(1S,2R,3R,5R,5'R,6S,7R)-5'-(furan-3-yl)-5-hydroxy-3,6,7-trimethylspiro[9-oxatricyclo[5.2.2.01,6]undecane-2,3'-oxolane]-2',8-dione

Details

• Internal ID: db9d19e0-484b-42fa-8f43-eba6846ef8ed
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: (1S,2R,3R,5R,5'R,6S,7R)-5'-(furan-3-yl)-5-hydroxy-3,6,7-trimethylspiro[9-oxatricyclo[5.2.2.01,6]undecane-2,3'-oxolane]-2',8-dione
• InChI: InChI=1S/C20H24O6/c1-11-8-14(21)18(3)17(2)5-6-20(18,26-15(17)22)19(11)9-13(25-16(19)23)12-4-7-24-10-12/h4,7,10-11,13-14,21H,5-6,8-9H2,1-3H3/t11-,13-,14-,17+,18-,19+,20+/m1/s1
• InChI Key: UAPYBFIBSYIWBS-ZEDGTFNGSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₆
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.15728848 g/mol
• Topological Polar Surface Area (TPSA): 86.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.76
• 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	+	0.9731	97.31%
Caco-2	+	0.6080	60.80%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7777	77.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8068	80.68%
OATP1B3 inhibitior	-	0.2894	28.94%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.6817	68.17%
P-glycoprotein inhibitior	-	0.7541	75.41%
P-glycoprotein substrate	-	0.6455	64.55%
CYP3A4 substrate	+	0.6509	65.09%
CYP2C9 substrate	-	0.6054	60.54%
CYP2D6 substrate	-	0.7391	73.91%
CYP3A4 inhibition	-	0.6040	60.40%
CYP2C9 inhibition	-	0.9086	90.86%
CYP2C19 inhibition	-	0.9387	93.87%
CYP2D6 inhibition	-	0.9636	96.36%
CYP1A2 inhibition	-	0.8635	86.35%
CYP2C8 inhibition	-	0.6259	62.59%
CYP inhibitory promiscuity	-	0.9770	97.70%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5278	52.78%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.9736	97.36%
Skin irritation	-	0.5348	53.48%
Skin corrosion	-	0.8174	81.74%
Ames mutagenesis	-	0.5870	58.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7290	72.90%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.7792	77.92%
skin sensitisation	-	0.9161	91.61%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.4908	49.08%
Acute Oral Toxicity (c)	I	0.4797	47.97%
Estrogen receptor binding	+	0.8915	89.15%
Androgen receptor binding	+	0.7244	72.44%
Thyroid receptor binding	+	0.6352	63.52%
Glucocorticoid receptor binding	+	0.7900	79.00%
Aromatase binding	+	0.8414	84.14%
PPAR gamma	-	0.6166	61.66%
Honey bee toxicity	-	0.8813	88.13%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9809	98.09%

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	92.69%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	92.22%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.57%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.47%	91.11%
CHEMBL3572	P11597	Cholesteryl ester transfer protein	86.90%	92.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.18%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.15%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.02%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.80%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.07%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.87%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	82.03%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.01%	99.23%
CHEMBL4208	P20618	Proteasome component C5	81.22%	90.00%

Plants that contains it

• Microglossa pyrifolia

Cross-Links

• PubChem: 162934744
• LOTUS: LTS0058851
• wikiData: Q105268983