5,7-dihydroxy-2-(4-hydroxyphenyl)-3-methoxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one

Details

• Internal ID: 8d600491-58c2-4def-bce0-5e011cdf03e2
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-methoxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): COC1=C(OC2=C(C1=O)C(=C(C(=C2)O)OC3C(C(C(C(O3)COC4C(C(C(C(O4)CO)O)O)O)O)O)O)O)C5=CC=C(C=C5)O
• SMILES (Isomeric): COC1=C(OC2=C(C1=O)C(=C(C(=C2)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O)O)O)C5=CC=C(C=C5)O
• InChI: InChI=1S/C28H32O17/c1-40-26-19(35)15-12(42-24(26)9-2-4-10(30)5-3-9)6-11(31)25(18(15)34)45-28-23(39)21(37)17(33)14(44-28)8-41-27-22(38)20(36)16(32)13(7-29)43-27/h2-6,13-14,16-17,20-23,27-34,36-39H,7-8H2,1H3/t13-,14-,16-,17-,20+,21+,22-,23-,27-,28+/m1/s1
• InChI Key: SWNSLKVJDIXNHR-TURUJKBLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₁₇
• Molecular Weight: 640.50 g/mol
• Exact Mass: 640.16394955 g/mol
• Topological Polar Surface Area (TPSA): 275.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -2.41
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5457	54.57%
Caco-2	-	0.9133	91.33%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5961	59.61%
OATP2B1 inhibitior	-	0.7123	71.23%
OATP1B1 inhibitior	+	0.8680	86.80%
OATP1B3 inhibitior	+	0.9786	97.86%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6066	60.66%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.5846	58.46%
CYP3A4 substrate	+	0.6404	64.04%
CYP2C9 substrate	-	0.8485	84.85%
CYP2D6 substrate	-	0.8501	85.01%
CYP3A4 inhibition	-	0.9437	94.37%
CYP2C9 inhibition	-	0.9060	90.60%
CYP2C19 inhibition	-	0.8926	89.26%
CYP2D6 inhibition	-	0.9515	95.15%
CYP1A2 inhibition	-	0.9150	91.50%
CYP2C8 inhibition	+	0.8009	80.09%
CYP inhibitory promiscuity	-	0.7142	71.42%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6642	66.42%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9131	91.31%
Skin irritation	-	0.8320	83.20%
Skin corrosion	-	0.9606	96.06%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3920	39.20%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.9324	93.24%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8554	85.54%
Acute Oral Toxicity (c)	III	0.6678	66.78%
Estrogen receptor binding	+	0.8171	81.71%
Androgen receptor binding	+	0.6122	61.22%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6626	66.26%
Aromatase binding	+	0.6794	67.94%
PPAR gamma	+	0.7232	72.32%
Honey bee toxicity	-	0.7529	75.29%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.6698	66.98%

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	99.60%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.01%	94.00%
CHEMBL2581	P07339	Cathepsin D	96.48%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.39%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.66%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.98%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.51%	96.09%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	92.71%	95.64%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.48%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	89.29%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.12%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.84%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.06%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.48%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.36%	95.56%
CHEMBL3194	P02766	Transthyretin	81.04%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.71%	95.89%

Plants that contains it

• Pleione bulbocodioides
• Pulicaria undulata subsp. undulata

Cross-Links

• PubChem: 11520194
• NPASS: NPC295283
• LOTUS: LTS0124985
• wikiData: Q105262764