Toblerol E

Details

• Internal ID: e11e61f3-dad9-49fa-9617-873fae281391
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3S,5S)-5-[(2S,3R,4R)-3-chloro-1,2,4-trihydroxyheptyl]-3-methyloxolan-2-one
• InChI: InChI=1S/C12H21ClO5/c1-3-4-7(14)9(13)11(16)10(15)8-5-6(2)12(17)18-8/h6-11,14-16H,3-5H2,1-2H3/t6-,7+,8-,9+,10?,11+/m0/s1
• InChI Key: XIQUQANJOXTRNR-QYOMYNGHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₁ClO₅
• Molecular Weight: 280.74 g/mol
• Exact Mass: 280.1077515 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.43
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

• (3S,5S)-5-[(2S,3R,4R)-3-chloro-1,2,4-trihydroxyheptyl]-3-methyloxolan-2-one
• (3S,5S)-5-((2S,3R,4R)-3-chloro-1,2,4-trihydroxyheptyl)-3-methyloxolan-2-one
• RefChem:190253
• CHEBI:219686

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7860	78.60%
Caco-2	-	0.7877	78.77%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6509	65.09%
OATP2B1 inhibitior	-	0.8507	85.07%
OATP1B1 inhibitior	+	0.9317	93.17%
OATP1B3 inhibitior	+	0.9376	93.76%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9078	90.78%
P-glycoprotein inhibitior	-	0.9327	93.27%
P-glycoprotein substrate	-	0.7005	70.05%
CYP3A4 substrate	+	0.5129	51.29%
CYP2C9 substrate	-	0.7891	78.91%
CYP2D6 substrate	-	0.8555	85.55%
CYP3A4 inhibition	-	0.7683	76.83%
CYP2C9 inhibition	-	0.8710	87.10%
CYP2C19 inhibition	-	0.7787	77.87%
CYP2D6 inhibition	-	0.8985	89.85%
CYP1A2 inhibition	-	0.8569	85.69%
CYP2C8 inhibition	-	0.9648	96.48%
CYP inhibitory promiscuity	-	0.9113	91.13%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8582	85.82%
Carcinogenicity (trinary)	Non-required	0.5929	59.29%
Eye corrosion	-	0.9738	97.38%
Eye irritation	-	0.9889	98.89%
Skin irritation	-	0.6707	67.07%
Skin corrosion	-	0.7239	72.39%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6658	66.58%
Micronuclear	-	0.8026	80.26%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8287	82.87%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5535	55.35%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5338	53.38%
Acute Oral Toxicity (c)	III	0.5185	51.85%
Estrogen receptor binding	-	0.5840	58.40%
Androgen receptor binding	-	0.6504	65.04%
Thyroid receptor binding	+	0.5550	55.50%
Glucocorticoid receptor binding	+	0.6590	65.90%
Aromatase binding	-	0.7449	74.49%
PPAR gamma	-	0.5686	56.86%
Honey bee toxicity	-	0.8994	89.94%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	-	0.3674	36.74%

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	97.29%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.25%	96.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.39%	89.34%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.89%	97.09%
CHEMBL2581	P07339	Cathepsin D	88.33%	98.95%
CHEMBL4072	P07858	Cathepsin B	83.65%	93.67%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.31%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.51%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.70%	91.11%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139591530
• LOTUS: LTS0239323
• wikiData: Q105328686