(1S,2S,5R,8S)-1,5-dimethyl-8-propan-2-yl-11-oxatricyclo[6.2.1.02,6]undec-6-en-5-ol

Details

• Internal ID: 3cc3744b-7125-4ee6-a47b-27b7b0aa9b2d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,2S,5R,8S)-1,5-dimethyl-8-propan-2-yl-11-oxatricyclo[6.2.1.02,6]undec-6-en-5-ol
• InChI: InChI=1S/C15H24O2/c1-10(2)15-8-7-14(4,17-15)11-5-6-13(3,16)12(11)9-15/h9-11,16H,5-8H2,1-4H3/t11-,13+,14-,15+/m0/s1
• InChI Key: WHSVRTGSYRNMKX-PMOUVXMZSA-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): 29.50 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 3.05
• 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	+	0.7584	75.84%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5199	51.99%
OATP2B1 inhibitior	-	0.8453	84.53%
OATP1B1 inhibitior	+	0.9384	93.84%
OATP1B3 inhibitior	+	0.9713	97.13%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.8561	85.61%
P-glycoprotein inhibitior	-	0.9057	90.57%
P-glycoprotein substrate	-	0.8295	82.95%
CYP3A4 substrate	-	0.5182	51.82%
CYP2C9 substrate	-	0.7629	76.29%
CYP2D6 substrate	-	0.7448	74.48%
CYP3A4 inhibition	-	0.8758	87.58%
CYP2C9 inhibition	-	0.7706	77.06%
CYP2C19 inhibition	-	0.6632	66.32%
CYP2D6 inhibition	-	0.9080	90.80%
CYP1A2 inhibition	-	0.6530	65.30%
CYP2C8 inhibition	-	0.9037	90.37%
CYP inhibitory promiscuity	-	0.8684	86.84%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5886	58.86%
Eye corrosion	-	0.9793	97.93%
Eye irritation	-	0.5338	53.38%
Skin irritation	-	0.5538	55.38%
Skin corrosion	-	0.9360	93.60%
Ames mutagenesis	-	0.8070	80.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4685	46.85%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.5222	52.22%
skin sensitisation	-	0.5772	57.72%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5530	55.30%
Acute Oral Toxicity (c)	III	0.6985	69.85%
Estrogen receptor binding	-	0.8294	82.94%
Androgen receptor binding	+	0.5231	52.31%
Thyroid receptor binding	+	0.5220	52.20%
Glucocorticoid receptor binding	-	0.6543	65.43%
Aromatase binding	-	0.6874	68.74%
PPAR gamma	-	0.8409	84.09%
Honey bee toxicity	-	0.9513	95.13%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8612	86.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.76%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.27%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.83%	82.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.33%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.81%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.91%	95.89%
CHEMBL2581	P07339	Cathepsin D	86.19%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	84.41%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.26%	94.45%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	83.79%	85.11%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.16%	92.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.90%	100.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.47%	90.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.49%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.20%	97.14%

Plants that contains it

• Schisandra pubescens

Cross-Links

• PubChem: 101405430
• LOTUS: LTS0024692
• wikiData: Q105305782