(4aR,7S,8S,8aR)-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,5'-oxolane]-2'-one

Details

• Internal ID: ca0657d6-112f-4fbe-952a-740a5958b569
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (4aR,7S,8S,8aR)-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,5'-oxolane]-2'-one
• SMILES (Canonical): CC1CCC2C(CCCC2(C13CCC(=O)O3)C)(C)C
• SMILES (Isomeric): C[C@H]1CC[C@H]2[C@]([C@]13CCC(=O)O3)(CCCC2(C)C)C
• InChI: InChI=1S/C17H28O2/c1-12-6-7-13-15(2,3)9-5-10-16(13,4)17(12)11-8-14(18)19-17/h12-13H,5-11H2,1-4H3/t12-,13+,16+,17-/m0/s1
• InChI Key: AQNLWBUTGIPKLD-IXKJSCDLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₈O₂
• Molecular Weight: 264.40 g/mol
• Exact Mass: 264.208930132 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.32
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9967	99.67%
Caco-2	+	0.9073	90.73%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5110	51.10%
OATP2B1 inhibitior	-	0.8490	84.90%
OATP1B1 inhibitior	+	0.8849	88.49%
OATP1B3 inhibitior	+	0.9672	96.72%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.7324	73.24%
P-glycoprotein inhibitior	-	0.7604	76.04%
P-glycoprotein substrate	-	0.9400	94.00%
CYP3A4 substrate	+	0.5792	57.92%
CYP2C9 substrate	-	0.6124	61.24%
CYP2D6 substrate	-	0.8308	83.08%
CYP3A4 inhibition	-	0.9029	90.29%
CYP2C9 inhibition	-	0.8265	82.65%
CYP2C19 inhibition	+	0.8698	86.98%
CYP2D6 inhibition	-	0.9523	95.23%
CYP1A2 inhibition	-	0.9046	90.46%
CYP2C8 inhibition	-	0.7994	79.94%
CYP inhibitory promiscuity	-	0.9559	95.59%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6186	61.86%
Eye corrosion	-	0.9441	94.41%
Eye irritation	-	0.6381	63.81%
Skin irritation	-	0.6094	60.94%
Skin corrosion	-	0.9098	90.98%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7472	74.72%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5269	52.69%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.4605	46.05%
Acute Oral Toxicity (c)	III	0.8554	85.54%
Estrogen receptor binding	+	0.7234	72.34%
Androgen receptor binding	+	0.5266	52.66%
Thyroid receptor binding	-	0.5492	54.92%
Glucocorticoid receptor binding	-	0.6897	68.97%
Aromatase binding	+	0.5206	52.06%
PPAR gamma	-	0.6548	65.48%
Honey bee toxicity	-	0.8991	89.91%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9541	95.41%

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	94.23%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.30%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.82%	98.95%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.70%	96.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.67%	95.56%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	87.92%	86.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.67%	93.40%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.13%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.65%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.70%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.88%	95.89%

Plants that contains it

• Vitex agnus-castus

Cross-Links

• PubChem: 163011048
• LOTUS: LTS0028521
• wikiData: Q104916946