(3R,3aS,6S,7R,8S,8aR)-8-hydroxy-3,6,8-trimethylspiro[3,3a,4,5,6,8a-hexahydrocyclohepta[b]furan-7,5'-oxolane]-2,2'-dione

Details

• Internal ID: 403d9691-af9b-4a82-bb3d-b9d260f44ce1
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3R,3aS,6S,7R,8S,8aR)-8-hydroxy-3,6,8-trimethylspiro[3,3a,4,5,6,8a-hexahydrocyclohepta[b]furan-7,5'-oxolane]-2,2'-dione
• InChI: InChI=1S/C15H22O5/c1-8-4-5-10-9(2)13(17)19-12(10)14(3,18)15(8)7-6-11(16)20-15/h8-10,12,18H,4-7H2,1-3H3/t8-,9+,10-,12+,14-,15+/m0/s1
• InChI Key: LNODAVFWGAKYDX-JWXRIFBJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₅
• Molecular Weight: 282.33 g/mol
• Exact Mass: 282.14672380 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.42
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9340	93.40%
Caco-2	+	0.5734	57.34%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7124	71.24%
OATP2B1 inhibitior	-	0.8552	85.52%
OATP1B1 inhibitior	+	0.8908	89.08%
OATP1B3 inhibitior	+	0.8496	84.96%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7071	70.71%
BSEP inhibitior	-	0.9056	90.56%
P-glycoprotein inhibitior	-	0.8400	84.00%
P-glycoprotein substrate	-	0.8235	82.35%
CYP3A4 substrate	+	0.6111	61.11%
CYP2C9 substrate	-	0.8009	80.09%
CYP2D6 substrate	-	0.8363	83.63%
CYP3A4 inhibition	-	0.8764	87.64%
CYP2C9 inhibition	-	0.8576	85.76%
CYP2C19 inhibition	-	0.8072	80.72%
CYP2D6 inhibition	-	0.9709	97.09%
CYP1A2 inhibition	+	0.5090	50.90%
CYP2C8 inhibition	-	0.8870	88.70%
CYP inhibitory promiscuity	-	0.9923	99.23%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5833	58.33%
Eye corrosion	-	0.9817	98.17%
Eye irritation	-	0.9714	97.14%
Skin irritation	-	0.5428	54.28%
Skin corrosion	-	0.7838	78.38%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8269	82.69%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8805	88.05%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.6261	62.61%
Acute Oral Toxicity (c)	III	0.3784	37.84%
Estrogen receptor binding	+	0.7930	79.30%
Androgen receptor binding	+	0.5553	55.53%
Thyroid receptor binding	-	0.5625	56.25%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.5178	51.78%
PPAR gamma	-	0.4893	48.93%
Honey bee toxicity	-	0.8472	84.72%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9286	92.86%

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	93.60%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.65%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.07%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.42%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.03%	94.45%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.87%	93.04%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.00%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.65%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.74%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.24%	89.00%

Plants that contains it

• Ambrosia confertiflora

Cross-Links

• PubChem: 15599887
• LOTUS: LTS0064350
• wikiData: Q105154415