(1S,2E,4E,6E,10R,16R,21R)-10-hexyl-16,20-dihydroxy-21-[(2R,4S,5R,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-3-methyl-9-azabicyclo[17.3.0]docosa-2,4,6,19-tetraene-8,12,18-trione

Details

• Internal ID: 46beae38-7a20-4977-874d-74d3281c9d62
• Taxonomy: Phenylpropanoids and polyketides > Macrolactams
• IUPAC Name: (1S,2E,4E,6E,10R,16R,21R)-10-hexyl-16,20-dihydroxy-21-[(2R,4S,5R,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-3-methyl-9-azabicyclo[17.3.0]docosa-2,4,6,19-tetraene-8,12,18-trione
• SMILES (Canonical): CCCCCCC1CC(=O)CCCC(CC(=O)C2=C(C(CC2C=C(C=CC=CC(=O)N1)C)OC3CC(C(C(O3)C)O)OC)O)O
• SMILES (Isomeric): CCCCCC[C@@H]1CC(=O)CCC[C@H](CC(=O)C2=C([C@@H](C[C@H]2/C=C(/C=C/C=C/C(=O)N1)\C)O[C@@H]3C[C@@H]([C@@H]([C@@H](O3)C)O)OC)O)O
• InChI: InChI=1S/C35H53NO9/c1-5-6-7-8-13-25-19-26(37)14-11-15-27(38)20-28(39)33-24(17-22(2)12-9-10-16-31(40)36-25)18-30(35(33)42)45-32-21-29(43-4)34(41)23(3)44-32/h9-10,12,16-17,23-25,27,29-30,32,34,38,41-42H,5-8,11,13-15,18-21H2,1-4H3,(H,36,40)/b12-9+,16-10+,22-17+/t23-,24+,25+,27+,29-,30+,32+,34+/m0/s1
• InChI Key: RUOAKWFUWPYANU-OZGWTRCSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₃NO₉
• Molecular Weight: 631.80 g/mol
• Exact Mass: 631.37203227 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.69
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9384	93.84%
Caco-2	-	0.8424	84.24%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6250	62.50%
OATP2B1 inhibitior	-	0.7222	72.22%
OATP1B1 inhibitior	+	0.8267	82.67%
OATP1B3 inhibitior	+	0.9225	92.25%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7822	78.22%
BSEP inhibitior	+	0.9439	94.39%
P-glycoprotein inhibitior	+	0.7134	71.34%
P-glycoprotein substrate	+	0.8064	80.64%
CYP3A4 substrate	+	0.7124	71.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8900	89.00%
CYP3A4 inhibition	-	0.7164	71.64%
CYP2C9 inhibition	-	0.8348	83.48%
CYP2C19 inhibition	-	0.8608	86.08%
CYP2D6 inhibition	-	0.9204	92.04%
CYP1A2 inhibition	-	0.8225	82.25%
CYP2C8 inhibition	+	0.7319	73.19%
CYP inhibitory promiscuity	-	0.9020	90.20%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5235	52.35%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9378	93.78%
Skin irritation	-	0.7089	70.89%
Skin corrosion	-	0.9306	93.06%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5644	56.44%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	-	0.6236	62.36%
skin sensitisation	-	0.8720	87.20%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.6473	64.73%
Acute Oral Toxicity (c)	III	0.5001	50.01%
Estrogen receptor binding	+	0.8525	85.25%
Androgen receptor binding	+	0.6280	62.80%
Thyroid receptor binding	-	0.5627	56.27%
Glucocorticoid receptor binding	+	0.6956	69.56%
Aromatase binding	+	0.5711	57.11%
PPAR gamma	+	0.6938	69.38%
Honey bee toxicity	-	0.7760	77.60%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6204	62.04%
Fish aquatic toxicity	+	0.8080	80.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.50%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.69%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.28%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.70%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.35%	97.25%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.98%	92.94%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.76%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.71%	99.17%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	91.16%	90.24%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.84%	99.23%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	90.46%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.21%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.76%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.34%	94.45%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	87.47%	91.81%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.39%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	85.75%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.57%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.92%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.86%	95.50%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	82.89%	82.38%
CHEMBL255	P29275	Adenosine A2b receptor	82.71%	98.59%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.77%	92.88%
CHEMBL226	P30542	Adenosine A1 receptor	81.64%	95.93%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.53%	93.03%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.50%	90.08%
CHEMBL3401	O75469	Pregnane X receptor	81.07%	94.73%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.65%	91.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.18%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.17%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162865841
• LOTUS: LTS0202944
• wikiData: Q105245709