methyl (2S,7S)-5,5-dimethyl-13-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,6,12-trioxatricyclo[7.4.0.02,7]tridec-10-ene-10-carboxylate

Details

• Internal ID: dfafcb72-4df1-46eb-a5d8-054240d8b6c8
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: methyl (2S,7S)-5,5-dimethyl-13-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,6,12-trioxatricyclo[7.4.0.02,7]tridec-10-ene-10-carboxylate
• SMILES (Canonical): CC1(OCC2C(O1)CC3C2C(OC=C3C(=O)OC)OC4C(C(C(C(O4)CO)O)O)O)C
• SMILES (Isomeric): CC1(OC[C@H]2[C@@H](O1)CC3C2C(OC=C3C(=O)OC)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C
• InChI: InChI=1S/C20H30O11/c1-20(2)28-7-10-11(31-20)4-8-9(17(25)26-3)6-27-18(13(8)10)30-19-16(24)15(23)14(22)12(5-21)29-19/h6,8,10-16,18-19,21-24H,4-5,7H2,1-3H3/t8?,10-,11-,12+,13?,14+,15-,16+,18?,19-/m0/s1
• InChI Key: YAIGDKVCMQAHRK-WLZQLHOFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₁₁
• Molecular Weight: 446.40 g/mol
• Exact Mass: 446.17881177 g/mol
• Topological Polar Surface Area (TPSA): 153.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -1.38
• H-Bond Acceptor: 11
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4645	46.45%
Caco-2	-	0.8300	83.00%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7821	78.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7171	71.71%
OATP1B3 inhibitior	+	0.9016	90.16%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8110	81.10%
P-glycoprotein inhibitior	-	0.7170	71.70%
P-glycoprotein substrate	-	0.6163	61.63%
CYP3A4 substrate	+	0.6593	65.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8671	86.71%
CYP3A4 inhibition	-	0.9489	94.89%
CYP2C9 inhibition	-	0.8978	89.78%
CYP2C19 inhibition	-	0.8678	86.78%
CYP2D6 inhibition	-	0.9166	91.66%
CYP1A2 inhibition	-	0.8882	88.82%
CYP2C8 inhibition	+	0.4725	47.25%
CYP inhibitory promiscuity	-	0.9082	90.82%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7057	70.57%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9603	96.03%
Skin irritation	-	0.7437	74.37%
Skin corrosion	-	0.9544	95.44%
Ames mutagenesis	-	0.5648	56.48%
Human Ether-a-go-go-Related Gene inhibition	-	0.4682	46.82%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.8199	81.99%
skin sensitisation	-	0.8655	86.55%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5789	57.89%
Acute Oral Toxicity (c)	III	0.4742	47.42%
Estrogen receptor binding	+	0.8669	86.69%
Androgen receptor binding	+	0.5919	59.19%
Thyroid receptor binding	+	0.5865	58.65%
Glucocorticoid receptor binding	+	0.5875	58.75%
Aromatase binding	+	0.6631	66.31%
PPAR gamma	-	0.4907	49.07%
Honey bee toxicity	-	0.7611	76.11%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9061	90.61%

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	98.73%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.55%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.33%	96.61%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.16%	91.24%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.12%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.77%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	88.54%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.99%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.81%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.83%	96.00%
CHEMBL5255	O00206	Toll-like receptor 4	84.36%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.33%	86.33%
CHEMBL4208	P20618	Proteasome component C5	82.99%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.85%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.83%	95.83%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.75%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.55%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	80.94%	91.19%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.88%	96.95%
CHEMBL5028	O14672	ADAM10	80.73%	97.50%

Plants that contains it

• Hedychium spicatum

Cross-Links

• PubChem: 24893886
• NPASS: NPC287839