(2R,3S,5S)-2-[(E)-2-bromoethenyl]-5-(2-hydroxypropan-2-yl)-2-methyloxolan-3-ol

Details

• Internal ID: 8ebb16e0-000f-41b0-85b8-00213113acea
• Taxonomy: Organoheterocyclic compounds > Oxolanes
• IUPAC Name: (2R,3S,5S)-2-[(E)-2-bromoethenyl]-5-(2-hydroxypropan-2-yl)-2-methyloxolan-3-ol
• SMILES (Canonical): CC1(C(CC(O1)C(C)(C)O)O)C=CBr
• SMILES (Isomeric): C[C@]1([C@H](C[C@H](O1)C(C)(C)O)O)/C=C/Br
• InChI: InChI=1S/C10H17BrO3/c1-9(2,13)8-6-7(12)10(3,14-8)4-5-11/h4-5,7-8,12-13H,6H2,1-3H3/b5-4+/t7-,8-,10+/m0/s1
• InChI Key: OPSVNFHESYGGIF-PXGKHDNCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₇BrO₃
• Molecular Weight: 265.14 g/mol
• Exact Mass: 264.03611 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.57
• 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	+	0.9888	98.88%
Caco-2	-	0.7586	75.86%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5183	51.83%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.9017	90.17%
OATP1B3 inhibitior	+	0.9535	95.35%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9778	97.78%
P-glycoprotein inhibitior	-	0.9716	97.16%
P-glycoprotein substrate	-	0.9304	93.04%
CYP3A4 substrate	+	0.5275	52.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7755	77.55%
CYP3A4 inhibition	-	0.9037	90.37%
CYP2C9 inhibition	-	0.8667	86.67%
CYP2C19 inhibition	-	0.8433	84.33%
CYP2D6 inhibition	-	0.9403	94.03%
CYP1A2 inhibition	-	0.8401	84.01%
CYP2C8 inhibition	-	0.8003	80.03%
CYP inhibitory promiscuity	-	0.8192	81.92%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8571	85.71%
Carcinogenicity (trinary)	Non-required	0.3966	39.66%
Eye corrosion	-	0.9542	95.42%
Eye irritation	-	0.8733	87.33%
Skin irritation	-	0.6178	61.78%
Skin corrosion	-	0.7999	79.99%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6827	68.27%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.5426	54.26%
skin sensitisation	-	0.5329	53.29%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6512	65.12%
Acute Oral Toxicity (c)	III	0.6209	62.09%
Estrogen receptor binding	-	0.7024	70.24%
Androgen receptor binding	-	0.8293	82.93%
Thyroid receptor binding	-	0.6600	66.00%
Glucocorticoid receptor binding	-	0.5989	59.89%
Aromatase binding	-	0.7064	70.64%
PPAR gamma	-	0.6881	68.81%
Honey bee toxicity	-	0.8473	84.73%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	-	0.4184	41.84%

Targets

Proven Targets:

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	96.87%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.59%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.45%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.55%	85.14%
CHEMBL230	P35354	Cyclooxygenase-2	88.21%	89.63%
CHEMBL2996	Q05655	Protein kinase C delta	88.14%	97.79%
CHEMBL259	P32245	Melanocortin receptor 4	87.18%	95.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.56%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.81%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.18%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.45%	89.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	80.28%	95.58%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10539592
• LOTUS: LTS0109293
• wikiData: Q105196550