(4aS,5'R,7R,8R,8aR)-5'-(furan-3-yl)-4a-hydroxy-7-methylspiro[5,6,7,8a-tetrahydro-1H-naphthalene-8,3'-oxolane]-2,2'-dione

Details

• Internal ID: c48c79d8-5eb9-4578-b53f-83724c6dba05
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (4aS,5'R,7R,8R,8aR)-5'-(furan-3-yl)-4a-hydroxy-7-methylspiro[5,6,7,8a-tetrahydro-1H-naphthalene-8,3'-oxolane]-2,2'-dione
• SMILES (Canonical): CC1CCC2(C=CC(=O)CC2C13CC(OC3=O)C4=COC=C4)O
• SMILES (Isomeric): C[C@@H]1CC[C@@]2(C=CC(=O)C[C@@H]2[C@@]13C[C@@H](OC3=O)C4=COC=C4)O
• InChI: InChI=1S/C18H20O5/c1-11-2-5-17(21)6-3-13(19)8-15(17)18(11)9-14(23-16(18)20)12-4-7-22-10-12/h3-4,6-7,10-11,14-15,21H,2,5,8-9H2,1H3/t11-,14-,15+,17+,18-/m1/s1
• InChI Key: GVAHPQGSIBNUKI-WUARAQQHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₅
• Molecular Weight: 316.30 g/mol
• Exact Mass: 316.13107373 g/mol
• Topological Polar Surface Area (TPSA): 76.70 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.56
• H-Bond Acceptor: 5
• 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	+	0.9947	99.47%
Caco-2	-	0.6992	69.92%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8049	80.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8252	82.52%
OATP1B3 inhibitior	+	0.8292	82.92%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7858	78.58%
BSEP inhibitior	-	0.9093	90.93%
P-glycoprotein inhibitior	-	0.9122	91.22%
P-glycoprotein substrate	-	0.7243	72.43%
CYP3A4 substrate	+	0.6189	61.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8805	88.05%
CYP3A4 inhibition	-	0.7645	76.45%
CYP2C9 inhibition	-	0.8706	87.06%
CYP2C19 inhibition	-	0.8589	85.89%
CYP2D6 inhibition	-	0.9542	95.42%
CYP1A2 inhibition	-	0.8117	81.17%
CYP2C8 inhibition	-	0.7182	71.82%
CYP inhibitory promiscuity	-	0.9655	96.55%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Danger	0.4276	42.76%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9692	96.92%
Skin irritation	-	0.5691	56.91%
Skin corrosion	-	0.8784	87.84%
Ames mutagenesis	-	0.6340	63.40%
Human Ether-a-go-go-Related Gene inhibition	-	0.3907	39.07%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.7111	71.11%
skin sensitisation	-	0.8878	88.78%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.5680	56.80%
Acute Oral Toxicity (c)	III	0.3269	32.69%
Estrogen receptor binding	+	0.8107	81.07%
Androgen receptor binding	+	0.5587	55.87%
Thyroid receptor binding	-	0.6576	65.76%
Glucocorticoid receptor binding	+	0.6457	64.57%
Aromatase binding	+	0.5602	56.02%
PPAR gamma	-	0.4929	49.29%
Honey bee toxicity	-	0.9051	90.51%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9924	99.24%

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	94.33%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.67%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.67%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.64%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.21%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.48%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	83.20%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.54%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.30%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.82%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.21%	99.23%

Plants that contains it

• Croton schiedeanus

Cross-Links

• PubChem: 5318186
• LOTUS: LTS0259473
• wikiData: Q105107417