Spiroleptosphol Y

Details

• Internal ID: 023f1578-baf9-4926-aaeb-2b978a12904f
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: [(3S,4R,5S,6R,7S,10R)-3,4,7-trihydroxy-3-methyl-1-oxo-10-[(1E,3E)-penta-1,3-dienyl]-2-oxaspiro[4.5]dec-8-en-6-yl] acetate
• SMILES (Canonical): CC=CC=CC1C=CC(C(C12C(C(OC2=O)(C)O)O)OC(=O)C)O
• SMILES (Isomeric): C/C=C/C=C/[C@@H]1C=C[C@@H]([C@@H]([C@@]12[C@H]([C@@](OC2=O)(C)O)O)OC(=O)C)O
• InChI: InChI=1S/C17H22O7/c1-4-5-6-7-11-8-9-12(19)13(23-10(2)18)17(11)14(20)16(3,22)24-15(17)21/h4-9,11-14,19-20,22H,1-3H3/b5-4+,7-6+/t11-,12+,13+,14+,16+,17-/m1/s1
• InChI Key: CSNQNVBSEQXKDT-QBZGXSFASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₇
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.13655304 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.21
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8714	87.14%
Caco-2	-	0.6834	68.34%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7045	70.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8607	86.07%
OATP1B3 inhibitior	+	0.9167	91.67%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8317	83.17%
P-glycoprotein inhibitior	-	0.8221	82.21%
P-glycoprotein substrate	-	0.7962	79.62%
CYP3A4 substrate	+	0.6219	62.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8800	88.00%
CYP3A4 inhibition	-	0.8407	84.07%
CYP2C9 inhibition	-	0.9615	96.15%
CYP2C19 inhibition	-	0.9389	93.89%
CYP2D6 inhibition	-	0.9648	96.48%
CYP1A2 inhibition	-	0.9359	93.59%
CYP2C8 inhibition	-	0.8129	81.29%
CYP inhibitory promiscuity	-	0.9359	93.59%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9243	92.43%
Carcinogenicity (trinary)	Non-required	0.4294	42.94%
Eye corrosion	-	0.9536	95.36%
Eye irritation	-	0.9522	95.22%
Skin irritation	-	0.6562	65.62%
Skin corrosion	-	0.8893	88.93%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6784	67.84%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.7808	78.08%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.7639	76.39%
Acute Oral Toxicity (c)	III	0.4790	47.90%
Estrogen receptor binding	+	0.6430	64.30%
Androgen receptor binding	-	0.5581	55.81%
Thyroid receptor binding	+	0.5403	54.03%
Glucocorticoid receptor binding	+	0.5959	59.59%
Aromatase binding	+	0.5292	52.92%
PPAR gamma	+	0.5450	54.50%
Honey bee toxicity	-	0.7661	76.61%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6234	62.34%
Fish aquatic toxicity	+	0.9065	90.65%

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	93.78%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.26%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.49%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.43%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.64%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.24%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.95%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.80%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.09%	97.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682652
• LOTUS: LTS0127869
• wikiData: Q104969453