1'-(Hydroxymethyl)-1',3'-dimethyl-3-methylidenespiro[3a,4,6,6a-tetrahydrocyclopenta[b]furan-5,2'-cyclopentane]-2-one

Details

• Internal ID: 5ef08b22-f682-4fa9-b930-665441cf50a5
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 1'-(hydroxymethyl)-1',3'-dimethyl-3-methylidenespiro[3a,4,6,6a-tetrahydrocyclopenta[b]furan-5,2'-cyclopentane]-2-one
• InChI: InChI=1S/C15H22O3/c1-9-4-5-14(3,8-16)15(9)6-11-10(2)13(17)18-12(11)7-15/h9,11-12,16H,2,4-8H2,1,3H3
• InChI Key: PXOQLQXFPNHKJW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.29
• H-Bond Acceptor: 3
• 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	+	0.9900	99.00%
Caco-2	+	0.7176	71.76%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7166	71.66%
OATP2B1 inhibitior	-	0.8498	84.98%
OATP1B1 inhibitior	+	0.8691	86.91%
OATP1B3 inhibitior	+	0.9392	93.92%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.6077	60.77%
BSEP inhibitior	-	0.9548	95.48%
P-glycoprotein inhibitior	-	0.9386	93.86%
P-glycoprotein substrate	-	0.8255	82.55%
CYP3A4 substrate	+	0.5882	58.82%
CYP2C9 substrate	-	0.8097	80.97%
CYP2D6 substrate	-	0.8469	84.69%
CYP3A4 inhibition	-	0.5813	58.13%
CYP2C9 inhibition	-	0.8463	84.63%
CYP2C19 inhibition	-	0.8299	82.99%
CYP2D6 inhibition	-	0.9335	93.35%
CYP1A2 inhibition	-	0.6179	61.79%
CYP2C8 inhibition	-	0.8032	80.32%
CYP inhibitory promiscuity	-	0.8821	88.21%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6021	60.21%
Eye corrosion	-	0.9801	98.01%
Eye irritation	-	0.8083	80.83%
Skin irritation	-	0.5925	59.25%
Skin corrosion	-	0.9322	93.22%
Ames mutagenesis	-	0.7170	71.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6362	63.62%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.6209	62.09%
skin sensitisation	-	0.7733	77.33%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5678	56.78%
Acute Oral Toxicity (c)	III	0.6040	60.40%
Estrogen receptor binding	+	0.6777	67.77%
Androgen receptor binding	-	0.4931	49.31%
Thyroid receptor binding	-	0.6218	62.18%
Glucocorticoid receptor binding	+	0.6077	60.77%
Aromatase binding	+	0.5515	55.15%
PPAR gamma	+	0.5335	53.35%
Honey bee toxicity	-	0.8781	87.81%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9773	97.73%

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	98.27%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.84%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.70%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.01%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.78%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.43%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.24%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.39%	96.09%
CHEMBL299	P17252	Protein kinase C alpha	84.19%	98.03%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.31%	96.61%

Plants that contains it

• Wunderlichia mirabilis

Cross-Links

• PubChem: 162939484
• LOTUS: LTS0101835
• wikiData: Q105216295