(1R,3S,5S,6S)-6-hydroxy-1,3-dimethoxy-2-oxaspiro[4.5]dec-7-ene-8-carbaldehyde

Details

• Internal ID: c98e080b-d002-4b12-a851-a89b02f06d2d
• Taxonomy: Organoheterocyclic compounds > Tetrahydrofurans
• IUPAC Name: (1R,3S,5S,6S)-6-hydroxy-1,3-dimethoxy-2-oxaspiro[4.5]dec-7-ene-8-carbaldehyde
• SMILES (Canonical): COC1CC2(CCC(=CC2O)C=O)C(O1)OC
• SMILES (Isomeric): CO[C@@H]1C[C@]2(CCC(=C[C@@H]2O)C=O)[C@@H](O1)OC
• InChI: InChI=1S/C12H18O5/c1-15-10-6-12(11(16-2)17-10)4-3-8(7-13)5-9(12)14/h5,7,9-11,14H,3-4,6H2,1-2H3/t9-,10-,11+,12-/m0/s1
• InChI Key: MOOHGKGNFMULIH-YFKTTZPYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₅
• Molecular Weight: 242.27 g/mol
• Exact Mass: 242.11542367 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.62
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9748	97.48%
Caco-2	+	0.6442	64.42%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7630	76.30%
OATP2B1 inhibitior	-	0.8533	85.33%
OATP1B1 inhibitior	+	0.8920	89.20%
OATP1B3 inhibitior	+	0.9247	92.47%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9303	93.03%
P-glycoprotein inhibitior	-	0.9137	91.37%
P-glycoprotein substrate	-	0.8717	87.17%
CYP3A4 substrate	+	0.5707	57.07%
CYP2C9 substrate	-	0.6108	61.08%
CYP2D6 substrate	-	0.8378	83.78%
CYP3A4 inhibition	-	0.8445	84.45%
CYP2C9 inhibition	-	0.8452	84.52%
CYP2C19 inhibition	-	0.7891	78.91%
CYP2D6 inhibition	-	0.9345	93.45%
CYP1A2 inhibition	-	0.6264	62.64%
CYP2C8 inhibition	-	0.8785	87.85%
CYP inhibitory promiscuity	-	0.8800	88.00%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9525	95.25%
Carcinogenicity (trinary)	Non-required	0.5729	57.29%
Eye corrosion	-	0.9632	96.32%
Eye irritation	-	0.9081	90.81%
Skin irritation	-	0.5957	59.57%
Skin corrosion	-	0.9060	90.60%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4348	43.48%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5767	57.67%
skin sensitisation	-	0.7823	78.23%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.4258	42.58%
Estrogen receptor binding	+	0.6224	62.24%
Androgen receptor binding	-	0.5315	53.15%
Thyroid receptor binding	-	0.5191	51.91%
Glucocorticoid receptor binding	-	0.6535	65.35%
Aromatase binding	-	0.7374	73.74%
PPAR gamma	-	0.6011	60.11%
Honey bee toxicity	-	0.8362	83.62%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6055	60.55%
Fish aquatic toxicity	+	0.8356	83.56%

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	95.97%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.34%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.26%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.68%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.88%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.63%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.17%	95.89%

Plants that contains it

• Cananga odorata

Cross-Links

• PubChem: 162870072
• LOTUS: LTS0051111
• wikiData: Q105169033