(3R,4R,4aS)-3-methyl-8-oxo-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-4-carbaldehyde

Details

• Internal ID: 36aeac25-6077-42e7-a9ac-e320dc2c9af7
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: (3R,4R,4aS)-3-methyl-8-oxo-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-4-carbaldehyde
• InChI: InChI=1S/C10H12O4/c1-6-8(4-11)7-2-3-13-10(12)9(7)5-14-6/h4-8H,2-3H2,1H3/t6-,7+,8+/m1/s1
• InChI Key: XPXHSUOIQNJEQI-CSMHCCOUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₂O₄
• Molecular Weight: 196.20 g/mol
• Exact Mass: 196.07355886 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.67
• 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	+	0.9824	98.24%
Caco-2	+	0.6559	65.59%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8318	83.18%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.8583	85.83%
OATP1B3 inhibitior	+	0.9742	97.42%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9300	93.00%
P-glycoprotein inhibitior	-	0.9580	95.80%
P-glycoprotein substrate	-	0.8950	89.50%
CYP3A4 substrate	-	0.5351	53.51%
CYP2C9 substrate	+	0.6062	60.62%
CYP2D6 substrate	-	0.8690	86.90%
CYP3A4 inhibition	-	0.7979	79.79%
CYP2C9 inhibition	-	0.8065	80.65%
CYP2C19 inhibition	-	0.8545	85.45%
CYP2D6 inhibition	-	0.8810	88.10%
CYP1A2 inhibition	-	0.5261	52.61%
CYP2C8 inhibition	-	0.8960	89.60%
CYP inhibitory promiscuity	-	0.7895	78.95%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4807	48.07%
Eye corrosion	-	0.9490	94.90%
Eye irritation	+	0.7820	78.20%
Skin irritation	-	0.5805	58.05%
Skin corrosion	-	0.8943	89.43%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6437	64.37%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.7733	77.33%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.6137	61.37%
Acute Oral Toxicity (c)	III	0.5072	50.72%
Estrogen receptor binding	-	0.6219	62.19%
Androgen receptor binding	-	0.4858	48.58%
Thyroid receptor binding	-	0.7383	73.83%
Glucocorticoid receptor binding	-	0.6893	68.93%
Aromatase binding	-	0.8096	80.96%
PPAR gamma	-	0.8047	80.47%
Honey bee toxicity	-	0.9219	92.19%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.7667	76.67%

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	94.66%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.76%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.62%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.15%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.08%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.95%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.28%	96.77%
CHEMBL1951	P21397	Monoamine oxidase A	83.28%	91.49%
CHEMBL2581	P07339	Cathepsin D	80.25%	98.95%

Plants that contains it

• Nauclea diderrichii

Cross-Links

• PubChem: 162896177
• LOTUS: LTS0127648
• wikiData: Q105339042