(1R,4Z,13S,15R)-15-[(1S,2E,5R,7S,9R,10R,11S,13S,16Z)-17-bromo-1,5,7,9,11,13-hexahydroxy-16-methoxy-3,6,6,10-tetramethyl-15-methylideneheptadeca-2,16-dienyl]-9-hydroxy-5,7,11,15-tetramethyl-2,14-dioxabicyclo[11.2.1]hexadec-4-en-3-one

Details

• Internal ID: 8ec0eeaa-fab8-413f-8e04-31b9ef33b7d2
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (1R,4Z,13S,15R)-15-[(1S,2E,5R,7S,9R,10R,11S,13S,16Z)-17-bromo-1,5,7,9,11,13-hexahydroxy-16-methoxy-3,6,6,10-tetramethyl-15-methylideneheptadeca-2,16-dienyl]-9-hydroxy-5,7,11,15-tetramethyl-2,14-dioxabicyclo[11.2.1]hexadec-4-en-3-one
• InChI: InChI=1S/C41H69BrO11/c1-23-11-24(2)17-39(50)52-38-20-31(14-25(3)13-29(43)12-23)53-41(38,9)37(49)16-26(4)15-35(47)40(7,8)36(48)21-33(46)28(6)32(45)19-30(44)18-27(5)34(22-42)51-10/h16-17,22-23,25,28-33,35-38,43-49H,5,11-15,18-21H2,1-4,6-10H3/b24-17-,26-16+,34-22-/t23?,25?,28-,29?,30+,31+,32+,33-,35-,36+,37+,38-,41-/m1/s1
• InChI Key: PLLOEODSUMNSFG-RBDUAFRVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₉BrO₁₁
• Molecular Weight: 817.90 g/mol
• Exact Mass: 816.40233 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 5.37
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9659	96.59%
Caco-2	-	0.8658	86.58%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.4046	40.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8099	80.99%
OATP1B3 inhibitior	+	0.8631	86.31%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8340	83.40%
P-glycoprotein inhibitior	+	0.7405	74.05%
P-glycoprotein substrate	+	0.8040	80.40%
CYP3A4 substrate	+	0.7321	73.21%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8866	88.66%
CYP3A4 inhibition	-	0.5696	56.96%
CYP2C9 inhibition	-	0.7840	78.40%
CYP2C19 inhibition	-	0.7701	77.01%
CYP2D6 inhibition	-	0.8935	89.35%
CYP1A2 inhibition	-	0.7624	76.24%
CYP2C8 inhibition	+	0.7080	70.80%
CYP inhibitory promiscuity	-	0.8374	83.74%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.8679	86.79%
Carcinogenicity (trinary)	Non-required	0.4165	41.65%
Eye corrosion	-	0.9780	97.80%
Eye irritation	-	0.9114	91.14%
Skin irritation	-	0.6463	64.63%
Skin corrosion	-	0.9252	92.52%
Ames mutagenesis	-	0.5054	50.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7504	75.04%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.6889	68.89%
skin sensitisation	-	0.7240	72.40%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.7036	70.36%
Acute Oral Toxicity (c)	III	0.3885	38.85%
Estrogen receptor binding	+	0.7978	79.78%
Androgen receptor binding	+	0.6806	68.06%
Thyroid receptor binding	-	0.5059	50.59%
Glucocorticoid receptor binding	+	0.7508	75.08%
Aromatase binding	+	0.6401	64.01%
PPAR gamma	+	0.7471	74.71%
Honey bee toxicity	-	0.5743	57.43%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9378	93.78%

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	99.55%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.49%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.56%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.63%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.86%	96.09%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	92.60%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	92.32%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.01%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.24%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.96%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.62%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.65%	97.14%
CHEMBL1871	P10275	Androgen Receptor	88.58%	96.43%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.11%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.72%	95.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.76%	96.90%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.06%	90.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.73%	94.45%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	85.58%	85.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.26%	99.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.20%	96.47%
CHEMBL2996	Q05655	Protein kinase C delta	85.00%	97.79%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.83%	100.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.19%	91.03%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.11%	100.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.43%	97.21%
CHEMBL3572	P11597	Cholesteryl ester transfer protein	83.10%	92.67%
CHEMBL340	P08684	Cytochrome P450 3A4	83.05%	91.19%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.01%	100.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.97%	92.88%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.49%	99.23%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	82.48%	97.47%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.52%	90.08%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.97%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.79%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101209502
• LOTUS: LTS0260378
• wikiData: Q105211024