(2S)-7-hydroxy-2-[4-hydroxy-3-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-5-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one

Details

• Internal ID: a240e0be-e4f5-464b-b2e1-5a2c020d2228
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: (2S)-7-hydroxy-2-[4-hydroxy-3-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-5-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C27H32O16/c28-7-17-20(33)22(35)24(37)26(42-17)40-14-3-9(1-2-11(14)31)13-6-12(32)19-15(39-13)4-10(30)5-16(19)41-27-25(38)23(36)21(34)18(8-29)43-27/h1-5,13,17-18,20-31,33-38H,6-8H2/t13-,17-,18-,20+,21+,22-,23-,24+,25+,26+,27+/m0/s1
• InChI Key: HKQQKSZMCFFSJH-HVJGPESQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₂O₁₆
• Molecular Weight: 612.50 g/mol
• Exact Mass: 612.16903493 g/mol
• Topological Polar Surface Area (TPSA): 266.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -2.84
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5736	57.36%
Caco-2	-	0.9268	92.68%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.5848	58.48%
OATP2B1 inhibitior	-	0.7111	71.11%
OATP1B1 inhibitior	+	0.9409	94.09%
OATP1B3 inhibitior	+	0.9434	94.34%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6503	65.03%
P-glycoprotein inhibitior	-	0.5454	54.54%
P-glycoprotein substrate	-	0.8743	87.43%
CYP3A4 substrate	+	0.5767	57.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8143	81.43%
CYP3A4 inhibition	-	0.9390	93.90%
CYP2C9 inhibition	-	0.9315	93.15%
CYP2C19 inhibition	-	0.9047	90.47%
CYP2D6 inhibition	-	0.9458	94.58%
CYP1A2 inhibition	-	0.9180	91.80%
CYP2C8 inhibition	-	0.6300	63.00%
CYP inhibitory promiscuity	-	0.7526	75.26%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6848	68.48%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.8972	89.72%
Skin irritation	-	0.8255	82.55%
Skin corrosion	-	0.9691	96.91%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6806	68.06%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.9132	91.32%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5302	53.02%
Acute Oral Toxicity (c)	IV	0.4763	47.63%
Estrogen receptor binding	+	0.8127	81.27%
Androgen receptor binding	-	0.5734	57.34%
Thyroid receptor binding	+	0.5203	52.03%
Glucocorticoid receptor binding	-	0.6721	67.21%
Aromatase binding	+	0.5242	52.42%
PPAR gamma	+	0.7328	73.28%
Honey bee toxicity	-	0.7475	74.75%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.7958	79.58%

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	99.54%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.90%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.62%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.37%	98.95%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.47%	96.21%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.28%	86.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.12%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.72%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.62%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.88%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.22%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.61%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.44%	95.89%
CHEMBL4208	P20618	Proteasome component C5	86.37%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	86.09%	94.73%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.50%	93.40%
CHEMBL3194	P02766	Transthyretin	84.24%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.68%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.16%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.75%	86.33%

Plants that contains it

• Crataegus phaenopyrum

Cross-Links

• PubChem: 163104287
• LOTUS: LTS0150327
• wikiData: Q105029872