(5S,6S,10R)-6-hydroxy-3-methylidene-10-[(E)-prop-1-enyl]-2-oxaspiro[4.5]dec-8-ene-1,4,7-trione

Details

• Internal ID: 50873aad-64a7-424d-a5bd-bbf62c6c412a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (5S,6S,10R)-6-hydroxy-3-methylidene-10-[(E)-prop-1-enyl]-2-oxaspiro[4.5]dec-8-ene-1,4,7-trione
• SMILES (Canonical): CC=CC1C=CC(=O)C(C12C(=O)C(=C)OC2=O)O
• SMILES (Isomeric): C/C=C/[C@@H]1C=CC(=O)[C@H]([C@]12C(=O)C(=C)OC2=O)O
• InChI: InChI=1S/C13H12O5/c1-3-4-8-5-6-9(14)11(16)13(8)10(15)7(2)18-12(13)17/h3-6,8,11,16H,2H2,1H3/b4-3+/t8-,11-,13-/m1/s1
• InChI Key: WETHNNOPLCDUPU-HQZIKYCSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₅
• Molecular Weight: 248.23 g/mol
• Exact Mass: 248.06847348 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.30
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9666	96.66%
Caco-2	-	0.6202	62.02%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6838	68.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8468	84.68%
OATP1B3 inhibitior	+	0.9551	95.51%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9416	94.16%
P-glycoprotein inhibitior	-	0.9185	91.85%
P-glycoprotein substrate	-	0.8962	89.62%
CYP3A4 substrate	+	0.5229	52.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8969	89.69%
CYP3A4 inhibition	-	0.8696	86.96%
CYP2C9 inhibition	-	0.9694	96.94%
CYP2C19 inhibition	-	0.9381	93.81%
CYP2D6 inhibition	-	0.9734	97.34%
CYP1A2 inhibition	-	0.8974	89.74%
CYP2C8 inhibition	-	0.8705	87.05%
CYP inhibitory promiscuity	-	0.9524	95.24%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8943	89.43%
Carcinogenicity (trinary)	Non-required	0.4555	45.55%
Eye corrosion	-	0.8462	84.62%
Eye irritation	+	0.5930	59.30%
Skin irritation	+	0.6122	61.22%
Skin corrosion	-	0.7309	73.09%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9261	92.61%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.6131	61.31%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.7104	71.04%
Acute Oral Toxicity (c)	III	0.5952	59.52%
Estrogen receptor binding	+	0.6540	65.40%
Androgen receptor binding	-	0.6048	60.48%
Thyroid receptor binding	+	0.5309	53.09%
Glucocorticoid receptor binding	-	0.5913	59.13%
Aromatase binding	-	0.6371	63.71%
PPAR gamma	+	0.5653	56.53%
Honey bee toxicity	-	0.8691	86.91%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9343	93.43%

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	91.79%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.47%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.16%	89.00%
CHEMBL2581	P07339	Cathepsin D	84.26%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	83.76%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.45%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.73%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.17%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162947847
• LOTUS: LTS0170151
• wikiData: Q105303556