5-hydroxy-2-(4-hydroxyphenyl)-7-[(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-[(Z)-4-(4-hydroxyphenyl)-2-oxobut-3-enoxy]oxan-2-yl]oxychromen-4-one

Details

• Internal ID: 0d9ab106-d7ea-4bdc-9532-338583652ede
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 5-hydroxy-2-(4-hydroxyphenyl)-7-[(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-[(Z)-4-(4-hydroxyphenyl)-2-oxobut-3-enoxy]oxan-2-yl]oxychromen-4-one
• InChI: InChI=1S/C30H26O12/c31-17-6-1-15(2-7-17)3-8-19(33)14-39-29-27(37)26(36)28(38)30(42-29)40-20-11-21(34)25-22(35)13-23(41-24(25)12-20)16-4-9-18(32)10-5-16/h1-13,26-32,34,36-38H,14H2/b8-3-/t26-,27-,28+,29-,30+/m0/s1
• InChI Key: OXNLOFAZIKHOII-NDIBFASTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₆O₁₂
• Molecular Weight: 578.50 g/mol
• Exact Mass: 578.14242626 g/mol
• Topological Polar Surface Area (TPSA): 192.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.02
• H-Bond Acceptor: 12
• 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	-	0.5059	50.59%
Caco-2	-	0.9085	90.85%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6551	65.51%
OATP2B1 inhibitior	-	0.5507	55.07%
OATP1B1 inhibitior	+	0.9378	93.78%
OATP1B3 inhibitior	+	0.9590	95.90%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7434	74.34%
P-glycoprotein inhibitior	+	0.6310	63.10%
P-glycoprotein substrate	-	0.7005	70.05%
CYP3A4 substrate	+	0.6003	60.03%
CYP2C9 substrate	-	0.8189	81.89%
CYP2D6 substrate	-	0.8642	86.42%
CYP3A4 inhibition	-	0.8138	81.38%
CYP2C9 inhibition	-	0.8289	82.89%
CYP2C19 inhibition	-	0.9122	91.22%
CYP2D6 inhibition	-	0.9205	92.05%
CYP1A2 inhibition	-	0.9422	94.22%
CYP2C8 inhibition	+	0.8560	85.60%
CYP inhibitory promiscuity	-	0.6645	66.45%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6066	60.66%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.8888	88.88%
Skin irritation	-	0.8052	80.52%
Skin corrosion	-	0.9577	95.77%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5737	57.37%
Micronuclear	+	0.7192	71.92%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8842	88.42%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8249	82.49%
Acute Oral Toxicity (c)	III	0.4731	47.31%
Estrogen receptor binding	+	0.7294	72.94%
Androgen receptor binding	+	0.7957	79.57%
Thyroid receptor binding	+	0.5408	54.08%
Glucocorticoid receptor binding	+	0.6319	63.19%
Aromatase binding	+	0.5426	54.26%
PPAR gamma	+	0.7410	74.10%
Honey bee toxicity	-	0.6856	68.56%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9550	95.50%

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	99.34%	91.11%
CHEMBL3194	P02766	Transthyretin	97.75%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.70%	89.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	95.51%	91.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.34%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.53%	98.95%
CHEMBL242	Q92731	Estrogen receptor beta	91.57%	98.35%
CHEMBL1951	P21397	Monoamine oxidase A	91.28%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.28%	99.15%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.32%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.99%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.70%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.63%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	87.86%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.01%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.75%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.20%	94.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.23%	95.78%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.00%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.07%	85.14%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.65%	97.28%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.28%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.29%	96.00%

Plants that contains it

• Stachys byzantina

Cross-Links

• PubChem: 163105455
• LOTUS: LTS0043618
• wikiData: Q105202800