10-O-E-p-courmaroyl scandoside methyl ester

Details

• Internal ID: fa6a8758-d380-4804-91a4-1a0f4749c5b3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: methyl (1S,4aS,5R,7aS)-5-hydroxy-7-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
• InChI: InChI=1S/C26H30O13/c1-35-24(34)15-11-37-25(39-26-23(33)22(32)21(31)17(9-27)38-26)19-13(8-16(29)20(15)19)10-36-18(30)7-4-12-2-5-14(28)6-3-12/h2-8,11,16-17,19-23,25-29,31-33H,9-10H2,1H3/b7-4+/t16-,17-,19-,20+,21-,22+,23-,25+,26+/m1/s1
• InChI Key: IKWGNDOJHGXHQF-BYMAQSFPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₀O₁₃
• Molecular Weight: 550.50 g/mol
• Exact Mass: 550.16864101 g/mol
• Topological Polar Surface Area (TPSA): 202.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.29
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5850	58.50%
Caco-2	-	0.9037	90.37%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.6140	61.40%
OATP2B1 inhibitior	-	0.8529	85.29%
OATP1B1 inhibitior	+	0.7724	77.24%
OATP1B3 inhibitior	+	0.9747	97.47%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.5516	55.16%
P-glycoprotein inhibitior	-	0.6383	63.83%
P-glycoprotein substrate	-	0.6230	62.30%
CYP3A4 substrate	+	0.6577	65.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8704	87.04%
CYP3A4 inhibition	-	0.9263	92.63%
CYP2C9 inhibition	-	0.8157	81.57%
CYP2C19 inhibition	-	0.7410	74.10%
CYP2D6 inhibition	-	0.8971	89.71%
CYP1A2 inhibition	-	0.8714	87.14%
CYP2C8 inhibition	+	0.7387	73.87%
CYP inhibitory promiscuity	-	0.6656	66.56%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5909	59.09%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9381	93.81%
Skin irritation	-	0.7977	79.77%
Skin corrosion	-	0.9498	94.98%
Ames mutagenesis	-	0.5637	56.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4024	40.24%
Micronuclear	+	0.5133	51.33%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.8367	83.67%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.6970	69.70%
Acute Oral Toxicity (c)	III	0.5724	57.24%
Estrogen receptor binding	+	0.7775	77.75%
Androgen receptor binding	+	0.6873	68.73%
Thyroid receptor binding	-	0.5379	53.79%
Glucocorticoid receptor binding	-	0.4781	47.81%
Aromatase binding	-	0.5464	54.64%
PPAR gamma	+	0.6878	68.78%
Honey bee toxicity	-	0.7548	75.48%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.7724	77.24%

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	97.24%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.00%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.49%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.21%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.58%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	92.05%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.95%	89.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.82%	85.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.40%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.80%	95.56%
CHEMBL2581	P07339	Cathepsin D	80.87%	98.95%

Plants that contains it

• Oldenlandia corymbosa

Cross-Links

• PubChem: 15714687
• LOTUS: LTS0015488
• wikiData: Q105114978