Toblerol G

Details

• Internal ID: 75ad33c5-b344-44de-8323-3a9a81c914c3
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3S,5S)-5-[(2S,3S,4R)-2-chloro-1,3,4-trihydroxyheptyl]-3-methyloxolan-2-one
• SMILES (Canonical): CCCC(C(C(C(C1CC(C(=O)O1)C)O)Cl)O)O
• SMILES (Isomeric): CCC[C@H]([C@@H]([C@@H](C([C@@H]1C[C@@H](C(=O)O1)C)O)Cl)O)O
• InChI: InChI=1S/C12H21ClO5/c1-3-4-7(14)10(15)9(13)11(16)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: FASVNRLSSPXLJO-FXKQWWGHSA-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

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7860	78.60%
Caco-2	-	0.7656	76.56%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6509	65.09%
OATP2B1 inhibitior	-	0.8517	85.17%
OATP1B1 inhibitior	+	0.9214	92.14%
OATP1B3 inhibitior	+	0.9376	93.76%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9157	91.57%
P-glycoprotein inhibitior	-	0.9190	91.90%
P-glycoprotein substrate	-	0.6962	69.62%
CYP3A4 substrate	+	0.5056	50.56%
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	-	0.9628	96.28%
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	-	0.9793	97.93%
Skin irritation	-	0.6707	67.07%
Skin corrosion	-	0.7239	72.39%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7192	71.92%
Micronuclear	-	0.8026	80.26%
Hepatotoxicity	+	0.6698	66.98%
skin sensitisation	-	0.8287	82.87%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.5535	55.35%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.6026	60.26%
Acute Oral Toxicity (c)	III	0.5185	51.85%
Estrogen receptor binding	-	0.6276	62.76%
Androgen receptor binding	-	0.6505	65.05%
Thyroid receptor binding	+	0.5889	58.89%
Glucocorticoid receptor binding	+	0.5986	59.86%
Aromatase binding	-	0.7365	73.65%
PPAR gamma	-	0.5749	57.49%
Honey bee toxicity	-	0.8967	89.67%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
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	97.69%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.32%	96.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	92.08%	89.34%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.14%	97.09%
CHEMBL2581	P07339	Cathepsin D	89.17%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.51%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	81.39%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.04%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.67%	96.61%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139591534
• LOTUS: LTS0001761
• wikiData: Q104992413