[(1S,4R,5Z,7Z,9R)-2,2,9-trimethyl-12-oxatricyclo[7.2.1.01,4]dodeca-5,7-dien-5-yl]methanol

Details

• Internal ID: b57152a9-c6bb-40ed-90a7-67fe96353f80
• Taxonomy: Organoheterocyclic compounds > Tetrahydrofurans
• IUPAC Name: [(1S,4R,5Z,7Z,9R)-2,2,9-trimethyl-12-oxatricyclo[7.2.1.01,4]dodeca-5,7-dien-5-yl]methanol
• SMILES (Canonical): CC1(CC2C13CCC(O3)(C=CC=C2CO)C)C
• SMILES (Isomeric): C[C@]1/2CC[C@]3(O1)[C@H](CC3(C)C)/C(=C/C=C2)/CO
• InChI: InChI=1S/C15H22O2/c1-13(2)9-12-11(10-16)5-4-6-14(3)7-8-15(12,13)17-14/h4-6,12,16H,7-10H2,1-3H3/b6-4-,11-5+/t12-,14+,15+/m1/s1
• InChI Key: RWVYJGDLHSWPSM-IOMULWGNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.83
• 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	+	0.9885	98.85%
Caco-2	+	0.7910	79.10%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Lysosomes	0.4776	47.76%
OATP2B1 inhibitior	-	0.8534	85.34%
OATP1B1 inhibitior	+	0.8809	88.09%
OATP1B3 inhibitior	+	0.9458	94.58%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.8741	87.41%
P-glycoprotein inhibitior	-	0.9487	94.87%
P-glycoprotein substrate	-	0.8454	84.54%
CYP3A4 substrate	+	0.5169	51.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7854	78.54%
CYP3A4 inhibition	-	0.7549	75.49%
CYP2C9 inhibition	-	0.6650	66.50%
CYP2C19 inhibition	-	0.6202	62.02%
CYP2D6 inhibition	-	0.9013	90.13%
CYP1A2 inhibition	-	0.6725	67.25%
CYP2C8 inhibition	-	0.9267	92.67%
CYP inhibitory promiscuity	-	0.7188	71.88%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5324	53.24%
Eye corrosion	-	0.9490	94.90%
Eye irritation	-	0.8896	88.96%
Skin irritation	-	0.6261	62.61%
Skin corrosion	-	0.9420	94.20%
Ames mutagenesis	+	0.5130	51.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.4257	42.57%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.6476	64.76%
skin sensitisation	+	0.5206	52.06%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6997	69.97%
Acute Oral Toxicity (c)	III	0.7903	79.03%
Estrogen receptor binding	-	0.6540	65.40%
Androgen receptor binding	+	0.5251	52.51%
Thyroid receptor binding	-	0.5328	53.28%
Glucocorticoid receptor binding	-	0.5553	55.53%
Aromatase binding	-	0.6255	62.55%
PPAR gamma	-	0.6910	69.10%
Honey bee toxicity	-	0.9316	93.16%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.7588	75.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.90%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.51%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.52%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.93%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	85.99%	94.75%
CHEMBL226	P30542	Adenosine A1 receptor	85.27%	95.93%
CHEMBL233	P35372	Mu opioid receptor	83.60%	97.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.79%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.30%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162941069
• LOTUS: LTS0175372
• wikiData: Q105246798