(1R,3R,5R,6S,8R)-5-methyl-8-propan-2-yl-9-oxatetracyclo[6.2.2.01,6.03,5]dodecan-10-one

Details

• Internal ID: 27797622-6e47-4e40-8d09-c43dc99e82bc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1R,3R,5R,6S,8R)-5-methyl-8-propan-2-yl-9-oxatetracyclo[6.2.2.01,6.03,5]dodecan-10-one
• InChI: InChI=1S/C15H22O2/c1-9(2)15-5-4-14(12(16)17-15)7-10-6-13(10,3)11(14)8-15/h9-11H,4-8H2,1-3H3/t10-,11+,13-,14-,15-/m1/s1
• InChI Key: FSOSABOSZNLZON-OBRUSBNWSA-N
• Popularity: 3 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: 3.40
• Atomic LogP (AlogP): 3.15
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9932	99.32%
Caco-2	+	0.8218	82.18%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5311	53.11%
OATP2B1 inhibitior	-	0.8429	84.29%
OATP1B1 inhibitior	+	0.9375	93.75%
OATP1B3 inhibitior	+	0.9746	97.46%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.8698	86.98%
P-glycoprotein inhibitior	-	0.8978	89.78%
P-glycoprotein substrate	-	0.9031	90.31%
CYP3A4 substrate	+	0.5657	56.57%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.7859	78.59%
CYP3A4 inhibition	-	0.9153	91.53%
CYP2C9 inhibition	-	0.7854	78.54%
CYP2C19 inhibition	+	0.6531	65.31%
CYP2D6 inhibition	-	0.9477	94.77%
CYP1A2 inhibition	-	0.8302	83.02%
CYP2C8 inhibition	-	0.9518	95.18%
CYP inhibitory promiscuity	-	0.9686	96.86%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6623	66.23%
Eye corrosion	-	0.9578	95.78%
Eye irritation	-	0.8019	80.19%
Skin irritation	-	0.5900	59.00%
Skin corrosion	-	0.9141	91.41%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6661	66.61%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.6344	63.44%
skin sensitisation	+	0.4930	49.30%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	+	0.7204	72.04%
Acute Oral Toxicity (c)	III	0.7830	78.30%
Estrogen receptor binding	-	0.5776	57.76%
Androgen receptor binding	+	0.5480	54.80%
Thyroid receptor binding	-	0.6600	66.00%
Glucocorticoid receptor binding	-	0.7536	75.36%
Aromatase binding	-	0.6053	60.53%
PPAR gamma	-	0.6285	62.85%
Honey bee toxicity	-	0.7569	75.69%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9004	90.04%

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	95.52%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.63%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.87%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.45%	91.11%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	87.09%	85.30%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.06%	96.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.25%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.51%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	83.42%	94.75%
CHEMBL299	P17252	Protein kinase C alpha	82.10%	98.03%
CHEMBL259	P32245	Melanocortin receptor 4	82.04%	95.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.85%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.84%	82.69%
CHEMBL2581	P07339	Cathepsin D	80.63%	98.95%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.23%	95.71%

Plants that contains it

• Makinoa crispata

Cross-Links

• PubChem: 101593011
• LOTUS: LTS0124148
• wikiData: Q105000808