(1R,2S,8S,11S,12S)-2-hydroxy-14,14-dimethyl-6-oxatetracyclo[9.2.1.04,12.08,12]tetradec-3-en-5-one

Details

• Internal ID: aa20912d-e51e-476f-8d98-5b40aedfa369
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1R,2S,8S,11S,12S)-2-hydroxy-14,14-dimethyl-6-oxatetracyclo[9.2.1.04,12.08,12]tetradec-3-en-5-one
• InChI: InChI=1S/C15H20O3/c1-14(2)10-6-15-8(3-4-12(14)15)7-18-13(17)9(15)5-11(10)16/h5,8,10-12,16H,3-4,6-7H2,1-2H3/t8-,10+,11+,12+,15+/m1/s1
• InChI Key: NJRJZCKWARERQU-FEHBXSEYSA-N
• Popularity: 2 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): 46.50 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.90
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	+	0.8338	83.38%
Blood Brain Barrier	-	0.5142	51.42%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8195	81.95%
OATP2B1 inhibitior	-	0.8495	84.95%
OATP1B1 inhibitior	+	0.9216	92.16%
OATP1B3 inhibitior	+	0.9577	95.77%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.9349	93.49%
P-glycoprotein inhibitior	-	0.9240	92.40%
P-glycoprotein substrate	-	0.7952	79.52%
CYP3A4 substrate	+	0.6107	61.07%
CYP2C9 substrate	-	0.8016	80.16%
CYP2D6 substrate	-	0.8635	86.35%
CYP3A4 inhibition	-	0.9116	91.16%
CYP2C9 inhibition	-	0.7463	74.63%
CYP2C19 inhibition	-	0.7634	76.34%
CYP2D6 inhibition	-	0.8608	86.08%
CYP1A2 inhibition	-	0.7061	70.61%
CYP2C8 inhibition	-	0.8257	82.57%
CYP inhibitory promiscuity	-	0.8897	88.97%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6514	65.14%
Eye corrosion	-	0.9801	98.01%
Eye irritation	-	0.8059	80.59%
Skin irritation	-	0.7152	71.52%
Skin corrosion	-	0.9530	95.30%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5430	54.30%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5266	52.66%
skin sensitisation	-	0.6095	60.95%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.5512	55.12%
Acute Oral Toxicity (c)	III	0.5154	51.54%
Estrogen receptor binding	-	0.6243	62.43%
Androgen receptor binding	-	0.6038	60.38%
Thyroid receptor binding	-	0.5736	57.36%
Glucocorticoid receptor binding	-	0.6042	60.42%
Aromatase binding	-	0.7174	71.74%
PPAR gamma	-	0.7949	79.49%
Honey bee toxicity	-	0.8281	82.81%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9798	97.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.61%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.00%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.60%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.04%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.45%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.90%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.42%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.80%	96.77%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.66%	82.69%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.52%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.68%	94.45%

Plants that contains it

• Jungia polita

Cross-Links

• PubChem: 162951202
• LOTUS: LTS0258616
• wikiData: Q105180283