2-Endo-Hydroxy-1,8-Cineole

Details

• Internal ID: 0796e884-75de-43bd-b781-dbcfc818668a
• Taxonomy: Organoheterocyclic compounds > Oxanes
• IUPAC Name: (1R,4S,6R)-1,3,3-trimethyl-2-oxabicyclo[2.2.2]octan-6-ol
• SMILES (Canonical): CC1(C2CCC(O1)(C(C2)O)C)C
• SMILES (Isomeric): C[C@@]12CC[C@@H](C[C@H]1O)C(O2)(C)C
• InChI: InChI=1S/C10H18O2/c1-9(2)7-4-5-10(3,12-9)8(11)6-7/h7-8,11H,4-6H2,1-3H3/t7-,8+,10+/m0/s1
• InChI Key: YVCUGZBVCHODNB-QXFUBDJGSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₈O₂
• Molecular Weight: 170.25 g/mol
• Exact Mass: 170.130679813 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.71
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 6-exo-hydroxycineole
• (1R,4S,6R)-1,3,3-trimethyl-2-oxabicyclo[2.2.2]octan-6-ol
• 60761-00-4
• 2alpha-Hydroxy-1,8-cineole
• CHEBI:35811
• (1alpha,4alpha,6alpha)-(+-)-1,3,3-trimethyl-2-oxabicyclo[2.2.2]octan-6-ol
• (1r,2r,4s)-1,8-epoxy-2-hydroxy-p-menthan
• Q27116588

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9816	98.16%
Caco-2	+	0.6851	68.51%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6221	62.21%
OATP2B1 inhibitior	-	0.8473	84.73%
OATP1B1 inhibitior	+	0.9556	95.56%
OATP1B3 inhibitior	+	0.9414	94.14%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.9590	95.90%
P-glycoprotein inhibitior	-	0.9693	96.93%
P-glycoprotein substrate	-	0.9263	92.63%
CYP3A4 substrate	+	0.5130	51.30%
CYP2C9 substrate	-	0.7947	79.47%
CYP2D6 substrate	-	0.7293	72.93%
CYP3A4 inhibition	-	0.9063	90.63%
CYP2C9 inhibition	-	0.8726	87.26%
CYP2C19 inhibition	-	0.7879	78.79%
CYP2D6 inhibition	-	0.9474	94.74%
CYP1A2 inhibition	-	0.8233	82.33%
CYP2C8 inhibition	-	0.9273	92.73%
CYP inhibitory promiscuity	-	0.9809	98.09%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6932	69.32%
Eye corrosion	-	0.9671	96.71%
Eye irritation	+	0.8738	87.38%
Skin irritation	-	0.5428	54.28%
Skin corrosion	-	0.8972	89.72%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7005	70.05%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5970	59.70%
skin sensitisation	-	0.5887	58.87%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5363	53.63%
Acute Oral Toxicity (c)	III	0.7706	77.06%
Estrogen receptor binding	-	0.7356	73.56%
Androgen receptor binding	-	0.8783	87.83%
Thyroid receptor binding	-	0.7796	77.96%
Glucocorticoid receptor binding	-	0.7561	75.61%
Aromatase binding	-	0.8572	85.72%
PPAR gamma	-	0.7944	79.44%
Honey bee toxicity	-	0.8455	84.55%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.7114	71.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	93.76%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.27%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.85%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.81%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	87.34%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.19%	97.25%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	84.33%	95.58%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.15%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.38%	96.61%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.47%	92.94%
CHEMBL1871	P10275	Androgen Receptor	80.89%	96.43%
CHEMBL259	P32245	Melanocortin receptor 4	80.70%	95.38%
CHEMBL2996	Q05655	Protein kinase C delta	80.16%	97.79%

Plants that contains it

• Alpinia galanga

Cross-Links

• PubChem: 6857470
• NPASS: NPC218074