(1S,3S,8S,10R,11S,13R)-13-(furan-3-yl)-8-hydroxy-6,6,10-trimethyl-2,14-dioxatricyclo[9.4.0.01,3]pentadecane-7,15-dione

Details

• Internal ID: 930b76b9-0918-4fcd-87ac-03ded72a10b9
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: (1S,3S,8S,10R,11S,13R)-13-(furan-3-yl)-8-hydroxy-6,6,10-trimethyl-2,14-dioxatricyclo[9.4.0.01,3]pentadecane-7,15-dione
• InChI: InChI=1S/C20H26O6/c1-11-8-14(21)17(22)19(2,3)6-4-16-20(26-16)13(11)9-15(25-18(20)23)12-5-7-24-10-12/h5,7,10-11,13-16,21H,4,6,8-9H2,1-3H3/t11-,13+,14+,15-,16+,20+/m1/s1
• InChI Key: LPDOLIVBSRFDNT-OYGONXEOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₆
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.17293854 g/mol
• Topological Polar Surface Area (TPSA): 89.30 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.80
• H-Bond Acceptor: 6
• 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	+	0.9574	95.74%
Caco-2	+	0.6013	60.13%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7722	77.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7742	77.42%
OATP1B3 inhibitior	-	0.3804	38.04%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.5216	52.16%
P-glycoprotein inhibitior	-	0.6683	66.83%
P-glycoprotein substrate	-	0.6790	67.90%
CYP3A4 substrate	+	0.6639	66.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8080	80.80%
CYP3A4 inhibition	+	0.7277	72.77%
CYP2C9 inhibition	-	0.8387	83.87%
CYP2C19 inhibition	-	0.8523	85.23%
CYP2D6 inhibition	-	0.9433	94.33%
CYP1A2 inhibition	-	0.7805	78.05%
CYP2C8 inhibition	-	0.5628	56.28%
CYP inhibitory promiscuity	-	0.9803	98.03%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5515	55.15%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9817	98.17%
Skin irritation	-	0.6051	60.51%
Skin corrosion	-	0.8360	83.60%
Ames mutagenesis	-	0.6170	61.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6990	69.90%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.8514	85.14%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7397	73.97%
Acute Oral Toxicity (c)	I	0.3432	34.32%
Estrogen receptor binding	+	0.8897	88.97%
Androgen receptor binding	+	0.6365	63.65%
Thyroid receptor binding	+	0.6099	60.99%
Glucocorticoid receptor binding	+	0.8427	84.27%
Aromatase binding	+	0.6115	61.15%
PPAR gamma	+	0.5643	56.43%
Honey bee toxicity	-	0.8251	82.51%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9655	96.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	92.71%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.48%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.75%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.65%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	91.59%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.75%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.53%	100.00%
CHEMBL2039	P27338	Monoamine oxidase B	87.23%	92.51%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.73%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.94%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.24%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.56%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.41%	94.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.55%	100.00%

Plants that contains it

• Nidorella hottentotica

Cross-Links

• PubChem: 163093589
• LOTUS: LTS0241750
• wikiData: Q105155114