5-Hydroxy-5,6',6',8,10-pentamethylspiro[14-oxapentacyclo[8.6.1.01,6.08,16.012,16]heptadec-11-ene-4,5'-pyran]-2',9,13-trione

Details

• Internal ID: 15b6b6d7-4464-41f7-9f7c-5de63b52d432
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: 5-hydroxy-5,6',6',8,10-pentamethylspiro[14-oxapentacyclo[8.6.1.01,6.08,16.012,16]heptadec-11-ene-4,5'-pyran]-2',9,13-trione
• InChI: InChI=1S/C25H30O6/c1-19(2)24(7-6-16(26)31-19)9-8-23-12-20(3)10-14-17(27)30-13-25(14,23)21(4,18(20)28)11-15(23)22(24,5)29/h6-7,10,15,29H,8-9,11-13H2,1-5H3
• InChI Key: FJRSJHTWTJSDAB-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₀O₆
• Molecular Weight: 426.50 g/mol
• Exact Mass: 426.20423867 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.88
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9845	98.45%
Caco-2	+	0.5377	53.77%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8746	87.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8541	85.41%
OATP1B3 inhibitior	+	0.9022	90.22%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5604	56.04%
BSEP inhibitior	+	0.7499	74.99%
P-glycoprotein inhibitior	-	0.4547	45.47%
P-glycoprotein substrate	-	0.6569	65.69%
CYP3A4 substrate	+	0.6539	65.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8897	88.97%
CYP3A4 inhibition	-	0.8312	83.12%
CYP2C9 inhibition	-	0.6635	66.35%
CYP2C19 inhibition	-	0.8766	87.66%
CYP2D6 inhibition	-	0.9275	92.75%
CYP1A2 inhibition	-	0.6563	65.63%
CYP2C8 inhibition	+	0.5097	50.97%
CYP inhibitory promiscuity	-	0.9145	91.45%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5477	54.77%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.8941	89.41%
Skin irritation	-	0.5342	53.42%
Skin corrosion	-	0.9195	91.95%
Ames mutagenesis	+	0.5130	51.30%
Human Ether-a-go-go-Related Gene inhibition	+	0.7821	78.21%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5266	52.66%
skin sensitisation	-	0.7841	78.41%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5118	51.18%
Acute Oral Toxicity (c)	III	0.5334	53.34%
Estrogen receptor binding	+	0.7622	76.22%
Androgen receptor binding	+	0.7644	76.44%
Thyroid receptor binding	+	0.7665	76.65%
Glucocorticoid receptor binding	+	0.7429	74.29%
Aromatase binding	+	0.8120	81.20%
PPAR gamma	-	0.5146	51.46%
Honey bee toxicity	-	0.8766	87.66%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9966	99.66%

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	94.81%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.17%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	93.91%	90.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.49%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.02%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.29%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.55%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.41%	99.23%
CHEMBL2581	P07339	Cathepsin D	87.39%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	83.77%	89.63%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.69%	93.40%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.71%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.58%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 4868213
• LOTUS: LTS0199344
• wikiData: Q104996285