(1S,4R,8R,9S,10S,12S)-4,8,10-trimethylspiro[2-oxatricyclo[6.3.1.04,12]dodecane-9,5'-oxolane]-2',3-dione

Details

• Internal ID: 307494b5-76a9-497b-9d4b-7b058b0f9464
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (1S,4R,8R,9S,10S,12S)-4,8,10-trimethylspiro[2-oxatricyclo[6.3.1.04,12]dodecane-9,5'-oxolane]-2',3-dione
• SMILES (Canonical): CC1CC2C3C(CCCC3(C14CCC(=O)O4)C)(C(=O)O2)C
• SMILES (Isomeric): C[C@H]1C[C@H]2[C@@H]3[C@@](CCC[C@]3([C@]14CCC(=O)O4)C)(C(=O)O2)C
• InChI: InChI=1S/C17H24O4/c1-10-9-11-13-15(2,14(19)20-11)6-4-7-16(13,3)17(10)8-5-12(18)21-17/h10-11,13H,4-9H2,1-3H3/t10-,11-,13+,15+,16+,17-/m0/s1
• InChI Key: DFQREMVEHMYQMW-IJJYBAQGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₄
• Molecular Weight: 292.40 g/mol
• Exact Mass: 292.16745924 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.84
• H-Bond Acceptor: 4
• 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	+	0.9867	98.67%
Caco-2	+	0.9069	90.69%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7341	73.41%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.8848	88.48%
OATP1B3 inhibitior	+	0.9721	97.21%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.8459	84.59%
P-glycoprotein inhibitior	-	0.7485	74.85%
P-glycoprotein substrate	-	0.8481	84.81%
CYP3A4 substrate	+	0.6003	60.03%
CYP2C9 substrate	-	0.6124	61.24%
CYP2D6 substrate	-	0.8308	83.08%
CYP3A4 inhibition	-	0.8176	81.76%
CYP2C9 inhibition	-	0.9366	93.66%
CYP2C19 inhibition	-	0.9088	90.88%
CYP2D6 inhibition	-	0.9662	96.62%
CYP1A2 inhibition	-	0.8648	86.48%
CYP2C8 inhibition	-	0.7475	74.75%
CYP inhibitory promiscuity	-	0.9741	97.41%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6287	62.87%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9373	93.73%
Skin irritation	+	0.4907	49.07%
Skin corrosion	-	0.6148	61.48%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6211	62.11%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.8580	85.80%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.7364	73.64%
Acute Oral Toxicity (c)	III	0.7351	73.51%
Estrogen receptor binding	+	0.8530	85.30%
Androgen receptor binding	+	0.6439	64.39%
Thyroid receptor binding	+	0.6107	61.07%
Glucocorticoid receptor binding	+	0.6308	63.08%
Aromatase binding	+	0.6352	63.52%
PPAR gamma	+	0.5663	56.63%
Honey bee toxicity	-	0.8281	82.81%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9848	98.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.88%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.46%	97.25%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.47%	93.40%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.18%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.98%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.22%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.17%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.08%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.06%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.59%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	80.36%	97.79%

Plants that contains it

• Marrubium cylleneum

Cross-Links

• PubChem: 162896480
• LOTUS: LTS0121066
• wikiData: Q104978234