(1R,2S,4S,7S,8R)-3,3-dimethyl-12-methylidenespiro[10-oxatricyclo[6.4.0.02,4]dodecane-7,2'-oxirane]-9-one

Details

• Internal ID: 5ef77a39-54c5-45d1-b381-438d3ce2c81b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1R,2S,4S,7S,8R)-3,3-dimethyl-12-methylidenespiro[10-oxatricyclo[6.4.0.02,4]dodecane-7,2'-oxirane]-9-one
• SMILES (Canonical): CC1(C2C1C3C(C(=O)OCC3=C)C4(CC2)CO4)C
• SMILES (Isomeric): CC1([C@@H]2[C@H]1[C@@H]3[C@@H](C(=O)OCC3=C)[C@@]4(CC2)CO4)C
• InChI: InChI=1S/C15H20O3/c1-8-6-17-13(16)12-10(8)11-9(14(11,2)3)4-5-15(12)7-18-15/h9-12H,1,4-7H2,2-3H3/t9-,10+,11-,12-,15+/m0/s1
• InChI Key: ZNQYFQZRPWDAGM-NKSTYXRASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 38.80 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.17
• H-Bond Acceptor: 3
• 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	+	0.9802	98.02%
Caco-2	+	0.8497	84.97%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6940	69.40%
OATP2B1 inhibitior	-	0.8516	85.16%
OATP1B1 inhibitior	+	0.8789	87.89%
OATP1B3 inhibitior	+	0.9580	95.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.8916	89.16%
P-glycoprotein inhibitior	-	0.8369	83.69%
P-glycoprotein substrate	-	0.7768	77.68%
CYP3A4 substrate	+	0.6278	62.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8486	84.86%
CYP3A4 inhibition	-	0.9502	95.02%
CYP2C9 inhibition	-	0.8456	84.56%
CYP2C19 inhibition	-	0.7645	76.45%
CYP2D6 inhibition	-	0.9001	90.01%
CYP1A2 inhibition	-	0.5795	57.95%
CYP2C8 inhibition	-	0.8369	83.69%
CYP inhibitory promiscuity	-	0.9600	96.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6472	64.72%
Eye corrosion	-	0.9597	95.97%
Eye irritation	-	0.6168	61.68%
Skin irritation	-	0.7041	70.41%
Skin corrosion	-	0.9261	92.61%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6035	60.35%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.7214	72.14%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.8795	87.95%
Acute Oral Toxicity (c)	III	0.5477	54.77%
Estrogen receptor binding	+	0.7093	70.93%
Androgen receptor binding	+	0.6010	60.10%
Thyroid receptor binding	-	0.5760	57.60%
Glucocorticoid receptor binding	-	0.4673	46.73%
Aromatase binding	-	0.7041	70.41%
PPAR gamma	-	0.6964	69.64%
Honey bee toxicity	-	0.6770	67.70%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9371	93.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1994	P08235	Mineralocorticoid receptor	91.92%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	90.73%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.72%	99.23%
CHEMBL1871	P10275	Androgen Receptor	89.59%	96.43%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.89%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.33%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.66%	97.09%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.38%	97.28%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.11%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.65%	89.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.91%	86.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.88%	95.89%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	80.58%	80.96%

Plants that contains it

• Plagiochila fruticosa

Cross-Links

• PubChem: 101618819
• LOTUS: LTS0039448
• wikiData: Q105380180