8-hydroxy-4-(4-hydroxy-4-methylpent-2-enylidene)-7,11-dimethylidene-5,6,8,9,10,11a-hexahydro-4aH-cyclonona[c]pyran-1-one

Details

• Internal ID: 49e35e8e-a735-4556-81d6-846170b5e90c
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: 8-hydroxy-4-(4-hydroxy-4-methylpent-2-enylidene)-7,11-dimethylidene-5,6,8,9,10,11a-hexahydro-4aH-cyclonona[c]pyran-1-one
• InChI: InChI=1S/C20H28O4/c1-13-7-9-16-15(6-5-11-20(3,4)23)12-24-19(22)18(16)14(2)8-10-17(13)21/h5-6,11,16-18,21,23H,1-2,7-10,12H2,3-4H3
• InChI Key: JSQQYBKNOUUYPJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 3.08
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9611	96.11%
Caco-2	+	0.5509	55.09%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8874	88.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9120	91.20%
OATP1B3 inhibitior	+	0.9454	94.54%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6888	68.88%
BSEP inhibitior	+	0.7477	74.77%
P-glycoprotein inhibitior	-	0.7852	78.52%
P-glycoprotein substrate	-	0.7757	77.57%
CYP3A4 substrate	+	0.6061	60.61%
CYP2C9 substrate	-	0.8746	87.46%
CYP2D6 substrate	-	0.8790	87.90%
CYP3A4 inhibition	-	0.8614	86.14%
CYP2C9 inhibition	-	0.9159	91.59%
CYP2C19 inhibition	-	0.8079	80.79%
CYP2D6 inhibition	-	0.8644	86.44%
CYP1A2 inhibition	-	0.8096	80.96%
CYP2C8 inhibition	-	0.6989	69.89%
CYP inhibitory promiscuity	-	0.9565	95.65%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6713	67.13%
Eye corrosion	-	0.9772	97.72%
Eye irritation	-	0.8199	81.99%
Skin irritation	-	0.6948	69.48%
Skin corrosion	-	0.9438	94.38%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5240	52.40%
Micronuclear	-	0.8041	80.41%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.6835	68.35%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.6179	61.79%
Acute Oral Toxicity (c)	III	0.6456	64.56%
Estrogen receptor binding	+	0.6607	66.07%
Androgen receptor binding	-	0.5098	50.98%
Thyroid receptor binding	+	0.7085	70.85%
Glucocorticoid receptor binding	+	0.8020	80.20%
Aromatase binding	-	0.6156	61.56%
PPAR gamma	+	0.5514	55.14%
Honey bee toxicity	-	0.8796	87.96%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9244	92.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.14%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.30%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.63%	95.56%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	88.97%	83.57%
CHEMBL2581	P07339	Cathepsin D	88.57%	98.95%
CHEMBL1977	P11473	Vitamin D receptor	87.69%	99.43%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	87.53%	90.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.26%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.23%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.07%	92.94%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.61%	92.88%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.56%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73040629
• LOTUS: LTS0190413
• wikiData: Q105134529