(1R,8R,11S,12S)-14,14-dimethyl-6-oxatetracyclo[9.2.1.04,12.08,12]tetradec-3-en-7-one

Details

• Internal ID: a8150cd6-0513-4b3e-9b9c-2bf21da1d103
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1R,8R,11S,12S)-14,14-dimethyl-6-oxatetracyclo[9.2.1.04,12.08,12]tetradec-3-en-7-one
• SMILES (Canonical): CC1(C2CCC3C24CC1CC=C4COC3=O)C
• SMILES (Isomeric): CC1([C@@H]2CC[C@@H]3[C@]24C[C@H]1CC=C4COC3=O)C
• InChI: InChI=1S/C15H20O2/c1-14(2)9-3-4-10-8-17-13(16)11-5-6-12(14)15(10,11)7-9/h4,9,11-12H,3,5-8H2,1-2H3/t9-,11+,12+,15-/m1/s1
• InChI Key: YJKLCFCKGAYFME-CKRXIKOQSA-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: 2.90
• Atomic LogP (AlogP): 2.93
• 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	+	0.9958	99.58%
Caco-2	+	0.8822	88.22%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5875	58.75%
OATP2B1 inhibitior	-	0.8485	84.85%
OATP1B1 inhibitior	+	0.9383	93.83%
OATP1B3 inhibitior	+	0.9578	95.78%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.8815	88.15%
P-glycoprotein inhibitior	-	0.9437	94.37%
P-glycoprotein substrate	-	0.7660	76.60%
CYP3A4 substrate	+	0.5603	56.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8393	83.93%
CYP3A4 inhibition	-	0.9409	94.09%
CYP2C9 inhibition	-	0.7713	77.13%
CYP2C19 inhibition	-	0.5572	55.72%
CYP2D6 inhibition	-	0.8420	84.20%
CYP1A2 inhibition	-	0.6330	63.30%
CYP2C8 inhibition	-	0.8840	88.40%
CYP inhibitory promiscuity	-	0.8366	83.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6260	62.60%
Eye corrosion	-	0.9557	95.57%
Eye irritation	-	0.6790	67.90%
Skin irritation	-	0.7156	71.56%
Skin corrosion	-	0.9619	96.19%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4005	40.05%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5553	55.53%
skin sensitisation	+	0.5052	50.52%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.6790	67.90%
Acute Oral Toxicity (c)	III	0.6395	63.95%
Estrogen receptor binding	-	0.5466	54.66%
Androgen receptor binding	-	0.5120	51.20%
Thyroid receptor binding	-	0.6195	61.95%
Glucocorticoid receptor binding	-	0.6158	61.58%
Aromatase binding	-	0.7020	70.20%
PPAR gamma	-	0.7220	72.20%
Honey bee toxicity	-	0.8225	82.25%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9871	98.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.13%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.24%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.90%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.88%	96.77%
CHEMBL1937	Q92769	Histone deacetylase 2	85.71%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.57%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.28%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.41%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.34%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.83%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.43%	93.99%
CHEMBL5255	O00206	Toll-like receptor 4	82.43%	92.50%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	82.21%	86.00%
CHEMBL2581	P07339	Cathepsin D	81.53%	98.95%

Plants that contains it

• Jungia stuebelii

Cross-Links

• PubChem: 163106731
• LOTUS: LTS0154397
• wikiData: Q105349319