(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[[(1R,3R)-10-hydroxy-9-methoxy-1,3-dimethyl-3,4-dihydro-1H-benzo[g]isochromen-5-yl]oxy]oxan-2-yl]methoxy]oxane-3,4,5-triol

Details

• Internal ID: 2520c05d-11bb-4cb7-ad93-8f351692a284
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[[(1R,3R)-10-hydroxy-9-methoxy-1,3-dimethyl-3,4-dihydro-1H-benzo[g]isochromen-5-yl]oxy]oxan-2-yl]methoxy]oxane-3,4,5-triol
• InChI: InChI=1S/C28H38O14/c1-10-7-13-17(11(2)39-10)21(32)18-12(5-4-6-14(18)37-3)26(13)42-28-25(36)23(34)20(31)16(41-28)9-38-27-24(35)22(33)19(30)15(8-29)40-27/h4-6,10-11,15-16,19-20,22-25,27-36H,7-9H2,1-3H3/t10-,11-,15-,16-,19-,20-,22+,23+,24-,25-,27+,28+/m1/s1
• InChI Key: DQADLVALMLHXPO-YNXKZZEHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₈O₁₄
• Molecular Weight: 598.60 g/mol
• Exact Mass: 598.22615588 g/mol
• Topological Polar Surface Area (TPSA): 217.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -1.42
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7288	72.88%
Caco-2	-	0.8783	87.83%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.4488	44.88%
OATP2B1 inhibitior	-	0.8647	86.47%
OATP1B1 inhibitior	+	0.8511	85.11%
OATP1B3 inhibitior	+	0.9545	95.45%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6457	64.57%
P-glycoprotein inhibitior	-	0.5901	59.01%
P-glycoprotein substrate	-	0.5173	51.73%
CYP3A4 substrate	+	0.6641	66.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7742	77.42%
CYP3A4 inhibition	-	0.9592	95.92%
CYP2C9 inhibition	-	0.8925	89.25%
CYP2C19 inhibition	-	0.8629	86.29%
CYP2D6 inhibition	-	0.9232	92.32%
CYP1A2 inhibition	-	0.7891	78.91%
CYP2C8 inhibition	+	0.6049	60.49%
CYP inhibitory promiscuity	-	0.8336	83.36%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6251	62.51%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9302	93.02%
Skin irritation	-	0.8532	85.32%
Skin corrosion	-	0.9615	96.15%
Ames mutagenesis	+	0.5763	57.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.6806	68.06%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.7802	78.02%
skin sensitisation	-	0.9026	90.26%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.9221	92.21%
Acute Oral Toxicity (c)	III	0.6879	68.79%
Estrogen receptor binding	+	0.8000	80.00%
Androgen receptor binding	-	0.5390	53.90%
Thyroid receptor binding	+	0.5224	52.24%
Glucocorticoid receptor binding	+	0.5559	55.59%
Aromatase binding	+	0.6544	65.44%
PPAR gamma	+	0.6697	66.97%
Honey bee toxicity	-	0.8260	82.60%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.7447	74.47%

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	99.67%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.27%	96.09%
CHEMBL220	P22303	Acetylcholinesterase	96.21%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.52%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.15%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.02%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.41%	89.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	90.85%	94.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.71%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.85%	96.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.79%	89.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.64%	95.89%
CHEMBL2535	P11166	Glucose transporter	87.38%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.39%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.41%	92.62%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.19%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.44%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.46%	85.14%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.65%	95.83%

Plants that contains it

• Eleutherine bulbosa

Cross-Links

• PubChem: 163007015
• LOTUS: LTS0030522
• wikiData: Q104986809