(1R,2S,5S,8S)-2,6-dimethyl-9-propan-2-ylidene-11-oxatricyclo[6.2.1.01,5]undec-6-en-8-ol

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	4113df81-91aa-482b-b8a4-35204311bc07
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Guaianes
IUPAC Name	(1R,2S,5S,8S)-2,6-dimethyl-9-propan-2-ylidene-11-oxatricyclo[6.2.1.01,5]undec-6-en-8-ol
SMILES (Canonical)	CC1CCC2C13CC(=C(C)C)C(O3)(C=C2C)O
SMILES (Isomeric)	C[C@H]1CC[C@@H]2[C@@]13CC(=C(C)C)[C@@](O3)(C=C2C)O
InChI	InChI=1S/C15H22O2/c1-9(2)13-8-14-11(4)5-6-12(14)10(3)7-15(13,16)17-14/h7,11-12,16H,5-6,8H2,1-4H3/t11-,12-,14+,15-/m0/s1
InChI Key	ISFMXVMWEWLJGJ-VIRABCJISA-N
Popularity	14 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₅H₂₂O₂
Molecular Weight	234.33 g/mol
Exact Mass	234.161979940 g/mol
Topological Polar Surface Area (TPSA)	29.50 Å²
XlogP	2.20
Atomic LogP (AlogP)	3.18
H-Bond Acceptor	2
H-Bond Donor	1
Rotatable Bonds	0

Synonyms

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(1R,2S,5S,8S)-2,6-dimethyl-9-(propan-2-ylidene)-11-oxatricyclo[6.2.1.0?,?]undec-6-en-8-ol

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9889	98.89%
Caco-2	+	0.8215	82.15%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6115	61.15%
OATP2B1 inhibitior	-	0.8492	84.92%
OATP1B1 inhibitior	+	0.9462	94.62%
OATP1B3 inhibitior	+	0.9096	90.96%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.9392	93.92%
P-glycoprotein inhibitior	-	0.9378	93.78%
P-glycoprotein substrate	-	0.7879	78.79%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7839	78.39%
CYP3A4 inhibition	-	0.7491	74.91%
CYP2C9 inhibition	-	0.8273	82.73%
CYP2C19 inhibition	-	0.6356	63.56%
CYP2D6 inhibition	-	0.9308	93.08%
CYP1A2 inhibition	-	0.5365	53.65%
CYP2C8 inhibition	-	0.9013	90.13%
CYP inhibitory promiscuity	-	0.8618	86.18%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6152	61.52%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.7521	75.21%
Skin irritation	+	0.5079	50.79%
Skin corrosion	-	0.9229	92.29%
Ames mutagenesis	-	0.6970	69.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3621	36.21%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.5504	55.04%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5640	56.40%
Acute Oral Toxicity (c)	III	0.6221	62.21%
Estrogen receptor binding	-	0.6624	66.24%
Androgen receptor binding	-	0.5235	52.35%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.7586	75.86%
Aromatase binding	-	0.7818	78.18%
PPAR gamma	-	0.7006	70.06%
Honey bee toxicity	-	0.9369	93.69%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9627	96.27%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	92.37%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.48%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.15%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.03%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.87%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.64%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.83%	92.94%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.12%	86.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.