Methyl 6-[3-[3-methoxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoyloxy]-7-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate

Details

• Internal ID: ebe01573-1d6d-428b-83c0-b95e2f3c2612
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: methyl 6-[3-[3-methoxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoyloxy]-7-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate
• InChI: InChI=1S/C33H44O18/c1-13-18(9-15-16(30(43)45-3)12-46-31(23(13)15)51-33-29(42)27(40)25(38)21(11-35)50-33)47-22(36)7-5-14-4-6-17(19(8-14)44-2)48-32-28(41)26(39)24(37)20(10-34)49-32/h4-8,12-13,15,18,20-21,23-29,31-35,37-42H,9-11H2,1-3H3
• InChI Key: UVYVMKUISUPQME-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₄O₁₈
• Molecular Weight: 728.70 g/mol
• Exact Mass: 728.25276455 g/mol
• Topological Polar Surface Area (TPSA): 270.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -2.70
• H-Bond Acceptor: 18
• H-Bond Donor: 8
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7041	70.41%
Caco-2	-	0.8796	87.96%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.5152	51.52%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.7463	74.63%
OATP1B3 inhibitior	+	0.9431	94.31%
MATE1 inhibitior	-	0.9012	90.12%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7815	78.15%
P-glycoprotein inhibitior	+	0.6391	63.91%
P-glycoprotein substrate	+	0.5354	53.54%
CYP3A4 substrate	+	0.6880	68.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8689	86.89%
CYP3A4 inhibition	-	0.9219	92.19%
CYP2C9 inhibition	-	0.8091	80.91%
CYP2C19 inhibition	-	0.7794	77.94%
CYP2D6 inhibition	-	0.9038	90.38%
CYP1A2 inhibition	-	0.7835	78.35%
CYP2C8 inhibition	+	0.7937	79.37%
CYP inhibitory promiscuity	-	0.7395	73.95%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7059	70.59%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9192	91.92%
Skin irritation	-	0.7873	78.73%
Skin corrosion	-	0.9465	94.65%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7761	77.61%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.7396	73.96%
skin sensitisation	-	0.8340	83.40%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.9044	90.44%
Acute Oral Toxicity (c)	III	0.5063	50.63%
Estrogen receptor binding	+	0.8372	83.72%
Androgen receptor binding	+	0.5683	56.83%
Thyroid receptor binding	+	0.5395	53.95%
Glucocorticoid receptor binding	+	0.6839	68.39%
Aromatase binding	-	0.5051	50.51%
PPAR gamma	+	0.7208	72.08%
Honey bee toxicity	-	0.7709	77.09%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9163	91.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.38%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.05%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.51%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.82%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.26%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.24%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.12%	86.92%
CHEMBL4208	P20618	Proteasome component C5	91.51%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.89%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.30%	89.62%
CHEMBL3401	O75469	Pregnane X receptor	85.73%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.61%	85.14%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.44%	97.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.04%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.40%	96.95%
CHEMBL221	P23219	Cyclooxygenase-1	83.38%	90.17%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.69%	95.83%
CHEMBL5255	O00206	Toll-like receptor 4	82.52%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.47%	95.89%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.56%	89.50%
CHEMBL5028	O14672	ADAM10	80.74%	97.50%
CHEMBL1951	P21397	Monoamine oxidase A	80.68%	91.49%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.67%	97.14%

Plants that contains it

• Lonicera periclymenum

Cross-Links

• PubChem: 73808874
• LOTUS: LTS0027855
• wikiData: Q105280216