(3R,5R)-5-[(E)-4-hydroxybut-2-en-2-yl]-2,2-dimethyloxolan-3-ol

Details

• Internal ID: db092ab0-842d-4045-a3b5-140a4d4a919a
• Taxonomy: Organoheterocyclic compounds > Oxolanes
• IUPAC Name: (3R,5R)-5-[(E)-4-hydroxybut-2-en-2-yl]-2,2-dimethyloxolan-3-ol
• SMILES (Canonical): CC(=CCO)C1CC(C(O1)(C)C)O
• SMILES (Isomeric): C/C(=C\CO)/[C@H]1C[C@H](C(O1)(C)C)O
• InChI: InChI=1S/C10H18O3/c1-7(4-5-11)8-6-9(12)10(2,3)13-8/h4,8-9,11-12H,5-6H2,1-3H3/b7-4+/t8-,9-/m1/s1
• InChI Key: IHHQHUMLWMNJGX-AOZRHXBJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₈O₃
• Molecular Weight: 186.25 g/mol
• Exact Mass: 186.125594432 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.85
• 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	+	0.9827	98.27%
Caco-2	-	0.5407	54.07%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5765	57.65%
OATP2B1 inhibitior	-	0.8516	85.16%
OATP1B1 inhibitior	+	0.9358	93.58%
OATP1B3 inhibitior	+	0.9538	95.38%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9332	93.32%
P-glycoprotein inhibitior	-	0.9422	94.22%
P-glycoprotein substrate	-	0.8524	85.24%
CYP3A4 substrate	+	0.5064	50.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7600	76.00%
CYP3A4 inhibition	-	0.9388	93.88%
CYP2C9 inhibition	-	0.8814	88.14%
CYP2C19 inhibition	-	0.8420	84.20%
CYP2D6 inhibition	-	0.9420	94.20%
CYP1A2 inhibition	-	0.8226	82.26%
CYP2C8 inhibition	-	0.9055	90.55%
CYP inhibitory promiscuity	-	0.7979	79.79%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8735	87.35%
Carcinogenicity (trinary)	Non-required	0.5590	55.90%
Eye corrosion	-	0.9774	97.74%
Eye irritation	-	0.5572	55.72%
Skin irritation	-	0.6919	69.19%
Skin corrosion	-	0.9271	92.71%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5596	55.96%
Micronuclear	-	0.7841	78.41%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.6057	60.57%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.5826	58.26%
Acute Oral Toxicity (c)	III	0.6253	62.53%
Estrogen receptor binding	-	0.8584	85.84%
Androgen receptor binding	-	0.7961	79.61%
Thyroid receptor binding	-	0.6188	61.88%
Glucocorticoid receptor binding	-	0.6634	66.34%
Aromatase binding	-	0.8799	87.99%
PPAR gamma	-	0.6707	67.07%
Honey bee toxicity	-	0.8443	84.43%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	-	0.5552	55.52%

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	95.27%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.94%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.36%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	88.69%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.39%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.56%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.52%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.12%	96.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.91%	85.14%
CHEMBL2996	Q05655	Protein kinase C delta	82.18%	97.79%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.81%	95.50%

Plants that contains it

• Rhodiola rosea

Cross-Links

• PubChem: 10702711
• LOTUS: LTS0148310
• wikiData: Q105113052