(1R,6S)-6-hydroxy-5-methylidene-1-[(1R,2S)-1,2,3-trihydroxy-2-methylpropyl]-2-oxa-7-azabicyclo[4.2.2]decane-8,10-dione

Details

• Internal ID: 42ee413d-8487-43ec-bda6-1e9e0f062407
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Hydropyridines > Tetrahydropyridines
• IUPAC Name: (1R,6S)-6-hydroxy-5-methylidene-1-[(1R,2S)-1,2,3-trihydroxy-2-methylpropyl]-2-oxa-7-azabicyclo[4.2.2]decane-8,10-dione
• InChI: InChI=1S/C13H19NO7/c1-7-3-4-21-12(9(17)11(2,19)6-15)5-8(16)13(7,20)14-10(12)18/h9,15,17,19-20H,1,3-6H2,2H3,(H,14,18)/t9-,11+,12-,13+/m1/s1
• InChI Key: UULQEUKOOOPNRR-MGAJPHDKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₉NO₇
• Molecular Weight: 301.29 g/mol
• Exact Mass: 301.11615195 g/mol
• Topological Polar Surface Area (TPSA): 136.00 Ų
• XlogP: -2.60
• Atomic LogP (AlogP): -2.42
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5956	59.56%
Caco-2	-	0.7449	74.49%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6917	69.17%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.9306	93.06%
OATP1B3 inhibitior	+	0.9390	93.90%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8130	81.30%
BSEP inhibitior	-	0.9554	95.54%
P-glycoprotein inhibitior	-	0.9347	93.47%
P-glycoprotein substrate	-	0.7587	75.87%
CYP3A4 substrate	+	0.5869	58.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8637	86.37%
CYP3A4 inhibition	-	0.9554	95.54%
CYP2C9 inhibition	-	0.9112	91.12%
CYP2C19 inhibition	-	0.8857	88.57%
CYP2D6 inhibition	-	0.9406	94.06%
CYP1A2 inhibition	-	0.8840	88.40%
CYP2C8 inhibition	-	0.8834	88.34%
CYP inhibitory promiscuity	-	0.9778	97.78%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5531	55.31%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.9623	96.23%
Skin irritation	-	0.7374	73.74%
Skin corrosion	-	0.9272	92.72%
Ames mutagenesis	-	0.5637	56.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6315	63.15%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	-	0.5049	50.49%
skin sensitisation	-	0.8318	83.18%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.5708	57.08%
Acute Oral Toxicity (c)	III	0.6179	61.79%
Estrogen receptor binding	+	0.6606	66.06%
Androgen receptor binding	+	0.5631	56.31%
Thyroid receptor binding	+	0.6660	66.60%
Glucocorticoid receptor binding	+	0.6758	67.58%
Aromatase binding	+	0.5797	57.97%
PPAR gamma	-	0.7217	72.17%
Honey bee toxicity	-	0.8182	81.82%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	-	0.5765	57.65%

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	99.29%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.76%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.46%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.73%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.44%	96.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	90.07%	93.04%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.32%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.69%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	87.77%	97.79%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.82%	100.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.44%	90.08%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.96%	96.90%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.67%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	81.47%	94.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163195447
• LOTUS: LTS0262132
• wikiData: Q105279431