(1R,4S,5R,9R,16Z,23R)-5-[(1S,2S,3S,4E,6E,8E)-1,2-dihydroxy-3-methyl-9-phenylnona-4,6,8-trienyl]-4,9,23-trihydroxy-16-(1H-indol-3-ylmethylidene)-20-methyl-2,6,11,14,17,20,24-heptazabicyclo[21.3.0]hexacosane-3,7,12,15,18,21,25-heptone

Details

• Internal ID: d691be52-8210-4753-a284-22b90f7f8c4f
• Taxonomy: Phenylpropanoids and polyketides > Macrolactams
• IUPAC Name: (1R,4S,5R,9R,16Z,23R)-5-[(1S,2S,3S,4E,6E,8E)-1,2-dihydroxy-3-methyl-9-phenylnona-4,6,8-trienyl]-4,9,23-trihydroxy-16-(1H-indol-3-ylmethylidene)-20-methyl-2,6,11,14,17,20,24-heptazabicyclo[21.3.0]hexacosane-3,7,12,15,18,21,25-heptone
• InChI: InChI=1S/C45H54N8O12/c1-26(12-6-3-4-7-13-27-14-8-5-9-15-27)40(60)41(61)39-42(62)44(64)50-33-20-35(56)52-45(33,65)21-38(59)53(2)25-37(58)49-32(18-28-22-46-31-17-11-10-16-30(28)31)43(63)48-24-36(57)47-23-29(54)19-34(55)51-39/h3-18,22,26,29,33,39-42,46,54,60-62,65H,19-21,23-25H2,1-2H3,(H,47,57)(H,48,63)(H,49,58)(H,50,64)(H,51,55)(H,52,56)/b4-3+,12-6+,13-7+,32-18-/t26-,29+,33+,39+,40-,41-,42-,45+/m0/s1
• InChI Key: JPXWTXAVOFRLGS-SJZNVEKPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₅₄N₈O₁₂
• Molecular Weight: 899.00 g/mol
• Exact Mass: 898.38611919 g/mol
• Topological Polar Surface Area (TPSA): 312.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -1.81
• H-Bond Acceptor: 12
• H-Bond Donor: 12
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9398	93.98%
Caco-2	-	0.8715	87.15%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.4300	43.00%
OATP2B1 inhibitior	-	0.7191	71.91%
OATP1B1 inhibitior	+	0.8327	83.27%
OATP1B3 inhibitior	+	0.9242	92.42%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9546	95.46%
P-glycoprotein inhibitior	+	0.7465	74.65%
P-glycoprotein substrate	+	0.8298	82.98%
CYP3A4 substrate	+	0.7414	74.14%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8586	85.86%
CYP3A4 inhibition	-	0.9333	93.33%
CYP2C9 inhibition	-	0.8620	86.20%
CYP2C19 inhibition	-	0.8350	83.50%
CYP2D6 inhibition	-	0.9170	91.70%
CYP1A2 inhibition	-	0.8204	82.04%
CYP2C8 inhibition	+	0.7673	76.73%
CYP inhibitory promiscuity	-	0.9554	95.54%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5605	56.05%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9069	90.69%
Skin irritation	-	0.7519	75.19%
Skin corrosion	-	0.9251	92.51%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6815	68.15%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.5935	59.35%
skin sensitisation	-	0.8577	85.77%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.6521	65.21%
Acute Oral Toxicity (c)	III	0.5804	58.04%
Estrogen receptor binding	+	0.7974	79.74%
Androgen receptor binding	+	0.7542	75.42%
Thyroid receptor binding	+	0.6304	63.04%
Glucocorticoid receptor binding	+	0.6712	67.12%
Aromatase binding	+	0.5611	56.11%
PPAR gamma	+	0.7756	77.56%
Honey bee toxicity	-	0.6535	65.35%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.8619	86.19%

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	99.68%	85.14%
CHEMBL2581	P07339	Cathepsin D	99.11%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	98.40%	93.99%
CHEMBL1937	Q92769	Histone deacetylase 2	97.97%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.47%	91.11%
CHEMBL4302	P08183	P-glycoprotein 1	97.31%	92.98%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.22%	95.56%
CHEMBL3524	P56524	Histone deacetylase 4	95.51%	92.97%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.44%	89.00%
CHEMBL3310	Q96DB2	Histone deacetylase 11	94.72%	88.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	94.64%	90.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.09%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	93.34%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.72%	94.45%
CHEMBL217	P14416	Dopamine D2 receptor	92.62%	95.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.36%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.90%	94.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.90%	99.23%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	89.71%	96.39%
CHEMBL1951	P21397	Monoamine oxidase A	88.71%	91.49%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	85.94%	92.67%
CHEMBL1902	P62942	FK506-binding protein 1A	85.89%	97.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.77%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.23%	93.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.86%	95.89%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	84.51%	95.00%
CHEMBL1829	O15379	Histone deacetylase 3	84.31%	95.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.91%	95.83%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	83.64%	88.42%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	83.44%	97.64%
CHEMBL5805	Q9NR97	Toll-like receptor 8	81.70%	96.25%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	81.65%	89.44%
CHEMBL2708	Q16584	Mitogen-activated protein kinase kinase kinase 11	81.48%	81.14%
CHEMBL213	P08588	Beta-1 adrenergic receptor	81.45%	95.56%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	80.96%	98.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.93%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10677173
• LOTUS: LTS0168388
• wikiData: Q105133376