(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-2-ethoxy-3,5-dihydroxy-3-(3-hydroxy-4-methoxyphenyl)-6-(hydroxymethyl)oxan-4-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 508ec06d-3d2a-4432-88b5-51981bccbfeb
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-2-ethoxy-3,5-dihydroxy-3-(3-hydroxy-4-methoxyphenyl)-6-(hydroxymethyl)oxan-4-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CCOC1C(C(C(C(O1)CO)O)OC2C(C(C(C(O2)C)O)O)O)(C3=CC(=C(C=C3)OC)O)O
• SMILES (Isomeric): CCO[C@H]1[C@]([C@H]([C@@H]([C@H](O1)CO)O)O[C@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)C)O)O)O)(C3=CC(=C(C=C3)OC)O)O
• InChI: InChI=1S/C21H32O12/c1-4-30-20-21(28,10-5-6-12(29-3)11(23)7-10)18(15(25)13(8-22)32-20)33-19-17(27)16(26)14(24)9(2)31-19/h5-7,9,13-20,22-28H,4,8H2,1-3H3/t9-,13+,14-,15+,16+,17+,18-,19-,20+,21+/m0/s1
• InChI Key: ZLPXZRZUFKQINJ-DDPVKAFRSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₁₂
• Molecular Weight: 476.50 g/mol
• Exact Mass: 476.18937645 g/mol
• Topological Polar Surface Area (TPSA): 188.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -2.08
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

• (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-3,5-dihydroxy-2-[2-(3-hydroxy-4-methoxyphenyl)ethoxy]-6-(hydroxymethyl)oxan-4-yl]oxy-6-methyloxane-3,4,5-triol
• Deacyl martynoside
• DTXSID10915550
• Ethyl 3-O-(6-deoxyhexopyranosyl)-2-C-(3-hydroxy-4-methoxyphenyl)hexopyranoside
• beta-(3-Hydroxy-4-methoxyphenyl)ethyl O-alpha-L-rhamnopyranosyl-(1-3)-O-beta-D-glucopyranoside
• beta-D-Glucopyranoside, 2-(3-hydroxy-4-methoxyphenyl)ethyl 3-O-(6-deoxy-alpha-L-mannopyranosyl)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6981	69.81%
Caco-2	-	0.8157	81.57%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7077	70.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9075	90.75%
OATP1B3 inhibitior	+	0.9558	95.58%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7825	78.25%
P-glycoprotein inhibitior	-	0.7713	77.13%
P-glycoprotein substrate	-	0.5413	54.13%
CYP3A4 substrate	+	0.5897	58.97%
CYP2C9 substrate	-	0.8050	80.50%
CYP2D6 substrate	-	0.8184	81.84%
CYP3A4 inhibition	-	0.9324	93.24%
CYP2C9 inhibition	-	0.7857	78.57%
CYP2C19 inhibition	-	0.7791	77.91%
CYP2D6 inhibition	-	0.9538	95.38%
CYP1A2 inhibition	-	0.8736	87.36%
CYP2C8 inhibition	+	0.5675	56.75%
CYP inhibitory promiscuity	-	0.6445	64.45%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6248	62.48%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9476	94.76%
Skin irritation	-	0.8525	85.25%
Skin corrosion	-	0.9517	95.17%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4832	48.32%
Micronuclear	-	0.5441	54.41%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8934	89.34%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.5694	56.94%
Acute Oral Toxicity (c)	III	0.6880	68.80%
Estrogen receptor binding	+	0.6393	63.93%
Androgen receptor binding	-	0.5249	52.49%
Thyroid receptor binding	+	0.5856	58.56%
Glucocorticoid receptor binding	-	0.5159	51.59%
Aromatase binding	+	0.7511	75.11%
PPAR gamma	+	0.5619	56.19%
Honey bee toxicity	-	0.7971	79.71%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5749	57.49%
Fish aquatic toxicity	-	0.5000	50.00%

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	97.99%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.74%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.46%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.26%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.40%	92.94%
CHEMBL2581	P07339	Cathepsin D	87.77%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.47%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.14%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.26%	92.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.22%	85.14%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.71%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.86%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.02%	97.14%

Plants that contains it

• Catalpa ovata
• Scrophularia buergeriana
• Scrophularia ningpoensis
• Scutellaria orientalis
• Stachys byzantina
• Volkameria inermis

Cross-Links

• PubChem: 192240
• NPASS: NPC304152
• LOTUS: LTS0054158
• wikiData: Q82886567