(5S)-1,7-dioxaspiro[4.4]non-2-ene-4,8-dione

Details

• Internal ID: cc9c3d6e-ad5d-4648-a87d-db03136c1a84
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (5S)-1,7-dioxaspiro[4.4]non-2-ene-4,8-dione
• SMILES (Canonical): C1C(=O)OCC12C(=O)C=CO2
• SMILES (Isomeric): C1C(=O)OC[C@]12C(=O)C=CO2
• InChI: InChI=1S/C7H6O4/c8-5-1-2-11-7(5)3-6(9)10-4-7/h1-2H,3-4H2/t7-/m0/s1
• InChI Key: VVAVPMFPYRLMED-ZETCQYMHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₆O₄
• Molecular Weight: 154.12 g/mol
• Exact Mass: 154.02660867 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.21
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9775	97.75%
Caco-2	+	0.6502	65.02%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7353	73.53%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.9620	96.20%
OATP1B3 inhibitior	+	0.9560	95.60%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9114	91.14%
P-glycoprotein inhibitior	-	0.9896	98.96%
P-glycoprotein substrate	-	0.9465	94.65%
CYP3A4 substrate	-	0.6324	63.24%
CYP2C9 substrate	-	0.8050	80.50%
CYP2D6 substrate	-	0.8526	85.26%
CYP3A4 inhibition	-	0.8997	89.97%
CYP2C9 inhibition	-	0.9335	93.35%
CYP2C19 inhibition	-	0.9189	91.89%
CYP2D6 inhibition	-	0.9354	93.54%
CYP1A2 inhibition	-	0.9006	90.06%
CYP2C8 inhibition	-	0.9543	95.43%
CYP inhibitory promiscuity	-	0.9646	96.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9143	91.43%
Carcinogenicity (trinary)	Non-required	0.5255	52.55%
Eye corrosion	-	0.7383	73.83%
Eye irritation	+	0.9847	98.47%
Skin irritation	-	0.6803	68.03%
Skin corrosion	-	0.7210	72.10%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8638	86.38%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.7867	78.67%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.8295	82.95%
Acute Oral Toxicity (c)	III	0.5575	55.75%
Estrogen receptor binding	-	0.8757	87.57%
Androgen receptor binding	-	0.6227	62.27%
Thyroid receptor binding	-	0.8730	87.30%
Glucocorticoid receptor binding	-	0.8330	83.30%
Aromatase binding	-	0.6967	69.67%
PPAR gamma	-	0.7414	74.14%
Honey bee toxicity	-	0.8437	84.37%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.6492	64.92%

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	93.73%	91.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.66%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.57%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.72%	96.77%
CHEMBL230	P35354	Cyclooxygenase-2	85.91%	89.63%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.83%	94.45%

Plants that contains it

• Achyranthes aspera var. indica
• Achyrocline tomentosa
• Alhagi maurorum
• Allium angulosum
• Anemonella thalictroides
• Erythrophleum chlorostachys
• Goniothalamus dolichocarpus
• Guettarda platypoda
• Helicia nilagirica
• Lessingianthus brevifolius
• Lobelia inflata
• Phaleria macrocarpa
• Pistacia chinensis
• Pulicaria insignis
• Shirakiopsis indica
• Taxus mairei
• Tecomella undulata

Cross-Links

• PubChem: 639435
• NPASS: NPC185226
• LOTUS: LTS0264739
• wikiData: Q105297568