(1S,2R,3S,4S,6R)-3-methyl-4-[(2R)-4-methyl-5-oxo-2H-furan-2-yl]-5-oxa-10-azatricyclo[8.3.0.02,6]tridecan-11-one

Details

• Internal ID: 98ab1efc-b2eb-4126-9238-b5d143b583a9
• Taxonomy: Alkaloids and derivatives > Stemona alkaloids > Stemoamide-type alkaloids
• IUPAC Name: (1S,2R,3S,4S,6R)-3-methyl-4-[(2R)-4-methyl-5-oxo-2H-furan-2-yl]-5-oxa-10-azatricyclo[8.3.0.02,6]tridecan-11-one
• InChI: InChI=1S/C17H23NO4/c1-9-8-13(22-17(9)20)16-10(2)15-11-5-6-14(19)18(11)7-3-4-12(15)21-16/h8,10-13,15-16H,3-7H2,1-2H3/t10-,11-,12+,13+,15+,16-/m0/s1
• InChI Key: LYIJNQRHPPKDTF-LMNBOPHZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₃NO₄
• Molecular Weight: 305.40 g/mol
• Exact Mass: 305.16270821 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.66
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9622	96.22%
Caco-2	+	0.6934	69.34%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7656	76.56%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.8750	87.50%
OATP1B3 inhibitior	+	0.9351	93.51%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.6966	69.66%
P-glycoprotein inhibitior	-	0.6055	60.55%
P-glycoprotein substrate	-	0.7126	71.26%
CYP3A4 substrate	+	0.5861	58.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9004	90.04%
CYP3A4 inhibition	-	0.9436	94.36%
CYP2C9 inhibition	-	0.7975	79.75%
CYP2C19 inhibition	-	0.7438	74.38%
CYP2D6 inhibition	-	0.9300	93.00%
CYP1A2 inhibition	-	0.6572	65.72%
CYP2C8 inhibition	-	0.8968	89.68%
CYP inhibitory promiscuity	-	0.9072	90.72%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4900	49.00%
Eye corrosion	-	0.9773	97.73%
Eye irritation	-	0.9074	90.74%
Skin irritation	-	0.7955	79.55%
Skin corrosion	-	0.9263	92.63%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8021	80.21%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.7875	78.75%
skin sensitisation	-	0.8585	85.85%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.5729	57.29%
Acute Oral Toxicity (c)	III	0.6440	64.40%
Estrogen receptor binding	-	0.6295	62.95%
Androgen receptor binding	-	0.5234	52.34%
Thyroid receptor binding	-	0.5952	59.52%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.6171	61.71%
PPAR gamma	-	0.7289	72.89%
Honey bee toxicity	-	0.8496	84.96%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.7903	79.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.99%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	92.59%	93.40%
CHEMBL2581	P07339	Cathepsin D	92.27%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	91.82%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.86%	86.33%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.71%	93.04%
CHEMBL1978	P11511	Cytochrome P450 19A1	85.92%	91.76%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.83%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.33%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.15%	97.09%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	84.56%	82.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.27%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.18%	96.09%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	83.00%	98.46%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.28%	94.00%

Plants that contains it

• Stemona kerrii

Cross-Links

• PubChem: 23626174
• LOTUS: LTS0149876
• wikiData: Q105159338