(1R,4R,9R)-4-(hydroxymethyl)-11,11-dimethyl-8-methylidenebicyclo[7.2.0]undecan-3-one

Details

• Internal ID: 5b5e11ff-9542-4276-b78d-72b1ac8ee504
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,4R,9R)-4-(hydroxymethyl)-11,11-dimethyl-8-methylidenebicyclo[7.2.0]undecan-3-one
• InChI: InChI=1S/C15H24O2/c1-10-5-4-6-11(9-16)14(17)7-13-12(10)8-15(13,2)3/h11-13,16H,1,4-9H2,2-3H3/t11-,12+,13-/m1/s1
• InChI Key: BCRCLRXVJYXWBA-FRRDWIJNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.35 g/mol
• Exact Mass: 236.177630004 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.96
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	+	0.7688	76.88%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7194	71.94%
OATP2B1 inhibitior	-	0.8435	84.35%
OATP1B1 inhibitior	+	0.7470	74.70%
OATP1B3 inhibitior	+	0.9272	92.72%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5119	51.19%
BSEP inhibitior	-	0.9136	91.36%
P-glycoprotein inhibitior	-	0.8305	83.05%
P-glycoprotein substrate	-	0.8637	86.37%
CYP3A4 substrate	+	0.5687	56.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8045	80.45%
CYP3A4 inhibition	-	0.8089	80.89%
CYP2C9 inhibition	-	0.7718	77.18%
CYP2C19 inhibition	-	0.7469	74.69%
CYP2D6 inhibition	-	0.9097	90.97%
CYP1A2 inhibition	-	0.6783	67.83%
CYP2C8 inhibition	-	0.8204	82.04%
CYP inhibitory promiscuity	-	0.9010	90.10%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5643	56.43%
Eye corrosion	-	0.9586	95.86%
Eye irritation	+	0.8459	84.59%
Skin irritation	-	0.6531	65.31%
Skin corrosion	-	0.9475	94.75%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6496	64.96%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.6439	64.39%
skin sensitisation	-	0.5711	57.11%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6968	69.68%
Estrogen receptor binding	-	0.6296	62.96%
Androgen receptor binding	-	0.5628	56.28%
Thyroid receptor binding	-	0.6219	62.19%
Glucocorticoid receptor binding	+	0.5580	55.80%
Aromatase binding	-	0.5900	59.00%
PPAR gamma	-	0.7584	75.84%
Honey bee toxicity	-	0.9374	93.74%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9630	96.30%

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	97.63%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.41%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.67%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.52%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.98%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.78%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.81%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.25%	95.89%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.64%	93.03%

Plants that contains it

• Pulicaria dysenterica

Cross-Links

• PubChem: 26087951
• LOTUS: LTS0046734
• wikiData: Q104923589