7,7a-dimethyl-4'-methylidenespiro[3,3a,4,5,6,7-hexahydro-1H-indene-2,3'-oxolane]-2'-one

Details

• Internal ID: e6b94ef6-e85d-48fd-8d35-803a6ef9e9ac
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 7,7a-dimethyl-4'-methylidenespiro[3,3a,4,5,6,7-hexahydro-1H-indene-2,3'-oxolane]-2'-one
• SMILES (Canonical): CC1CCCC2C1(CC3(C2)C(=C)COC3=O)C
• SMILES (Isomeric): CC1CCCC2C1(CC3(C2)C(=C)COC3=O)C
• InChI: InChI=1S/C15H22O2/c1-10-5-4-6-12-7-15(9-14(10,12)3)11(2)8-17-13(15)16/h10,12H,2,4-9H2,1,3H3
• InChI Key: OVXAYHNZXBOVPV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.32
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 7,7a-dimethyl-4'-methylidenespiro[3,3a,4,5,6,7-hexahydro-1H-indene-2,3'-oxolane]-2'-one
• OVXAYHNZXBOVPV-UHFFFAOYSA-N
• Spiro[furan-3(2H),2'-[2H]inden]-2-one, decahydro-3'a,4'-dimethyl-4-methylene-, [2'R-(2'.alpha.,3'a.alpha.,4'.alpha.,7'a.alpha.)]-
• Spiro[furan-3(2H),2'-indan]-2-one, 3'a,4,4',5,5',6',7',7'a.beta.-octahydro-3'a.beta.,4'.beta.-dimethyl-4-methylene-, (2'R)-
• NSC292655
• Spiro[furan-3(2H), 3'a,4,4',5,5',6',7',7'a.beta.-octahydro-3'a.beta.,4'.beta.-dimethyl-4-methylene-, (2'R)-
• Spiro[furan-3(2H), decahydro-3'a,4'-dimethyl-4-methylene-, [2'R-(2'.alpha.,3'a.alpha.,4'.alpha.,7'a.alpha.)]-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9971	99.71%
Caco-2	+	0.8392	83.92%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4323	43.23%
OATP2B1 inhibitior	-	0.8487	84.87%
OATP1B1 inhibitior	+	0.9282	92.82%
OATP1B3 inhibitior	+	0.9132	91.32%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.8298	82.98%
P-glycoprotein inhibitior	-	0.8775	87.75%
P-glycoprotein substrate	-	0.8882	88.82%
CYP3A4 substrate	+	0.5679	56.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8011	80.11%
CYP3A4 inhibition	-	0.7334	73.34%
CYP2C9 inhibition	-	0.9049	90.49%
CYP2C19 inhibition	-	0.5768	57.68%
CYP2D6 inhibition	-	0.9095	90.95%
CYP1A2 inhibition	+	0.7067	70.67%
CYP2C8 inhibition	-	0.9197	91.97%
CYP inhibitory promiscuity	-	0.8517	85.17%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5517	55.17%
Eye corrosion	-	0.9405	94.05%
Eye irritation	-	0.6570	65.70%
Skin irritation	-	0.5700	57.00%
Skin corrosion	-	0.9555	95.55%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5888	58.88%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	+	0.4725	47.25%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.6778	67.78%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.6933	69.33%
Acute Oral Toxicity (c)	III	0.6626	66.26%
Estrogen receptor binding	-	0.6153	61.53%
Androgen receptor binding	-	0.5181	51.81%
Thyroid receptor binding	-	0.6457	64.57%
Glucocorticoid receptor binding	-	0.5193	51.93%
Aromatase binding	-	0.5633	56.33%
PPAR gamma	-	0.7904	79.04%
Honey bee toxicity	-	0.8499	84.99%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	91.82%	97.25%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	90.32%	86.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.20%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.00%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.74%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.16%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.96%	92.94%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.50%	82.69%
CHEMBL332	P03956	Matrix metalloproteinase-1	85.28%	94.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.60%	97.14%
CHEMBL1902	P62942	FK506-binding protein 1A	83.31%	97.05%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.22%	96.38%

Plants that contains it

• Hertia cheirifolia
• Ligularia dolichobotrys
• Ligularia intermedia
• Ligularia kanaitzensis
• Ligularia sagitta
• Ligularia subspicata
• Parasenecio hastatus
• Petasites albus
• Petasites frigidus var. palmatus
• Petasites japonicus

Cross-Links

• PubChem: 325065
• LOTUS: LTS0024640
• wikiData: Q105201571