(1S,5R,8R,9S,13S)-8-methyl-4,12-dimethylidene-2-oxatricyclo[7.3.1.05,13]tridecan-3-one

Details

• Internal ID: 2a870bff-c169-4661-9813-4ab5d6767411
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: (1S,5R,8R,9S,13S)-8-methyl-4,12-dimethylidene-2-oxatricyclo[7.3.1.05,13]tridecan-3-one
• SMILES (Canonical): CC1CCC2C3C1CCC(=C)C3OC(=O)C2=C
• SMILES (Isomeric): C[C@@H]1CC[C@@H]2[C@@H]3[C@H]1CCC(=C)[C@H]3OC(=O)C2=C
• InChI: InChI=1S/C15H20O2/c1-8-4-7-12-10(3)15(16)17-14-9(2)5-6-11(8)13(12)14/h8,11-14H,2-7H2,1H3/t8-,11+,12+,13+,14-/m1/s1
• InChI Key: IQBYVMJMIXKUFB-SUDMAZQFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.32 g/mol
• Exact Mass: 232.146329876 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.10
• 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	+	0.9963	99.63%
Caco-2	+	0.7922	79.22%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Plasma membrane	0.4674	46.74%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.9199	91.99%
OATP1B3 inhibitior	+	0.9465	94.65%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.9534	95.34%
P-glycoprotein inhibitior	-	0.9054	90.54%
P-glycoprotein substrate	-	0.9120	91.20%
CYP3A4 substrate	+	0.5136	51.36%
CYP2C9 substrate	-	0.8119	81.19%
CYP2D6 substrate	-	0.8397	83.97%
CYP3A4 inhibition	-	0.6636	66.36%
CYP2C9 inhibition	-	0.8842	88.42%
CYP2C19 inhibition	+	0.6535	65.35%
CYP2D6 inhibition	-	0.9302	93.02%
CYP1A2 inhibition	+	0.8022	80.22%
CYP2C8 inhibition	-	0.7786	77.86%
CYP inhibitory promiscuity	-	0.7506	75.06%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5617	56.17%
Eye corrosion	-	0.9378	93.78%
Eye irritation	+	0.7097	70.97%
Skin irritation	+	0.4921	49.21%
Skin corrosion	-	0.9523	95.23%
Ames mutagenesis	-	0.7570	75.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6341	63.41%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.8500	85.00%
skin sensitisation	+	0.5962	59.62%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.6226	62.26%
Acute Oral Toxicity (c)	III	0.6397	63.97%
Estrogen receptor binding	-	0.6364	63.64%
Androgen receptor binding	+	0.5775	57.75%
Thyroid receptor binding	-	0.6107	61.07%
Glucocorticoid receptor binding	+	0.5614	56.14%
Aromatase binding	-	0.7205	72.05%
PPAR gamma	-	0.6797	67.97%
Honey bee toxicity	-	0.8532	85.32%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9940	99.40%

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	91.21%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.66%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.17%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.23%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.18%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.82%	97.25%
CHEMBL2083	P15090	Fatty acid binding protein adipocyte	83.45%	95.71%
CHEMBL5203	P33316	dUTP pyrophosphatase	82.11%	99.18%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.17%	91.11%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.07%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.51%	100.00%

Plants that contains it

• Artemisia annua

Cross-Links

• PubChem: 162855618
• LOTUS: LTS0266131
• wikiData: Q105117680