6-[(1R,2S,4aR,6R,8aR)-6-hydroxy-2-methyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]-4-amino-2-oxopyran-3-carbaldehyde

Details

• Internal ID: 76b07a33-5b98-465f-bbb6-7efd34b1b31e
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 6-[(1R,2S,4aR,6R,8aR)-6-hydroxy-2-methyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]-4-amino-2-oxopyran-3-carbaldehyde
• InChI: InChI=1S/C17H21NO4/c1-9-2-3-10-6-11(20)4-5-12(10)16(9)15-7-14(18)13(8-19)17(21)22-15/h2-3,7-12,16,20H,4-6,18H2,1H3/t9-,10-,11+,12+,16+/m0/s1
• InChI Key: XSVKAYYNFNXTDA-GBNBPPIOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₁NO₄
• Molecular Weight: 303.35 g/mol
• Exact Mass: 303.14705815 g/mol
• Topological Polar Surface Area (TPSA): 89.60 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.10
• H-Bond Acceptor: 5
• 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	+	0.9694	96.94%
Caco-2	+	0.6580	65.80%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6258	62.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8114	81.14%
OATP1B3 inhibitior	+	0.9409	94.09%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8287	82.87%
BSEP inhibitior	-	0.7683	76.83%
P-glycoprotein inhibitior	-	0.8437	84.37%
P-glycoprotein substrate	-	0.6357	63.57%
CYP3A4 substrate	+	0.5833	58.33%
CYP2C9 substrate	-	0.5838	58.38%
CYP2D6 substrate	-	0.8304	83.04%
CYP3A4 inhibition	-	0.6695	66.95%
CYP2C9 inhibition	-	0.8581	85.81%
CYP2C19 inhibition	-	0.7742	77.42%
CYP2D6 inhibition	-	0.8907	89.07%
CYP1A2 inhibition	-	0.5807	58.07%
CYP2C8 inhibition	-	0.8216	82.16%
CYP inhibitory promiscuity	-	0.8846	88.46%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4688	46.88%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9963	99.63%
Skin irritation	-	0.7827	78.27%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7152	71.52%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.8526	85.26%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7435	74.35%
Acute Oral Toxicity (c)	III	0.6349	63.49%
Estrogen receptor binding	+	0.8324	83.24%
Androgen receptor binding	+	0.7344	73.44%
Thyroid receptor binding	-	0.6405	64.05%
Glucocorticoid receptor binding	+	0.7691	76.91%
Aromatase binding	+	0.7707	77.07%
PPAR gamma	-	0.4881	48.81%
Honey bee toxicity	-	0.8063	80.63%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9476	94.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.55%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.10%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	94.38%	83.82%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	92.25%	98.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.66%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.63%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.86%	92.94%
CHEMBL1871	P10275	Androgen Receptor	87.56%	96.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.35%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.58%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.10%	90.71%
CHEMBL2581	P07339	Cathepsin D	81.67%	98.95%
CHEMBL4530	P00488	Coagulation factor XIII	80.51%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.31%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10566357
• LOTUS: LTS0006760
• wikiData: Q77499701