6-[(2R,3S,4R,5S,6S)-3,4-dihydroxy-6-methyl-5-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-7,8-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one

Details

• Internal ID: c7e3ff1a-03fe-4f20-b801-3b4360754bbc
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 6-[(2R,3S,4R,5S,6S)-3,4-dihydroxy-6-methyl-5-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-7,8-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
• InChI: InChI=1S/C27H30O15/c1-9-24(42-27-22(36)19(33)18(32)16(8-28)41-27)21(35)23(37)26(38-9)40-15-6-12-13(30)7-14(10-2-4-11(29)5-3-10)39-25(12)20(34)17(15)31/h2-7,9,16,18-19,21-24,26-29,31-37H,8H2,1H3/t9-,16-,18-,19+,21+,22-,23-,24+,26+,27+/m0/s1
• InChI Key: HAJSTMWHKGZLEH-KCDHQGODSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₅
• Molecular Weight: 594.50 g/mol
• Exact Mass: 594.15847025 g/mol
• Topological Polar Surface Area (TPSA): 245.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.39
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4777	47.77%
Caco-2	-	0.9083	90.83%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Mitochondria	0.6881	68.81%
OATP2B1 inhibitior	-	0.5655	56.55%
OATP1B1 inhibitior	+	0.8399	83.99%
OATP1B3 inhibitior	+	0.9552	95.52%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8039	80.39%
P-glycoprotein inhibitior	-	0.5730	57.30%
P-glycoprotein substrate	-	0.5631	56.31%
CYP3A4 substrate	+	0.6456	64.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8488	84.88%
CYP3A4 inhibition	-	0.9358	93.58%
CYP2C9 inhibition	-	0.9271	92.71%
CYP2C19 inhibition	-	0.9330	93.30%
CYP2D6 inhibition	-	0.9643	96.43%
CYP1A2 inhibition	-	0.8830	88.30%
CYP2C8 inhibition	+	0.6916	69.16%
CYP inhibitory promiscuity	-	0.7188	71.88%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7023	70.23%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9150	91.50%
Skin irritation	-	0.8192	81.92%
Skin corrosion	-	0.9626	96.26%
Ames mutagenesis	-	0.5737	57.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4095	40.95%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.7071	70.71%
skin sensitisation	-	0.9312	93.12%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.9040	90.40%
Acute Oral Toxicity (c)	III	0.5734	57.34%
Estrogen receptor binding	+	0.7821	78.21%
Androgen receptor binding	+	0.7017	70.17%
Thyroid receptor binding	+	0.5647	56.47%
Glucocorticoid receptor binding	+	0.6923	69.23%
Aromatase binding	+	0.6474	64.74%
PPAR gamma	+	0.7020	70.20%
Honey bee toxicity	-	0.6809	68.09%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8289	82.89%

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	99.33%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.10%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.15%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.24%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.06%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.52%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.61%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.49%	86.92%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.79%	96.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.31%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	87.00%	91.49%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	86.78%	83.57%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.71%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	85.94%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.23%	95.89%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.45%	95.78%
CHEMBL242	Q92731	Estrogen receptor beta	82.92%	98.35%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.91%	99.15%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.82%	91.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.74%	90.71%

Plants that contains it

• Barleria prionitis

Cross-Links

• PubChem: 162869044
• LOTUS: LTS0165967
• wikiData: Q105024921