[2-methyl-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl] 7-methyl-1-oxo-4,4a,5,6-tetrahydro-3H-cyclopenta[c]pyran-4-carboxylate

Details

• Internal ID: 513fd045-53b4-4397-a71c-4e3ba137698f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: [2-methyl-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl] 7-methyl-1-oxo-4,4a,5,6-tetrahydro-3H-cyclopenta[c]pyran-4-carboxylate
• SMILES (Canonical): CC1=C2C(CC1)C(COC2=O)C(=O)OC3C4C=COC(C4C5(C3O5)C)OC6C(C(C(C(O6)CO)O)O)O
• SMILES (Isomeric): CC1=C2C(CC1)C(COC2=O)C(=O)OC3C4C=COC(C4C5(C3O5)C)OC6C(C(C(C(O6)CO)O)O)O
• InChI: InChI=1S/C25H32O12/c1-9-3-4-10-12(8-33-22(31)14(9)10)21(30)35-19-11-5-6-32-23(15(11)25(2)20(19)37-25)36-24-18(29)17(28)16(27)13(7-26)34-24/h5-6,10-13,15-20,23-24,26-29H,3-4,7-8H2,1-2H3
• InChI Key: BMDDACHOMFRCPT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₂O₁₂
• Molecular Weight: 524.50 g/mol
• Exact Mass: 524.18937645 g/mol
• Topological Polar Surface Area (TPSA): 174.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -1.11
• H-Bond Acceptor: 12
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7126	71.26%
Caco-2	-	0.8439	84.39%
Blood Brain Barrier	-	0.5303	53.03%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8583	85.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8056	80.56%
OATP1B3 inhibitior	+	0.8886	88.86%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.5367	53.67%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.5735	57.35%
P-glycoprotein substrate	-	0.5228	52.28%
CYP3A4 substrate	+	0.6980	69.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8918	89.18%
CYP3A4 inhibition	-	0.9274	92.74%
CYP2C9 inhibition	-	0.8741	87.41%
CYP2C19 inhibition	-	0.9142	91.42%
CYP2D6 inhibition	-	0.9328	93.28%
CYP1A2 inhibition	-	0.8589	85.89%
CYP2C8 inhibition	+	0.5788	57.88%
CYP inhibitory promiscuity	-	0.9325	93.25%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6288	62.88%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9377	93.77%
Skin irritation	-	0.5962	59.62%
Skin corrosion	-	0.9352	93.52%
Ames mutagenesis	+	0.5130	51.30%
Human Ether-a-go-go-Related Gene inhibition	+	0.6885	68.85%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.7874	78.74%
skin sensitisation	-	0.9052	90.52%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.5235	52.35%
Acute Oral Toxicity (c)	I	0.4401	44.01%
Estrogen receptor binding	+	0.7319	73.19%
Androgen receptor binding	+	0.6826	68.26%
Thyroid receptor binding	-	0.5618	56.18%
Glucocorticoid receptor binding	+	0.6158	61.58%
Aromatase binding	+	0.5405	54.05%
PPAR gamma	+	0.5711	57.11%
Honey bee toxicity	-	0.6797	67.97%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9683	96.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.10%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.80%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.79%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.75%	95.56%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	94.39%	91.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.09%	97.09%
CHEMBL2581	P07339	Cathepsin D	90.48%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.45%	100.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	84.82%	83.57%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.78%	94.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.61%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.37%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.37%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	84.30%	94.73%
CHEMBL5255	O00206	Toll-like receptor 4	83.57%	92.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.83%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.63%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.60%	89.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.32%	94.23%
CHEMBL5028	O14672	ADAM10	80.37%	97.50%

Plants that contains it

• Linaria japonica

Cross-Links

• PubChem: 163048771
• LOTUS: LTS0087359
• wikiData: Q104938346