[(1R,4R,5S,6R,8R)-8-(hydroxymethyl)-1-methyl-7-methylidene-4-propan-2-yl-6-bicyclo[3.2.1]octanyl]methanol

Details

• Internal ID: 702759de-cf7d-4485-8477-3f9e3de23ddd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1R,4R,5S,6R,8R)-8-(hydroxymethyl)-1-methyl-7-methylidene-4-propan-2-yl-6-bicyclo[3.2.1]octanyl]methanol
• InChI: InChI=1S/C15H26O2/c1-9(2)11-5-6-15(4)10(3)12(7-16)14(11)13(15)8-17/h9,11-14,16-17H,3,5-8H2,1-2,4H3/t11-,12+,13-,14+,15+/m1/s1
• InChI Key: KFSUHYMYSGYWGI-SEBNEYGDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₂
• Molecular Weight: 238.37 g/mol
• Exact Mass: 238.193280068 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.46
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9701	97.01%
Caco-2	-	0.6268	62.68%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Lysosomes	0.7879	78.79%
OATP2B1 inhibitior	-	0.8488	84.88%
OATP1B1 inhibitior	+	0.8959	89.59%
OATP1B3 inhibitior	+	0.8635	86.35%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6343	63.43%
BSEP inhibitior	-	0.9261	92.61%
P-glycoprotein inhibitior	-	0.9392	93.92%
P-glycoprotein substrate	-	0.8707	87.07%
CYP3A4 substrate	-	0.5175	51.75%
CYP2C9 substrate	-	0.7926	79.26%
CYP2D6 substrate	-	0.7824	78.24%
CYP3A4 inhibition	-	0.8568	85.68%
CYP2C9 inhibition	-	0.8164	81.64%
CYP2C19 inhibition	-	0.8142	81.42%
CYP2D6 inhibition	-	0.9001	90.01%
CYP1A2 inhibition	-	0.8468	84.68%
CYP2C8 inhibition	-	0.9480	94.80%
CYP inhibitory promiscuity	-	0.7403	74.03%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.6413	64.13%
Eye corrosion	-	0.9494	94.94%
Eye irritation	+	0.8531	85.31%
Skin irritation	-	0.6168	61.68%
Skin corrosion	-	0.9609	96.09%
Ames mutagenesis	-	0.8507	85.07%
Human Ether-a-go-go-Related Gene inhibition	-	0.5986	59.86%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	+	0.6077	60.77%
skin sensitisation	+	0.5419	54.19%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.5389	53.89%
Acute Oral Toxicity (c)	III	0.7881	78.81%
Estrogen receptor binding	-	0.6539	65.39%
Androgen receptor binding	+	0.6711	67.11%
Thyroid receptor binding	-	0.6227	62.27%
Glucocorticoid receptor binding	-	0.4738	47.38%
Aromatase binding	-	0.7213	72.13%
PPAR gamma	-	0.7698	76.98%
Honey bee toxicity	-	0.9552	95.52%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9929	99.29%

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	95.75%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.62%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.45%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	88.88%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.81%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.40%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.26%	97.09%
CHEMBL2581	P07339	Cathepsin D	86.64%	98.95%
CHEMBL4072	P07858	Cathepsin B	84.89%	93.67%
CHEMBL1937	Q92769	Histone deacetylase 2	84.33%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.23%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.55%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	82.77%	98.10%
CHEMBL221	P23219	Cyclooxygenase-1	82.63%	90.17%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.90%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.05%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162821332
• LOTUS: LTS0160089
• wikiData: Q105140542