[(1R,4R,6R,10S,12S)-4,12-dimethyl-9-methylidene-5-oxatricyclo[8.2.0.04,6]dodecan-12-yl]methanol

Details

• Internal ID: 2286fe74-e847-40c6-8127-4fbcadfd56a7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1R,4R,6R,10S,12S)-4,12-dimethyl-9-methylidene-5-oxatricyclo[8.2.0.04,6]dodecan-12-yl]methanol
• SMILES (Canonical): CC12CCC3C(CC3(C)CO)C(=C)CCC1O2
• SMILES (Isomeric): C[C@@]12CC[C@@H]3[C@H](C[C@]3(C)CO)C(=C)CC[C@H]1O2
• InChI: InChI=1S/C15H24O2/c1-10-4-5-13-15(3,17-13)7-6-12-11(10)8-14(12,2)9-16/h11-13,16H,1,4-9H2,2-3H3/t11-,12-,13-,14-,15-/m1/s1
• InChI Key: XLKXIWMHACWINL-KJWHEZOQSA-N
• Popularity: 1 reference 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): 32.80 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• BDBM50241737
• (1R,4R,5R,9S,11S)-4,5-epoxycaryophyllan-8(13)-en-14-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9851	98.51%
Caco-2	+	0.8075	80.75%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Lysosomes	0.5281	52.81%
OATP2B1 inhibitior	-	0.8501	85.01%
OATP1B1 inhibitior	+	0.8958	89.58%
OATP1B3 inhibitior	+	0.9535	95.35%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.8063	80.63%
P-glycoprotein inhibitior	-	0.9104	91.04%
P-glycoprotein substrate	-	0.8782	87.82%
CYP3A4 substrate	+	0.6008	60.08%
CYP2C9 substrate	-	0.7853	78.53%
CYP2D6 substrate	-	0.7556	75.56%
CYP3A4 inhibition	+	0.5053	50.53%
CYP2C9 inhibition	+	0.5162	51.62%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.8967	89.67%
CYP1A2 inhibition	+	0.5276	52.76%
CYP2C8 inhibition	-	0.6999	69.99%
CYP inhibitory promiscuity	-	0.8295	82.95%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.5865	58.65%
Eye corrosion	-	0.9357	93.57%
Eye irritation	-	0.8111	81.11%
Skin irritation	-	0.6845	68.45%
Skin corrosion	-	0.9406	94.06%
Ames mutagenesis	-	0.7570	75.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5500	55.00%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5464	54.64%
skin sensitisation	+	0.5445	54.45%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7276	72.76%
Acute Oral Toxicity (c)	III	0.6528	65.28%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.5391	53.91%
Thyroid receptor binding	-	0.4881	48.81%
Glucocorticoid receptor binding	+	0.7396	73.96%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.7620	76.20%
Honey bee toxicity	-	0.9132	91.32%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8477	84.77%

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	95.47%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.92%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.19%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.66%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.83%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.55%	89.05%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.37%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.10%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.87%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	81.66%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.46%	86.33%
CHEMBL259	P32245	Melanocortin receptor 4	81.20%	95.38%

Plants that contains it

• Pterocaulon serrulatum

Cross-Links

• PubChem: 21672189
• LOTUS: LTS0054057
• wikiData: Q105330055