(1S,7R,9R,10R,11R,14R,15R,19S)-15-ethyl-9-hydroxy-11-methyl-7-[(2R,4R)-4-methyl-5-oxooxolan-2-yl]-13,16-dioxa-6,18-diazapentacyclo[7.6.4.01,19.06,19.010,14]nonadecane-12,17-dione

Details

• Internal ID: 8f1837a3-8760-4956-95e0-55f394ad58f9
• Taxonomy: Alkaloids and derivatives > Stemona alkaloids > Stemoamide-type alkaloids > Stichoneurine-type alkaloids
• IUPAC Name: (1S,7R,9R,10R,11R,14R,15R,19S)-15-ethyl-9-hydroxy-11-methyl-7-[(2R,4R)-4-methyl-5-oxooxolan-2-yl]-13,16-dioxa-6,18-diazapentacyclo[7.6.4.01,19.06,19.010,14]nonadecane-12,17-dione
• SMILES (Canonical): CCC1C2C(C(C(=O)O2)C)C3(CC(N4C35C1(CCCC4)OC(=O)N5)C6CC(C(=O)O6)C)O
• SMILES (Isomeric): CC[C@@H]1[C@@H]2[C@@H]([C@H](C(=O)O2)C)[C@@]3(C[C@@H](N4[C@]35[C@@]1(CCCC4)OC(=O)N5)[C@H]6C[C@H](C(=O)O6)C)O
• InChI: InChI=1S/C23H32N2O7/c1-4-13-17-16(12(3)19(27)31-17)21(29)10-14(15-9-11(2)18(26)30-15)25-8-6-5-7-22(13)23(21,25)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: DZBQBBBCGRUNIN-CIZXILNKSA-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	-	0.6600	66.00%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Lysosomes	0.4590	45.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8663	86.63%
OATP1B3 inhibitior	+	0.9312	93.12%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8787	87.87%
BSEP inhibitior	-	0.4769	47.69%
P-glycoprotein inhibitior	-	0.5815	58.15%
P-glycoprotein substrate	+	0.7350	73.50%
CYP3A4 substrate	+	0.6574	65.74%
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	-	0.6297	62.97%
CYP inhibitory promiscuity	-	0.9434	94.34%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5709	57.09%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9683	96.83%
Skin irritation	-	0.7802	78.02%
Skin corrosion	-	0.9223	92.23%
Ames mutagenesis	-	0.6070	60.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3745	37.45%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.5949	59.49%
skin sensitisation	-	0.8627	86.27%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.5572	55.72%
Acute Oral Toxicity (c)	III	0.5421	54.21%
Estrogen receptor binding	+	0.8161	81.61%
Androgen receptor binding	+	0.7599	75.99%
Thyroid receptor binding	+	0.6086	60.86%
Glucocorticoid receptor binding	+	0.6628	66.28%
Aromatase binding	+	0.7065	70.65%
PPAR gamma	+	0.6281	62.81%
Honey bee toxicity	-	0.7936	79.36%
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	99.45%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.46%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.69%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.36%	97.09%
CHEMBL2581	P07339	Cathepsin D	92.63%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.98%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.71%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.01%	96.38%
CHEMBL4072	P07858	Cathepsin B	87.86%	93.67%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.89%	95.50%
CHEMBL3012	Q13946	Phosphodiesterase 7A	85.20%	99.29%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.19%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.99%	96.61%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.90%	90.08%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.74%	100.00%
CHEMBL255	P29275	Adenosine A2b receptor	82.50%	98.59%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.25%	93.10%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.78%	93.04%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.62%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.88%	95.89%
CHEMBL4588	P22894	Matrix metalloproteinase 8	80.67%	94.66%

Plants that contains it

• Stemona sessilifolia

Cross-Links

• PubChem: 162959675
• LOTUS: LTS0172259
• wikiData: Q104991715