(1S,7S)-1-(2-hydroxyethyl)-7-(hydroxymethyl)-2-oxabicyclo[2.2.1]heptan-7-ol

Details

• Internal ID: c1ff34e9-2c0c-42d7-a0b0-aa7f4e3dfe09
• Taxonomy: Organoheterocyclic compounds > Oxanes
• IUPAC Name: (1S,7S)-1-(2-hydroxyethyl)-7-(hydroxymethyl)-2-oxabicyclo[2.2.1]heptan-7-ol
• SMILES (Canonical): C1CC2(C(C1CO2)(CO)O)CCO
• SMILES (Isomeric): C1C[C@@]2([C@](C1CO2)(CO)O)CCO
• InChI: InChI=1S/C9H16O4/c10-4-3-8-2-1-7(5-13-8)9(8,12)6-11/h7,10-12H,1-6H2/t7?,8-,9+/m0/s1
• InChI Key: ZTVGFVPGILCAPR-SXNZSPLWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₆O₄
• Molecular Weight: 188.22 g/mol
• Exact Mass: 188.10485899 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -0.73
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5993	59.93%
Caco-2	-	0.8514	85.14%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6920	69.20%
OATP2B1 inhibitior	-	0.8521	85.21%
OATP1B1 inhibitior	+	0.9236	92.36%
OATP1B3 inhibitior	+	0.9650	96.50%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8701	87.01%
P-glycoprotein inhibitior	-	0.9827	98.27%
P-glycoprotein substrate	-	0.9167	91.67%
CYP3A4 substrate	-	0.5445	54.45%
CYP2C9 substrate	-	0.8110	81.10%
CYP2D6 substrate	-	0.7847	78.47%
CYP3A4 inhibition	-	0.9803	98.03%
CYP2C9 inhibition	-	0.9244	92.44%
CYP2C19 inhibition	-	0.8669	86.69%
CYP2D6 inhibition	-	0.9465	94.65%
CYP1A2 inhibition	-	0.9211	92.11%
CYP2C8 inhibition	-	0.7813	78.13%
CYP inhibitory promiscuity	-	0.9865	98.65%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5766	57.66%
Eye corrosion	-	0.9827	98.27%
Eye irritation	+	0.9050	90.50%
Skin irritation	-	0.7776	77.76%
Skin corrosion	-	0.9440	94.40%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6373	63.73%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5691	56.91%
skin sensitisation	-	0.8996	89.96%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.6264	62.64%
Acute Oral Toxicity (c)	III	0.4636	46.36%
Estrogen receptor binding	-	0.7868	78.68%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.8054	80.54%
Glucocorticoid receptor binding	-	0.5825	58.25%
Aromatase binding	-	0.7390	73.90%
PPAR gamma	-	0.8779	87.79%
Honey bee toxicity	-	0.8474	84.74%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	-	0.8900	89.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.45%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.64%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	93.58%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.22%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	89.09%	95.93%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.22%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.79%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.51%	96.09%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.68%	89.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.78%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.60%	92.62%
CHEMBL5555	O00767	Acyl-CoA desaturase	80.33%	97.50%

Plants that contains it

• Cerbera manghas

Cross-Links

• PubChem: 129316607
• LOTUS: LTS0085671
• wikiData: Q105383250