1-(3-Hydroxybut-1-enyl)-2,6,6-trimethyl-7-oxabicyclo[2.2.1]heptan-2-ol

Details

• Internal ID: 30aefd3e-b52d-48a1-b80f-3ca3ae7a3d38
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Monosaccharides
• IUPAC Name: 1-(3-hydroxybut-1-enyl)-2,6,6-trimethyl-7-oxabicyclo[2.2.1]heptan-2-ol
• SMILES (Canonical): CC(C=CC12C(CC(O1)CC2(C)O)(C)C)O
• SMILES (Isomeric): CC(C=CC12C(CC(O1)CC2(C)O)(C)C)O
• InChI: InChI=1S/C13H22O3/c1-9(14)5-6-13-11(2,3)7-10(16-13)8-12(13,4)15/h5-6,9-10,14-15H,7-8H2,1-4H3
• InChI Key: MGKALPYWYBAWNU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₂O₃
• Molecular Weight: 226.31 g/mol
• Exact Mass: 226.15689456 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.63
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9737	97.37%
Caco-2	+	0.7583	75.83%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4847	48.47%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.9405	94.05%
OATP1B3 inhibitior	+	0.9604	96.04%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8797	87.97%
P-glycoprotein inhibitior	-	0.9569	95.69%
P-glycoprotein substrate	-	0.9102	91.02%
CYP3A4 substrate	+	0.5143	51.43%
CYP2C9 substrate	-	0.8021	80.21%
CYP2D6 substrate	-	0.7964	79.64%
CYP3A4 inhibition	-	0.9269	92.69%
CYP2C9 inhibition	-	0.9040	90.40%
CYP2C19 inhibition	-	0.7935	79.35%
CYP2D6 inhibition	-	0.9526	95.26%
CYP1A2 inhibition	-	0.8063	80.63%
CYP2C8 inhibition	-	0.9243	92.43%
CYP inhibitory promiscuity	-	0.8069	80.69%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9008	90.08%
Carcinogenicity (trinary)	Non-required	0.4639	46.39%
Eye corrosion	-	0.9748	97.48%
Eye irritation	-	0.6974	69.74%
Skin irritation	-	0.5860	58.60%
Skin corrosion	-	0.8436	84.36%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7747	77.47%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5676	56.76%
skin sensitisation	-	0.5496	54.96%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6895	68.95%
Acute Oral Toxicity (c)	III	0.5113	51.13%
Estrogen receptor binding	-	0.6524	65.24%
Androgen receptor binding	+	0.5959	59.59%
Thyroid receptor binding	+	0.6058	60.58%
Glucocorticoid receptor binding	-	0.5504	55.04%
Aromatase binding	-	0.6974	69.74%
PPAR gamma	-	0.6791	67.91%
Honey bee toxicity	-	0.7777	77.77%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.8900	89.00%
Fish aquatic toxicity	+	0.7276	72.76%

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	94.19%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.91%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.36%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.41%	91.11%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.81%	92.86%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	83.01%	93.10%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.96%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	82.90%	94.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.41%	95.89%
CHEMBL299	P17252	Protein kinase C alpha	81.11%	98.03%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	81.05%	95.58%
CHEMBL236	P41143	Delta opioid receptor	80.46%	99.35%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.38%	95.89%

Plants that contains it

• Capsicum annuum
• Nicotiana tabacum

Cross-Links

• PubChem: 75239381
• LOTUS: LTS0147016
• wikiData: Q105163369