(5R,9S)-9-ethenyl-9-methyl-2-propan-2-yl-1,7-dioxaspiro[4.4]non-2-ene-4,6-dione

Details

• Internal ID: 8aff9b75-916b-47db-bcca-c739fd6aa3b2
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (5R,9S)-9-ethenyl-9-methyl-2-propan-2-yl-1,7-dioxaspiro[4.4]non-2-ene-4,6-dione
• SMILES (Canonical): CC(C)C1=CC(=O)C2(O1)C(=O)OCC2(C)C=C
• SMILES (Isomeric): CC(C)C1=CC(=O)[C@@]2(O1)C(=O)OC[C@]2(C)C=C
• InChI: InChI=1S/C13H16O4/c1-5-12(4)7-16-11(15)13(12)10(14)6-9(17-13)8(2)3/h5-6,8H,1,7H2,2-4H3/t12-,13+/m0/s1
• InChI Key: MZTZVVFRZLLCGP-QWHCGFSZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₄
• Molecular Weight: 236.26 g/mol
• Exact Mass: 236.10485899 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.61
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9757	97.57%
Caco-2	+	0.6435	64.35%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6271	62.71%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.9106	91.06%
OATP1B3 inhibitior	+	0.9176	91.76%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8118	81.18%
P-glycoprotein inhibitior	-	0.9264	92.64%
P-glycoprotein substrate	-	0.8651	86.51%
CYP3A4 substrate	-	0.5158	51.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9037	90.37%
CYP3A4 inhibition	-	0.7754	77.54%
CYP2C9 inhibition	-	0.8380	83.80%
CYP2C19 inhibition	-	0.8320	83.20%
CYP2D6 inhibition	-	0.9227	92.27%
CYP1A2 inhibition	-	0.7859	78.59%
CYP2C8 inhibition	-	0.8997	89.97%
CYP inhibitory promiscuity	-	0.9183	91.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8343	83.43%
Carcinogenicity (trinary)	Non-required	0.4904	49.04%
Eye corrosion	-	0.9084	90.84%
Eye irritation	+	0.6475	64.75%
Skin irritation	-	0.6782	67.82%
Skin corrosion	-	0.9130	91.30%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7763	77.63%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.6802	68.02%
skin sensitisation	+	0.4941	49.41%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.8361	83.61%
Acute Oral Toxicity (c)	III	0.5715	57.15%
Estrogen receptor binding	-	0.6202	62.02%
Androgen receptor binding	+	0.6350	63.50%
Thyroid receptor binding	-	0.6836	68.36%
Glucocorticoid receptor binding	-	0.6994	69.94%
Aromatase binding	-	0.7295	72.95%
PPAR gamma	-	0.8125	81.25%
Honey bee toxicity	-	0.8685	86.85%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9472	94.72%

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	96.49%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.05%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.09%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.74%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.96%	96.77%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.09%	99.23%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.09%	93.40%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.01%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	83.20%	94.73%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.92%	85.30%
CHEMBL1937	Q92769	Histone deacetylase 2	81.70%	94.75%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.39%	90.08%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.22%	89.00%

Plants that contains it

• Cratoxylum cochinchinense

Cross-Links

• PubChem: 10857441
• LOTUS: LTS0053904
• wikiData: Q105176059