%
Acute Oral Toxicity (c)	III	0.5663	56.63%
Estrogen receptor binding	+	0.8337	83.37%
Androgen receptor binding	+	0.6688	66.88%
Thyroid receptor binding	+	0.6137	61.37%
Glucocorticoid receptor binding	+	0.8160	81.60%
Aromatase binding	+	0.5969	59.69%
PPAR gamma	+	0.8030	80.30%
Honey bee toxicity	-	0.6138	61.38%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	-	0.5051	50.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.67%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.63%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.36%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.37%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.17%	99.23%
CHEMBL2535	P11166	Glucose transporter	92.42%	98.75%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.73%	93.40%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	90.69%	97.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.54%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.49%	91.07%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.76%	94.80%
CHEMBL340	P08684	Cytochrome P450 3A4	88.68%	91.19%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.35%	93.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.12%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.92%	94.45%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	87.21%	95.71%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	86.51%	94.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.48%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.72%	95.89%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.59%	96.38%
CHEMBL5028	O14672	ADAM10	85.25%	97.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.42%	94.08%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.88%	96.77%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	82.66%	88.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.60%	83.57%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.50%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.32%	97.09%
CHEMBL1859	O95180	Voltage-gated T-type calcium channel alpha-1H subunit	80.60%	98.57%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101720264
• LOTUS: LTS0070705
• wikiData: Q105271964