(1R,2R,3R,6R,7R,8R,14R,19R)-7-ethyl-8-hydroxy-3-methyl-19-[(2R,4R)-4-methyl-5-oxooxolan-2-yl]-5,17-dioxa-13,15-diazapentacyclo[11.4.2.01,14.02,6.08,14]nonadecane-4,16-dione

Details

• Internal ID: e682da20-69c0-476c-ac37-ebaab85dcaf2
• Taxonomy: Alkaloids and derivatives > Stemona alkaloids > Stemoamide-type alkaloids > Stichoneurine-type alkaloids
• IUPAC Name: (1R,2R,3R,6R,7R,8R,14R,19R)-7-ethyl-8-hydroxy-3-methyl-19-[(2R,4R)-4-methyl-5-oxooxolan-2-yl]-5,17-dioxa-13,15-diazapentacyclo[11.4.2.01,14.02,6.08,14]nonadecane-4,16-dione
• SMILES (Canonical): CCC1C2C(C(C(=O)O2)C)C34CC(N5C3(C1(CCCC5)O)NC(=O)O4)C6CC(C(=O)O6)C
• SMILES (Isomeric): CC[C@@H]1[C@@H]2[C@@H]([C@H](C(=O)O2)C)[C@]34C[C@@H](N5[C@@]3([C@]1(CCCC5)O)NC(=O)O4)[C@H]6C[C@H](C(=O)O6)C
• InChI: InChI=1S/C23H32N2O7/c1-4-13-17-16(12(3)19(27)31-17)22-10-14(15-9-11(2)18(26)30-15)25-8-6-5-7-21(13,29)23(22,25)24-20(28)32-22/h11-17,29H,4-10H2,1-3H3,(H,24,28)/t11-,12-,13-,14-,15-,16-,17-,21-,22-,23-/m1/s1
• InChI Key: TYMLBEBZOQMYSE-XYHKILNGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₂N₂O₇
• Molecular Weight: 448.50 g/mol
• Exact Mass: 448.22095136 g/mol
• Topological Polar Surface Area (TPSA): 114.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.32
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9146	91.46%
Caco-2	-	0.6068	60.68%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Lysosomes	0.4590	45.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8599	85.99%
OATP1B3 inhibitior	+	0.9312	93.12%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8787	87.87%
BSEP inhibitior	+	0.5869	58.69%
P-glycoprotein inhibitior	-	0.5513	55.13%
P-glycoprotein substrate	+	0.7307	73.07%
CYP3A4 substrate	+	0.6597	65.97%
CYP2C9 substrate	-	0.8069	80.69%
CYP2D6 substrate	-	0.8369	83.69%
CYP3A4 inhibition	-	0.9120	91.20%
CYP2C9 inhibition	-	0.8598	85.98%
CYP2C19 inhibition	-	0.8372	83.72%
CYP2D6 inhibition	-	0.9118	91.18%
CYP1A2 inhibition	-	0.8466	84.66%
CYP2C8 inhibition	-	0.6604	66.04%
CYP inhibitory promiscuity	-	0.9434	94.34%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5709	57.09%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9619	96.19%
Skin irritation	-	0.7802	78.02%
Skin corrosion	-	0.9223	92.23%
Ames mutagenesis	-	0.5970	59.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3837	38.37%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.6074	60.74%
skin sensitisation	-	0.8627	86.27%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.4691	46.91%
Acute Oral Toxicity (c)	III	0.5421	54.21%
Estrogen receptor binding	+	0.8272	82.72%
Androgen receptor binding	+	0.7639	76.39%
Thyroid receptor binding	+	0.5968	59.68%
Glucocorticoid receptor binding	+	0.7090	70.90%
Aromatase binding	+	0.6811	68.11%
PPAR gamma	+	0.6393	63.93%
Honey bee toxicity	-	0.7851	78.51%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.8860	88.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.58%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.22%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.13%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.11%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.46%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.97%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.03%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.66%	96.38%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.98%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.35%	95.56%
CHEMBL238	Q01959	Dopamine transporter	84.05%	95.88%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.97%	82.69%
CHEMBL3012	Q13946	Phosphodiesterase 7A	83.80%	99.29%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.96%	95.89%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.82%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.62%	94.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.53%	93.04%
CHEMBL255	P29275	Adenosine A2b receptor	82.52%	98.59%
CHEMBL4588	P22894	Matrix metalloproteinase 8	81.97%	94.66%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.52%	90.08%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.89%	100.00%

Plants that contains it

• Stemona sessilifolia

Cross-Links

• PubChem: 162874333
• LOTUS: LTS0079047
• wikiData: Q105267421