(2S,3R,4S,5S,6R)-2-[[(2R,3S,4S)-3-hydroxy-2-(4-hydroxyphenyl)-4,5-dimethoxy-8-(3-methylbut-2-enyl)-3,4-dihydro-2H-chromen-7-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 0b61ad6d-415c-4a53-a721-5b626f548fb3
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[[(2R,3S,4S)-3-hydroxy-2-(4-hydroxyphenyl)-4,5-dimethoxy-8-(3-methylbut-2-enyl)-3,4-dihydro-2H-chromen-7-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(=CCC1=C2C(=C(C=C1OC3C(C(C(C(O3)CO)O)O)O)OC)C(C(C(O2)C4=CC=C(C=C4)O)O)OC)C
• SMILES (Isomeric): CC(=CCC1=C2C(=C(C=C1O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)OC)[C@@H]([C@@H]([C@H](O2)C4=CC=C(C=C4)O)O)OC)C
• InChI: InChI=1S/C28H36O11/c1-13(2)5-10-16-17(37-28-23(33)22(32)21(31)19(12-29)38-28)11-18(35-3)20-26(16)39-25(24(34)27(20)36-4)14-6-8-15(30)9-7-14/h5-9,11,19,21-25,27-34H,10,12H2,1-4H3/t19-,21-,22+,23-,24-,25-,27+,28-/m1/s1
• InChI Key: XNNDZBMILDKUOB-DPKALAFNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₆O₁₁
• Molecular Weight: 548.60 g/mol
• Exact Mass: 548.22576196 g/mol
• Topological Polar Surface Area (TPSA): 168.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.27
• H-Bond Acceptor: 11
• 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	+	0.8017	80.17%
Caco-2	-	0.8104	81.04%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6002	60.02%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.7857	78.57%
OATP1B3 inhibitior	+	0.9563	95.63%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9214	92.14%
P-glycoprotein inhibitior	+	0.5926	59.26%
P-glycoprotein substrate	-	0.6599	65.99%
CYP3A4 substrate	+	0.6441	64.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7829	78.29%
CYP3A4 inhibition	-	0.9202	92.02%
CYP2C9 inhibition	-	0.7028	70.28%
CYP2C19 inhibition	-	0.6122	61.22%
CYP2D6 inhibition	-	0.8039	80.39%
CYP1A2 inhibition	-	0.7029	70.29%
CYP2C8 inhibition	+	0.6868	68.68%
CYP inhibitory promiscuity	-	0.5113	51.13%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7147	71.47%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9210	92.10%
Skin irritation	-	0.8067	80.67%
Skin corrosion	-	0.9465	94.65%
Ames mutagenesis	+	0.5363	53.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.7058	70.58%
Micronuclear	+	0.5059	50.59%
Hepatotoxicity	-	0.7592	75.92%
skin sensitisation	-	0.8750	87.50%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7146	71.46%
Acute Oral Toxicity (c)	III	0.6294	62.94%
Estrogen receptor binding	+	0.7479	74.79%
Androgen receptor binding	+	0.6733	67.33%
Thyroid receptor binding	+	0.6013	60.13%
Glucocorticoid receptor binding	+	0.5701	57.01%
Aromatase binding	+	0.5793	57.93%
PPAR gamma	+	0.7107	71.07%
Honey bee toxicity	-	0.6601	66.01%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9540	95.40%

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	99.26%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.28%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	92.32%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.77%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.75%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.73%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.68%	97.09%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	87.27%	85.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.95%	94.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.91%	89.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.80%	95.56%
CHEMBL2535	P11166	Glucose transporter	85.64%	98.75%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.99%	93.10%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.63%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.92%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.91%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.83%	89.00%
CHEMBL2581	P07339	Cathepsin D	82.17%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	82.15%	91.49%

Plants that contains it

• Marshallia mohrii

Cross-Links

• PubChem: 162969600
• LOTUS: LTS0255624
• wikiData: Q105331803