2-(4-hydroxyphenyl)-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

Details

• Internal ID: 1c9edc11-9101-48e8-8a22-35365b1ff58d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 2-(4-hydroxyphenyl)-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C(=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)C5C(C(C(C(O5)CO)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C(=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O
• InChI: InChI=1S/C27H30O14/c28-8-16-19(32)21(34)23(36)26(39-16)18-14(40-27-24(37)22(35)20(33)17(9-29)41-27)6-5-12-13(31)7-15(38-25(12)18)10-1-3-11(30)4-2-10/h1-7,16-17,19-24,26-30,32-37H,8-9H2/t16-,17-,19-,20-,21+,22+,23-,24-,26+,27-/m1/s1
• InChI Key: TZZUNQVMMKHVMH-ZWNCCWLNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₄
• Molecular Weight: 578.50 g/mol
• Exact Mass: 578.16355563 g/mol
• Topological Polar Surface Area (TPSA): 236.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -2.14
• H-Bond Acceptor: 14
• 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	-	0.5736	57.36%
Caco-2	-	0.9284	92.84%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5848	58.48%
OATP2B1 inhibitior	-	0.5605	56.05%
OATP1B1 inhibitior	+	0.8805	88.05%
OATP1B3 inhibitior	+	0.9434	94.34%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6517	65.17%
P-glycoprotein inhibitior	-	0.5781	57.81%
P-glycoprotein substrate	-	0.7318	73.18%
CYP3A4 substrate	+	0.6268	62.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8427	84.27%
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	+	0.7893	78.93%
CYP inhibitory promiscuity	-	0.7526	75.26%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6848	68.48%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9094	90.94%
Skin irritation	-	0.8255	82.55%
Skin corrosion	-	0.9691	96.91%
Ames mutagenesis	-	0.5437	54.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.3672	36.72%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.7321	73.21%
skin sensitisation	-	0.9132	91.32%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7620	76.20%
Acute Oral Toxicity (c)	IV	0.4763	47.63%
Estrogen receptor binding	+	0.7161	71.61%
Androgen receptor binding	+	0.7548	75.48%
Thyroid receptor binding	-	0.5282	52.82%
Glucocorticoid receptor binding	-	0.5589	55.89%
Aromatase binding	+	0.6224	62.24%
PPAR gamma	+	0.7288	72.88%
Honey bee toxicity	-	0.7397	73.97%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6349	63.49%
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	99.19%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.06%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.31%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.23%	94.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.79%	96.21%
CHEMBL242	Q92731	Estrogen receptor beta	91.50%	98.35%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.27%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.97%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.52%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.55%	86.92%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	87.20%	83.57%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.19%	91.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.36%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.49%	97.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.33%	95.78%
CHEMBL3401	O75469	Pregnane X receptor	83.63%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.59%	94.45%

Plants that contains it

• Glinus oppositifolius

Cross-Links

• PubChem: 163091223
• LOTUS: LTS0230666
• wikiData: Q105268519