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

Details

• Internal ID: d9360a81-6119-4795-9d4c-cf777f92f9e2
• Taxonomy: Organoheterocyclic compounds > Tetrahydrofurans
• IUPAC Name: (3S,5S)-5-[(E,2S)-4-bromo-2-hydroxybut-3-en-2-yl]-2,2-dimethyloxolan-3-ol
• SMILES (Canonical): CC1(C(CC(O1)C(C)(C=CBr)O)O)C
• SMILES (Isomeric): CC1([C@H](C[C@H](O1)[C@](C)(/C=C/Br)O)O)C
• InChI: InChI=1S/C10H17BrO3/c1-9(2)7(12)6-8(14-9)10(3,13)4-5-11/h4-5,7-8,12-13H,6H2,1-3H3/b5-4+/t7-,8-,10-/m0/s1
• InChI Key: XOGUTFBJMLTSNV-WYOYIEJBSA-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	-	0.6312	63.12%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5183	51.83%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.9406	94.06%
OATP1B3 inhibitior	+	0.9535	95.35%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9612	96.12%
P-glycoprotein inhibitior	-	0.9658	96.58%
P-glycoprotein substrate	-	0.9116	91.16%
CYP3A4 substrate	+	0.5385	53.85%
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	-	0.8347	83.47%
CYP inhibitory promiscuity	-	0.8192	81.92%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8571	85.71%
Carcinogenicity (trinary)	Non-required	0.3966	39.66%
Eye corrosion	-	0.9542	95.42%
Eye irritation	-	0.8983	89.83%
Skin irritation	-	0.6178	61.78%
Skin corrosion	-	0.7999	79.99%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6901	69.01%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.5329	53.29%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.4915	49.15%
Acute Oral Toxicity (c)	III	0.6209	62.09%
Estrogen receptor binding	-	0.6106	61.06%
Androgen receptor binding	-	0.8028	80.28%
Thyroid receptor binding	-	0.5621	56.21%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.7308	73.08%
PPAR gamma	-	0.6375	63.75%
Honey bee toxicity	-	0.7951	79.51%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6500	65.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.02%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.71%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.11%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.82%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.67%	96.77%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.24%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.17%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.82%	97.09%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.81%	91.03%
CHEMBL259	P32245	Melanocortin receptor 4	80.73%	95.38%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162866343
• LOTUS: LTS0015386
• wikiData: Q105337740