(3R,3aS,5'R,6R,7R)-5'-(furan-3-yl)-3-(hydroxymethyl)-3,3a,6-trimethylspiro[2,4,5,6-tetrahydroindene-7,3'-oxolane]-2'-one

Details

• Internal ID: e48d80fe-70e0-45d3-8728-543c73c72e7d
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3R,3aS,5'R,6R,7R)-5'-(furan-3-yl)-3-(hydroxymethyl)-3,3a,6-trimethylspiro[2,4,5,6-tetrahydroindene-7,3'-oxolane]-2'-one
• InChI: InChI=1S/C20H26O4/c1-13-4-8-19(3)16(5-7-18(19,2)12-21)20(13)10-15(24-17(20)22)14-6-9-23-11-14/h5-6,9,11,13,15,21H,4,7-8,10,12H2,1-3H3/t13-,15-,18+,19+,20-/m1/s1
• InChI Key: PGKJGDPOHJKPJR-GNUVVZJLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.18310931 g/mol
• Topological Polar Surface Area (TPSA): 59.70 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 4.02
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9928	99.28%
Caco-2	+	0.7462	74.62%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8156	81.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8273	82.73%
OATP1B3 inhibitior	+	0.9060	90.60%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6352	63.52%
BSEP inhibitior	+	0.5897	58.97%
P-glycoprotein inhibitior	-	0.8292	82.92%
P-glycoprotein substrate	-	0.6977	69.77%
CYP3A4 substrate	+	0.6196	61.96%
CYP2C9 substrate	-	0.8028	80.28%
CYP2D6 substrate	-	0.7890	78.90%
CYP3A4 inhibition	-	0.5436	54.36%
CYP2C9 inhibition	-	0.7915	79.15%
CYP2C19 inhibition	-	0.8392	83.92%
CYP2D6 inhibition	-	0.9460	94.60%
CYP1A2 inhibition	-	0.6712	67.12%
CYP2C8 inhibition	-	0.6956	69.56%
CYP inhibitory promiscuity	-	0.7855	78.55%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4695	46.95%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9892	98.92%
Skin irritation	-	0.5721	57.21%
Skin corrosion	-	0.9443	94.43%
Ames mutagenesis	-	0.6111	61.11%
Human Ether-a-go-go-Related Gene inhibition	+	0.8697	86.97%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.6542	65.42%
skin sensitisation	-	0.8946	89.46%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7947	79.47%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.5797	57.97%
Acute Oral Toxicity (c)	III	0.3942	39.42%
Estrogen receptor binding	+	0.8087	80.87%
Androgen receptor binding	+	0.6208	62.08%
Thyroid receptor binding	+	0.6914	69.14%
Glucocorticoid receptor binding	+	0.7837	78.37%
Aromatase binding	+	0.7936	79.36%
PPAR gamma	-	0.6110	61.10%
Honey bee toxicity	-	0.9208	92.08%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5549	55.49%
Fish aquatic toxicity	+	0.9912	99.12%

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	98.11%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.67%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.62%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.06%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.92%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.36%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.28%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.17%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.96%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.76%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.84%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.39%	85.14%

Plants that contains it

• Pteronia incana

Cross-Links

• PubChem: 14588970
• LOTUS: LTS0021146
• wikiData: Q105208453