(1R,4S,5R,6R,16R)-6-ethyl-5,6-dihydroxy-4-propan-2-yl-2,8-dioxa-13-azatricyclo[8.5.1.013,16]hexadec-10-ene-3,7-dione

Details

• Internal ID: 95ca661b-dc28-4f5c-a92f-06d4a72092df
• Taxonomy: Organoheterocyclic compounds > Pyrrolizines
• IUPAC Name: (1R,4S,5R,6R,16R)-6-ethyl-5,6-dihydroxy-4-propan-2-yl-2,8-dioxa-13-azatricyclo[8.5.1.013,16]hexadec-10-ene-3,7-dione
• InChI: InChI=1S/C18H27NO6/c1-4-18(23)15(20)13(10(2)3)16(21)25-12-6-8-19-7-5-11(14(12)19)9-24-17(18)22/h5,10,12-15,20,23H,4,6-9H2,1-3H3/t12-,13+,14-,15-,18-/m1/s1
• InChI Key: PHBXHCOARFTKGZ-KQVLKZGSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₇NO₆
• Molecular Weight: 353.40 g/mol
• Exact Mass: 353.18383758 g/mol
• Topological Polar Surface Area (TPSA): 96.30 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.24
• H-Bond Acceptor: 7
• 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	+	0.9057	90.57%
Caco-2	+	0.6059	60.59%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6615	66.15%
OATP2B1 inhibitior	-	0.8617	86.17%
OATP1B1 inhibitior	+	0.9377	93.77%
OATP1B3 inhibitior	+	0.9372	93.72%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7609	76.09%
P-glycoprotein inhibitior	-	0.8441	84.41%
P-glycoprotein substrate	+	0.5564	55.64%
CYP3A4 substrate	+	0.5752	57.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7430	74.30%
CYP3A4 inhibition	-	0.9113	91.13%
CYP2C9 inhibition	-	0.8835	88.35%
CYP2C19 inhibition	-	0.8901	89.01%
CYP2D6 inhibition	-	0.8923	89.23%
CYP1A2 inhibition	-	0.8856	88.56%
CYP2C8 inhibition	-	0.9357	93.57%
CYP inhibitory promiscuity	-	0.9840	98.40%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Danger	0.7769	77.69%
Eye corrosion	-	0.9823	98.23%
Eye irritation	-	0.9890	98.90%
Skin irritation	-	0.7334	73.34%
Skin corrosion	-	0.9120	91.20%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5382	53.82%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	1.0000	100.00%
skin sensitisation	-	0.8260	82.60%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.6318	63.18%
Acute Oral Toxicity (c)	II	0.4499	44.99%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.6102	61.02%
Thyroid receptor binding	-	0.5789	57.89%
Glucocorticoid receptor binding	+	0.6228	62.28%
Aromatase binding	-	0.7156	71.56%
PPAR gamma	-	0.8349	83.49%
Honey bee toxicity	-	0.8664	86.64%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.6564	65.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.10%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.47%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.86%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.41%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.40%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.83%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.24%	95.56%
CHEMBL4588	P22894	Matrix metalloproteinase 8	84.99%	94.66%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.95%	97.09%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	84.89%	90.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.57%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.96%	91.11%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.09%	97.14%

Plants that contains it

• Crotalaria scassellatii

Cross-Links

• PubChem: 134715002
• LOTUS: LTS0137602
• wikiData: Q104397035