10-Methylixoside

Details

• Internal ID: d57fc4fb-a8b1-4cd9-b590-a7bf61f57c78
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: (1S,4aS,7aS)-7-methoxycarbonyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylic acid
• SMILES (Canonical): COC(=O)C1=CCC2C1C(OC=C2C(=O)O)OC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): COC(=O)C1=CC[C@H]2[C@@H]1[C@@H](OC=C2C(=O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
• InChI: InChI=1S/C17H22O11/c1-25-15(24)7-3-2-6-8(14(22)23)5-26-16(10(6)7)28-17-13(21)12(20)11(19)9(4-18)27-17/h3,5-6,9-13,16-21H,2,4H2,1H3,(H,22,23)/t6-,9-,10+,11-,12+,13-,16+,17+/m1/s1
• InChI Key: DKSFGHQZRXXSTP-VRZJFIGOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₁₁
• Molecular Weight: 402.30 g/mol
• Exact Mass: 402.11621151 g/mol
• Topological Polar Surface Area (TPSA): 172.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -2.14
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

• CHEMBL498245

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4663	46.63%
Caco-2	-	0.8774	87.74%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6885	68.85%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.7247	72.47%
OATP1B3 inhibitior	+	0.9720	97.20%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6962	69.62%
P-glycoprotein inhibitior	-	0.8604	86.04%
P-glycoprotein substrate	-	0.8331	83.31%
CYP3A4 substrate	+	0.5617	56.17%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	-	0.8821	88.21%
CYP3A4 inhibition	-	0.9257	92.57%
CYP2C9 inhibition	-	0.8764	87.64%
CYP2C19 inhibition	-	0.8738	87.38%
CYP2D6 inhibition	-	0.9216	92.16%
CYP1A2 inhibition	-	0.8968	89.68%
CYP2C8 inhibition	-	0.6781	67.81%
CYP inhibitory promiscuity	-	0.8032	80.32%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6664	66.64%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9371	93.71%
Skin irritation	-	0.7833	78.33%
Skin corrosion	-	0.9508	95.08%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.5941	59.41%
Hepatotoxicity	-	0.8266	82.66%
skin sensitisation	-	0.8917	89.17%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.7419	74.19%
Acute Oral Toxicity (c)	III	0.4853	48.53%
Estrogen receptor binding	+	0.6211	62.11%
Androgen receptor binding	-	0.4909	49.09%
Thyroid receptor binding	-	0.5813	58.13%
Glucocorticoid receptor binding	-	0.5419	54.19%
Aromatase binding	-	0.5888	58.88%
PPAR gamma	-	0.6054	60.54%
Honey bee toxicity	-	0.8681	86.81%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	-	0.4893	48.93%

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	97.47%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.32%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	88.24%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.81%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.68%	97.09%
CHEMBL4208	P20618	Proteasome component C5	83.54%	90.00%
CHEMBL5028	O14672	ADAM10	83.33%	97.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.65%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.64%	86.33%
CHEMBL2581	P07339	Cathepsin D	81.09%	98.95%

Plants that contains it

• Catunaregam spinosa

Cross-Links

• PubChem: 44583802
• LOTUS: LTS0196530
• wikiData: Q104397558