(1R,4S,5S,6S,10R,16R)-5-hydroxy-4,5,6-trimethyl-2,8-dioxa-13-azatricyclo[8.5.1.013,16]hexadecane-3,7-dione

Details

• Internal ID: db5c3cd1-f5af-4247-b76a-c660ede26603
• Taxonomy: Organoheterocyclic compounds > Pyrrolizidines
• IUPAC Name: (1R,4S,5S,6S,10R,16R)-5-hydroxy-4,5,6-trimethyl-2,8-dioxa-13-azatricyclo[8.5.1.013,16]hexadecane-3,7-dione
• InChI: InChI=1S/C16H25NO5/c1-9-14(18)21-8-11-4-6-17-7-5-12(13(11)17)22-15(19)10(2)16(9,3)20/h9-13,20H,4-8H2,1-3H3/t9-,10-,11+,12-,13-,16+/m1/s1
• InChI Key: HUXORIJETCKEAL-OWTPDKHXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₅NO₅
• Molecular Weight: 311.37 g/mol
• Exact Mass: 311.17327290 g/mol
• Topological Polar Surface Area (TPSA): 76.10 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.57
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7401	74.01%
Caco-2	+	0.7962	79.62%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Lysosomes	0.4831	48.31%
OATP2B1 inhibitior	-	0.8539	85.39%
OATP1B1 inhibitior	+	0.9445	94.45%
OATP1B3 inhibitior	+	0.9350	93.50%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8459	84.59%
P-glycoprotein inhibitior	-	0.7830	78.30%
P-glycoprotein substrate	-	0.6476	64.76%
CYP3A4 substrate	+	0.5887	58.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6973	69.73%
CYP3A4 inhibition	-	0.7114	71.14%
CYP2C9 inhibition	-	0.9598	95.98%
CYP2C19 inhibition	-	0.8911	89.11%
CYP2D6 inhibition	-	0.9077	90.77%
CYP1A2 inhibition	-	0.8863	88.63%
CYP2C8 inhibition	-	0.9554	95.54%
CYP inhibitory promiscuity	-	0.9905	99.05%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Danger	0.4281	42.81%
Eye corrosion	-	0.9779	97.79%
Eye irritation	-	0.9779	97.79%
Skin irritation	-	0.7903	79.03%
Skin corrosion	-	0.9033	90.33%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.8972	89.72%
skin sensitisation	-	0.8508	85.08%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.8218	82.18%
Acute Oral Toxicity (c)	III	0.6424	64.24%
Estrogen receptor binding	-	0.5287	52.87%
Androgen receptor binding	+	0.5446	54.46%
Thyroid receptor binding	-	0.5416	54.16%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.5872	58.72%
PPAR gamma	-	0.7551	75.51%
Honey bee toxicity	-	0.8413	84.13%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	-	0.8037	80.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	96.21%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.63%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.19%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.38%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.70%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.35%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.79%	85.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.47%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.60%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.47%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.02%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.95%	89.00%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	80.16%	98.99%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.16%	93.03%

Plants that contains it

• Crotalaria candicans

Cross-Links

• PubChem: 162907909
• LOTUS: LTS0103679
• wikiData: Q105034110