6-Methyl-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[5.3.1.04,11]undecan-2-one

Details

• Internal ID: 893e1e9f-7f95-4b84-97c3-9d194428b69f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 6-methyl-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[5.3.1.04,11]undecan-2-one
• SMILES (Canonical): CC1CC2C3C1COC(C3C(=O)O2)OC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): CC1CC2C3C1COC(C3C(=O)O2)OC4C(C(C(C(O4)CO)O)O)O
• InChI: InChI=1S/C16H24O9/c1-5-2-7-9-6(5)4-22-15(10(9)14(21)23-7)25-16-13(20)12(19)11(18)8(3-17)24-16/h5-13,15-20H,2-4H2,1H3
• InChI Key: QJSYMXRNPXIUJH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₉
• Molecular Weight: 360.36 g/mol
• Exact Mass: 360.14203234 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -2.03
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4801	48.01%
Caco-2	-	0.9068	90.68%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6961	69.61%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.8597	85.97%
OATP1B3 inhibitior	+	0.9617	96.17%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8894	88.94%
P-glycoprotein inhibitior	-	0.8959	89.59%
P-glycoprotein substrate	-	0.8192	81.92%
CYP3A4 substrate	+	0.6029	60.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8882	88.82%
CYP3A4 inhibition	-	0.9494	94.94%
CYP2C9 inhibition	-	0.9305	93.05%
CYP2C19 inhibition	-	0.8555	85.55%
CYP2D6 inhibition	-	0.9229	92.29%
CYP1A2 inhibition	-	0.8876	88.76%
CYP2C8 inhibition	-	0.8435	84.35%
CYP inhibitory promiscuity	-	0.8956	89.56%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6788	67.88%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9201	92.01%
Skin irritation	-	0.8252	82.52%
Skin corrosion	-	0.9623	96.23%
Ames mutagenesis	+	0.5013	50.13%
Human Ether-a-go-go-Related Gene inhibition	-	0.6275	62.75%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.9270	92.70%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6369	63.69%
Acute Oral Toxicity (c)	III	0.4651	46.51%
Estrogen receptor binding	+	0.6144	61.44%
Androgen receptor binding	-	0.6684	66.84%
Thyroid receptor binding	+	0.5246	52.46%
Glucocorticoid receptor binding	-	0.5984	59.84%
Aromatase binding	+	0.5694	56.94%
PPAR gamma	+	0.6005	60.05%
Honey bee toxicity	-	0.7599	75.99%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.8818	88.18%

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	94.65%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.39%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.34%	97.25%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.00%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.03%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	86.30%	92.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.15%	89.00%
CHEMBL220	P22303	Acetylcholinesterase	83.51%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.62%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.98%	86.33%
CHEMBL2581	P07339	Cathepsin D	80.89%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	80.16%	95.93%

Plants that contains it

• Gelsemium sempervirens

Cross-Links

• PubChem: 72962171
• LOTUS: LTS0028236
• wikiData: Q105222864